The perfect vacation destination can make or break your vacation, but so can the season. Locations during their peak seasons can mean bigger crowds, bigger prices, and a bigger chance the perfect place to stay is already booked up.
Shoulder season is the time between a location's peak season and offseason, also known as travel’s Secret Season! This time-frame can last anywhere from a few weeks to a few months and often during either Spring or Fall. The shoulder season can mean lower prices, less crowds, and a better chance of getting the perfect accommodations!
To help you find the perfect place to visit and stay for your next vacation, we have compiled a list of the best shoulder season destinations, along with the best places to stay while there.
The South
If you are wanting to experience some southern charm during your next shoulder season vacation, take a look at these five incredible destinations!
Heaven By The Sea - Oceanfront Cottage Rentals
Tybee Island is a charming, barrier island minutes from Savannah, GA. This small coastal city includes beautiful, sunny beaches, historic landmarks, and some of the best seafood in Georgia! Regardless of whether you are traveling alone or with a large group of people, Tybee Island offers everything you could want and more, from dolphin and beach ecology tours to relaxing beaches and yummy restaurants, this is the perfect place for the perfect vacation. Here are five ways to make the most of it.
- Kayak to Little Tybee Island — Paddle out to this uninhabited barrier island twice the size of Tybee itself. Only accessible by water, it's perfect for shell hunting, wildlife spotting, and enjoying pristine beaches without the crowds.
- Tybee Island Light Station — Climb Georgia's oldest and tallest lighthouse, dating back to 1736. Shorter lines during shoulder season mean better photo ops from the top, and the on-site museum in Battery Garland covers centuries of maritime history.
- Fort Pulaski National Monument — Walk the 1.5-mile trail and catch a breathtaking view of the Cockspur Lighthouse. Ranger-led programs are more available and intimate outside of peak season.
- Tybee Island Pirate Fest (October) — A free, multi-day festival with live music, a pirate parade down Butler Street, costume contests, a kids' zone, and family-friendly fun with the beach as your backdrop.
- North Beach Birding Trail & Oyster Season — Fall brings migrating seabirds and shorebirds from the Arctic tundra, plus the start of oyster season. Pair a peaceful morning birdwatching walk with fresh-shucked local oysters at one of the island's legendary seafood spots.
Where to Eat in Tybee Island
Photo Credit: @The Original Crab Shack
Tybee's food scene leans heavily on fresh-caught seafood and Lowcountry flavors, with waterfront views that make every meal feel like a celebration. These five spots are where the locals eat — and where you should too.
- The Crab Shack — A Tybee Island institution since the 1930s, this legendary dockside restaurant overlooks Lazaretto Creek. Famous for Lowcountry seafood boils, steamed crab legs, and shrimp buckets.
- Sea Wolf Tybee — One of the most unique menus on the island, with a low-key yet magical atmosphere. Try the Tybee Salt Bomb oysters (locally harvested) and their creative seasonal cocktails. A local favorite, perfect for a date night during quieter shoulder-season evenings.
- Salt Island Fish & Beer — Named after the Euchee Tribe who inhabited Tybee in the 14th century, this spot serves the freshest seafood on the island alongside handcrafted cocktails. Spectacular sunset views make it a must-visit during the shoulder season when you can snag a waterfront seat without the wait.
- Sundae Cafe — A family-owned gem serving succulent seafood and gourmet Southern specials updated daily. The intimate dining atmosphere is perfect for a romantic island dinner. Try one of their nightly Southern specials for an authentic Tybee experience.
- Pier 16 Seafood Restaurant — Fresh seafood, burgers, and sweeping island views from the rooftop deck. The tender Mahi Mahi and blue crab with red pepper rice pilaf is an island favorite. Make a reservation during shoulder-season weekends—it's a local go-to.
At The 100 Collection, we understand that accommodation is just as important as location, luckily, we know the best place to stay! Our partner, Oceanfront Cottage Rentals, embodies luxury, charm, and quality. Highlight your vacation with wrap-around porches, private pools, rooftop decks, and so much more! Whether you are looking for a condo, cottage, or mansion, you can expect to find exactly what you need.
A Frame of Style - Southern Comfort Cabin Rentals
If you want to experience the southern feel of Georgia but aren’t a huge fan of beaches, then Blue Ridge, GA is the perfect destination for you! This mountain town offers a flourishing artistic community, exciting hiking trails, and so much more! Whether you are looking to visit the chimp sanctuary, ride the rails, or visit the spa, this destination is the perfect mix of adventure and relaxation.
Blue Ridge transforms during shoulder season, when the Appalachian foothills light up with fall color and the cooler mountain air makes every outdoor adventure more enjoyable. From scenic train rides along the Toccoa River to apple picking at Georgia's largest orchard, this is the time to experience the best of North Georgia without the peak-season crowds. These are the five experiences you don't want to miss.
- Blue Ridge Scenic Railway — A four-hour, 26-mile roundtrip journey along the Toccoa River to the sister towns of McCaysville, GA and Copperhill, TN. Fall foliage from the open-air railcar is jaw-dropping, and Southern Living named it a top-five attraction for fall color.
- Mercier Orchards — Georgia's largest apple orchard and a fourth-generation family farm since 1943. Fall is peak U-Pick season, and the famous fried apple pies, fresh-pressed cider, and hard cider tasting room make it an all-day destination.
- Aska Adventure Area & Long Creek Falls — Moderate-to-challenging trails at their best during shoulder season, with cooler temperatures and waterfalls that are spectacular after fall rains. The surrounding forest turns brilliant shades of orange, red, and gold.
- Toccoa River Swinging Bridge — One of the longest swinging bridges east of the Mississippi, set deep in the Appalachian forest. It doubles as a trailhead for some of the area's best hikes, with the canopy lit up in color during fall.
- Downtown Art & Wine Scene — Galleries, studios, and wine tasting rooms line Main Street. Shoulder season means you can linger longer, chat with local artists, and enjoy mountain wine without the crowds.
Where to Eat in Blue Ridge:
Photo Credit: @The Black Sheep Restaurant
From farm-to-table fine dining in a 200-year-old historic home to Cuban sandwiches and award-winning rum cake, this small mountain town takes its restaurants seriously. Here's where to refuel after exploring and hiking
- The Black Sheep — Set in the Historic Butt House, this is Blue Ridge's top upscale dining experience. Creative New American dishes, an award-winning wine list, and cocktails under a 200-year-old oak tree on the outdoor patio. The crispy crab-cake Benedict at brunch is legendary. Reserve ahead — weekends fill up fast even in shoulder season.
- Harvest on Main — A farm-to-table Southern-inspired restaurant in a cozy, rustic family-owned space. Seasonal menus highlight locally sourced ingredients. Perfect for a hearty dinner after a day on the trails. Try their seasonal specials for a true taste of the North Georgia mountains.
- Fightingtown Tavern — A rock-themed tavern known for farm-to-table comfort food, small-batch whiskeys, and live music. Locals and visitors love the laid-back energy. Top picks: burgers, fish tacos, and their legendary mac & cheese.
- Southern Charm Restaurant — Feel-good Southern cooking with fresh-made biscuits and apple butter brought to every table. The apple butter alone is worth the trip. Go on Monday or Thursday for their famous Chicken and Dumplings special, or Friday at 4:30pm for all-you-can-eat popcorn shrimp.
- Rum Cake Lady Cuban Cafe — Award-winning rum cakes and authentic Cuban sandwiches at this family-owned, fast-casual cafe. The empanadas and Cuban coffee are perfect for a quick but unforgettable lunch break between mountain adventures.
Southern Comfort Cabin Rentals are the perfect place to stay when visiting the Blue Ridge. Expanding on the charm and beauty of the surrounding area, these mountain-themed cabins combine a rustic feel with luxury. Equipped with hot tubs, outdoor lounge areas, and stone fireplaces, this is the best place to stay for your next shoulder season vacation.
Serenity By The Sea - Coastal Carolina Vacations
This line of breathtaking barrier islands off the coast of North Carolina is the perfect place for those who love a relaxing beach vacation with a historic twist. Home to England’s first settlement in the New World, Roanoke Island, the Outer Banks offers a firsthand experience of an intriguing part of history. At Outer Banks, you can do it all, relax on a beach one day and explore a historic shipwreck the next. This destination has everything you could possibly want for your next shoulder season vacation.
The Outer Banks is packed with history, natural beauty, and one-of-a-kind experiences that are all better during shoulder season. Shorter lines at iconic landmarks, cooler temps for outdoor adventures, and smaller tour groups make fall and spring the ideal time to explore these legendary barrier islands. These five stops cover the best of what the OBX has to offer.
- Cape Hatteras Light Station — The tallest brick lighthouse in North America. Shoulder season means shorter lines for the 257-step climb, sweeping views of the Atlantic and Diamond Shoals, and more time to explore the on-site museum.
- Wright Brothers National Memorial — Walk where Orville and Wilbur made aviation history in 1903. The renovated visitor center features a full-size 1903 Wright Flyer reproduction, and comfortable fall and spring temps are perfect for exploring the grounds.
- Jockey's Ridge State Park — The tallest active sand dune on the Atlantic coast. Shoulder season is prime time for hang gliding lessons, kite flying, and sunset hikes across the dunes without the summer crowds.
- Wild Horse Tours in Corolla — Hop aboard an open-air safari truck to see Colonial Spanish Mustangs roaming free on the four-wheel-drive-only beaches north of Corolla. Fall tours have smaller groups and a better chance of spotting horses along the beach.
- Graveyard of the Atlantic Museum — Centuries of shipwreck history, piracy artifacts, and maritime lore on Hatteras Island. Quieter shoulder season visits mean more one-on-one time with the exhibits and staff.
Where to Eat in Outer Bank
Photo Credit: @Kill Devil Grill
Shoulder season is when you can actually get a table at the best spots without a two-hour wait — and the chefs are still cooking with the freshest seasonal catches. Here's where to eat.
- Ocean Blvd Bistro and Martini Bar — A top-rated fine dining experience on the OBX, known for creative coastal dishes, craft cocktails, and one of the best martini lists on the island. Seasonal ingredients shine here. Reserve ahead — this is a special occasion destination even in shoulder season.
- Kill Devil Grill — A long-time local favorite in Kill Devil Hills serving boldly flavored dishes that blend Southern and Latin American cuisine. Try the weekly specials like Steak and Red Wine Mondays or Tacos and Tequila Tuesdays. Relaxed, unpretentious, and seriously delicious.
- Tortuga's Lie — This funky Nags Head shack is covered in quirky beach decor and is famous for the "Coco Loco Chicken" — coconut-fried chicken with lime curry dipping sauce. Save room for a slice of their fresh-baked pie. A beloved OBX institution.
- Fish Heads Bar & Grill — Located right on the Nags Head Fishing Pier, this tiki-style bar serves fresh fish tacos and draft craft beer with an ocean view that can't be beat. Happy-hour steamed shrimp at just 20 cents each (4-6pm) makes shoulder-season visits even sweeter.
- The Blue Point — Known for its unique Southern-inspired menu, impressive wine list, and stunning sunset views over the Currituck Sound. Farm-to-fork ingredients and a sophisticated yet relaxed atmosphere make it a must for any foodie.
Whether you are searching for a condo, an over-water refuge, or a luxurious oceanfront getaway, our partner Coastal Carolina Vacations has exactly what you need. Equipped with hot tubs, cabanas, private walkways to the beach and so much more, these homes offer the high-end amenities needed to create the perfect stay.
8 Gull Point - Bestnest by Beverly Serral Vacation Rentals
This charming island in the Lowcountry of South Carolina is the perfect place to visit for your shoulder season vacation. Known for their tranquil, white-sand beaches and golf courses, this island is perfect for a more relaxing getaway. Outside of the beach and golf, you could also visit the Harbour Town Lighthouse and Museum, various heritage buildings, and themed gardens with the Coastal Discovery Museum, or the Pinckney Island National Wildlife Refuge, just to name a few. There is so much to explore and enjoy at Hilton Head Island!
Hilton Head's shoulder season brings cooler Lowcountry breezes, thinner crowds, and some of the best wildlife viewing of the year. Whether you're biking through maritime forests, kayaking past dolphins, or exploring one of the most pristine wildlife refuges on the East Coast, fall and spring are the sweet spot for experiencing this island at its finest. Here's how to spend your time:
- Bike the Island's 60+ Miles of Trails — Paved pathways weave through maritime forests draped in Spanish moss, along quiet beaches, and past tidal marshes. Shoulder season's cooler temperatures and smaller crowds make it the ideal time to explore by bike.
- Pinckney Island National Wildlife Refuge — Over 4,000 acres of salt marsh, forest, and freshwater ponds with 14 miles of hiking and biking trails. Home to 250-plus bird species, alligators, and white-tailed deer. Free admission, open sunrise to sunset.
- Harbour Town Lighthouse & Museum — Climb the island's iconic red and white striped lighthouse for panoramic views of Calibogue Sound. The museum inside offers a rich look at Lowcountry history, and shoulder season crowds are thin.
- Kayak Through the Salt Marshes — Paddle through Hilton Head's intricate tidal waterways for up-close encounters with bottlenose dolphins, great blue herons, and other coastal wildlife. Shoulder season means calmer water and more frequent sightings.
- Coastal Discovery Museum — Explore Hilton Head's ecology, Gullah culture, and Civil War history through exhibits, heritage gardens, and guided walks across 68 acres of preserved land. Shoulder season programming often includes special events not available in summer.
Where to Eat in Hilton Head
Photo Credit: @Hudson's Seafood House on the Docks
Hilton Head's restaurant scene pulls from the Lowcountry's deep culinary traditions. During shoulder season, you can finally get into the island's most popular spots without battling the summer reservation rush. These five deliver every time.
- Hudson's Seafood House on the Docks — Fresh-off-the-boat seafood for over 50 years. Hudson's uses one of the island's last two working fishing fleets, so your meal likely swam hours before it hit your plate. Watch the crew unload oysters, shrimp, and soft-shell crab from the dock while you dine.
- Skull Creek Boathouse — Award-winning waterfront dining with incredible sunset views and a fresh-off-the-boat seafood menu. The in-house sushi bar adds a creative twist. Grab a seat on the dock bar during shoulder season for unbeatable sunsets without the summer wait times.
- A Lowcountry Backyard — Featured in The Wall Street Journal, Condé Nast Traveler, and The Travel Channel's Food Paradise. Known for some of the best shrimp and grits in all of South Carolina, plus locally produced tea and honey. Casual Lowcountry vibes at their finest.
- Michael Anthony's Cucina Italiana — Voted "Favorite Fine Dining" by Hilton Head Monthly readers. A small, intimate restaurant with just 20 tables where you can watch the chefs work. Housemade pastas, an incredible dessert menu, and impeccable Italian hospitality. Reservations highly recommended.
- Old Oyster Factory — Located along Broad Creek, this waterfront staple has been serving fresh-caught seafood, juicy steaks, and sweet desserts since 1989. Named one of OpenTable's Top 100 Scenic View Restaurants and Top 50 Kid-Friendly spots in America.
After a long day of adventure and excitement, you can go home to our partner Bestnest By Beverly Serral Vacation Rentals. These luxury homes put quality at the forefront, featuring oceanfront beauty, high-end amenities, lush furnishings, and ample space. These homes will take your vacation to the next level!
Laguna Sunrise - Beachball Properties
Gulf Shores, AL is the perfect destination for your next shoulder season beach vacation! With warm temperatures, incredible views, and thriving wildlife, this charming city is the best place to relax and unwind. You could also have fun relaxing by the beach, visiting the pier, or taking a walk on one of the many trails. Regardless of what you like to do, this is the perfect place to do it!
Gulf Shores shines brightest during shoulder season, when the sugar-white sand beaches empty out, the temperatures drop to comfortable levels, and the natural side of Alabama's Gulf Coast takes center stage. From sprawling state parks and wildlife refuges to the iconic Bushwacker Trail, this is the time to experience the Gulf without the summer madness.
- Gulf State Park — Over 6,000 acres of beaches, trails, and nature with 28 miles of paths to hike and bike. The Hugh S. Branyon Backcountry Trail is perfect for spotting wildlife during the shoulder season's comfortable temperatures.
- Alabama Gulf Coast Zoo — Hands-on animal encounters where you can feed giraffes, meet kangaroos, and explore conservation exhibits. Shoulder season means shorter lines and a more relaxed experience.
- Bon Secour National Wildlife Refuge — Hike the Jeff Friend and Pine Beach trails through maritime forest to some of the most pristine, undeveloped beach on the Gulf Coast. One of the most underrated nature experiences in Alabama.
- Gulf Shores Public Beach & Pier — The sugar-white sand and turquoise water are stunning without the summer crowds. Walk the pier at sunset for incredible views and plenty of room to spread out.
- The Bushwacker Trail — Gulf Shores' signature frozen cocktail (rum, coffee liqueur, coconut cream) is served at nearly every restaurant and bar. Visit multiple spots and decide who makes the best one on the coast.
Where to Eat in Gulf Shores
Photo Credit: @The Hangout
- The Hangout — Located right on the main public beach, this lively restaurant combines seasonal seafood, live music, and family fun with dancing, games, and a foam machine. Start with the fried calamari and soak up the coastal energy. A Gulf Shores icon.
- LuLu's at Homeport Marina — Jimmy Buffett's sister Lucy's waterfront restaurant serves Lowcountry favorites like shrimp and grits over Gouda grits with Andouille sausage.
- DeSoto's Seafood Kitchen — Winner of the People's Choice Award for Best Lunch and Best Dinner for 15 years running. Family-owned since 2000, this spot serves scratch-made Southern seafood in a cheerful, twinkle-light atmosphere one block from the Gulf. Shoulder season means you can actually snag a table without the summer wait.
- Jesse's on the Bay — A Fort Morgan gem that won Best New Restaurant in the Best of Baldwin competition. Located on the bay with stunning water views, Jesse's serves elevated Gulf Coast cuisine with fresh, locally sourced seafood. Perfect for a special shoulder season dinner.
- The Original Oyster House — Open since 1983 and famous for hand-shucked oysters, award-winning gumbo, and cheesy grits. The sustainable practices and old-school seafood house charm make this a Gulf Shores institution. Don't miss the key lime pie or the chocolate chip peanut butter pie.
If you are looking for luxurious, oceanfront condos, or a beautiful private home, then our partner Beachball Properties has you covered. A short walk from the waves, these gorgeous homes offer high-end amenities and coastal decor, complementing the charming ocean scenery around them.
The Southwest
If you are looking for western charm with warm southern weather, then look no further! These two southwestern destinations are perfect for your next secret-season vacation!
Camelback Desert Tropics - Porter
This captivating desert city is known for its spa resorts, golf courses, and scenic desert terrain. This destination is a must for your shoulder season vacation! Home to some of Arizona’s best shopping, dining, and nature experiences, Scottsdale has a little something for everyone.
Scottsdale's shoulder season swaps scorching summer heat for perfect 70s-and-80s weather, making it the ideal time to explore the Sonoran Desert, Old Town galleries, and world-class spas at a fraction of peak pricing. Whether you're hiking desert trails at sunrise or floating above the landscape in a hot air balloon, fall and spring deliver the best of the Southwest.
- McDowell Sonoran Preserve — Home to the largest urban wilderness area in the United States, Scottsdale's McDowell Sonoran Preserve, with more than 60 miles of trails! Shoulder season brings ideal temperatures for hiking, mountain biking, and horseback riding through the stunning desert landscape.
- Old Town Scottsdale — Art galleries, boutique shopping, and nightlife in a vibrant walkable downtown. Shoulder season means fewer tourists and easier access to popular restaurants, rooftop bars, and the Thursday night ArtWalk.
- Taliesin West — Tour Frank Lloyd Wright's iconic winter home and school set against the McDowell Mountains. Guided tours cover the living quarters, drafting studios, and desert gardens. Cooler shoulder season weather makes the outdoor portions far more enjoyable.
- Hot Air Balloon Rides — The desert landscape is spectacular from above at sunrise — cactus-covered hills, red rock formations, and mountain ranges to the horizon. Fall and spring offer the best weather for ballooning with calm winds and clear visibility.
- World-Class Spa Retreats — Top resort spas including the Sanctuary on Camelback and the Phoenician offer significantly reduced shoulder season rates. Get luxury treatments at a fraction of peak pricing.
Where to Eat in Scottsdale,AZ
Photo Credit: @The Mission
- FnB — One of the most popular restaurants in Scottsdale, FnB offers a constantly changing seasonal menu sourced from local ingredients. Well-prepared vegetables are often the star, alongside grilled quail, halibut, and lamb tenderloin. Enjoy an Arizona-centric wine list and A farm-to-table gem.
- The Mission — Exquisite, refined Latin food inspired by Mexico, Spain, and South America. The Old Town location features a glowing salt rock wall, chandeliers, and outdoor fire pits. Start with tableside guacamole and a mezcal cocktail. Shoulder season means easier reservations at this normally packed hotspot.
- Olive & Ivy — A Scottsdale waterfront staple in Old Town serving Mediterranean-inspired dishes and craft cocktails on their gorgeous canal-side patio. Shoulder season's cooler evenings make the patio dining experience absolutely perfect.
- Old Town Tortilla Factory — Built from a historic 85-year-old adobe home, this restaurant captures timeless Southwestern charm. Fresh tortillas are made in-house, and the patio among the cactus gardens and string lights is one of the most romantic dining settings in Scottsdale.
- Andreoli Italian Grocer — A market-meets-restaurant where you could eat 50 times and still discover something new. Check the daily specials board for incredible Italian fare, grab artisan meats and cheeses, and enjoy the relaxed neighborhood vibe on the outdoor patio.
If you are looking for resort-style amenities, indoor-outdoor layouts, and perfect locations, then our partner, Porter, has you covered! These homes feature amenities such as private pools, water slides, gorgeous fireplaces, and multi-level patios, perfect for a memorable shoulder season trip.
Casa Galeria - Two Casitas
As the capital of New Mexico, Santa Fe is a hub for history, arts, and culture. As home to the oldest public buildings in America, there are plenty of historic sites and museums to visit and explore during your time in the city. Apart from that, there is also a wide variety of outdoor attractions, shopping, and restaurants for you to choose from. This beautiful city is the perfect place to expand your historical knowledge while enjoying a first-rate vacation.
Santa Fe's shoulder season is when the city's legendary art scene, rich history, and stunning high-desert landscape are at their most accessible. Comfortable walking weather, smaller crowds at world-class galleries and ancient ruins, and shorter lines at the city's most beloved attractions make fall and spring the perfect time to explore the oldest capital city in the United States.
- Canyon Road Art Walk — Over 100 galleries, studios, and restaurants line this famous half-mile stretch. Shoulder season brings smaller crowds and more intimate gallery visits where you can chat directly with the artists.
- Santa Fe Plaza & Palace of the Governors — The oldest continuously used public building in the United States, surrounded by a vibrant plaza where Native artisans sell handmade jewelry and pottery under the Palace portal year-round.
- Bandelier National Monument — Explore ancestral Pueblo cliff dwellings and 33,000 acres of rugged canyon wilderness just 45 minutes from town. Climb wooden ladders into ancient alcove rooms and hike past petroglyphs in comfortable shoulder season temperatures.
- Meow Wolf's House of Eternal Return — A 20,000-plus square foot immersive art experience with psychedelic, interactive installations. Crawl through refrigerators into alternate dimensions and explore hidden passages. Shoulder season means shorter lines and more time to discover every room.
- Santa Fe Farmers' Market — Open Tuesdays and Saturdays year-round in the Railyard District. Blue corn pupusas, local honey, Hatch chile products, and seasonal produce from New Mexico's best growers. The perfect shoulder season morning activity.
Where to Eat in Santa Fe
Photo Credit: @Cafe Pasqual's
- Cafe Pasqual's — Open for over 40 years and quintessentially Santa Fe. Colorful papel picado, chile ristras, and folk art fill the dining room. Locally inspired dishes like enchiladas, corn pancakes with red chile, and roasted poblano mac and cheese and all organic. Expect a line even in shoulder season; it's that good.
- Geronimo — THE place to dine in Santa Fe. A Canyon Road legend housed in a 1756 adobe building. New Mexico's only Mobil 4-Star and AAA 4-Diamond restaurant, and a TripAdvisor Top 10 in the United States. The mushroom bisque and lemon crêpe off the vegetarian tasting menu are legendary. Dress code is business casual — reserve well in advance.
- The Shed — If there's one Santa Fe restaurant that gets the most buzz among visitors, it's The Shed. Famous for their red chile enchiladas and green chile stew, this downtown favorite occupies a historic hacienda with multiple cozy rooms and a charming courtyard. A true Santa Fe institution.
- Sazón — Chef Fernando Olea won the 2022 James Beard Award for Best Chef of the Southwest, largely thanks to his complex Mexican moles made with nuts, chocolate, and chile. The deliberately small menu emphasizes locally sourced meats and produce. A refined, unforgettable dining experience.
- Tia Sophia's — A 50-year Santa Fe institution famous for breakfast burritos smothered in red and green chile ("Christmas style"). The stuffed sopaipillas and Atrisco Plate are incredible values. Breakfast and lunch only (Mon-Sat 7am-2pm). Get there early — locals love this spot.
Our partners, Two Casitas, is the best place to stay to heighten the excitement and enjoyment during your trip to Santa Fe. These beautiful homes feature the adobe-style architecture for which Santa Fe is famous! These homes offer a one-of-a-kind experience, immersing you into the true nature of Santa Fe with antique doors, handcrafted sconces, and Aztec-style decor. The perfect place to stay to truly experience all of Santa Fe!
The West
If the mountain ranges, desert terrain, and western culture is what you are looking for for your next shoulder season vacation, then these next three destinations are perfect for you!
Opus - Triumph Mountain Properties
This charming little town at the base of Vail Mountain is home to the Vail Ski Resort and is set within the White River National Forest. Whether you are a pro on skis or just looking to enjoy a cultural festival, Vail Valley has exactly what you need. Although this grand ski resort is a staple of this city, there are also opportunities for fishing, hiking, and scenic views. This town is the perfect place to visit for your next shoulder season vacation.
Vail Valley between ski seasons is one of Colorado's best-kept secrets. Golden aspens blanket the mountainsides, hiking trails are uncrowded, and the crisp mountain air makes every outdoor activity feel like a postcard. Whether you're riding a gondola through fall foliage or exploring the highest botanical garden in North America, shoulder season delivers the Rockies at their most stunning.
- Betty Ford Alpine Gardens — The highest botanical garden in North America at 8,200 feet. Peak wildflower bloom happens during shoulder season, and the alpine setting with mountain backdrops is breathtaking. Free admission year-round.
- Booth Falls Trail — A moderate 4.3-mile round-trip hike to a stunning 60-foot waterfall. Fall foliage turns the surrounding aspens brilliant gold against dark conifers, making it one of the most photographed trails in the valley.
- Eagle Bahn Gondola — Ride up Vail Mountain for panoramic views across the Gore Range and Holy Cross Wilderness. Fall colors from the gondola are jaw-dropping, and mountaintop dining at Eagle's Nest makes it a complete experience.
- Vail Recreation Path — A paved multi-use trail stretching through the valley, perfect for biking, jogging, or a leisurely walk along Gore Creek. Shoulder season brings golden aspens lining the path and mountain views without summer traffic.
- Colorado Snowsports Museum — Chronicles the history of skiing and snowboarding in Colorado, from the 10th Mountain Division soldiers to modern alpine sports. A perfect rainy-day activity in Vail Village.
Where to Eat in Vail Valley
Photo Credit: @Sweet Basil
- Sweet Basil — A Vail institution since 1977 that keeps getting better. Start with the whipped feta, try the caviar-topped lobster donut, and don't miss the sticky toffee pudding cake. Overlooks Gore Creek. Try for walk-in bar seats around 5pm between après-ski and the dinner rush.
- Alpenrose — An authentic German-Austrian restaurant since 1974. In winter, you can reserve a private gondola cabin imported from Italy and Austria for a raclette and fondue dinner.
- Mountain Standard — Slide into an indigo velvet booth and order a center-cut filet with Yukon Gold puree alongside whiskey au poivre sauce. Or post up at the bar for Hamachi crudo and Japanese whiskey cocktails. Western-mountain-contemporary vibes perfect for après anything.
- La Tour Restaurant — A beloved fine-dining destination with panoramic mountain views, exceptional French-inspired cuisine, and one of the most caring service teams in Vail. The Rocky Mountain trout and seasonal tasting menus are outstanding.
- Root & Flower — A modern wine bar tucked into a nook on Bridge Street in Vail Village. Over 50 wines by the glass plus a rotating menu of New American small bites. Intimate, creative, and the perfect spot for a shoulder season evening.
Our partner, Triumph Mountain Properties, is perfect for summer, winter, and everything in between when it comes to staying in Vail Valley. These properties are nestled into the mountainside, offering private pools, personal concierge, and state-of-the-art facilities! This is the perfect place to experience the luxury and excitement of Vail Valley.
Snow Creek Lodge - Roam Property Management
This town located in Southern Montana is a gateway to Yellowstone National Park. This park is famous for its incredible views and attractions, including Old Faithful geyser. Entering Yellowstone National Park from West Yellowstone puts you right in the heart of Yellowstone and the quickest access to all of its most famous attractions. This is the perfect place to visit for your next shoulder season vacation in the wonder of nature.
West Yellowstone is the ultimate gateway to and shoulder season is hands-down the best time to visit. Fewer crowds, golden aspens, prime wildlife viewing, and world-class fishing conditions make September and October the sweet spot. The park feels like it's yours during shoulder season — no bumper-to-bumper traffic, no two-hour waits at Old Faithful, just raw, stunning nature.
- Yellowstone National Park — September and October bring fewer crowds, golden aspens, and incredible wildlife viewing. Fall is rutting season for elk and bison, meaning dramatic encounters and stunning photography opportunities without the summer gridlock.
- Old Faithful & Upper Geyser Basin — Visit without the two-to-three-hour summer waits. Shoulder season means front-row views of Old Faithful, unhurried boardwalk strolls past geothermal features, and steam rising against crisp fall air for unforgettable photos.
- Grizzly & Wolf Discovery Center — See grizzly bears and gray wolves up close year-round at this wildlife park and educational facility. Especially great when the park's interior roads begin closing for winter. The bear feeding enrichment programs are a highlight.
- Fly Fishing on the Madison River — One of the best trout rivers in the world, and shoulder season is prime time. Fall hatches bring excellent conditions with fewer anglers on the water. Book a guided trip for trophy brown and rainbow trout.
- Rendezvous Trail System — Over 35 miles of groomed trails right outside town, perfect for mountain biking and trail running through stunning fall colors. Cool temperatures and quiet trails make it the best way to experience the landscape outside the park gates.
Where to Eat in West Yellow Stone
Photo Credit: @The Buffalo Bar
- Madison Crossing Lounge — The finest dining in West Yellowstone, set in the town's first schoolhouse. Start with the bison nachos or charcuterie platter, followed by the stuffed pork chop or a nightly special. Finish with their legendary blueberry white chocolate bread pudding. Full bar with creative cocktails.
- The Buffalo Bar — The heart and soul of West Yellowstone's local scene. Game-themed decor, multiple TVs for sports, and hearty food way beyond standard bar fare. Try the smothered chicken burrito or the grilled salmon tacos. Trivia Tuesdays pack the house.
- Firehole Bar-B-Que Co. — Featured on Diners, Drive-Ins and Dives, this spot serves expertly smoked brisket, ribs, and pulled pork in a rustic Western setting. The BBQ is slow-smoked and the sides are scratch-made. A must-visit after a long day in the park.
- Running Bear Pancake House — A family-friendly diner with legendary breakfast. The Montana Mountain Berry Pancakes topped with huckleberries and whipped cream are a fan favorite.
- Wild West Pizzeria & Saloon — The best pizza within miles of Yellowstone. Fresh ingredients, handmade dough, and a fun saloon atmosphere with live music through the summer months. A reliable crowd-pleaser for families and groups after a park adventure
Roam Property Management offers the best homes in West Yellowstone to relax and unwind after a full day in Yosemite. As partners to The 100 Collection, quality, cleanliness, and safety are guaranteed when you stay at these elegant homes, where rustic style and luxury meet. These spacious homes come equipped with fire pits, wildlife inspired decor, and wrap-around decks, perfect for your next vacation in West Yellowstone.
Whaletopia - Beachcomber Vacation Homes
This stunning town is a west coast wonder, with some of the most stunning beach views there are! Arch Cape is only six miles from the Cannon Beach city center. Having been a backdrop for many films, this beach is absolutely breathtaking.
Cannon Beach and Arch Cape are at their most magical during shoulder season. Fall brings dramatic Pacific storms, incredible tidepool viewing, and a quieter, more intimate version of the Oregon coast. The galleries are less crowded, the trails through old-growth forest are lush and green, and the beaches feel like they belong to you alone.
- Haystack Rock Tidepools — Cannon Beach's iconic 235-foot sea stack is best explored during shoulder season, when lower tides expose incredible pools teeming with sea stars, anemones, and crabs. Fewer tourists means more time to discover marine life up close.
- Ecola State Park — Hike through old-growth Sitka spruce forest to stunning cliff-top viewpoints of the Pacific. The 2.5-mile Tillamook Head Trail is especially beautiful in fall when rain brings out the lush greens of the forest canopy.
- Hug Point State Recreation Site — A hidden gem best explored at low tide. Walk along the beach to discover a tucked-away waterfall, sea caves, and the remnants of an old stagecoach road carved directly into the rock face.
- Storm Watching — Fall and winter bring massive Pacific storms that send enormous waves crashing against the sea stacks. Watching the spectacle from a beachfront home or the Cannon Beach promenade with a hot drink is a quintessential Oregon Coast experience.
- Cannon Beach Art Galleries — Dozens of galleries feature local and regional artists working in glass, ceramics, painting, and sculpture. Shoulder season gallery walks are more relaxed and allow for deeper conversations with the artists themselves.
Where to Eat in Cannon Beach & Arch Cape
Photo Credit: @Pelican Brewing
- The Wayfarer Restaurant & Lounge — A Cannon Beach favorite for locals and visitors with seasonal Northwest cuisine and unbeatable views of the Pacific and Haystack Rock. Open for breakfast, lunch, and dinner. The wood-paneled lounge with a fireplace is the perfect shoulder season retreat. Try the Dungeness crab bake or the beer-battered halibut.
- Stephanie Inn Dining Room — Rated one of the best restaurants in Cannon Beach. An award-winning, prix fixe four-course dinner featuring Oregon's seasonal best — prepared by Chef Aaron Bedard. Kick off the evening with a craft cocktail, then enjoy locally sourced courses paired with exceptional Oregon wines. Reservations required; open to non-guests.
- Pelican Brewing — An Oregon Coast craft brewing institution with a beautiful, modern coastal brewpub in Cannon Beach. House-brewed beers, clam chowder, fish & chips, and burgers. The spacious layout and ocean-adjacent location make shoulder season visits relaxed and enjoyable.
- Castaways Global Cuisine — A charming Cajun-Creole, French, and Caribbean fusion restaurant at the north end of town. The colorful tiki bar atmosphere, generous portions, and creative cocktails make this a Cannon Beach standout. The curry dishes and lobster bisque are must-orders.
- Public Coast Brewing Co. — Brews their own beer on-site and serves pub fare with ingredients from their own local farm. Fish tacos, burgers, salads, and fresh chowder. A laid-back, community-focused brewery that embodies the Cannon Beach spirit.
Our partner Beachcomber Vacation Homes immerses guests into the true beauty of Cannon Beach through luxurious beachfront homes and charming cottages, making it the perfect accommodation for your next trip. The expansive decks and beautiful beach tones will have you surrounded by true allure and elegance whether you are inside or outside.
Choose The Perfect Shoulder Season Destination For You!
Shoulder season is the new season to travel! Fewer people, lower prices, and more excitement, what more could you ask for! With this list, you can find the perfect place to visit for you, your family, and your friends on your next vacation, and you already know the best place to stay! With 100 Collection partners, you know you can always expect quality, safety, and cleanliness with every stay, every home verified to have the luxury you deserve.
