Boston puts you right in the heart of it all, making it one of the more versatile places to visit in New England. Our recommendations all boast spectacular scenery, so it just comes down to what type of experience (and vibes) you’re looking for. Here, we’ll look at not just where to go but also things to do and where to stay.
Distance from Boston: Approximately 2.5 hours or 90 Miles
Martha's Vineyard is known for its seafood, picturesque beaches, hiking trails, and wildlife. As one of the most popular vacation spots in the country, you’ll see vestiges of old-world charm paired with plenty of modern conveniences.
If you want to explore Martha’s Vineyard, keep the following on your list:
- Flying Horse Carousel: Made in the 1870s, this is only one of two carousels made by Charles Dare that still exists. The hand-carved wooden horses have manes of real horsehair, and it’s by far one of the most well-known attractions in the area.
- Beaches and Bluffs: Walk, wade, surf, or swim at South Beach or Lucy Vincent. At Oak Bluffs Town Beach, you can check out the Oak Bluffs known for their colorful Gingerbread cottages and quaint shops. Keep an eye out for iconic landmarks like the bridge from Jaws.
- Visit the wildlife: There are multiple outdoor escapes in Martha’s Vineyard besides the beach. At the Felix Neck Wildlife Sanctuary, Mytoi Japanese Garden, Island Alpaca Company, and Polly Hill Arboretum, you can learn more about the research centers, conservatory efforts, and natural topography of the island.
Distance from Boston: Approximately 4.75 hours or 290 miles
Sometimes called the Niagara of Pennsylvania, you’ll find a waterfall paradise in the Pocono Mountains. In addition to countless opportunities to hike, fish, snowboard/ski, jet ski, or kayak, it’s also home to plenty of family-friendly activities, like water parks, animal parks, and ATV trails. Autumn brings amazing foliage, and spring conditions make for heart-pounding whitewater rafting rides.
If you’re in the Poconos, don’t miss out on the following:
- Bushkill: With multiple waterfalls, paddle boats, and fishing opportunities, this central falls is an all-around inspiring place to behold.
- Callies Candy Kitchen: Since the 1950s, Callies Candy Kitchen has been an iconic place to stop and stock up on sweet treats. The old-fashioned shop has maintained a steady clientele for its charm and quality.
- Lake Wallenpaupack: Known for its boating and fishing opportunities, this 13-mile long lake is perfect if you’re looking to get a little wet or just enjoy a scenic picnic.
- City Walks: Stop by the Old Jail Museum in Jim Thorp, stroll downtown Stroudsburg, or hunt for bargains at Pocono Premium Outlets.
Distance from Boston: Approximately 1.25 hours or 70 miles
Cape Cod is one of the most popular destinations from Boston thanks to its accessibility. While you can expect Boston traffic to slow you down if you’re leaving during rush hour, it’s still a convenient respite from the big city. Provincetown is Cape Cod’s most popular draw. Known for its inclusivity and eccentric vibes, you’ll find a charming downtown area alongside cultural centers and endless scenic views.
If you’re in Cape Cod, we recommend:
- Provincetown Causeway: The breakwater wall plus tidal sand flats will take you from Provincetown to the Wood End Lighthouse. Just make sure that you time it correctly because high tide will block the path.
- Whale watching: Take one of the many whale-watching tours around Provincetown to catch a glimpse of any number of whale species.
- Cape Cod Potato Chips: Cape Cod Potato Chips are beloved for their quality and crunch. Visit the home of the chip and take a factory tour to learn more about these delectable snacks. (Just make sure to check beforehand for availability.)
- Museums and Art Galleries: You’ll find a number of galleries and museums to visit, including the Cape Cod Museum of Natural History, the Whydah Pirate Museum, and the Sandwich Glass Museum.
Distance from Boston: Approximately 2.75 hours or 160 miles
Boothbay, Maine is a quiet and coastal experience that’s not to be missed, especially if you’re planning your getaway during milder climates. The busy harbor, excellent seafood, and scenic boating is just the beginning.
Here are a few popular attractions to help you plan your trip:
- Coastal Main Botanical Gardens: Known for its 270-acre spread of flora and fauna, the seasonal botanical gardens are a good place to hike and explore. If you visit during the winter, you’re in for an epic light display.
- Maine State Aquarium: The Maine State Aquarium highlights the wonders in the Gulf of Maine and has interactive exhibits where you can discuss habitats with the scientists who study the waters and the many creatures that live within.
- Boating: Whether you sail, kayak, or opt for a more luxurious cruise, you really can’t miss the waters.
- Seafood bakes: Try Cabbage Island Clambakes for an authentic lobster or clam bake. These state favorites are a major draw to the area, and a great way to enjoy the local flavors.
Distance from Boston: Approximately 6 hours or 360 miles
Finger Lakes is known for its many wineries, parks, boating, and hiking trails. The gorges, glacier-carved lakes, and nutrient-rich soil all makes for stunning natural beauty and endless ways to get out and about. Kayak the Caguga, swim in Seneca, or just plan an epic day of tasting wines.
Here are a few must-dos in the Finger Lakes:
- Niche museums: From local aviation to photography to pinball, Finger Lakes has a number of niche museums, including the Strong National Museum of Play and the Corning Museum of Glass.
- Tastings: The Seneca Lake Wine Trail and Cayuga Lake Wine Trail both offer a number of cool-climate wines, including Riesling and Moscato. However, it’s also worth checking out the many distilleries and breweries in the area, especially if you appreciate the premium spirits.
- Letchworth State Park: Sometimes called the Grand Canyon of the East, Letchworth offers everything from hiking to hot air ballooning.
With so many ways to enjoy New England, the hardest part will always be prioritizing your getaways. If you're looking for fresh and funky, you might want to check out Provincetown for a little spice. If you're looking just to relax with a glass of Riesling and maybe a kayak ride or two, visiting the Finger Lakes puts you in the heart of wine country. Cities like Boothbay and Martha's Vineyard lean into some of the old-world customs that have shaped the rest of the nation.
The 100 Collection is proud to partner with providers that offer more than just standard accommodations for your getaway. With luxury amenities and stunning views, our properties can elevate your experience and leave you refreshed and ready to return to real life.
