Trees and Flowers in Garden At Charlottesville, VA Luxury Vacation Rental

Complete Guide To Planning The Perfect Charlottesville Girls’ Getaway

Published: September 19, 2024

Family trips and couples vacations are lots of fun, but we all know a girls' trip is where you really thrive and get to let loose! To fully experience that freedom you need a city that has plenty of opportunities for relaxation, adventure, and a nice drink or two. You may consider places like Miami or New York, but the best place may be the one place you never considered. Charlottesville, VA!

Charlottesville is vibrant and picturesque with its lively culture and scenic landscapes. Located at the foothills of the Blue Ridge Mountains, this central Virginia city combines a small-town charm with big-city amenities, making it the perfect place for your next bachelorette or bestie weekend. There is a reason why so many historical figures chose to plant their roots in this incredible city and it has only gotten better with time!

Adventures in the Daytime

Jefferson Vineyards in Charlottesville with tables with Flowers and Red Umbrellas

Charlottesville has a variety of exciting experiences for you and your girls to truly connect and create memories of a lifetime together. Whether you are more adventurous or looking for something less physically demanding, Charlottesville has you covered with adventure at every turn!

The perfect activity for every trip, but especially a girls' trip, is the Monticello Wine Trail. This is a major attraction for those who love to enjoy a glass or three! Charlottesville has the best climate for growing grapes, making it a hub for vineyards. This means plenty of wineries with delicious tastings, scenic views, and lively atmospheres. The Monticello Wine Trail visits various vineyards in the area including King Family Vineyards, Barboursville, and Jefferson Vineyards, which is home of The 100 Collection™ estate, Colle, where Thomas Jefferson planted the first wine grapes in the U.S! Outside of just wine, there are also several breweries and cideries to choose from as well, including Three Notch’d Brewery and Bold Rock Cidery. For the best experience book a private wine and brewery tour with the Monticello Wine Tour & Coach Co.

If you are looking for something with a bit more of an adventurous feel, then you would love all of the incredible hiking options at Shenandoah National Park or Carter Mountain Orchard. You may also love to go horseback riding with the Indian Summer Guide Service!

If you are still searching for the perfect activity for you and your girls, then you may also enjoy visiting historic sites such as Thomas Jefferson’s Monticello or James Monroe’s Highland. Both sites carry historic significance and scenic views you won’t quickly forget.

The Perfect Night Out

Aerial View of The Doyle Rooftop Bar at Sunset in Charlottesville, VA

A night out with your friends is a must for a memorable girls trip, luckily Charlottesville is equipped with the best places to have fun and let loose! If you are looking to listen to some great music and dance the night away, then you may enjoy the Jefferson Theater or The Southern Cafe & Music Hall. You may also enjoy Feel Good Friday’s at the new event venue JBD’s where you can enjoy great music from a live band. There are also a variety of incredible bars to choose from including The Doyle Hotel rooftop bar and The Looking Glass, an immersive art experience and bar.

An important part of every night out must also include delicious food and stylish venues and Charlottesville does not disappoint. Enjoy restaurants such as The Fitzroy, Bebedero, and The Ridley for unforgettable dining experiences. You could also visit The Downtown Mall, one of the longest pedestrian malls in the country, filled with boutiques, art galleries, restaurants, and coffee shops for you to wander and find!

Relax, Unwind & Be at Ease

Lavender, Bath Salts and A Candle at Charlottesvile Spa

After lots of excitement and adventure, time to relax and unwind is a necessity and Charlottesville offers up the perfect solutions!

Charlottesville has incredible spa experiences with locations such as The Boar’s Head Resort Spa and Keswick Hall. Both of these incredible places include lounges, steam rooms, and much more making it perfect for groups of ladies looking to relax and unwind. If you want a more intimate experience then you also have the choice of in-home massage services when you book with Stay Charlottesville. Enjoy an incredible in-house massage, private yoga, and/or a personal chef!

The Best Charlottesville Rentals For Your Girls’ Getaway

Stay Charlottesville believes in providing their guests with the highest level of quality service and luxurious amenities, all while housing you in Charlottesville’s best properties! They also have the ability to organize a customized wine tour through their sister company Monticello Wine Tour and Coach Co., I am not sure anything can top this level of service! Whether you are looking for an urban loft, a charming condo, or a sprawling estate, Stay Charlottesville is equipped with beautiful and well-curated homes, perfect to provide the quality you need for an unforgettable girls' trip.

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