7 Best Virginia Towns For A Winter Getaway

While many stay indoors through winter, those who head out find towns filled with sights and experiences unique to the season. Virginia delivers plenty of them. With a mountainous terrain throughout the west and central part of the state, the Shenandoah Valley, Blue Ridge Mountains, and other locations offer unforgettable experiences and cozy retreats during the winter that make this eastern state a must-visit for travelers.

Staunton

Tucked in the Shenandoah Valley is Staunton, a town of around 26,000 residents, that has plenty to offer for your next trip during winter. One thing that stands out around town is the unique and memorable architecture you'll find. Downtown features nine bed-and-breakfasts housed in beautifully restored historic buildings. The downtown area was also the first in Virginia to receive "The Great American Main Street" award. Warm up indoors with a play at the Blackfriars Playhouse or a tour of the Woodrow Wilson Presidential Library and Museum.

Two winter activities unique to Staunton are the Lantern Tours, where you'll take a tour of the Frontier Culture Museum by lantern light during the Holiday season, and the Annual Holiday House Tour, offering a rare glimpse of landmark, historically restored homes.

Shenandoah

In the heart of the Shenandoah Valley lies the quiet town of Shenandoah, Virginia, a town of 2,486 people as of the 2020 census, nestled between the Blue Ridge Mountains and Massanutten Ridge. Many people believe hiking is an activity reserved for the warmer seasons, but winter offers a unique outdoor experience when snow covers the ground and leaves fall from the trees. Hike the South Fork Shenandoah River or Martin's Bottom Trail after snowfall for a quiet, snow-covered view of the valley.

For a charming and fun stay, you can try to book a night at the Hobbit House, which puts you in the middle of winter wilderness in this 900-square-foot circular luxury cabin with a modern interior and unique exterior layout. You can learn more about the area by stopping by the Shenandoah Museum & Welcome Center and appreciating the history of this old railroad town.

Covington

Few places capture a winter getaway like this mountain town. Covington is the embodiment of such a place. This quiet town of around 5,700 people is in the center of the George Washington and Jefferson National Forest and has plenty to explore during your winter vacation.

Falling Springs Falls has a spectacular 80-foot waterfall deep in the Alleghany Highlands for viewing and taking photos. The falls are even more striking when framed by winter snow. Looking for one of the most charming historic sites in Virginia? Visit the Humpback Bridge, the only surviving curved-span covered wooden bridge on the National Register of Historic Places. During the chillier winter months, you'll want indoor options when visiting, and this is where the Historic Masonic Theatre showcases its movie theatre, performing arts venue, underground cafe, and other state-of-the-art amenities in this four-story building.

Lexington

Located in western Virginia and tucked away in the Shenandoah Valley is Lexington, a town of around 7,300 people as of the 2020 census. It's small enough that you can walk everywhere in downtown, but big enough to keep you entertained with winter festivities. The town comes alive during winter and around the holidays, so be sure to enjoy the Lexington Christmas Parade the first week of December, followed by the Jingle Bell Run the day after.

Enjoy a horse and carriage ride through town with the Lexington Carriage Company. Finally, don't forget to enjoy festive carolers dressed in Victorian attire performing throughout downtown Lexington during December.

Charlottesville

One of the largest towns on the list also boasts some of the most historic sites and experiences. Charlottesville is a can't-miss town in Virginia. Start out at Monticello, Thomas Jefferson's home, and tour the grounds of the author of the Declaration of Independence. You can also visit nearby James Monroe's Highland, the residence of the fifth U.S. President, or Montpelier, home to James Madison.

Embrace the season at Chiswell Farm & Winery with a wreath-making workshop, or enjoy a holiday performance by the Charlottesville Opera at the Paramount Theater.

Wintergreen

Known as one of the most popular resort towns in Virginia, Wintergreen is located in the Blue Ridge Mountains and has plenty to offer for visitors to the area during the winter season. Ski, snowboard, or tube the trails at Wintergreen Resort, a favorite for all ages. If you want a slower pace while enjoying the winter, there are hiking trails at the Nature Foundation at Wintergreen, where you can experience unforgettable winter wonderland views.

Outdoor recreation isn't the only activity available at Wintergreen. Stop by Tuckahoe Antiques and enjoy the maze and explore the treasure-filled rooms. Finally, grab a bite to eat at The Copper Mine Bistro, which serves contemporary and classic entrees.

Culpeper

Northern Virginia is where you'll find Culpeper, a charming town of around 20,000 residents. Check out the revitalized downtown and main street area for countless shopping and dining options. Culpeper’s restaurants keep things lively in winter, from organic fare at Old Trade Brewery and Cidery to Italian dishes at It’s About Thyme.

Experience the history of the area by visiting the Museum of Culpeper History or by touring historic homes and Colonial Era churches dotted throughout town. You can also venture around town on the Culpeper Mural Tour and see local artists' work.

Virginia’s Winter Charm

Virginia’s famous slogan, ‘Virginia is for Lovers,’ could just as easily be ‘Virginia is for Winter Travelers.’ The unique landscape offers so many activities that won't have you escaping the season, but embracing it instead. From skiing in the Blue Ridge Mountains to taking carriage rides in Lexington or going for snowy walks across the Humpback Bridge, Virginia defines the quintessential winter getaway.