These 9 Towns in Virginia Have Bustling Main Streets

You may know that Virginia has plenty of historical significance, as it was named after the Queen of England and was the birthplace of eight presidents. What you may not realize, however, is that it's a great place to visit, with stunning mountain ranges, breezy beaches, and scenic national parks. Virginia is also home to several charming small towns with village centers that will make you feel like you're a character in a made-for-TV movie. With so much remarkable history, shopping, and dining, you'll find so much to keep you busy you will wish you could stay for the season!

Williamsburg

A popular tourist destination due to the restoration village of Colonial Williamsburg and the vibrant College of William and Mary, Williamsburg offers plenty of activities for visitors. If you love history, you'll enjoy 89 buildings initially constructed in the 18th century and many others that were reconstructed based on historical records. Discover the Capitol Building, which was once the center of British authority in Virginia. You can also tour the Governor's Palace, which was home to five lieutenant governors and two royal governors. Art lovers can check out the exhibits at the Abby Aldrich Rockefeller Folk Art Museum, and sports enthusiasts won't want to miss the ITA Women's Collegiate Tennis Hall of Fame.

Those looking for a traditional downtown experience won't be disappointed in Williamsburg. A fun activity could be shopping at The Carousel or stopping for a streetside latte at Aromas Coffeehouse Bakery & Cafe. There are plenty of lodging options to suit every budget if you're in town for the weekend. Enjoy an affordable room in the center of the activity at Hampton Inn & Suites Williamsburg-Central, or enjoy a luxurious experience at the Williamsburg Inn.

Middleburg

About an hour west of Washington, D.C., and only a 20-minute drive from Dulles International Airport sits the quaint hamlet of Middleburg, known as the nation's "Horse and Hunt Capital." If you want to enjoy the country retreat experience, have a stay at the wood and stone-framed Goodstone Inn. Here, you'll enjoy impeccable accommodations, guided hikes, fire pits, and complimentary bicycles. The Salamander Middleburg is also popular, featuring biking trails, spa services, and equestrian activities.

The upscale tree-lined brick sidewalks of downtown Middleburg have everything you picture in a thriving central district. Check out the art and collectibles at Another Blue Moon or the fashion at Chloe's of Middleburg. You can also stop for a pastry at Middleburg Common Grounds or savor a burger at Lost Barrel Brewing. The town is also surrounded by wineries such as the Green Hill Winery and Vineyards, which are perfect locales for tastings and taking in the kaleidoscopic scenery.

Fredricksburg

Fredricksburg, Virginia, is about an hour from both Washington, D.C. and Richmond, Virginia. If you're in town, take a tour with Olde Towne Carriages and get an overview of what the neighborhood has to offer. Check out the toys at the Rocking Horse Gallery or the paintings at Meyer Fine Art. Hungry visitors can stop by for delightful French cuisine at La Petite Auberge or the Alpine Chicken at Park Lane Tavern.

Overnight guests enjoy elegant B & B-style lodging at the Kenmore Inn or The Silk Mill. The area is also home to several festivals that draw folks from all over the country. These include Fredtoberfest, with its craft beers, kids' activities, vendors, and contests, and the Virginia Cider Festival, with its hard ciders, music, and food. If you enjoy historic culture, fine cuisine, and beautiful weather, you've got to check out Fredricksburg in the fall.

Lexington

Within the foothills of the Blue Ridge Mountains, Lexington offers small-town charm with plenty to do. Downtown, you'll stroll past intriguing galleries, quaint boutiques, and locally sourced eateries. Among them is Clover, where you'll find your favorite trendy jeans and flattering dresses. Or you can enjoy a light, fresh meal at Bistro on Main. Art lovers will appreciate the finds at Cabell Gallery, which include paintings, claywork, sculpture, and jewelry. Finally, if you like music, you've got to catch a show at the Lime Kiln Theater, a former 19th-century lime quarry where you can enjoy live music throughout the warmer months.

Check out the comfortable, affordable lodging at the Hampton Inn Lexington-Historic District, which is right in the middle of all the action. You can also enjoy the light and welcoming rooms at a B&B like Grace House. Each year, events like The Rockbridge Beer & Wine Festival and the First Friday Art Walk bring the community out for entertainment and socializing. Visitors also love to get in on the artsy fun.

Abingdon

Fans of the beauty and charm of the Blue Ridge Mountains have to check out Abington. The rustic brick sidewalks bring out the fiery colors of the trees and make the town the perfect place to visit in the fall. Central stops like the Abingdon Farmer's Market draw folks from all over the area with their fresh produce, handmade crafts, and delightful wine. Moreover, events like the 2024 Town-Wide Yard Sale mean you'll find deals throughout the central shopping district.

While you're there, check out the bohemian clothes at Market on Main or a crunchy lunch at 128 Pecan. In the evening, take in a world-class show at the Barter Theater, a hidden gem where actors like Gregory Peck and Patricia Neal once performed. Relax at the Martha Washington Inn & Spa, where you'll enjoy elegant rooms, a complimentary full American breakfast, and a spa with an attractive menu of services.

Urbanna

Urbanna, Virginia, has less than 1,000 residents and a boatful of charm. The rippling waters of the Chesapeake Bay make the perfect backdrop for the tasty Urbanna Oyster Festival every November. Shopping in downtown Urbanna will take you back in time, with storefronts boasting a front porch vibe and loveable finds. Enjoy the old-fashioned soda fountain and personal service at Marshall's Drug Store or the craft beer and art at Urbanna Trading Company. You can also warm up by the fire pits and corn hole at Small Town Burger or savor the indoor and outdoor dining at the Wooden Pickle Cafe. If you're staying overnight, enjoy the homey charm of the Chesapeake Inn, a charming B&B that includes a boutique and complimentary kayaks.

Chincoteague

Chincoteague, Virginia, is the state's only resort island and home to the Chincoteague Wildlife Refuge and its famous Wild Ponies. Every July, the Chincoteague Pony Swim draws folks from all over the country. It's also a great place for kayaking or birding. Chincoteague Island is easily accessed by ferry, and once on the Island, the Pony Express Trolley will take you where you want to go.

Enjoy the water views while checking out local shops and eateries that will charm your socks off. Delightful restaurants in the area include Bill's Prime Seafood & Steaks and The Ropewalk, a family-friendly tiki bar that boasts the best sunsets around. Shop at local haunts like Sundial Books and the Osprey Nest Art Gallery. If you're looking for somewhere to stay, rest your head at familiar names like Fairfield by Marriot or Hampton Inn & Suites.

Staunton

Stanton, Virginia, is less than an hour's drive from Charlottesville and boasts a happening music and art scene. Downtown, you'll find historic buildings and brick sidewalks teeming with folks eager to enjoy the culture. Each year, events like the African American Heritage Festival and the Shenandoah Fall Foliage Bike Festival bring people out for shopping, eating, and good vibes in the air all over Staunton.

Stop by Reunion Baker And Espresso to enjoy a twice-baked almond croissant or a dark coffee blend, or imbibe the fall feeling at Ciders From Mars. You can also satisfy your intellectual curiosity at the Antique Fire Engine Museum or the Camera Heritage Museum. Those visiting for more than a day can check out the comfy digs at Clarion Pointe Staunton East or The Hampton Inn Staunton.

Floyd

Floyd is another gem of the Blue Ridge Mountains known for its free-spirited arts scene. Popular spots you can visit in the area include the Five-Mile Mountain Distillery, where you'll find plenty of moonshine, rye, and handcrafted cocktails to keep you intrigued. You can also enjoy fabulous workshops, art exhibitions, and live music at the Floyd Center for The Arts. Foodies won't be disappointed with the mouthwatering poultry at Bootleg BBQ, LLC, or the handmade chocolate at Cocoa Mia. Check out the Pine Tavern Lodge, which offers clean, cozy rooms near your favorite downtown activities.

End Your Virginia Journey in Style

Whether you love live music, delectable cuisine, unique shopping, or historical spots, you can't go wrong with small towns in Virginia. If your dream vacation happens by the water, in the mountains, or in the quiet countryside, you'll find plenty of charm and activities here to keep you busy. Many small towns are only a short drive from major metropolitan areas, so you can get that refreshing recharge before returning to your busy life.