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Berryville

Welcome to Berryville, VA 22611—a charming slice of Americana! Nestled in the scenic Shenandoah Valley, this delightful town boasts historic architecture, quirky shops, and tasty local eateries. Don’t miss the Berryville Market and your chance to savor farm-fresh goodies! With friendly locals and stunning landscapes, it’s a perfect pit stop for your next adventure!

Recommendations

Landmark4.9/5

Barns of Rose Hill

Nestled in the heart of Berryville, Barns of Rose Hill offers a unique blend of local art, music, and community events, making it a cultural hub that captures the charm and spirit of Virginia's countryside.

Landmark

Washington Square Ii

Washington Square II, located at 17 E Main St in Berryville, VA, is an iconic gathering spot featuring charming boutiques and historic architecture, making it a delightful destination for both locals and visitors.

Landmark4.8/5

Clarke County General District Court

Clarke County General District Court, nestled in the historic heart of Berryville, VA, showcases timeless architecture and offers a glimpse into the region's rich legal heritage, making it a unique destination for history enthusiasts.

Culture5/5

Josephine School Community Museum

At the Josephine School Community Museum, visitors can explore the rich history of Berryville's African American community, showcasing artifacts and stories that celebrate cultural heritage and resilience in a beautifully restored, historic building.

Culture4.3/5

Wickliffe Church

Nestled in the heart of Berryville, Wickliffe Church captivates visitors with its stunning architecture and rich history, offering a serene space for reflection amid picturesque surroundings, making it a must-see for anyone exploring the area.

Outdoor4.7/5

Shenandoah University River Campus at Cool Spring Battlefield

Landmark4/5

Glendale Farm

Outdoor4.7/5

Chet Hobert Park

Culture4.6/5

Clarke County Library

Culture5/5

Grace Episcopal Church

Landmark4.7/5

Clarke County Farmers' Market

Landmark4.6/5

VFW Post 9760

Culture4.7/5

Fire House Gallery

Landmark4.7/5

The Tea Cart

Cafe$$$4.7/5

Cordial Coffee Co.

Eat$$4/5

Fox's Pizza Den

Eat$$4.1/5

Golden Dragon Chinese Restaurant

Eat$$$4.1/5

Jane's Lunch

Eat$$$4.4/5

Camino Real Mexican Restaurant

Eat4.1/5

Boyd's Nest Family Restaurant

Stays

Stay5/5

Historic Rosemont Manor

Stay4.6/5

Hampton Inn Winchester N/Conference Center

Nestled in the heart of Winchester, the Hampton Inn Winchester N/Conference Center offers cozy accommodations and exceptional service, making it an ideal base for exploring historic downtown and the scenic Shenandoah Valley.

Stay4.35/5

La Quinta Inn & Suites by Wyndham Winchester

Experience the charm of La Quinta Inn & Suites by Wyndham Winchester, where modern amenities meet a welcoming atmosphere, making it the perfect base for exploring the historic beauty and attractions of Winchester, Virginia.

Stay4.2/5

Hillbrook Inn & Spa

Welcome to Hillbrook Inn, a charming escape tucked away in the scenic hills of West Virginia! This enchanting boutique inn offers cozy accommodations, sumptuous breakfasts, and delightful gardens to explore. Unwind at the spa, sip wine on the patio, or embark on nearby adventures like hiking or wine tasting. It’s the perfect spot for a romantic getaway or a rejuvenating retreat!

Stay2.3/5

Super 8 by Wyndham Winchester VA

Experience comfort and affordability at Super 8 by Wyndham Winchester VA, where convenient access to historic sites and warm hospitality make it the perfect base for exploring the charming beauty of the Shenandoah Valley.

Stay4.9/5

Smithfield Farm Bed & Breakfast

Stay5/5

Waypoint House Bed and Breakfast

Stay

Juniper acres

Things To Do
Provided by

5/5

6 h

Private Loudoun County Wine Tour from DC with 3 Winery Stops

Let us escort you on a wonderful and relaxing full-day tour through some of the finest wineries in Loudoun County, Virginia. Complimentary hotel pick-up and drop-off is provided from all hotels within the Washington, DC metro area. Along the way, enjoy the natural beauty of the rural landscape on this scenic drive through Loudoun County. The tour includes stops at three popular local wineries, such as Stone Tower Winery, Fabbioli Cellars, and Casanel Vineyards (locations may vary depending on availability), with approximately one hour to enjoy at each destination. This is a private experience for groups of up to 14 passengers, with a total duration of six hours — time that will fly by as you ride in comfort and style in a luxury vehicle. Please note: Wine tastings and tours inside the wineries are not included. Customers are responsible for making their own reservations directly with the wineries. We provide transportation only.

$495.00

5/5

3 h

Harpers Ferry and Jefferson County 3 Hour Private History Tour

Rarely are guests able to relive history in a relaxed, conversational atmosphere with guides who are local to the area and want to share what makes their home special to them. Along with the 300+ year history of the region, your private driver will share with you stories, show you other points of interest, fill you in on the best restaurants or other attractions that only the locals know. This is a chance to experience Harpers Ferry and Jefferson County not just in times long past but as a thriving and diverse region. Many of the guests are looking for authentic interactions on a personal level that are more real than just a history tour. With facts about how George Washington and his family shaped the area and the country is to where the best ice cream shop is along the way, we strive to make your journey with us is like traveling with a friend through the centuries!

$295.00

5/5

6 h

Harpers Ferry and National Museum of Civil War Medicine Tour

Enjoy a private, full-day historical adventure through West Virginia and Maryland with your own personal driver-guide. Visit the charming town of Harpers Ferry, the Bolivar Heights Battlefield, and the fascinating National Museum of Civil War Medicine. End your journey with a relaxing stroll along Carroll Creek Park in Frederick. Perfect for couples, families, or small groups who want a personalized, comfortable, and flexible travel experience filled with history, culture, and scenic beauty.

$999.00

5/5

Loudoun County 3-Winery Tour from DC Metro or Leesburg

Leave the route planning and driving to us on a relaxed day in Loudoun County wine country. Vineyard Voyages visits three wineries on one of our rotating scheduled routes, with convenient meeting points at West Falls Church Metro or Market Station in Leesburg. A Certified Tourism Ambassador guide hosts the experience while a professional driver handles the road, so you can focus on the scenery, wine, and time together. Each stop brings a different setting and personality, and the day is thoughtfully paced so you have time to taste, explore, and purchase lunch without organizing multiple cars or choosing a designated driver. Choose Explorer for transportation, your guide, and three winery visits while purchasing tastings as you go. Choose Connoisseur for the same hosted experience plus one pre-selected tasting or flight at each of the three wineries. Lunch and additional purchases are separate with both ticket types.

$119.99

Exclusive Small Group Virginia Winery Tour with a Sommelier

Embark on an unforgettable Northern Virginia winery tour, led by a certified Sommelier who has extensive knowledge about wines from around the world, and specifically Virginia Wine. The tour will take your group to three exceptional wineries in the region. Relax in a comfortable private vehicle as you explore the picturesque landscapes of the serene Virginia countryside. Enjoy expertly guided tastings, behind-the-scenes experiences, and personalized service tailored to your preferences. Whether you're celebrating a special occasion or simply indulging in a luxurious day of wine exploration, our curated tours offer an unparalleled experience. Discover the finest wines Northern Virginia has to offer with a unique, VIP experience!

$149.00

4 h

Berkeley Springs: Roman Bath Spa Private Tour with transportation

Explore the charm, history, and natural beauty of Berkeley Springs—America’s First Spa Town—on an immersive guided walking tour complete with a rejuvenating mineral bath experience. Enjoy the comfort of private round-trip transportation for groups of up to 14 passengers, making this the perfect outing for families, couples, corporate groups, and small travel parties seeking a relaxing and exclusive experience.

$999.00

3 h 30 mins

Harpers Ferry Private Tour with transportation

Enjoy a private, full-day historical adventure through West Virginia and Maryland. Visit the charming town of Harpers Ferry and the Bolivar Heights Battlefield. Perfect for couples, families, or small groups who want a personalized, comfortable, and flexible travel experience filled with history, culture, and scenic beauty.

$699.00

4 h

Harpers Ferry to VA Wine Country 4 Hour Tour for 4 Guests

Short on time but ready to sip your way through Virginia Wine Country? The 4 Hour "Ride to The Vines"** is the perfect escape to explore the *Passion of the Grape* without the rush and crowds on the weekends. Perfect for visitors and area residents! Join us to experience a customized, door-to-door wine tour designed around your group. Book a romantic afternoon with a glass in hand, a birthday celebration, or a just-because getaway. Visit boutique wineries, scenic estate vineyards, and select breweries or distilleries, all safely guided by fun, knowledgeable local drivers. We handle the reservations so you can relax and soak in the views while stopping at award-winning venues along the way. Savor tastings, discover unique spots, and make lasting memories with friends or loved ones. Ideal for solo travelers, couples and larger groups, with convenient Sunday through Friday pickup available. from your location. Cheers to a perfectly paced wine country adventure!

$440.00

4 h

Harpers Ferry Breweries and Distilleries 4 Hour Tour

Experience West Virginia Like You've Never Imagined! Book a tour that guides you and your guests through the beautiful, and historic landscapes of WV to some of the best breweries and distilleries on the East Coast. Get to know the distillers and learn about their personal journeys into the world of crafting distilled spirits, the history of distilling, learn about their techniques and vision, and best of all... taste the fruits of their labors! This tour will make 3 stops that we have pre-arranged with the staff so they can welcome you with the