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Round Hill

Welcome to Round Hill, VA, where charming countryside meets small-town charm! Nestled in the foothills of the Blue Ridge Mountains, this delightful town invites you to hike scenic trails, sip local wines, and savor farm-fresh goodies. With its friendly vibe and stunning views, Round Hill is a perfect pit stop for a cozy getaway. Don't forget your camera!

Recommendations

Eat4.3/5

Bluemont Vineyard

Nestled in the picturesque Blue Ridge Mountains, Bluemont Vineyard offers breathtaking views, exquisite wines, and a charming atmosphere, making it a must-visit destination for wine lovers and nature enthusiasts alike.

Eat4.5/5

Great Country Farms

Nestled in the scenic Blue Ridge Mountains, Great Country Farms offers a delightful blend of family fun, seasonal festivals, and farm-fresh produce, making it a must-visit destination for a taste of rural Virginia charm.

Shop5/5

Blue Wall Cider & Wine Tasting Room / Long Stone Farm Route 9 Meat Market

Experience the charm of Blue Wall Cider & Wine Tasting Room at Long Stone Farm Route 9 Meat Market, where local flavors meet rustic ambiance, making it a perfect spot for tastings and unique culinary delights.

Eat4.4/5

Round Hill Market

Round Hill Market is a charming local gem known for its fresh produce, artisanal goods, and inviting atmosphere, making it a must-visit destination for both locals and visitors seeking a taste of community spirit.

Stays

Stay4.6/5

Loudoun Valley Manor

Nestled in the scenic beauty of Virginia’s countryside, Loudoun Valley Manor offers a captivating blend of historic charm and elegant landscapes, making it an ideal destination for picturesque weddings and unforgettable gatherings.

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

5/5

1 h 20 mins

Historic Leesburg Guided Walking Tour

This is a guided walking tour of Leesburg’s fascinating historic district. Includes over a dozen attractons that illustrate the history and architecture of this quaint town. The tour is fun and enlightening! You'll see, for example, the site where Robert E. Lee planned the daring invasion of Maryland during the Civil War and the historic tavern where the the Mayor welcomed Gen. Marquis de Lafayette when he toured Leesburg in 1825, to name a few. The tour is about a mile of walking and lasts about 80 minutes. It's suitable for people of all ages.

$55.00

4.3/5

2 h

Harpers Ferry Audio Tour History, Ruins and River Views

Winding through trails, town, and time, this self-guided audio tour explores the powerful stories and landscapes of Harpers Ferry. Over the course of 3 miles, you’ll journey from quiet riverbanks to dramatic ridgelines, past weathered ruins and historic landmarks that shaped the course of American history. This is no ordinary walk—it’s a deep dive into a place where freedom was fought for, ideas were tested, and the nation’s future often hung in the balance. From John Brown’s bold raid to the legacy of Storer College, each stop brings to life a new chapter of ambition, conflict, and change. With GPS-triggered audio guiding your way, you can explore at your own pace—pausing for a scenic view or reflecting at a historic site. Whether you’re a history lover, a curious traveler, or just here for the beauty, this tour offers a moving and memorable way to experience Harpers Ferry.

$9.99

8 h

Private Wine Tour from Washington with driver/guide and Hotel Pick-up

Enjoy this private full day tour with your own private driver/guide and explore wonderful Loudoun County and its wineries. Get ready to explore this beautiful area and visit some of its best wineries. We will pick you up from your hotel or place of choice (hotel or apartment) in Washington and take you on this private wine tour with your own driver/guide. You will enjoy wine tasting in up to 2 wineries in the region. During your full day private wine tour you will discover the wonderful wine region of Loudoun County with your local expert driver/guide. Feel the fresh smell of nature and drive 1 hour up to this wonderful wine region. Located in Northern Virginia just 25 miles outside Washington D.C., Loudoun County has attractions for outdoor enthusiasts, foodies, beer and wine aficionados and history buffs alike. Two wineries will be included. Depending on availability the exact ones may change.

$1,712.21

8 h

Private Virginia Wine Country Tour

Our expertly crafted Wine Tours will take you on a curated voyage through some of the most prestigious vineyards in the Northern Virginia Wine Region, allowing you to savor the full spectrum of flavors and traditions that define the region. Unlike other wine tour companies, we have specifically selected every destination to showcase the unique historic landscape and beautiful scenery of the region, and on this private (6) hours Winery Tour we will travel through the beautiful historic villages of Hillsboro, dive into its history , and talk about its relationship with the region's wine country. The historic scenery is absolutely magnificent and enhances greatly your experience! On this tour you will enjoy visiting (3) stunning wineries (Hillsborough Vineyards, Breaux Vineyards, and Bozzo Family Vineyards). At each venue we will facilitate the staff introduction for you, provide you with guidance & information, and offer recommendations.

$498.00

6 h

Virginia Wine Country Day Trip from DC - Private Luxury Driver

This private, self-guided winery experience gives you the freedom to explore Virginia's renowned wine country on your own terms. Travel in a luxury Mercedes-Benz Sprinter with leather seating, climate control, and ample space — perfect for groups who want comfort and flexibility. Your professional driver handles all the logistics while you enjoy tastings at the wineries of your choice in the Middleburg area. Since winery availability may vary, we customize your itinerary to ensure the best experience on the day of your tour. Flexible pickup from Washington DC, Northern Virginia, and Maryland makes this the easiest and most enjoyable way to discover wine country.

$799.99

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

2 h

Guided Thrift Store Walking Tour in Historic Leesburg

Explore the charming thrift stores of historic downtown Leesburg on a guided walking tour. Led by Carmen, this experience includes visits to three unique shops where you'll find exclusive discounts and receive personal style advice. Enjoy a leisurely stroll as you uncover hidden treasures, with approximately 30 minutes spent in each store. The tour lasts about 2 hours, covering a distance of 1.2 miles. Bottled water is provided, and there’s an option for coffee stops along the way to keep your spirits high while thrifting. - Discover unique thrift store treasures in small groups - Enjoy exclusive discounts at all three visited stores - Receive expert style advice and tips during your shopping - Total tour duration is about 2 hours, covering 1.2 miles