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Hillsboro

Welcome to Hillsboro, VA—a charming slice of Americana! Nestled in the breathtaking Loudoun County, this quaint village boasts historic architecture, friendly local shops, and stunning vineyard views. Stroll down Main Street for a taste of local wines or explore the trails of nearby parks. Whether you're a history buff or a nature lover, Hillsboro is a delightful getaway!

Recommendations

Landmark4.8/5

Harpers Ferry National Historical Park

Nestled in the charming town of Harpers Ferry, this historical park is a treasure trove for adventure-seeking travelers. Step back in time as you roam through the impressive exhibits, hike along picturesque trails, and soak in breathtaking views from the riverside. Don't forget to snap a selfie in front of the iconic town bridge! History buffs and nature lovers unite at this must-visit spot.

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

48 h

Private Two Days Trek from Marrakech to Berber Villages

This is a private Atlas trekking tour so it means nobody else will travel in your group. You will discover the high mountain in Morocco and north Africa on these two days by the climb in Mt Toubkal.

$160.11

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!

$312.70

5/5

6 h

Antietam Battlefield & Civil War Medicine Museum Private Tour

Experience the American Civil War from two fascinating perspectives in one unforgettable tour! Explore Antietam National Battlefield, site of the bloodiest single-day battle in American history, with a comfortable caravan-style tour. Travel by vehicle between key historic locations, making stops to explore and learn without the need for extensive walking, making this experience enjoyable and less physically demanding. A 30-minute historical film brings the battle’s dramatic events to life. Continue your journey at the National Museum of Civil War Medicine in historic Frederick, where authentic artifacts, surgical instruments, and engaging exhibits reveal how wounded soldiers were treated. What makes this tour special is its unique combination of battlefield history, medical discoveries, and a relaxed, thoughtfully paced experience that brings the human stories of the Civil War to life.

$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

4.8/5

7 h

Leesburg Premium Outlets Shopping Tour

When the travel itinerary includes amazing shopping outings, Leesburg Premium Outlets is a must-see destination on the agenda. We have designed the perfect experience. Shopping at Virginia Premium Outlets is more convenient, they are exclusive shopping centers that do not have the problem of as much influx as those located within the city. Minimum 2 passengers.

$100.00

4.2/5

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

4/5

3 h

Harpers Ferry & Bolivar Heights: 2.5-Hour Guided Tour

Explore Harpers Ferry with a professional, highly knowledgeable guide who brings America’s history to life. Walk iconic Civil War sites, abolitionist landmarks, and scenic river viewpoints while expert storytelling reveals the people, conflicts, and ideas that shaped the nation. Don’t just visit Harpers Ferry, experience it with a certified guide.

$250.00

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.

$1,665.52

6 h

Private Shopping Tour from Washington to Leesburg Premium Outlets

Comfortable Roundtrip Tour from your hotel in Washington DC to Leesburg Premium Outlets - plays host to over 100 luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these a unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around the Washington. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Washington. All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.

$268.75

336 h

Private 14-Day Grand Tour of Turkey: Istanbul to Cappadocia

Every departure includes your own licensed English-speaking guide plus a private vehicle and driver – only your group. Price per person drops as your group grows (1–8 travellers). Turkey’s full classic circuit in 14 days, travelled privately by road: Istanbul, the Dardanelles, the Aegean ruins, Pamukkale, the Mediterranean coast and Cappadocia – without a 40-seat coach, early group wake-ups or shopping stops. Three nights in Istanbul, Gallipoli and Troy, Pergamon and Ephesus, Pamukkale-Hierapolis, Antalya and the Roman theatre of Aspendos, Konya’s Mevlana Museum and three nights in a Cappadocia cave hotel with an optional balloon flight. The same private driver from Istanbul to Cappadocia; most days have 3–5 hours of driving broken by sightseeing. Return flight Cappadocia–Istanbul not included. Daily departures all year. Entrance fees are not included; we recommend the Museum Pass Türkiye (about €165 per person).

$7,360.00

1 h

Berkeley Springs: Roman Bath Spa Private Experience

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 & Bolivar Heights: 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

6 h

Harpers Ferry and Antietam Battlefield Full-Day Tour

Discover three of the most important and scenic Civil War sites in the Mid-Atlantic on this immersive full-day guided tour combining history, landscapes, and storytelling. With a professional guide, this experience is ideal for history lovers, families, and small private groups seeking a meaningful and well-paced journey through America’s past.

$549.00

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

$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

$50.00

5 h

Private DC City and Steven F Udvar-Hazy Center Museum Tour

See the best of Washington, DC and America's aviation history in one private tour. Travel comfortably in a private SUV with your own guide as you explore iconic landmarks including the White House, U.S. Capitol, National Mall, World War II Memorial, Lincoln Memorial and Vietnam Veterans Memorial. Then journey to Chantilly, Virginia, to explore the incredible Steven F. Udvar-Hazy Center, home to the Space Shuttle Discovery, SR-71 Blackbird, Concorde and hundreds of historic aircraft and spacecraft.

$550.00

Harpers Ferry Ghosts Self Guided Audio Walking Tour

Walk through Harpers Ferry's haunted history with this self-guided ghost tour. Explore eerie sites, including St. Peter’s Roman Catholic Church, the infamous John Brown’s Fort, and the mysterious Hog Alley. Listen to captivating audio narration that shares chilling tales of the town's dark past, local legends, and reported paranormal sightings. Perfect for history enthusiasts and those curious about the supernatural, this tour lets you uncover the secrets of Harpers Ferry at your own pace. Experience the thrill of the unknown while wandering through historic streets and sites steeped in mystery. - Self-guided audio tour with GPS navigation for easy exploration - Discover haunted sites like John Brown's Fort and Harpers Cemetery - Flexible timing: start when you’re ready and pause whenever you want - Recommended for history lovers and those interested in local legends