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Charlottesville

  • Overview

  • Map

  • Hotels

  • Fly drives

  • Charlottesville

    Just 2 hours south of Washington D.C, along the foothills of the Blue Ridge Mountains, Charlottesville, steeped in presidential history offers a unique experience in a picturesque setting.

    • Downtown Dining

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    • Thomas Jefferson's Monticello

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    • Charlottesville Vineyards

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    Just 2 hours south of Washington D.C, along the foothills of the Blue Ridge Mountains, Charlottesville, steeped in presidential history offers a unique experience in a picturesque setting.

    Charlottesville is Thomas Jefferson’s town; Monticello is his home. The famous UNESCO World Heritage site is an architectural masterpiece that reflects its owner and his university. Step back in time with a tour of the house, grounds and gardens!

    Explore the Blue Ridge mountains and visit the wineries and taste some of Virginias finest wines.

    Shopping can be a fun experience in Charlottesville. The Barracks Road Shopping Center, has boutiques and restaurants all linked with walkways dotted with fountains and outdoor dining. City Market at the corner of Water and First Streets is worth a visit on a Saturday morning, with vendors selling handcrafted ceramics, living herbs, artisanal cheeses, and wines from area. The Downtown Mall packs more than 120 shops into a beautiful stretch of tree-spanned pedestrian-only brick walkways along East Main Street.

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    • Top Tip 1

      Include at least one night staying in Shenandoah National Park because there are lots of lookout points, amphitheatre presentations (including a fabulous one about Birds of Prey) and trails to explore. Skyland Lodge makes a great selection as it has its own stables and offers horse trail rides in the warmer months.

    • Top Tip 2

      Colonial Williamsburg is a brilliantly restored 18th century town where actors, who are dressed in costumes from the era, bring the village to life. Before you travel, book a table at one of the three taverns for dinner. Its very popular, and rightly so, as everyone is in costume and you are entertained by showmen of the day, such as mandolin players and card tricksters. Williamsburg Lodge and Williamsburg Inn are the only hotels close by, located just a 5 minute walk from the town

    • Top Tip 3

      Make sure you include a visit to Luray Caverns on your itinerary, it is a must see! It's incredible that a cavern of such colossal size could be hidden deep underground - it takes almost an hour to walk through and features an underground reflecting lake.

    • Top Tip 4

      If you are visiting Middleburg, make plans to dine at The Red Fox Inn, an old tavern established in 1728 which maintains its historic charm and serves fabulous cuisine. Book ahead as it is always fully-booked!

    • Top Tip 5

      Virginia is becoming known for its fabulous quality wines. There are lots of vineyards dotted around the state, but The Boxwood Winery on the outskirts of Middleburg is one of our favourites, providing tours and sampling

    • Top Tip 6

      Downtown Charlottesville is split into two distinct sections: the town which houses shops and restaurants, and the college campus which is simply a beautiful area to walk, whilst being surrounded by ornate buildings commissioned by Thomas Jefferson. Montecello, the mountaintop home of Jefferson, is located 10 minutes out of town and an integral part of any visit to Charlottesville.

    • Top Tip 7

      If you like being out on the water, why not hire a kayak from Virginia Beach and head out searching for the wild native dolphins.

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  • A Taste of the Capital Region

    Begins in and ends in Washington, DC

    15 Days / 14 Nights

    Departures: April to November

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    Your fly drive includes

    • Round trip scheduled flights
    • Intermediate 4 door car hire, including insurances and satellite navigation
    • Accommodation as stated
    • Personalised Road Book
    • Jefferson Memorial

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    • Adams Morgan District

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    • Fort McHenry

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    • White House, Washington DC

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    • Cambridge, Chesapeake Bay Sunset

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    • St Michaels Sunset at Hooper Strait Lighthouse

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    • Baltimore, Maryland Zoo

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    • Charlottesville Vineyards

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    • Jefferson Memorial in Bloom

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    • Lincoln Memorial, Washington Dc

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    • Washington Monument

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    Day 01

    Arrive Washington DC

    Depart the UK on your chosen scheduled flight to Washington, DC. Upon arrival, collect your rental car and proceed to your hotel.

    Hotel: Loews Madison Hotel

    Day 02 Day 03

    Washington DC

    We’ve allowed two full days for you to experience the vibrant and historical capital city. We suggest visits to the Jefferson and Lincoln Memorials, the Smithsonians many museums, Arlington Cemetery, the Capitol Building and, of course the White House, which is a must on any visit.

    Hotel: Loews Madison Hotel

    41Mi/66Km

    Day 04

    Baltimore

    Next it’s on to Baltimore, affectionately known as ‘Charm City’, which boasts almost three hundred years of history. Take a trip to Baltimore's Inner Harbor, where you can soar 27 storeys into the air at the Top of the World Observation Deck in the World Trade Centre, explore the World War II submarine, Torsk, and visit the National Aquarium.

    Hotel: Hotel Monaco Baltimore

    31Mi/50Km

    Day 05

    Annapolis

    Annapolis has a laid-back, maritime feel and some of the most stunning scenery on the east coast. The city’s narrow streets feature historic homes and restored buildings, such as Hammond-Harwood House from the 18th century and Maryland State House: completed back in 1779.

    Hotel: Loews Annapolis

    51Mi/82Km

    Day 06

    St Michaels

    Today take the short journey to the beautiful Chesapeake Harbour Town of St Michaels. Known as the ‘town that fooled the British’, it is said that the townspeople hung lanterns in the trees during the War of 1812: causing the cannons to overshoot the houses.

    Hotel: The Inn at Perry Cabin

    27Mi/44Km

    Day 07 Day 08

    Cambridge

    Heading Southwest today you may wish to visit Tilghman Island, home of Chesapeake Bay’s remaining skipjacks and the small town of Oxford: once a major port and shipbuilding centre. The 1684 port town of Cambridge has many historic homes, buildings and museums.

    Hotel: Hyatt Regency Chesapeake Bay

    195Mi/313Km

    Day 09

    Virginia Beach

    Travel down the Delmarva Peninsula today to the Chesapeake Bay Bridge, where you will travel under and over water! Virginia Beach is the world’s longest beach and, at sunset, it comes alive with people enjoying cocktails and heading to one of the many restaurants for a superb dinner.

    Hotel: Hilton Virginia Beach

    60Mi/96Km

    Day 10 Day 11

    Williamsburg

    Colonial Williamsburg is the most extensively restored 18th century town in the USA, so it’s well worth a visit. You may also choose to stop by Jamestown Island, where America’s first English settlement was established.

    Hotel: Kingsmill Resort

    122Mi/196Km

    Day 12

    Charlottesville

    You may wish to route via Richmond today to see the White House of the Confederacy and Maymount Plantation. Then it's on to Charlottesville, where you’ll find Montecello, the home of Thomas Jefferson. Sitting atop a mountain in Albermarle, it is described as one of the country’s foremost architectural masterpieces.

    Hotel: Omni Charlottesville

    62Mi/99Km

    Day 13 Day 14

    Shenandoah National Park

    The most scenic drive of your itinerary, the picture perfect setting of Skyline Drive is quite breathtaking. Shenandoah Valley has over 500 miles of hiking trails, winding through lush forests and valleys filled with wildflowers, trickling streams and waterfalls. Luray Caverns are the largest caverns on the east coast and well worth a trip.

    Hotel: Skyland Lodge

    93Mi/149Km

    Day 15

    Journey home

    Take the short drive back to the capital, return your rental car and check-in for your flight back to the UK.

    Prices

    From £2195 per person based on twin occupancy of Standard rooms in low season. Other prices available on request.