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  • 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


    • Thomas Jefferson's Monticello


    • Charlottesville Vineyards


    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.

    • 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, as is Williamsburg Winery which also has accommodation and has a hugely popular restaurant staffed by acclaimed chefs.

    • Top Tip 6

      If you are visiting Williamsburg, make sure you make a stop of Virginia Beer Company. Filled with locals, it offers a great atmosphere, food truck dining and a huge range of IPA's which vary with the season. A great experience.

    • 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.

    • Top Tip 8

      For a great introduction to the pretty seaside town of Yorktown, why not try a Segway tour? With a long boardwalk along its waterfront, it provides a safe environment with great views and lots of fun. The Riverwalk Restaurant, located adjacent to the Segway office, makes for a fabulous post tour treat.

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  • Add this City to planner
  • 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


    • Adams Morgan District


    • Fort McHenry


    • White House, Washington DC


    • Cambridge, Chesapeake Bay Sunset


    • St Michaels Sunset at Hooper Strait Lighthouse


    • Baltimore, Maryland Zoo


    • Charlottesville Vineyards


    • Jefferson Memorial in Bloom


    • Lincoln Memorial, Washington Dc


    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


    Day 04


    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


    Day 05


    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


    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


    Day 07 Day 08


    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


    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


    Day 10 Day 11


    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


    Day 12


    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


    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


    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.


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

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