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Charlottesville and Williamsburg

USA
Starting from

Was £3,237

£2,549 pp
  • 7-Night Virginia Signature Escape
  • Benefit From 27% Off This Curated Luxury Escape
  • Experience Greater Comfort with a Business or First Class Upgrade
  • Relax in Curated Luxury 5★ Accommodations Throughout Your Stay
  • Based on Jan 2027 Travel

Make It Your Own

Upgrade rooms, add nights, or tailor your holiday

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ATOL and ABTA ATOL and ABTA Protected
Experience 39 years of Experience
Low deposit holidays Low deposits from £99pp*
Price match guarantee Price-match promise*

Charlottesville and Williamsburg

USA

Overview

An exciting self-drive trip awaits you, where you get to visit the gems of Charlottesville and Williamsburg, indulge in activities, and do everything at your own pace. This holiday is going to offer you a rich blend of scenic beauty and American heritage. In Charlottesville, you can explore Monticello, tour vineyards, and enjoy the charm of the University of Virginia, while Williamsburg invites people to step back in time at Colonial Williamsburg and nearby historic sites. Together, they create a well-rounded escape filled with culture, history, and relaxation
To keep this entire trip smooth and enjoyable, from beginning to the end, Luxtripper is going to offer you return flights from London and other regional airports, including Birmingham, Dublin, Edinburgh, Glasgow, Newcastle, Manchester & more. Supplements may apply. 
Other than this, there will be an 8-day car hire, with pickup at Charlottesville-Albemarle Airport on the first day and drop-off at the Newport News/Williamsburg International Airport on the 8th day. For any more information on this, you can call us at 02030237776 or simply send your enquiry through the form on our website.

What's included

  • 2026, 2027 & 2028 bookings on SALE now
  • Minimum Deposit starts from £199 pp
  • Return flights from London
  • Regional airport departures including- Birmingham, Dublin, Edinburgh, Glasgow, Newcastle, Manchester & more - supplements may apply
  • 8 days Car Hire (Pick-Up: Charlottesville–Albemarle Airport & Drop-Off: Newport News/Williamsburg International Airport)
  • Full Size Car
  • Zero Excess, Unlimited Mileage, 5 Seater
  • Optional Full Day Excursion: Great Day Out in the National Park from either of the destinations (Includes the Skyline Drive and Shenandoah National Park)
  • 3 Nights stay in 5* Keswick Hall, Charlottesville
  • Estate King
  • Room Only
  • Resort fee $45 per room per night will be payble directly at the hotel upon check in and it includes parking
  • 4 Nights stay in 5* Williamsburg Inn, Williamsburg
  • Superior Room
  • Room Only
  • Resort fee $48.15 per room per night will be payble directly at the hotel upon check in and it includes parking

Itinerary

Your fun and thrill begin the moment you reach the airport, where one of our members will be there to assist you to the car pick-up point. From there, you will be settling into your car and driving to your hotel. This is going to be a self-drive trip throughout your time here. Your first destination, Charlottesville, is a charming university town nestled in the foothills of the Blue Ridge Mountains, known for its rich history and vibrant culture.

You can also explore the University of Virginia, founded by Thomas Jefferson, stroll along the lively Downtown Mall, and tour nearby wineries. Maybe if this isn’t your thing, you can go out for some outdoor enjoyment, hiking in Shenandoah National Park. History lovers can take a trip to Monticello. All of this and more is in store because you don't have to wait for cabs or anything. After all, you will be driving your way through the trip, making it a well-rounded and engaging destination.

On the 4th day, you will be heading to Williamsburg, which is approximately a 2-hour drive.

Accommodation

Keswick Hall, Charlottesville
5-star

Keswick Hall, Charlottesville

Keswick Hall is an elegant 5-star countryside retreat set amid rolling hills and vineyards, offering stylish rooms, a celebrated infinity pool, and the renowned Full Cry golf course. Once you stay here, you will appreciate its serene atmosphere, refined dining, and proximity to Monticello and local wineries, making it perfect for a relaxing yet enriching Charlottesville escape.

Date & Prices

LOWEST PRICE Nov 2026

This is the lowest available price

No matter which date you choose, this remains the best price.

£2,929 Per Person

£2,929

£3,119

LOWEST PRICE Jan 2027

This is the lowest available price

No matter which date you choose, this remains the best price.

£2,549 Per Person

£2,549

£2,669

£2,869

£3,669

£3,819

£3,729

£3,689

£3,869

£3,719

£4,359

£3,339

£3,679

LOWEST PRICE Feb 2028

This is the lowest available price

No matter which date you choose, this remains the best price.

£3,039 Per Person

£3,119

£3,039

£3,349

£4,059

£4,199

£4,119

£4,059

£4,259

£4,099

£4,789

£3,679

£4,059

Please note that all prices are based on double occupancy and are quoted as starting from the lowest available rate.

Tailor Your Escape

Share your details and our travel curator will call you back to design your perfect escape.

Tailor Your Escape

Share your details and our travel curator will call you back to design your perfect escape.

Starting from

Was £3,237

£2,549 pp
  • 7-Night Virginia Signature Escape
  • Benefit From 27% Off This Curated Luxury Escape
  • Experience Greater Comfort with a Business or First Class Upgrade
  • Relax in Curated Luxury 5★ Accommodations Throughout Your Stay
  • Based on Jan 2027 Travel

Make It Your Own

Upgrade rooms, add nights, or tailor your holiday

Customise this Holiday
ATOL and ABTA ATOL and ABTA Protected
Experience 39 years of Experience
Low deposit holidays Low deposits from £99pp*
Price match guarantee Price-match promise*

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