Key Highlights

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
Drive Your Journey Your Way with Flexible 8-Day Car Hire Included
Scenic Countryside and Living History with Refined Architecture
Enjoy The Charm of Charlottesville and Williamsburg
Discover Local Food at Leisure with Room Only Stays

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ATOL and ABTA Protected

39 years of Experience

Low deposits from £99pp*

Price-match promise*

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Charlottesville and Williamsburg

3237 2549

0203 023 7776

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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 to the hotel at the time of 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 to the hotel at the time of check in and it includes parking

Itinerary

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DAY 1-4: Charlottesville

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

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.

DAY 4-8: Williamsburg

When you reach Williamsburg, head to the hotel to refresh and rest. Once done, you can simply head to whichever attraction you wish to explore. Needless to say, Williamsburg offers a captivating blend of living history and family-friendly attractions, where you can step back in time at Colonial Williamsburg, an immersive 18th-century town.

Thrill-seekers enjoy rides at Busch Gardens Williamsburg, while history enthusiasts explore Jamestown Settlement and Yorktown Battlefield, creating a rich and engaging travel experience.

On the 8th day, you will have to drive to the Newport News/Williamsburg International Airport, which will be your drop-off point from where you will be taking your flight back home.

Accommodation

Williamsburg Inn, Williamsburg

Williamsburg Inn is a 5-star, refined, colonial-style luxury retreat set within the historic district, offering elegant rooms, attentive service, and beautifully landscaped grounds. Those who stay here appreciate its proximity to Colonial Williamsburg, fine dining options, a world-class spa, and golf facilities. All of this makes it an ideal base for both relaxation and immersive exploration of Virginia’s rich heritage.