A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

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Check availability on Winchester Luxury Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Winchester luxury hotels

A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."
A spacious lobby with a round table, chairs, a chandelier, and an American flag.
A bar area with a piano, seating, and a bar counter with bottles.

1. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
  • Historic Georgian hotel offers luxury with spa, indoor pool, and two restaurants in Old Town Winchester.
£110
includes taxes & fees
1 Nov - 2 Nov
The George Washington Hotel, A Wyndham Grand Hotel
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.
A gym with treadmills, elliptical machines, and dumbbells.
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

2. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
£85
includes taxes & fees
25 Oct - 26 Oct
La Quinta Inn & Suites by Wyndham Winchester
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".
A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.
An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.
A modern hotel room with a bed, sofa, and a small table. There are two doors, one blue and one white, and a small table with chairs.

3. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
£55
includes taxes & fees
15 Nov - 16 Nov
Spark by Hilton Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.
A coffee station with multiple coffee dispensers and a sign above.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.

4. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
£77
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Winchester
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.
A swimming pool with lounge chairs and a changing room.
A bar area with a counter, multiple bar stools, and a television screen.
A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.

5. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
£81
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.
A hotel room with two beds, a desk, a chair, a desk lamp, and a large window with curtains.
A bar area with a display case of baked goods, a fruit basket, and a television screen displaying news.
An outdoor seating area with wicker furniture and a small table, surrounded by greenery and a building in the background.

6. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
Winchester
£89
includes taxes & fees
3 Nov - 4 Nov
Courtyard by Marriott Winchester
A spacious living room with a fireplace, wooden staircase, and a bookshelf.
A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.
A poolside area with lounge chairs and a stack of towels on a table.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

7. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
Winchester
£73
includes taxes & fees
22 Nov - 23 Nov
Country Inn & Suites by Radisson, Winchester, VA
A hotel lobby with seating, a reception desk, and a refrigerated display.
A compact kitchen with a microwave, stove, dishwasher, and sink. There is a dining area with a table and chairs, and a living room with a sofa.
An outdoor patio with round tables and chairs, red umbrellas, and a brick building in the background.
A hotel room with a bed, a desk, a chair, a small table, and a window with curtains.

8. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
Winchester
£94
includes taxes & fees
28 Oct - 29 Oct
TownePlace Suites by Marriott Winchester
An indoor swimming pool with clear water, surrounded by green chairs and tables, and large windows on one side.
A reception area with a wooden reception desk, a wine cooler, and shelves with snacks and beverages.
A breakfast bar with various food items and a coffee machine.
A multi-story hotel with a prominent entrance, outdoor seating area, and a parking lot.

9. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
Winchester
£100
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Winchester
Pool
A compact kitchen with a refrigerator, microwave, coffee maker, and dishwasher.
Reception
A snack kiosk with refrigerated drink dispensers and shelves stocked with snacks.

10. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
Winchester
£75
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites By Hilton Winchester
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Find out more about Winchester

Winchester and its attractions for luxury travelers

In Winchester, luxury travellers can indulge in a variety of sophisticated experiences that cater to their discerning tastes. Begin your exploration at the historic Cathedral, where the stunning medieval architecture and tranquil atmosphere invite reflection and admiration. Next, delve into the enchanting Great Hall, home to the legendary Round Table, which offers a glimpse into the city's rich history and captivating tales of King Arthur. For art enthusiasts, a visit to the City Museum showcases an impressive collection of local artifacts and exhibitions, providing an insightful journey through Winchester’s past. Stroll through the picturesque streets lined with charming boutiques and artisanal shops, perfect for finding unique souvenirs and treasures. Finally, unwind in the beautiful gardens and parks scattered throughout the city, where you can enjoy a leisurely picnic or a serene afternoon amidst nature. After a day of exploration, retreat to one of Winchester’s luxury hotels, where you can expect exceptional service and elegant accommodations, ensuring a truly pampered stay.

Find the best luxury hotels and resorts in Winchester

For travelers seeking a touch of elegance in Winchester, these hotels offer a perfect blend of luxury and comfort, ensuring an unforgettable stay.The George Washington Hotel, A Wyndham Grand Hotel

  • Why it's great for a luxury retreat: The George Washington Hotel stands as a beacon of luxury in Old Town Winchester, with an impressive guest review rating of 9.4. This exquisite hotel features premium bedding for a restful night's sleep and offers valet parking for added convenience. Guests can indulge in the onsite spa, which provides a full range of treatments, ensuring complete relaxation during their stay.
  • Other amenities: The hotel boasts a stunning Georgian design that adds to its charm and elegance. Guests can enjoy an indoor pool, a well-equipped fitness centre available 24 hours, and the option for contactless check-in for a seamless arrival experience. Daily housekeeping keeps the rooms pristine, while the option for late check-out allows for a leisurely departure. Additionally, the hotel's nearby golf, hiking, and skiing ensures that adventurers can easily explore the beautiful surroundings.
  • Neighborhood: Old Town Winchester
  • Nearby attractions: Handley Regional Library - 0.4 km, Bright Box Theater - 0.4 km, Old Court House Civil War Museum - 0.4 km

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good
"Hot showers. Good breakfast."
Danette 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

8/10 Good
"Always great place and the old nostalgic look is the best"
Christophe 1-night trip
Posted 2 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
Skyland

Skyland

8/10 Good
"Servers had to many tables, resulting in very slow service. Not any fault with servers, they just had to many tables."
James 2-night trip
Posted 12 hours ago
Skyland
Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Clean room, great staff, good parking and free breakfast"
Albert 1-night trip
Posted 12 hours ago
Spark by Hilton Winchester
Motel 6 Winchester, VA

Motel 6 Winchester, VA

10/10 Excellent
"Nice"
Allyn 3-night trip
Posted 4 days ago
Motel 6 Winchester, VA

Frequently asked questions

Which area of Winchester, Virginia, United States of America is best to stay in for luxury hotels?
Old Town Winchester is the premier choice for travellers seeking luxury hotels in Winchester, Virginia. This historic area, particularly the Old Town Walking Mall and its downtown core, consistently receives high recommendations for its central location and vibrant setting. It offers unparalleled access to the city's finest restaurants, charming shops, fascinating museums, and significant historic sites, all within easy walking distance.For those who value quality and convenience, the highest-end hotel options are concentrated here, ensuring a sophisticated stay. South Loudoun Street and the immediate downtown streets also provide excellent boutique-style accommodations, placing you right at the heart of the action and near iconic landmarks.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Winchester for you.
How can I save on a luxury hotel in Winchester with Expedia?
There are plenty of ways to save on a luxury hotel in Winchester. Join One Key™, our free travel rewards programme, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your luxury hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals.
How much does a luxury hotel in Winchester cost?
Luxury hotel prices in Winchester vary, but you can find a great deal from £55 on Expedia. To find the best prices on luxury stays, be flexible with your dates. Typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
Is it cheaper to book a luxury Winchester hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. *Savings vary and are not available on all flight and hotel bookings.

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