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 Historic Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Winchester historic hotels

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

1. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,001 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is AED 479
AED 543 total
includes taxes & fees
8 Nov - 9 Nov
The George Washington Hotel, A Wyndham Grand Hotel
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

2. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is AED 239
AED 270 total
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.

3. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (964 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is AED 340
AED 379 total
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites by Marriott Winchester
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.

4. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (961 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is AED 389
AED 440 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Winchester N/Conference Center, VA
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

5. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,267 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is AED 382
AED 425 total
includes taxes & fees
1 Nov - 2 Nov
La Quinta Inn & Suites by Wyndham Winchester
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

6. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"We had an amazing stay and will be back! The rooms were clean and comfy and staff were very helpful."
United States
Jessica
The price is AED 393
AED 438 total
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Winchester
A buffet with multiple self-service stations, including omelets and other prepared foods.

7. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (870 reviews)
"Very clean comfortable bed good breakfast"
United States
David
The price is AED 404
AED 450 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express Hotel & Suites Winchester by IHG
A modern interior with a geometric ceiling design, recessed lighting, and hanging spherical light fixtures.

8. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (559 reviews)
"Beds and pillows were comfortable."
United States
Jay
The price is AED 434
AED 492 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Winchester
A hotel room with a bed, a brown sofa, a round table, a lamp, a window with a decorative screen, and a framed picture on the wall.

9. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (656 reviews)
"Nice place to stay. Convenient for our travels."
United States
marilyn
The price is AED 294
AED 327 total
includes taxes & fees
8 Nov - 9 Nov
Candlewood Suites Winchester by IHG
A hotel lobby with seating, a reception desk, and a refrigerated display.

10. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (534 reviews)
"Always a great place to land!! Love the location!! Great walking areas, a grocery store and lots of restaurants within walking distance!! Many many good wineries as well!!"
United States
Lori
The price is AED 415
AED 462 total
includes taxes & fees
4 Nov - 5 Nov
TownePlace Suites by Marriott Winchester
A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.

11. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,091 reviews)
"Nice clean stay!"
United States
Pamela
The price is AED 257
AED 284 total
includes taxes & fees
1 Dec - 2 Dec
Travelodge by Wyndham Winchester
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.

12. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.6 out of 10, Good, (1,000 reviews)
"I have stayed here before, and will come again. This hotel always preforms well."
United States
Connor
The price is AED 240
AED 267 total
includes taxes & fees
22 Nov - 23 Nov
Sleep Inn & Suites Winchester near University
A hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.

13. Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1,001 reviews)
"great staff"
United States
alias
The price is AED 257
AED 286 total
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn Winchester, VA
Snack bar

14. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"I like the cleanliness of the room and the breakfast options."
United States
Henedina
The price is AED 353
AED 400 total
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn Winchester-University/Mall Area
An indoor swimming pool with clear water, surrounded by windows and potted plants.

15. APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
7.0 out of 10, Good, (530 reviews)
"Staff was friendly and helpful"
United States
Verna
The price is AED 241
AED 273 total
includes taxes & fees
10 Nov - 11 Nov
APM Inn & Suites
A hotel room with two beds, a nightstand, a lamp, and two framed waterfall paintings on the wall.

16. Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA
2.0 star property
Winchester
6.2 out of 10, (670 reviews)
"The “breakfast “ was underwhelming to say the least. Otherwise the staff was pleasant and the room more than adequate."
Canada
Donald
The price is AED 239
AED 266 total
includes taxes & fees
8 Nov - 9 Nov
Super 8 by Wyndham Winchester VA
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

17. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (1,143 reviews)
"Nice hotel. I would stay here again."
United States
Kenneth
The price is AED 367
AED 408 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Winchester
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

18. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,008 reviews)
"Welcoming Staff, clean room at a good price."
United States
DARLA
The price is AED 281
AED 313 total
includes taxes & fees
8 Nov - 9 Nov
Quality Inn Winchester
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

19. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (615 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is AED 496
AED 554 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Front Royal
An outdoor patio with a fire feature, seating, and a covered area.

20. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (913 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is AED 417
AED 464 total
includes taxes & fees
8 Nov - 9 Nov
SpringHill Suites by Marriott Winchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"Nice clean hotel. Breakfast was good."
Marybeth 1-night trip
Posted 8 hours ago
Ramada by Wyndham Strasburg/Shenandoah Valley

Frequently asked questions

What should I expect on my historical trip to Winchester?
Visitors love the fascinating history they can explore on a trip to Winchester. The array of shops and top-notch restaurants are some of the places to visit while you're here. You can also discover the theater scene during your vacation in this vibrant area.
What's the best hotel in Winchester to be near historical sites?
Based on our travel expertise, Delightful and Serene Hundred Year Old Sweet Space Among the Gardens is a top guesthouse on Expedia for those interested in history, and it features onsite laundry facilities and in-room kitchens. Patsy Cline Historic House is a short 4-minute drive away. If you're interested in local history, another option for your trip is Peaceful Secret Gardens Tiny Home - A space to relax and get away from it all..
How many historically relevant hotels will I find in Winchester?
In Winchester, you'll find 75 hotel accommodations bookable on Expedia, including 3 designated as historic hotels or close to historic sites.
What are the top historical sites and other places in Winchester?
Winchester is notable for landmarks like Patsy Cline Historic House, Stonewall Jackson's Headquarters, and George Washington's Office. Cultural venues include Bright Box Theater, Museum of the Shenandoah Valley, and Old Court House Civil War Museum. A couple of additional sights to add to your agenda are Shenandoah Valley Discovery Museum and Apple Blossom Mall.
What is a historic hotel like in Winchester?
Guests who choose a historic hotel can stay someplace that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel provided that it's of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of historic hotels in Winchester, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is a term often used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to place more significance on the building and architecture itself. Heritage hotels draw their meaning mainly from the cultural value and how it shaped the community.
Do historic hotels in Winchester have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, but hotel interiors are fitted with modern conveniences and safety features. Visitors should expect the popular amenities you'd get from a hotel such as private rooms with updated bathroom facilities, WiFi, and more. When you book a historic hotel in Winchester, it doesn't mean you will stay in a place that's rundown or uncomfortable for guests.

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