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Our top choices for Old Town Winchester hotels

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, (1,006 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is £111
includes taxes & fees
19 Nov - 20 Nov
The George Washington Hotel, A Wyndham Grand Hotel

2. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
1.3 mi from Old Town Winchester
9.2 out of 10, Wonderful, (1,010 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is £55
includes taxes & fees
6 Dec - 7 Dec
Spark by Hilton Winchester

3. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
1.8 mi from Old Town Winchester
9.2 out of 10, Wonderful, (972 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is £77
includes taxes & fees
17 Nov - 18 Nov
Fairfield Inn & Suites by Marriott Winchester

4. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
2.6 mi from Old Town Winchester
9.2 out of 10, Wonderful, (1,449 reviews)
"Perfect accommodation- great breakfast and attentive gracious staff"
United States
Kathleen
The price is £68
includes taxes & fees
12 Nov - 13 Nov
Microtel Inn & Suites by Wyndham Winchester

5. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
1.3 mi from Old Town 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 £78
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Winchester-University/Mall Area

6. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
1.8 mi from Old Town Winchester
9.2 out of 10, Wonderful, (2,275 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is £86
includes taxes & fees
15 Nov - 16 Nov
La Quinta Inn & Suites by Wyndham Winchester

7. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
2.7 mi from Old Town Winchester
9.4 out of 10, Exceptional, (1,007 reviews)
"The room was clean and the staff was very nice and helpful. Breakfast was good as well."
United States
james
The price is £60
includes taxes & fees
16 Nov - 17 Nov
Quality Inn Winchester

8. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
2.3 mi from Old Town Winchester
9.2 out of 10, Wonderful, (51 reviews)
"Clean rooms , friendly staff."
United States
Jean
The price is £75
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites By Hilton Winchester

9. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
1.8 mi from Old Town Winchester
8.6 out of 10, Excellent, (1,076 reviews)
"Clean room, good staff, good location"
United States
Gregory
The price is £57
includes taxes & fees
7 Dec - 8 Dec
Travelodge by Wyndham Winchester

10. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
1.9 mi from Old Town Winchester
8.8 out of 10, Excellent, (657 reviews)
"Nice place to stay. Convenient for our travels."
United States
marilyn
The price is £67
includes taxes & fees
15 Nov - 16 Nov
Candlewood Suites Winchester by IHG

11. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
1.9 mi from Old Town Winchester
9.0 out of 10, Wonderful, (871 reviews)
"Very clean comfortable bed good breakfast"
United States
David
The price is £94
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express Hotel & Suites Winchester by IHG

12. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
1.9 mi from Old Town Winchester
7.6 out of 10, Good, (1,006 reviews)
"I had a good stay and staff was friendly"
United States
Leah
The price is £53
includes taxes & fees
6 Dec - 7 Dec
Sleep Inn & Suites Winchester near University

13. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
2.7 mi from Old Town Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
"Rooms good sized, beds comfortable, quiet ( slept great), great breakfast. Highly recommend!!"
United States
Jesse
The price is £67
includes taxes & fees
30 Nov - 1 Dec
TRU By Hilton Winchester

14. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
2 mi from Old Town Winchester
9.0 out of 10, Wonderful, (1,007 reviews)
"Great hotel."
United States
Nicholas
The price is £85
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG

15. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
1.3 mi from Old Town Winchester
9.2 out of 10, Wonderful, (964 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is £90
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn Winchester N/Conference Center, VA

16. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
1.9 mi from Old Town Winchester
9.0 out of 10, Wonderful, (1,003 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 £89
includes taxes & fees
7 Dec - 8 Dec
Courtyard by Marriott Winchester

17. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
1.3 mi from Old Town Winchester
9.0 out of 10, Wonderful, (562 reviews)
"Great location."
United States
Mark
The price is £100
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Winchester

18. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
4.8 mi from Old Town Winchester
9.4 out of 10, Exceptional, (1,156 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is £77
includes taxes & fees
17 Nov - 18 Nov
Comfort Inn & Suites Winchester

19. Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
2.9 mi from Old Town Winchester
8.0 out of 10, Very good, (1,002 reviews)
"Nice"
United States
Allyn
The price is £57
includes taxes & fees
21 Nov - 22 Nov
Motel 6 Winchester, VA

20. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
1.9 mi from Old Town 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 £94
includes taxes & fees
16 Nov - 17 Nov
TownePlace 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.

Compare popular hotels in Old Town Winchester

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4
Exceptional
1,006 reviews
View
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".
Spark by Hilton Winchester
3.0 star property
9.2
Wonderful
1,010 reviews
View
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.
Fairfield Inn & Suites by Marriott Winchester
3.0 star property
9.2
Wonderful
972 reviews
View
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
9.2
Wonderful
964 reviews
View
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.2
Wonderful
1,449 reviews
View

Hotels recommended for families in Old Town Winchester

Where to stay in Old Town Winchester

Find the best Old Town Winchester areas for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Top Old Town Winchester Hotel Reviews

Frequently asked questions

What are the best hotels in Old Town Winchester that travellers recommend?
For an excellent hotel in Old Town Winchester that travellers consistently recommend, consider The George Washington Hotel, A Wyndham Grand Hotel.

This 3.5-star hotel, with an outstanding 9.4 rating, is praised by guests for its comfortable and clean rooms, as well as its friendly and helpful staff. The hotel offers convenient amenities such as valet parking, an indoor pool, and accessible fitness facilities, some of which are available 24 hours a day or offer discounts at nearby locations. Its location is considered great, and guests appreciate the free and easy parking. The Bright Box Theater is just 0.3 km away, making it an ideal choice for those looking to enjoy local entertainment.
What are the best family hotels in Old Town Winchester?
For family-friendly accommodation in Old Town Winchester, The George Washington Hotel, A Wyndham Grand Hotel, is an excellent choice.

This 3.5-star hotel, with an impressive 9.4 rating, is highly regarded by families. Guests consistently mention the comfortable and clean rooms, along with the friendly and helpful staff. It offers free internet and WiFi, connecting rooms, and complimentary toiletries, which are all convenient for families. The hotel also provides free cribs upon request. Its location is considered great, and parking is free and easy. The George Washington Hotel is conveniently located near Bright Box Theater, just 0.3 km away, and Friendship Park is also within easy reach at 1.2 km.
What are the best spa hotels in Old Town Winchester?
For a highly-rated spa hotel in Old Town Winchester, The George Washington Hotel, A Wyndham Grand Hotel is an excellent choice.

This 3.5-star hotel, with an impressive 9.4 rating, offers a full-service spa with daily treatments and massage services, great for relaxation. Guests frequently praise the comfortable and clean rooms, the friendly and helpful staff, and the convenient location. Additionally, the hotel provides free internet and free WiFi, along with complimentary toiletries and free cribs upon request. Free and easy parking is also a welcome amenity.
When is the best time to go to Old Town Winchester?
The best time to go to Old Town Winchester is during the spring (April to May) or autumn (September to October) when the weather is pleasant and the town is particularly charming.

Spring brings blooming flowers and comfortable temperatures, great for strolling along the historic streets and enjoying outdoor dining. This is also when the famous Shenandoah Apple Blossom Festival takes place, usually in late April or early May, which fills the town with parades, music, and events. Couples often enjoy this time for its romantic feel and the chance to experience a lively local tradition.

Autumn offers crisp air and beautiful fall foliage, especially in late September and October. The cooler temperatures are ideal for exploring the walking mall and visiting nearby orchards for apple picking. Families will find this a lovely time to visit, with plenty of activities like pumpkin patches and corn mazes in the surrounding area, making for memorable day trips.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Old Town Winchester.
How much is the nightly rate at a Old Town Winchester hotel?
Hotel prices in Old Town Winchester often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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