A white neoclassical building with columns, an American flag, and a clock tower.

Hotels in Old Town Winchester

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Check prices for these dates

This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Old Town Winchester 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, (1,017 reviews)
"Great stay love the area very clean and staff was very helpful"
United States
Jeanette
The price is S$176
includes taxes & fees
30 Aug - 31 Aug
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
2 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,020 reviews)
"The staff was so friendly and the hotel was very clean"
United States
johnny
The price is S$112
includes taxes & fees
2 Sept - 3 Sept
Spark by Hilton Winchester
A gym with treadmills, exercise balls, and a mirrored wall.

3. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
2.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"I like the cleanliness of the room and the breakfast options."
United States
Henedina
The price is S$150
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Winchester-University/Mall Area
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

4. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (2,278 reviews)
"Very nice clean hotel"
United States
chouaib
The price is S$145
includes taxes & fees
25 Aug - 26 Aug
La Quinta Inn & Suites by Wyndham Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

5. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (920 reviews)
"Breakfast was great and very good price.would very much stay again."
United States
george
The price is S$131
includes taxes & fees
27 Aug - 28 Aug
Fairfield Inn & Suites by Marriott Winchester
A modern interior with a geometric ceiling design, recessed lighting, and hanging pendant lights.

6. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
2.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (545 reviews)
"Very nice property."
United States
Don
The price is S$167
includes taxes & fees
31 Aug - 1 Sept
Hilton Garden Inn 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.

7. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
2.9 km from Old Town Winchester
8.6 out of 10, Excellent, (1,079 reviews)
"Great staff, clean rooms and good breakfast."
United States
Jeffrey
The price is S$97
includes taxes & fees
25 Aug - 26 Aug
Travelodge by Wyndham Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

8. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
4.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,454 reviews)
"Stayed 1 night but its a nice hotel would stay again"
United States
richard
The price is S$123
includes taxes & fees
30 Aug - 31 Aug
Microtel Inn & Suites by Wyndham Winchester
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

9. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
3.2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,025 reviews)
"Rooms very clean with comfortable beds after a long day of driving!"
United States
Jennifer
The price is S$135
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
A buffet with various food items, including omelets and cheese.

10. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (862 reviews)
"Super kind and helpful staff! 2nd time staying here, both visits were excellent!"
United States
Susan
The price is S$165
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express Hotel & Suites Winchester by IHG
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

11. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,007 reviews)
"Easy check in, nice staff, clean room, comfortable bed. I would prefer a walk in shower as I’m sure a lot of customers would"
United States
Christine
The price is S$151
includes taxes & fees
31 Aug - 1 Sept
Courtyard by Marriott Winchester
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

12. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,015 reviews)
"Great stay"
United States
Gerley
The price is S$138
includes taxes & fees
30 Aug - 31 Aug
TRU By Hilton Winchester
A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.

13. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
2.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (926 reviews)
"Rooms were nice clean well stocked"
United States
Jackie
The price is S$152
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Winchester N/Conference Center, VA
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.

14. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
3.1 km from Old Town Winchester
8.8 out of 10, Excellent, (630 reviews)
"Loved the room and the bed was actually very comfortable. Very nice"
United States
Bridget
The price is S$119
includes taxes & fees
30 Aug - 31 Aug
Candlewood Suites Winchester by IHG
A hotel lobby with seating, a reception desk, and a refrigerated display.

15. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
3 km from Old Town Winchester
8.8 out of 10, Excellent, (524 reviews)
"The staff was friendly, the room was clean, amenities were sufficient and comparable to similar hotels. We had a very nice stay here."
United States
Katherine
The price is S$160
includes taxes & fees
30 Aug - 31 Aug
TownePlace Suites by Marriott Winchester
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

16. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,014 reviews)
"Nice breakfast, convenient location and helpful staff."
United States
Scott
The price is S$119
includes taxes & fees
31 Aug - 1 Sept
Quality Inn Winchester
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.

17. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
3.1 km from Old Town Winchester
7.8 out of 10, Good, (1,010 reviews)
"A clean hotel and friendly staff"
United States
Katrina
The price is S$107
includes taxes & fees
30 Aug - 31 Aug
Sleep Inn & Suites Winchester near University
An outdoor patio with a grill, seating, and string lights.

18. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
3.6 km from Old Town Winchester
8.8 out of 10, Excellent, (12 reviews)
"M"
United States
Jose
The price is S$142
includes taxes & fees
31 Aug - 1 Sept
Home2 Suites By Hilton Winchester
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

19. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
7.8 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,137 reviews)
"Clean room, quiet and Good breakfast"
United States
Richard
The price is S$137
includes taxes & fees
13 Sept - 14 Sept
Comfort Inn & Suites Winchester
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
5.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (892 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is S$160
includes taxes & fees
7 Sept - 8 Sept
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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Where to stay in Old Town Winchester

Find the best Old Town Winchester areas for the activities you enjoy most.
A red brick church with a blue door and a clock tower.
Photo by Fernando Begay
Open Photo by Fernando Begay

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Top Old Town Winchester Hotel Reviews

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

10/10 Excellent
"The room was spacious. The bathroom with the glass shower was beautiful. Every single staff member we interacted with were incredibly friendly."
Anne 1-night trip
Posted 5 hours ago
The Inn at Charles Town - Hollywood Casino

Frequently asked questions

What is Old Town Winchester like?
Old Town Winchester is an historic neighbourhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Make sure that you visit Shenandoah Valley Discovery Museum and Bright Box Theater while you're in the neighbourhood.
How many hotels should I expect to find in the Old Town Winchester area?
With 13 Expedia hotels and other accommodation options in Old Town Winchester to choose from, this is a good starting point for exploring the greater Winchester area.
If I need to cancel my hotel reservation in Old Town Winchester, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to review the best deals available in Old Town Winchester.
What is there to do around this Winchester neighbourhood?
Sights like Bright Box Theater and Old Court House Civil War Museum can be part of your cultural tour of Old Town Winchester. Shenandoah Valley Discovery Museum and Handley Regional Library are some other stops worth a visit in the neighbourhood. A few places to visit in the area around Old Town Winchester include George Washington's Office, Mt Hebron Cemetery and Winchester Little Theater. When you're sightseeing in Winchester, Stonewall Jackson's Headquarters and Patsy Cline Historic House are also worth a stop.

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