A stone building with a sign reading "W. 8th Street."

Search Hotels in Winchester Historic District, Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Winchester Historic District 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
Winchester Historic District
9.4 out of 10, Exceptional, (1,003 reviews)
"The room was very comfortable. Uno's was a wonderful place to eat!"
United States
Carol
The price is ฿4,391
฿4,975 total
includes taxes & fees
28 Oct - 29 Oct
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.

2. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
3.1 km from Winchester Historic District
9.2 out of 10, Wonderful, (2,275 reviews)
"Nice room, good breakfast. Friendly staff, definitely would stay here again."
United States
Earl
The price is ฿3,624
฿4,034 total
includes taxes & fees
1 Nov - 2 Nov
La Quinta Inn & Suites by Wyndham 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
3.1 km from Winchester Historic District
9.2 out of 10, Wonderful, (946 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is ฿3,109
฿3,461 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

4. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
4.2 km from Winchester Historic District
9.2 out of 10, Wonderful, (1,447 reviews)
"Great place to stop during road trip, breakfast was satisfying and coffee was good"
United States
Katheryne
The price is ฿3,087
฿3,436 total
includes taxes & fees
1 Nov - 2 Nov
Microtel Inn & Suites by Wyndham Winchester
A gym with treadmills, exercise balls, and a mirrored wall.

5. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
2.2 km from Winchester Historic District
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 ฿3,186
฿3,610 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Winchester-University/Mall Area
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

6. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Winchester Historic District
9.2 out of 10, Wonderful, (1,004 reviews)
"Hotel was very clean and breakfast was delicious with a lot of options"
United States
Kailyn
The price is ฿3,010
฿3,350 total
includes taxes & fees
1 Nov - 2 Nov
TRU By Hilton Winchester
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

7. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2.1 km from Winchester Historic District
9.2 out of 10, Wonderful, (1,005 reviews)
"Very nice and welcoming staff, nice location, pool and included breakfast available!"
United States
carrie
The price is ฿2,587
฿2,931 total
includes taxes & fees
2 Nov - 3 Nov
Spark by Hilton Winchester
An outdoor patio with a fire feature, seating, and a covered area.

8. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
5.3 km from Winchester Historic District
9.4 out of 10, Exceptional, (903 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is ฿4,105
฿4,569 total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott 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
3.3 km from Winchester Historic District
9.0 out of 10, Wonderful, (1,006 reviews)
"For the price we could not ask for more......well run hotel.....thanks!"
United States
Jeffrey
The price is ฿3,457
฿3,948 total
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

10. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
2.9 km from Winchester Historic District
9.0 out of 10, Wonderful, (1,005 reviews)
"Very clean, very comfortable beds, generous room good pillow, selection, clean, and roomy bathroom"
United States
John
The price is ฿3,594
฿4,000 total
includes taxes & fees
19 Oct - 20 Oct
Courtyard by Marriott Winchester
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.

11. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
2.9 km from Winchester Historic District
9.0 out of 10, Wonderful, (868 reviews)
"Clean room 👌 friendly staff"
United States
Gregory.
The price is ฿3,926
฿4,370 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Hotel & Suites Winchester by IHG
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.

12. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
3 km from Winchester Historic District
8.6 out of 10, Excellent, (1,075 reviews)
"Very nice stay great staff and very clean"
United States
john
The price is ฿2,383
฿2,628 total
includes taxes & fees
11 Oct - 12 Oct
Travelodge by Wyndham Winchester
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

13. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.4 km from Winchester Historic District
9.4 out of 10, Exceptional, (1,005 reviews)
"It was our third time staying here—always such a great place to stay. The staff is the friendliest!"
United States
Joseph
The price is ฿2,824
฿3,143 total
includes taxes & fees
27 Oct - 28 Oct
Quality Inn Winchester
A hotel lobby with seating, a reception desk, and a refrigerated display.

14. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
3.2 km from Winchester Historic District
8.8 out of 10, Excellent, (529 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 ฿3,794
฿4,223 total
includes taxes & fees
13 Oct - 14 Oct
TownePlace Suites by Marriott Winchester
A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.

15. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
2.3 km from Winchester Historic District
9.2 out of 10, Wonderful, (945 reviews)
"Clean room and quiet and breakfast great"
United States
Michael
The price is ฿3,550
฿4,022 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Winchester N/Conference Center, VA
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

16. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
7.8 km from Winchester Historic District
9.4 out of 10, Exceptional, (1,135 reviews)
"Great location with easy access to nice dining. Very courteous staff."
United States
John
The price is ฿3,349
฿3,728 total
includes taxes & fees
18 Oct - 19 Oct
Comfort Inn & Suites 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.

17. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
3.3 km from Winchester Historic District
8.8 out of 10, Excellent, (649 reviews)
"Nice place to stay. Convenient for our travels."
United States
marilyn
The price is ฿2,829
฿3,149 total
includes taxes & fees
2 Nov - 3 Nov
Candlewood Suites Winchester by IHG
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.

18. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
3.2 km from Winchester Historic District
7.6 out of 10, Good, (1,003 reviews)
"I have stayed here before, and will come again. This hotel always preforms well."
United States
Connor
The price is ฿2,577
฿2,868 total
includes taxes & fees
1 Nov - 2 Nov
Sleep Inn & Suites Winchester near University
An outdoor patio with a grill, seating, and string lights.

19. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
3.7 km from Winchester Historic District
9.2 out of 10, Wonderful, (28 reviews)
"Room was large, breakfast delicious with lots of choices and staff very friendly. Loved staying here for our family of 5."
United States
Mandy
The price is ฿3,063
฿3,471 total
includes taxes & fees
2 Nov - 3 Nov
Home2 Suites By Hilton Winchester
A modern interior with a geometric ceiling design, recessed lighting, and hanging pendant lights.

20. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
2.1 km from Winchester Historic District
9.0 out of 10, Wonderful, (555 reviews)
"Clean room, easy on and off, coffee and water complimentary"
United States
Wendy
The price is ฿3,908
฿4,427 total
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn 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.
View all properties

Where to stay in Winchester Historic District

Find the best Winchester Historic District areas for the activities you enjoy most.
A white neoclassical building with columns, an American flag, and a clock tower.

Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Top Winchester Historic District Hotel Reviews

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Overnight and the breakfast was very good… will definitely stop here again. Thank you."
Kathryn 1-night trip
Posted less than an hour ago
Comfort Inn & Suites Winchester

Frequently asked questions

What's it like in Winchester Historic District?
Travellers will be sure to enjoy their time in Winchester's Winchester Historic District neighbourhood. Make sure that you visit Bright Box Theater and Shenandoah Valley Discovery Museum as part of your Winchester Historic District travel plans.
Where is the best hotel for a stay in Winchester Historic District?
Based on our traveller data, The George Washington Hotel, A Wyndham Grand Hotel is one of the top choices for your stay in Winchester Historic District. This hotel offers a full-service spa and 2 restaurants.
How many hotels will I find in Winchester Historic District?
When you want to put your feet up after a day of exploring the sights in Winchester, you can choose from 18 Expedia hotels and other accommodation options in Winchester Historic District.
If I need to cancel my hotel reservation in Winchester Historic District, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the top deals on offer in Winchester Historic District.
What is there to do around this Winchester neighbourhood?
For cultural attractions in Winchester Historic District, head to Bright Box Theater, Old Court House Civil War Museum and Winchester Little Theater. You could also plan a visit to Shenandoah Valley Discovery Museum or Handley Regional Library while you're in the neighbourhood. A few places to visit in the area around Winchester Historic District include George Washington's Office, Stonewall Jackson's Headquarters and Mt Hebron Cemetery. While you're out sightseeing, Patsy Cline Historic House and Museum of the Shenandoah Valley are a couple of additional sights to visit in Winchester.