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Find hotels in Winchester Historic District, Winchester from NT$2,153

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Our top choices for Winchester Historic District hotels

2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel

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, (1006)
"Great hotel!"
United States
CHARLES
The price is NT$3,951
NT$4,476 total
includes taxes & fees
Dec 24 - Dec 25
The George Washington Hotel, A Wyndham Grand Hotel
Lobby
Microtel Inn & Suites by Wyndham Winchester

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, (1377)
"Excellent accommodations"
United States
Loretta
The price is NT$2,271
NT$2,471 total
includes taxes & fees
Jan 7 - 2026/1/8
Microtel Inn & Suites by Wyndham Winchester
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Winchester Historic District
9.0 out of 10, Wonderful, (766)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is NT$2,221
NT$2,416 total
includes taxes & fees
Jan 5 - 2026/1/6
TRU By Hilton Winchester
Exterior
Comfort Inn & Suites Winchester

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, (1074)
"Very clean, helpful staff"
United States
Kathleen
The price is NT$3,060
NT$3,329 total
includes taxes & fees
Jan 11 - 2026/1/12
Comfort Inn & Suites Winchester
Premium bedding, pillowtop beds, desk, blackout drapes
Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
29.7 km from Winchester Historic District
8.0 out of 10, Very Good, (1003)
"Nice place to stay"
United States
Cynthia
The price is NT$2,054
NT$2,322 total
includes taxes & fees
Dec 28 - Dec 29
Days Inn by Wyndham Charles Town/Harpers Ferry
Exterior
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
3 km from Winchester Historic District
9.2 out of 10, Wonderful, (2222)
"Rooms are always clean when I stay and the staff was very friendly. "
United States
Ashley
The price is NT$3,201
NT$3,482 total
includes taxes & fees
Jan 11 - 2026/1/12
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2.1 km from Winchester Historic District
9.0 out of 10, Wonderful, (1002)
"Great location close to restaurants "
United States
SILVIA
The price is NT$2,346
NT$2,658 total
includes taxes & fees
Jan 4 - 2026/1/5
Spark by Hilton Winchester
Courtyard
The Carriage Inn B&B

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
29.4 km from Winchester Historic District
9.6 out of 10, Exceptional, (439)
"Excellent accommodations and breakfast. "
United States
William
The price is NT$4,043
NT$4,569 total
includes taxes & fees
Dec 29 - Dec 30
The Carriage Inn B&B
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25.1 km from Winchester Historic District
9.0 out of 10, Wonderful, (1002)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is NT$3,344
NT$3,722 total
includes taxes & fees
Dec 24 - Dec 25
Hampton Inn Front Royal
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
7.5 km from Winchester Historic District
8.8 out of 10, Excellent, (1002)
"Have stayed here multiple times -always good"
United States
Robert
The price is NT$2,607
NT$2,836 total
includes taxes & fees
Jan 11 - 2026/1/12
Country Inn & Suites by Radisson, Winchester, VA
2 bars/lounges, sports bar
Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
29.9 km from Winchester Historic District
8.6 out of 10, Excellent, (1004)
"Good for me and front desk allowed me to check in early"
United States
Devan
The price is NT$1,988
NT$2,247 total
includes taxes & fees
Dec 28 - Dec 29
Rodeway Inn & Suites Charles Town
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

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, (1003)
"Clean room, quiet area, good breakfast"
United States
Laurie
The price is NT$2,188
NT$2,475 total
includes taxes & fees
Dec 23 - Dec 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Restaurant
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
3.0 star property
30.2 km from Winchester Historic District
8.6 out of 10, Excellent, (521)
"the room was clean and the staff was great. The shuttle service to the casino was awesome."
United States
Steve
The price is NT$4,055
NT$4,853 total
includes taxes & fees
Dec 30 - Dec 31
The Inn at Charles Town - Hollywood Casino
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
30.4 km from Winchester Historic District
7.6 out of 10, Good, (1005)
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is NT$1,934
NT$2,153 total
includes taxes & fees
Dec 23 - Dec 24
Super 8 by Wyndham Front Royal
Pillowtop beds, desk, laptop workspace, blackout drapes
SpringHill Suites by Marriott Winchester

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, (778)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
The price is NT$3,348
NT$3,643 total
includes taxes & fees
Dec 21 - Dec 22
SpringHill Suites by Marriott Winchester
Free buffet breakfast
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
12.5 km from Winchester Historic District
8.2 out of 10, Very Good, (802)
"Nice stay and friendly people "
United States
ALFRED
The price is NT$2,308
NT$2,511 total
includes taxes & fees
Jan 1 - 2026/1/2
Holiday Inn Express Winchester South-Stephens City by IHG
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
22 km from Winchester Historic District
9.0 out of 10, Wonderful, (1002)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is NT$3,044
NT$3,357 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Property amenity
Hillbrook Inn

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.8 km from Winchester Historic District
8.6 out of 10, Excellent, (671)
"We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!"
United States
Nataliya
The price is NT$4,960
NT$6,335 total
includes taxes & fees
Dec 15 - Dec 16
Hillbrook Inn
Snack bar
Hampton Inn Winchester N/Conference Center, VA

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, (846)
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is NT$3,219
NT$3,647 total
includes taxes & fees
Dec 19 - Dec 20
Hampton Inn Winchester N/Conference Center, VA
Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes
Candlewood Suites Winchester by IHG

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, (543)
"Very clean room, excellent staff!!!"
United States
James
The price is NT$2,433
NT$2,647 total
includes taxes & fees
Jan 3 - 2026/1/4
Candlewood Suites Winchester by IHG
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 Winchester Historic District

Find the best Winchester Historic District areas and neighborhoods for the activities you enjoy most.

Old Town Winchester

Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.

Top Winchester Historic District Hotel Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Clean room, quiet area, good breakfast"
Laurie 1-night trip
Posted 3 days ago
Holiday Inn Winchester Se-Historic Gateway by IHG

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Frequently asked questions

What's it like in Winchester Historic District?
Travelers will be sure to enjoy their time in Winchester's Winchester Historic District neighborhood. Be sure to check out 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 Expedia customer reviews, The George Washington Hotel, A Wyndham Grand Hotel is the highest ranked property in Winchester Historic District. This hotel offers a full-service spa and 2 restaurants.
How many hotels can I expect to find in Winchester Historic District?
When you want to kick up your feet after a day of exploring the sights in Winchester, you can choose from 17 Expedia hotels and other accommodations in Winchester Historic District.
If I need to cancel my hotel reservation in Winchester Historic District, will I receive a refund?
Yes! Most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Add dates, click "Search", then you can filter by "fully refundable" to review top deals in Winchester Historic District.
Where can I learn more about changing or cancelling my trip to Winchester Historic District?
For additional details about picking new dates or cancelling your trip to Winchester Historic District, head over to our customer service page.
What is there to do around this Winchester neighborhood?
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 neighborhood. 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.