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Check prices for these dates

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Jan 16 - Jan 17
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Jan 17 - Jan 18
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

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Our top choices for Old Town Winchester hotels

Bar (on property)

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, (1,005 reviews)
"Great hotel!"
United States
CHARLES
The price is ￥20,068
￥22,738 total
includes taxes & fees
Jan 22 - Jan 23
The George Washington Hotel, A Wyndham Grand Hotel
Free daily buffet breakfast

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, (2,244 reviews)
"yes, room was spotless very nice place to stay"
United States
ROBERT
The price is ￥14,546
￥15,825 total
includes taxes & fees
Jan 18 - Jan 19
La Quinta Inn & Suites by Wyndham Winchester
Exterior

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, (1,092 reviews)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is ￥15,536
￥16,903 total
includes taxes & fees
Jan 19 - Jan 20
Comfort Inn & Suites Winchester
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
25.8 km from Old Town Winchester
8.4 out of 10, Very Good, (1,002 reviews)
"Staff was friendly, rooms were clean and area was nice"
United States
Meghan
The price is ￥11,987
￥13,341 total
includes taxes & fees
Jan 22 - Jan 23
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
29.6 km from Old Town Winchester
8.0 out of 10, Very Good, (1,001 reviews)
"Nice place to stay"
United States
Cynthia
The price is ￥10,577
￥11,953 total
includes taxes & fees
Jan 18 - Jan 19
Days Inn by Wyndham Charles Town/Harpers Ferry
Front of property

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
29.3 km from Old Town Winchester
9.6 out of 10, Exceptional, (440 reviews)
"Excellent accommodations and breakfast. "
United States
William
The price is ￥20,347
￥22,993 total
includes taxes & fees
Feb 10 - Feb 11
The Carriage Inn B&B
2 bars/lounges, sports bar

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
29.7 km from Old Town Winchester
8.6 out of 10, Excellent, (1,009 reviews)
"Certainly will stay again "
United States
philip
The price is ￥10,100
￥11,413 total
includes taxes & fees
Jan 29 - Jan 30
Rodeway Inn & Suites Charles Town
Restaurant

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
3.0 star property
30 km from Old Town Winchester
8.6 out of 10, Excellent, (532 reviews)
"Friendly staff, comfortable bed, convenient location "
United States
Kourtney
The price is ￥18,442
￥22,239 total
includes taxes & fees
Jan 20 - Jan 21
The Inn at Charles Town - Hollywood Casino
Exterior

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, (797 reviews)
"Great stay!"
United States
Rene
The price is ￥16,028
￥17,439 total
includes taxes & fees
Feb 1 - Feb 2
SpringHill Suites by Marriott Winchester
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
21.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Great room and staff. Nice restaurant and bar also with good prices. Very nice hotel. 5 stars"
United States
Vincent
The price is ￥15,462
￥17,054 total
includes taxes & fees
Jan 25 - Jan 26
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
2.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (815 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ￥14,276
￥15,533 total
includes taxes & fees
Jan 18 - Jan 19
Fairfield Inn & Suites by Marriott Winchester
Room, 1 King Bed, Non Smoking | Premium bedding, pillowtop beds, blackout drapes, iron/ironing board

Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
29.5 km from Old Town Winchester
7.0 out of 10, Good, (266 reviews)
"Room was very clean and quiet!"
United States
Mary ann
The price is ￥10,101
￥11,414 total
includes taxes & fees
Jan 18 - Jan 19
Travelodge By Wyndham Charles Town/Harpers Ferry
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,008 reviews)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is ￥16,111
￥17,931 total
includes taxes & fees
Jan 22 - Jan 23
Hampton Inn Front Royal
Lobby

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, (1,431 reviews)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is ￥12,930
￥14,068 total
includes taxes & fees
Jan 26 - Jan 27
Microtel Inn & Suites by Wyndham Winchester
Lobby

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
7.5 km from Old Town Winchester
8.8 out of 10, Excellent, (1,001 reviews)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is ￥12,949
￥14,089 total
includes taxes & fees
Feb 1 - Feb 2
Country Inn & Suites by Radisson, Winchester, VA
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (673 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is ￥24,690
￥31,615 total
includes taxes & fees
Jan 19 - Jan 20
Hillbrook Inn
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Old Town Winchester
9.0 out of 10, Wonderful, (788 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is ￥12,218
￥13,293 total
includes taxes & fees
Jan 26 - Jan 27
TRU By Hilton Winchester
Lobby

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
30.4 km from Old Town Winchester
7.6 out of 10, Good, (1,000 reviews)
"Good condition "
United States
Phillip
The price is ￥9,824
￥10,935 total
includes taxes & fees
Jan 18 - Jan 19
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Good hotel on our road trip"
United States
Janet
The price is ￥12,224
￥13,851 total
includes taxes & fees
Feb 8 - Feb 9
Spark by Hilton Winchester
Exterior

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, (1,002 reviews)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is ￥12,042
￥13,577 total
includes taxes & fees
Jan 22 - Jan 23
Holiday Inn Winchester Se-Historic Gateway 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 Old Town Winchester

Find the best Old Town Winchester areas and neighborhoods for the activities you enjoy most.

Winchester Historic District

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

Top Old Town Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"yes, room was spotless very nice place to stay"
ROBERT 1-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Winchester

Frequently asked questions

What is Old Town Winchester like?
Old Town Winchester is a historic neighborhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Be sure to check out Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighborhood.
Where is the best place to stay in Old Town Winchester?
Based on Expedia customer reviews, The George Washington Hotel, A Wyndham Grand Hotel is the highest ranked property in Old Town Winchester. This hotel offers a full-service spa and 2 restaurants.
How many hotels can I expect to find in the Old Town Winchester area?
With 11 Expedia hotels and other accommodations 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, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get top deals in Old Town Winchester.
Where can I learn more about changing or cancelling my trip to Old Town Winchester?
For additional details about rescheduling or cancelling your trip to Old Town Winchester, head over to our customer service page.
What is there to do around this Winchester neighborhood?
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 to visit in the neighborhood. 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.