Find hotels in Old Town Winchester, Winchester from ￥9,504

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Discover 371 Old Town Winchester hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

2 restaurants, breakfast, lunch, dinner served; American cuisine
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, (1006)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is ￥19,574
￥22,176 total
includes taxes & fees
Nov 23 - Nov 24
The George Washington Hotel, A Wyndham Grand Hotel
Exterior
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, (2211)
"One of the nicest places we’ve stayed "
United States
Robert
The price is ￥16,236
￥17,666 total
includes taxes & fees
Nov 17 - Nov 18
La Quinta Inn & Suites by Wyndham Winchester
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, (754)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is ￥12,240
￥13,317 total
includes taxes & fees
Dec 2 - Dec 3
TRU By Hilton Winchester
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
2.1 km from Old Town Winchester
8.8 out of 10, Excellent, (502)
"Good stay"
United States
Keishun
The price is ￥14,756
￥16,718 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn 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, (1003)
"The room was very clean and the staff were friendly and courteous."
United States
Maria
The price is ￥10,819
￥12,235 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
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, (1086)
"It's been a great stay so far"
United States
Sabrina
The price is ￥10,494
￥11,417 total
includes taxes & fees
Nov 16 - Nov 17
Travelodge by Wyndham Winchester
Free buffet breakfast
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
12.4 km from Old Town Winchester
8.2 out of 10, Very Good, (793)
"The front desk did a great job with checking in and out."
United States
Eric
The price is ￥12,055
￥13,116 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Winchester South-Stephens City by IHG
Suite, 1 Bedroom | 1 bedroom, in-room safe, desk, laptop workspace
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, (534)
"Very clean room, excellent staff!!!"
United States
James
The price is ￥13,607
￥14,804 total
includes taxes & fees
Nov 21 - Nov 22
Candlewood Suites Winchester by IHG
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1001)
"Staff are great friendly Happy Thank uou"
United States
Koren
The price is ￥11,692
￥12,721 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn Winchester
Elevator
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
25.8 km from Old Town Winchester
8.2 out of 10, Very Good, (1003)
"Friendly Staff, clean room."
Canada
Frank
The price is ￥11,035
￥12,283 total
includes taxes & fees
Nov 24 - Nov 25
Ramada by Wyndham Strasburg/Shenandoah Valley
Breakfast area
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2.0 star property
19.3 km from Old Town Winchester
5.8 out of 10, (297)
"Clean room"
United States
Judy
The price is ￥9,598
￥10,587 total
includes taxes & fees
Nov 23 - Nov 24
Econo Lodge Inn & Suites
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, (508)
"Fun trip "
United States
Arthur
The price is ￥24,726
￥29,239 total
includes taxes & fees
Nov 21 - Nov 22
The Inn at Charles Town - Hollywood Casino
Exterior
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, (790)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is ￥14,319
￥15,579 total
includes taxes & fees
Nov 23 - Nov 24
Fairfield Inn & Suites by Marriott Winchester
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, (1003)
"We like a coffee maker in room. Missed this"
Canada
William
The price is ￥11,622
￥13,167 total
includes taxes & fees
Nov 30 - Dec 1
Spark by Hilton Winchester
Property entrance
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
29.8 km from Old Town Winchester
6.4 out of 10, (911)
"The room was clean and very large. Breakfast had hot options like eggs etc. Pretty much standard for IHG. Breakfast stuff was on top of everything all the time and really took care of the area nicely. Would go to this hotel again very nice"
United States
Seth
The price is ￥8,539
￥9,504 total
includes taxes & fees
Dec 1 - Dec 2
Baymont by Wyndham Front Royal Near Shenandoah National Park
Property amenity
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, (794)
"Great place to stay!!"
United States
Thomas
The price is ￥16,537
￥17,993 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Hotel & Suites Winchester by IHG
Restaurant
Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood

2.5 star property
22.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (637)
"I enjoyed my stay "
United States
Kevin
The price is ￥14,095
￥15,787 total
includes taxes & fees
Nov 21 - Nov 22
Hampton Inn Martinsburg South-Inwood
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, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is ￥16,357
￥18,505 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Restaurant
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
3.1 km from Old Town Winchester
8.8 out of 10, Excellent, (902)
"Top notch staff and room."
United States
Stephanie
The price is ￥16,537
￥17,992 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Winchester
2 bars/lounges, sports bar
Rodeway Inn & Suites - Charles Town, WV

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
29.7 km from Old Town Winchester
8.6 out of 10, Excellent, (1000)
"I loved how clean the hotel was the check-in process was easy and even the people working upfront or super nice."
United States
Paul
The price is ￥10,378
￥11,728 total
includes taxes & fees
Nov 30 - Dec 1
Rodeway Inn & Suites - Charles Town, WV
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 Winchester Little Theater.

Top Old Town Winchester Hotel Reviews

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"Yes"
Stanley 1-night trip
Posted 9 hours ago
Ramada by Wyndham Strasburg/Shenandoah Valley

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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 12 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 George Washington's Office are some other stops to visit in the neighborhood. A few places to visit in the area around Old Town Winchester include Handley Regional Library, 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.