Old Town Winchester Hotels, Winchester

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18 Nov - 19 Nov
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21 Nov - 23 Nov
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371 Cheap Hotels in Old Town Winchester - Specials, Reviews, & Last Minute Deals

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, (1013)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is NZ$253
includes taxes & fees
24 Nov - 25 Nov
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, (2218)
"A run of the mill motel good for a travel break."
United States
CARL
The price is NZ$199
includes taxes & fees
10 Dec - 11 Dec
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 NZ$152
includes taxes & fees
1 Dec - 2 Dec
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, (505)
"Great hotel"
United States
DONNA D
The price is NZ$190
includes taxes & fees
30 Nov - 1 Dec
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, (1006)
"The room was very clean and the staff were friendly and courteous."
United States
Maria
The price is NZ$139
includes taxes & fees
30 Nov - 1 Dec
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, (1087)
"It's been a great stay so far"
United States
Sabrina
The price is NZ$130
includes taxes & fees
19 Nov - 20 Nov
Travelodge by Wyndham Winchester
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1006)
"Staff are amazing stayed twice in a week and every one was so kind friendly and happy to have us The women who is in the breakfast room was super The rooms where clean and comfortable "
United States
Koren
The price is NZ$145
includes taxes & fees
16 Dec - 17 Dec
Quality Inn 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, (796)
"Nice stay and friendly people "
United States
ALFRED
The price is NZ$150
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Winchester South-Stephens City by IHG
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, (509)
"Fun trip "
United States
Arthur
The price is NZ$323
includes taxes & fees
21 Nov - 22 Nov
The Inn at Charles Town - Hollywood Casino
Lift
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, (1007)
"Friendly Staff, clean room."
Canada
Frank
The price is NZ$145
includes taxes & fees
24 Nov - 25 Nov
Ramada by Wyndham Strasburg/Shenandoah Valley
Suite, 1 Bedroom
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, (535)
"Very clean room, excellent staff!!!"
United States
James
The price is NZ$149
includes taxes & fees
19 Dec - 20 Dec
Candlewood Suites Winchester by IHG
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)
"I loved staying here!"
United States
Whitney
The price is NZ$121
includes taxes & fees
27 Nov - 28 Nov
Econo Lodge Inn & Suites
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, (1004)
"Great location close to restaurants "
United States
SILVIA
The price is NZ$150
includes taxes & fees
30 Nov - 1 Dec
Spark by Hilton Winchester
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, (791)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is NZ$177
includes taxes & fees
24 Nov - 25 Nov
Fairfield Inn & Suites by Marriott 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)
"Great staff"
United States
Gordon
The price is NZ$108
includes taxes & fees
1 Dec - 2 Dec
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 NZ$200
includes taxes & fees
16 Dec - 17 Dec
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, (638)
"Good location "
United States
Judith
The price is NZ$180
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Martinsburg South-Inwood
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, (904)
"The staff is very friendly and helpful"
United States
Michael
The price is NZ$205
includes taxes & fees
24 Nov - 25 Nov
Courtyard 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, (1003)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is NZ$237
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (1002)
"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 NZ$135
includes taxes & fees
1 Dec - 2 Dec
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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Our guide on where to stay in Old Town Winchester

Find the best Old Town Winchester areas 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 Shenandoah Valley Discovery Museum.

Top Old Town Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Great"
rebecca 1-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Winchester

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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 Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighbourhood.
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 should I expect to find in the Old Town Winchester area?
With 12 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 George Washington's Office are some other stops worth a visit in the neighbourhood. 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.