Hotels in Old Town Winchester

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6 Oct - 7 Oct
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7 Oct - 8 Oct
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10 Oct - 12 Oct
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17 Oct - 19 Oct

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Top 10 Hotels in Old Town Winchester

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

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1008)
"Perfect location to visit for business or pleasure!"
The price is S$185
includes taxes & fees
13 Oct - 14 Oct
The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2172)
"Great location."
The price is S$152
includes taxes & fees
29 Oct - 30 Oct
La Quinta Inn & Suites by Wyndham Winchester
Candlewood Suites Winchester by IHG
1 bedroom, in-room safe, desk, laptop workspace

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (516)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
The price is S$131
includes taxes & fees
12 Oct - 13 Oct
Candlewood Suites Winchester by IHG
The Inn at Charles Town - Hollywood Casino
Restaurant

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (496)
"It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property."
The price is S$186
includes taxes & fees
3 Nov - 4 Nov
The Inn at Charles Town - Hollywood Casino
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1003)
"We will be staying there again"
The price is S$107
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley
Lift

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.4 out of 10, Very good, (1009)
"Mexican restaurant on site was convenient after a long day of driving. "
The price is S$106
includes taxes & fees
2 Nov - 3 Nov
Ramada by Wyndham Strasburg/Shenandoah Valley
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great stay value"
The price is S$136
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Winchester Se-Historic Gateway by IHG
Travelodge By Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, blackout curtains, iron/ironing board

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (244)
"Wasn’t the cleanest but it’s good for a quick stop"
The price is S$98
includes taxes & fees
8 Oct - 9 Oct
Travelodge By Wyndham Charles Town/Harpers Ferry
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.6 out of 10, Excellent, (1077)
"Excellent staff"
The price is S$97
includes taxes & fees
2 Nov - 3 Nov
Travelodge by Wyndham Winchester
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (773)
"This was a very clean well run hotel and the staff was friendly and accomodating. Would definitely stay here again."
The price is S$130
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Winchester
Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1011)
"Staff was excellent !!! Hotel was clean and comfortable in great location !!! Would stay here again !!! "
The price is S$156
includes taxes & fees
13 Oct - 14 Oct
Hampton Inn Winchester-University/Mall Area
Hampton Inn Martinsburg South-Inwood
Restaurant

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (621)
"The property was very clean and the breakfast was excellent."
The price is S$146
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn Martinsburg South-Inwood
Hilton Garden Inn Winchester
Indoor pool

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (495)
"Great hotel"
The price is S$166
includes taxes & fees
26 Oct - 27 Oct
Hilton Garden Inn Winchester
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (711)
"Professional, efficient staff at check in. Hot, premium coffee always available. Clean and comfortable facilities."
The price is S$143
includes taxes & fees
2 Nov - 3 Nov
TRU By Hilton Winchester
Baymont by Wyndham Front Royal Near Shenandoah National Park
Property entrance

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (888)
"nice for a great stay!!"
The price is S$82
includes taxes & fees
2 Nov - 3 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Clean room, easy check-in, restaurants within short walking distance"
The price is S$132
includes taxes & fees
2 Nov - 3 Nov
Spark by Hilton Winchester
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (883)
" Nice hotel"
The price is S$150
includes taxes & fees
15 Oct - 16 Oct
Courtyard by Marriott Winchester
Rodeway Inn & Suites - Charles Town, WV
2 bars/lounges, sports bar

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.6 out of 10, Excellent, (1003)
"It is a very good place to stay "
The price is S$105
includes taxes & fees
2 Nov - 3 Nov
Rodeway Inn & Suites - Charles Town, WV
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (774)
"Great stay!"
The price is S$130
includes taxes & fees
30 Oct - 31 Oct
Holiday Inn Express Winchester South-Stephens City by IHG
Econo Lodge Inn & Suites
Breakfast area

Econo Lodge Inn & Suites

2.0 star property
5.8 out of 10, (289)
"I loved staying here!"
The price is S$91
includes taxes & fees
21 Oct - 22 Oct
Econo Lodge Inn & Suites
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 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

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Coffee pots need to be cleaned daily - refeerring to the bas"
SUSAN 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Winchester, VA

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Handley Regional Library are some other stops worth a visit in the neighbourhood. 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.