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Discover 322 Old Town Winchester hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1345)
"Dog friendly and very convenient to I-81 on/off ramp."
The price is AED 400
AED 435 total
includes taxes & fees
26 May - 27 May
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very Good, (1066)
"Norhong real special"
The price is AED 251
AED 273 total
includes taxes & fees
30 May - 31 May
Travelodge by Wyndham Winchester
Exterior
Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
8.2 out of 10, Very Good, (907)
"Room is really clean. Was nervous when drove up property bc it seems outdated."
The price is AED 239
AED 267 total
includes taxes & fees
24 Jun - 25 Jun
Days Inn by Wyndham Charles Town/Harpers Ferry
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Room
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (777)
"The staff was amazing from check in to check out. Very helpful with restaurant suggestions and provided me with fresh made coffee as I left. My only issues were the sound of the 81 traffic as my room was facing the highway and I wish breakfast started earlier than 6:30 as I wanted to get started before then."
The price is AED 309
AED 336 total
includes taxes & fees
2 Jun - 3 Jun
Microtel Inn & Suites by Wyndham Winchester
Front of property
The Inn at Charles Town
3.0 star property
8.4 out of 10, Very Good, (334)
"The Inn was everything we needed. Front Desk Team was very polite and helpful. Shuttle driver was friendly and the shuttle was timely. The breakfast was "continental" but offered many options. I would definitely stay again."
The price is AED 375
AED 456 total
includes taxes & fees
27 May - 28 May
The Inn at Charles Town
Exterior
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1004)
"Beautiful town. The hotel is beautiful. "
The price is AED 459
AED 521 total
includes taxes & fees
27 May - 28 May
The George Washington Hotel, A Wyndham Grand Hotel
Front of property
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very Good, (1002)
"Check in staff were great. Discussed restaurant options, all the facilities available at hotel. Room is clean and very nice furniture. "
The price is AED 309
AED 336 total
includes taxes & fees
26 May - 27 May
Sleep Inn & Suites
Room
Comfort Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (933)
"Nice, clean hotel. Staff is very friendly."
The price is AED 354
AED 385 total
includes taxes & fees
26 May - 27 May
Comfort Inn & Suites
Pool
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1001)
"The staff and room was superb. "
The price is AED 358
AED 401 total
includes taxes & fees
27 May - 28 May
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Exterior
Red Roof Inn Winchester, VA
2.0 star property
7.4 out of 10, Good, (1004)
"Noisy guests in next door "
The price is AED 264
AED 288 total
includes taxes & fees
26 May - 27 May
Red Roof Inn Winchester, VA
Lobby
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.6 out of 10, Excellent, (1001)
"Great Hotel"
The price is AED 340
AED 370 total
includes taxes & fees
27 May - 28 May
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Home2 Suites by Hilton Charles Town
3.0 star property
9.8 out of 10, Exceptional, (617)
"Great place to stay"
The price is AED 528
AED 587 total
includes taxes & fees
30 May - 31 May
Home2 Suites by Hilton Charles Town
Exterior
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great"
The price is AED 322
AED 365 total
includes taxes & fees
24 Jun - 25 Jun
Spark by Hilton Winchester
Front of property
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (798)
"Great."
The price is AED 264
AED 296 total
includes taxes & fees
27 May - 28 May
Rodeway Inn & Suites - Charles Town, WV
Exterior
Quality Inn
2.5 star property
8.8 out of 10, Excellent, (999)
"We were in for our son's graduation. This place is a nice place to stay and conveniently located. It is not an upscale high dollar hotel but we didnt need that. It met our needs. The staff is great. Our room was clean and the breakfast selectio was great"
The price is AED 340
AED 370 total
includes taxes & fees
9 Jun - 10 Jun
Quality Inn
Exterior
Hilton Garden Inn Martinsburg
3.0 star property
9.2 out of 10, Wonderful, (524)
"Room was clean Pillows were flat with no fluff - like why bother with a pillow at all! The breakfast was the worst ever! Choice of buffet or al la carte We opted for a la carte after seeing that the buffet was skimpy. Pancakes and waffles were like rubber - eggs were cold. Way understaffed - one girl waiting on all the tables I had to get my own syrup and I wound up toasting my own bread when she never came back. They ran out of coffee by 10 am and never made more even after we asked for more!...
The price is AED 403
AED 448 total
includes taxes & fees
9 Jun - 10 Jun
Hilton Garden Inn Martinsburg
Exterior
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, (1000)
"The hotel is near Charlestown casino and racetrack, but not close enough to have noises from the activity there bother us. We could see the track in the distance. The gym was adequate and the free morning breakfasts were great. During the week they even had brown bag snack packs you could take with fruit, Peanutbutter and jelly, small bagel and small bottle of water. That was an unexpected treat. "
The price is AED 496
AED 553 total
includes taxes & fees
30 May - 31 May
Hampton Inn & Suites Charles Town
Exterior
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, (592)
"Close to highway, easy to find"
The price is AED 403
AED 438 total
includes taxes & fees
26 May - 27 May
Fairfield Inn & Suites by Marriott Winchester
Exterior
Motel 6 Charles Town, WV
2.0 star property
7.6 out of 10, Good, (624)
"Nice and clean rooms "
The price is AED 213
AED 239 total
includes taxes & fees
3 Jun - 4 Jun
Motel 6 Charles Town, WV
Property entrance
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very Good, (1001)
"No frills, but clean and quiet overnight stay."
The price is AED 257
AED 291 total
includes taxes & fees
26 May - 27 May
Motel 6 Winchester, VA
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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 Shenandoah Valley Discovery Museum and Bright Box Theater while you're in the neighborhood.

How many hotels can I expect to find in the Old Town Winchester area?

Expedia has 7 Old Town Winchester hotels and other accommodations, and one might make a good home base for venturing out into 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.

Recent reviews of Old Town Winchester hotels