Find hotels in Old Town Winchester, Winchester from ₩98,518

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May 15 - May 16
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May 16 - May 17
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May 17 - May 19
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May 24 - May 26

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Discover 321 Old Town Winchester hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Home2 Suites by Hilton Charles Town
Terrace/patio
Home2 Suites by Hilton Charles Town
3.0 star property
9.8 out of 10, Exceptional, (614)
"Great place to stay"
The price is ₩196,664
₩220,262 total
includes taxes & fees
May 30 - May 31
Home2 Suites by Hilton Charles Town
The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1004)
"No"
The price is ₩183,503
₩207,909 total
includes taxes & fees
May 22 - May 23
The George Washington Hotel, A Wyndham Grand Hotel
Comfort Inn & Suites
Exterior
Comfort Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (926)
"Excellent place to stay with very friendly staff! "
The price is ₩137,494
₩149,594 total
includes taxes & fees
May 19 - May 20
Comfort Inn & Suites
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Hampton Inn & Suites Charles Town
Reception
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, (1000)
"The staff was amazing and was very clean "
The price is ₩184,926
₩207,118 total
includes taxes & fees
May 26 - May 27
Hampton Inn & Suites Charles Town
Holiday Inn Express Charles Town, an IHG Hotel
Rooftop terrace
Holiday Inn Express Charles Town, an IHG Hotel
2.5 star property
9.4 out of 10, Exceptional, (1001)
"We have stayed there many of time's, It's a Really nice place to stay. People are friendly the Breakfast is VERY good Amber Davis "
The price is ₩143,658
₩162,334 total
includes taxes & fees
May 26 - May 27
Holiday Inn Express Charles Town, an IHG Hotel
SpringHill Suites by Marriott Winchester
Pillowtop beds, desk, laptop workspace, blackout drapes
SpringHill Suites by Marriott Winchester
2.5 star property
9.4 out of 10, Exceptional, (423)
"Well maintained property, great pool!"
The price is ₩158,860
₩172,840 total
includes taxes & fees
May 27 - May 28
SpringHill Suites by Marriott Winchester
Hilton Garden Inn Martinsburg
Lobby
Hilton Garden Inn Martinsburg
3.0 star property
9.2 out of 10, Wonderful, (517)
"Always a nice place to stay. Close and convenient to shopping and restaurants, yet quiet. Wish the pillows were a bit firmer. Otherwise, great place and will definitely be back when in Martinsburg again!"
The price is ₩150,116
₩168,130 total
includes taxes & fees
Jun 9 - Jun 10
Hilton Garden Inn Martinsburg
Hampton Inn Winchester N/Conference Center, VA
Snack bar
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
9.2 out of 10, Wonderful, (667)
"We stay here 2X/year as a pit stop on our way to vacation. Friendly staff, clean rooms, good breakfast"
The price is ₩146,885
₩166,420 total
includes taxes & fees
May 26 - May 27
Hampton Inn Winchester N/Conference Center, VA
La Quinta Inn & Suites by Wyndham Winchester
Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1323)
"My companions and I were on a five day trip. This was the best hotel we stayed at. Everything was new, modern, and nice. The rooms were quiet and comfortable. The breakfast had lots of great choices. I would have been a little hesitant to walk the neighborhood alone, but there were a lot of restaurants within a short drive. Very nice. Would definitely stay again. "
The price is ₩153,484
₩166,991 total
includes taxes & fees
May 19 - May 20
La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (760)
"Asked for 1st floor room or room near elevator-got neither"
The price is ₩112,125
₩121,996 total
includes taxes & fees
May 27 - May 28
Microtel Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Exterior
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1001)
"The service was very professional and friendly. The room was clean and well equiped with extras "
The price is ₩139,205
₩155,562 total
includes taxes & fees
May 19 - May 20
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Spark by Hilton Winchester
Lobby
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Check in- The young man who checked me in was marvelous. Unfortunately, I didnt get his name. He checked me early with no problem. The afternoon staff were also excellent. They helped me finding the route of the Apple Blosoom parade. The lobby area is ckean and well maintained."
The price is ₩141,765
₩160,620 total
includes taxes & fees
Jun 2 - Jun 3
Spark by Hilton Winchester
TRU By Hilton Winchester
Free daily continental breakfast
TRU By Hilton Winchester
2.5 star property
9.0 out of 10, Wonderful, (508)
"Friendly staff, great coffee, very clean. But… the walls and floors are so thin and it was hard to sleep because of all the noise and heavy footsteps overhead. Also thin towels :("
The price is ₩121,024
₩131,674 total
includes taxes & fees
May 26 - May 27
TRU By Hilton Winchester
Rodeway Inn & Suites - Charles Town, WV
Hiking
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (794)
"All the staff i encountered were very friendly and helpful. Room and breakfast area were very clean! I would definitely stay here again."
The price is ₩98,518
₩111,326 total
includes taxes & fees
May 22 - May 23
Rodeway Inn & Suites - Charles Town, WV
Quality Inn
Exterior
Quality Inn
2.5 star property
8.8 out of 10, Excellent, (992)
"Nice lobby. Places to sit. Clean rooms. Decent breakfast."
The price is ₩115,142
₩125,275 total
includes taxes & fees
May 27 - May 28
Quality Inn
Fairfield Inn & Suites by Marriott Winchester
Exterior
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, (590)
"The location was great, room was clean, comfortable and quiet. Need a lighter bed quilt, too hot with it on and too cool with it off."
The price is ₩155,935
₩169,657 total
includes taxes & fees
May 19 - May 20
Fairfield Inn & Suites by Marriott Winchester
Country Inn & Suites by Radisson, Winchester, VA
Desk, laptop workspace, blackout drapes, iron/ironing board
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.6 out of 10, Excellent, (1001)
"Close to Highway and dining options"
The price is ₩126,842
₩138,005 total
includes taxes & fees
May 19 - May 20
Country Inn & Suites by Radisson, Winchester, VA
Candlewood Suites Winchester, an IHG Hotel
Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes
Candlewood Suites Winchester, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (393)
"Pleased with the room and the setup. Nice kitchenette and desk area. Location was fine. Good value. "
The price is ₩167,777
₩182,541 total
includes taxes & fees
May 26 - May 27
Candlewood Suites Winchester, an IHG Hotel
Hillbrook Inn
Premium bedding, desk, iron/ironing board, free WiFi
Hillbrook Inn
4.0 star property
8.6 out of 10, Excellent, (657)
"Loved returning to Hillsbrook Inn, great restaurant and beautiful grounds"
The price is ₩185,528
₩242,000 total
includes taxes & fees
May 21 - May 22
Hillbrook Inn
The Inn at Charles Town
Exterior
The Inn at Charles Town
3.0 star property
8.4 out of 10, Very Good, (327)
"I appreciate having a complimentary breakfast to start the day. My only complaint is that I sprung for the trackside room (more expensive) and there was not an ottoman for my legs. The standard room has one."
The price is ₩139,553
₩169,984 total
includes taxes & fees
May 20 - May 21
The Inn at Charles Town
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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.

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.

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?

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.