Hotels in Old Town Winchester, Winchester from CA $85

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May 15 - May 16
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Old Town Winchester hotels and places to stay

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 CA $153
CA $167 total
includes taxes & fees
May 19 - May 20
La Quinta Inn & Suites by Wyndham Winchester
Seasonal outdoor pool
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very good, (1065)
"Near the exit and next door to a Cracker Barrel restaurant. Very convenient. I have stayed here twice now and will be glad to stop here again!!!"
The price is CA $90
CA $98 total
includes taxes & fees
May 26 - May 27
Travelodge by Wyndham Winchester
Premium bedding, pillowtop beds, desk, blackout drapes
Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
8.2 out of 10, Very good, (904)
"Good location to explore the Charles Town area. Close to the Casino, restaurants and the historical areas of Charles Town. "
The price is CA $91
CA $103 total
includes taxes & fees
May 23 - May 24
Days Inn by Wyndham Charles Town/Harpers Ferry
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Lobby
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (758)
"It was a nice hotel "
The price is CA $115
CA $125 total
includes taxes & fees
Jun 2 - Jun 3
Microtel Inn & Suites by Wyndham Winchester
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 CA $139
CA $170 total
includes taxes & fees
May 20 - May 21
The Inn at Charles Town
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 CA $171
CA $194 total
includes taxes & fees
May 27 - May 28
The George Washington Hotel, A Wyndham Grand Hotel
Lobby
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very good, (1000)
"Great place for a quick overnight stop. Clean, comfortable rooms and they have a small indoor pool. Breakfast leaves a little to be desired, but there's a buffet right next door and IHOP around the corner. We usually choose to stay here when we visit Winchester."
The price is CA $120
CA $131 total
includes taxes & fees
May 27 - May 28
Sleep 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 CA $137
CA $149 total
includes taxes & fees
May 19 - May 20
Comfort Inn & Suites
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 CA $139
CA $155 total
includes taxes & fees
May 19 - May 20
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Superior Room, 1 King Bed, Non Smoking
Red Roof Inn Winchester, VA
2.0 star property
7.4 out of 10, Good, (1001)
"I was a guest for a week. The room seemed to be recently renovated. Pretty clean, the A/C worked great. The bed was comfortable. I was grateful for the microwave and refrigerator in my room. Thank you to houskeeping for refreshing the coffee supplies, clean towels and bed linens everyday. My only complaints would be.... That there wasn't a guest laundry facility available and continental breakfast wasn't offered. But overall good place to saty."
The price is CA $98
CA $107 total
includes taxes & fees
May 19 - May 20
Red Roof Inn 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, (1000)
"Close to Highway and dining options"
The price is CA $127
CA $138 total
includes taxes & fees
May 19 - May 20
Country Inn & Suites by Radisson, Winchester, VA
Terrace/patio
Home2 Suites by Hilton Charles Town
3.0 star property
9.8 out of 10, Exceptional, (614)
"Indoor swimming pool "
The price is CA $208
CA $233 total
includes taxes & fees
May 30 - May 31
Home2 Suites by Hilton Charles Town
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 CA $142
CA $160 total
includes taxes & fees
Jun 2 - Jun 3
Spark by Hilton Winchester
Hiking
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (793)
"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 CA $98
CA $111 total
includes taxes & fees
May 20 - May 21
Rodeway Inn & Suites - Charles Town, WV
Exterior
Quality Inn
2.5 star property
8.8 out of 10, Excellent, (992)
"Clean "
The price is CA $115
CA $125 total
includes taxes & fees
May 26 - May 27
Quality Inn
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 CA $150
CA $168 total
includes taxes & fees
Jun 2 - Jun 3
Hilton Garden Inn Martinsburg
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 CA $185
CA $207 total
includes taxes & fees
May 27 - May 28
Hampton Inn & Suites Charles Town
Exterior
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, (590)
"Property was clean, quiet and friendly."
The price is CA $156
CA $169 total
includes taxes & fees
May 19 - May 20
Fairfield Inn & Suites by Marriott Winchester
Exterior
Motel 6 Charles Town, WV
2.0 star property
7.6 out of 10, Good, (622)
"This appears to me to be a recently updated property. Very well done. Very clean except the floor. "
The price is CA $85
CA $96 total
includes taxes & fees
May 20 - May 21
Motel 6 Charles Town, WV
Free WiFi, bed sheets
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very good, (1000)
"Property is convenient as far as location and ease of use getting in and out. The staff is responsive and helpful!"
The price is CA $96
CA $108 total
includes taxes & fees
May 16 - May 17
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.

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.