Winchester Hotel Guide. Hotels in Old Town Winchester, Winchester, United States of America

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Filter by

Popular filters
Popular filters
Total price
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top Trending Hotels Near Old Town Winchester, Winchester

La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1291)
"It is clean and modern"
The price is €111
per night
5 May - 6 May
La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very good, (1056)
"Older motel with good staff and a restful nights sleep. They had a good basic breakfast and overall it was a good for an overnight stop."
The price is €72
per night
12 May - 13 May
Travelodge by Wyndham Winchester
Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
8.2 out of 10, Very good, (901)
"Great Job! I will stay here again!"
The price is €70
per night
12 May - 13 May
Days Inn by Wyndham Charles Town/Harpers Ferry
Save an average of 15% on thousands of hotels when you're signed in
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (739)
"It’s fairly new facility. Nice. Breakfast could have been a little better, but overall ok."
The price is €71
per night
27 May - 28 May
Microtel Inn & Suites by Wyndham Winchester
The Inn at Charles Town
3.0 star property
8.4 out of 10, Very good, (320)
"Check in was fast, breakfast had plenty of choices. I found the bed to be too soft and I was put off by an unknown amenities fee at checkout"
The price is €116
per night
6 May - 7 May
The Inn at Charles Town
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1004)
"Covienience- beauty, decor"
The price is €132
per night
27 May - 28 May
The George Washington Hotel, A Wyndham Grand Hotel
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very good, (1000)
"The building overall is in desperate need of cosmetic attention. Wall paper pealing in the main lobby, drop tile ceiling panels show marked water damage, the room needs a coat of paint and drywall patches, the desk had several significant scratches, the A/c filter has a thick layer of dust on it and the bathroom shower curtain mounts are falling off the wall, while the old ones are still there but show signs of significant drywall damage. Seems they need a maintenance person to tend to these...
The price is €78
per night
5 May - 6 May
Sleep Inn & Suites
Comfort Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (902)
"Quick and easy. Room smells fresh"
The price is €96
per night
27 May - 28 May
Comfort Inn & Suites
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Nice stay. Wo you led appreciate a buffet breakfast rather than a la carte included. Would be faster "
The price is €97
per night
5 May - 6 May
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Red Roof Inn Winchester, VA
2.0 star property
7.4 out of 10, Good, (1001)
"Actually a nice motel. Short drive to many restaurants. Clean, fridge, microwave, even an iron, everything you could need for a short stay. Room is very small but recently updated. Floors are wood vinyl-ish so no fear of things lurking in carpet. It was a bit noisy at night. A guest had tv on full volume literally all night. Ear plugs? It is a pet friendly hotel but I don’t know what they do between stays. If you are allergic you might want to ask. Found best price through hotels. Com. Be...
The price is €71
per night
5 May - 6 May
Red Roof Inn Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.6 out of 10, Excellent, (1001)
"Stopover on way home … very comfortable, clean, breakfast very good, hot, and staff were super helpful and friendly. Would definitely stay there again. Thanks. 😊"
The price is €88
per night
27 May - 28 May
Country Inn & Suites by Radisson, Winchester, VA
Home2 Suites by Hilton Charles Town
3.0 star property
9.8 out of 10, Exceptional, (612)
"The staff were all super-friendly. Our room was fantastic. the whole stay was exactly what we needed. we will be back!!!!"
The price is €159
per night
12 May - 13 May
Home2 Suites by Hilton Charles Town
Spark by Hilton Winchester
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Hotel was great, breakfast was average but good, my son left a stuffed animal in the room and the tra ked it down for me and mailed it back to us.. and becasue of that service is 10 outa 5!"
The price is €117
per night
7 May - 8 May
Spark by Hilton Winchester
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (784)
"Clean, quiet and convenient "
The price is €71
per night
13 May - 14 May
Rodeway Inn & Suites - Charles Town, WV
Quality Inn
2.5 star property
8.8 out of 10, Excellent, (985)
"Nice hotel, well-kept. Excellent hot breakfast, and convenient to I-81. Our only complaints were about noise: a screaming child in the hall outside our room at around 11 PM, and two loud motorcycles that arrived around 1:30 AM."
The price is €85
per night
12 May - 13 May
Quality Inn
Hilton Garden Inn Martinsburg
3.0 star property
9.2 out of 10, Wonderful, (514)
"Overnight stay was fine. The staff was super helpful. We forgot detergent to clean baby bottles and they were very accommodating to find some for us. "
The price is €123
per night
12 May - 13 May
Hilton Garden Inn Martinsburg
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, (1000)
"Very close to casino with shuttle running every 10 mins!"
The price is €141
per night
12 May - 13 May
Hampton Inn & Suites Charles Town
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, (576)
"Stayed for a quick night on an 11-hr road trip. Easy to book, comfortable, and affordable."
The price is €107
per night
5 May - 6 May
Fairfield Inn & Suites by Marriott Winchester
Motel 6 Charles Town, WV
2.0 star property
7.6 out of 10, Good, (619)
"Price was good for the area! Check-in was easy and there was no surprise extra hold for incidentals. The room itself was clean, however the evening we checked in the bathroom smelled heavily of weed and when we woke up the next morning the bathroom was overtaken by the smell of cigarette smoke. As neither of us smoke this was very overwhelming! We specifically chose a non-smoking room so we knew the smell was coming from one of the adjoining rooms. Overall, we would stay here again if we were in...
The price is €62
per night
6 May - 7 May
Motel 6 Charles Town, WV
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very good, (1000)
"Clean and best of all, no carpet"
The price is €70
per night
5 May - 6 May
Motel 6 Winchester, VA
Don't see what you're looking for?
See all available properties in Old Town Winchester
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.

Old Town Winchester hotels information

Number of reviews
17,302
Accommodation
324 hotels
Lowest Price
€62
Highest Price
€159

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 Shenandoah Valley Discovery Museum and Bright Box Theater 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?

Expedia has 8 Old Town Winchester hotels and other accommodation options, 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, 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.