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May 14 - May 15
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Top hotels and accommodation in Winchester

Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1323)
"Overnight stay while traveling. Comfortable, clean and good breakfast. "
The price is NZ$203
per night
19 May - 20 May
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, (1066)
"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 NZ$120
per night
26 May - 27 May
Travelodge by Wyndham Winchester
Premium bedding, pillow-top beds, desk, blackout curtains
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 NZ$125
per night
20 May - 21 May
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)
"Property was clean and comfortable. Easy access to the highway and Shenandoah. "
The price is NZ$152
per night
2 Jun - 3 Jun
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 NZ$190
per night
20 May - 21 May
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)
"It is a very old, beautiful hotel that does need some refurbishment here and there. It has really good bones. They just need to be polished."
The price is NZ$235
per night
28 May - 29 May
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 NZ$160
per night
27 May - 28 May
Sleep Inn & Suites
Exterior
Comfort Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (923)
"Nice breakfast selection"
The price is NZ$183
per night
19 May - 20 May
Comfort Inn & Suites
Exterior
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1002)
"The service was very professional and friendly. The room was clean and well equiped with extras "
The price is NZ$184
per night
19 May - 20 May
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, (1004)
"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 NZ$130
per night
19 May - 20 May
Red Roof Inn Winchester, VA
Desk, laptop workspace, blackout curtains, 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 NZ$167
per night
27 May - 28 May
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, (613)
"Indoor swimming pool "
The price is NZ$283
per night
26 May - 27 May
Home2 Suites by Hilton Charles Town
Lobby
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1001)
"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 NZ$192
per night
20 May - 21 May
Spark by Hilton Winchester
Hiking
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (792)
"The heat/ac unit needs a option to keep the fan running at all times for background noise and to filter the smoky room smell."
The price is NZ$135
per night
15 May - 16 May
Rodeway Inn & Suites - Charles Town, WV
Exterior
Quality Inn
2.5 star property
8.8 out of 10, Excellent, (990)
"Clean "
The price is NZ$152
per night
26 May - 27 May
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 NZ$231
per night
2 Jun - 3 Jun
Hilton Garden Inn Martinsburg
Reception
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, (1001)
"The staff was amazing and was very clean "
The price is NZ$251
per night
26 May - 27 May
Hampton Inn & Suites Charles Town
Exterior
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, (589)
"Property was clean, quiet and friendly."
The price is NZ$206
per night
19 May - 20 May
Fairfield Inn & Suites by Marriott Winchester
Exterior
Motel 6 Charles Town, WV
2.0 star property
7.6 out of 10, Good, (622)
"Easy to find. Clean rooms"
The price is NZ$116
per night
19 May - 20 May
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 NZ$132
per night
15 May - 16 May
Motel 6 Winchester, VA
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Frequently asked questions

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! The majority of hotel room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What's the best hotel for a couple visiting Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a favourite hotel for couples, and features a full-service spa and 2 restaurants. Other good choices for a stay with your sweetheart include SpringHill Suites by Marriott Winchester and Hilton Garden Inn Winchester. See all romantic hotels in Winchester.

What's the best luxury hotel in Winchester?

Celebration Retreat is a 5-star holiday home with spa services and in-room kitchens, and it's a popular choice for Expedia travellers looking for an elegant place to stay.

What's the best boutique-style hotel in Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a favourite 3.5-star hotel with our travellers looking for stylish accommodation, and features 90 guestrooms, 2 restaurants and a bar. If you'd prefer to stay at a boutique hotel, also consider La Quinta Inn & Suites by Wyndham Winchester.

What's the best hotel for a golf holiday in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a hotel featuring free breakfast and free WiFi, and it's a top choice for golfing nearby. Other good options to stay near a golf course include Fairfield Inn & Suites by Marriott Winchester and Quality Inn. You can tee off at Rock Harbor Golf Course during your trip. See more golf hotels in Winchester.

What's the best accommodation in Winchester to learn about local history?

Based on our travel expertise, La Quinta Inn & Suites by Wyndham Winchester is a top hotel on Expedia for those interested in history, and it features free breakfast and free WiFi. Other choices close to historic sites include Spark by Hilton Winchester and Fairfield Inn & Suites by Marriott Winchester. Also, notable landmarks to visit include Stonewall Jackson's Headquarters, Patsy Cline Historic House and The Kernstown Battlefield. See more options for historical stays in Winchester.

How is it to stay in Winchester?

Families will find child-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and urban, this city attracts tourists with its theatres and entertainment. In Winchester, there are 56 hotels and other accommodation options to choose from. Find out more about Winchester.

What is there to see in Winchester?

Cultural venues include Museum of the Shenandoah Valley, Bright Box Theater and Winchester Little Theater. Families come for attractions such as Shenandoah Valley Discovery Museum, Nalls Farm Market and Rocking S Ranch. Notable for its historic sites, landmarks like Stonewall Jackson's Headquarters, Patsy Cline Historic House and The Kernstown Battlefield are not to be missed. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.