Find hotels in Winchester, VA from CA $98

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

Find properties with these dates

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
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 10 Winchester hotels and places to stay

Home2 Suites by Hilton Charles Town
3.0 star property
9.8 out of 10, Exceptional, (614)
"Great place to stay"
The price is CA $208
CA $233 total
includes taxes & fees
May 29 - May 30
Home2 Suites by Hilton Charles Town
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1004)
"No"
The price is CA $183
CA $207 total
includes taxes & fees
May 29 - May 30
The George Washington Hotel, A Wyndham Grand Hotel
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
Save an average of 15% on thousands of hotels when you're signed in
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
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 CA $144
CA $162 total
includes taxes & fees
May 19 - May 20
Holiday Inn Express Charles Town, an IHG Hotel
SpringHill Suites by Marriott Winchester
2.5 star property
9.4 out of 10, Exceptional, (423)
"Well maintained property, great pool!"
The price is CA $159
CA $172 total
includes taxes & fees
May 27 - May 28
SpringHill Suites by Marriott Winchester
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
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 CA $150
CA $170 total
includes taxes & fees
May 27 - May 28
Hampton Inn Winchester N/Conference Center, VA
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
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (761)
"It was a nice hotel "
The price is CA $114
CA $124 total
includes taxes & fees
Jun 2 - Jun 3
Microtel Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Pretty good for a one night stay"
The price is CA $139
CA $155 total
includes taxes & fees
May 19 - May 20
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
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 $141
CA $160 total
includes taxes & fees
Jun 2 - Jun 3
Spark by Hilton Winchester
TRU By Hilton Winchester
2.5 star property
9.0 out of 10, Wonderful, (509)
"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 CA $121
CA $131 total
includes taxes & fees
May 26 - May 27
TRU By Hilton Winchester
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 CA $98
CA $111 total
includes taxes & fees
May 20 - May 21
Rodeway Inn & Suites - Charles Town, WV
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
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, (591)
"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
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 CA $127
CA $138 total
includes taxes & fees
May 27 - May 28
Country Inn & Suites by Radisson, Winchester, VA
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 CA $174
CA $189 total
includes taxes & fees
Jun 2 - Jun 3
Candlewood Suites Winchester, an IHG Hotel
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 CA $187
CA $244 total
includes taxes & fees
May 27 - May 28
Hillbrook Inn
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
Don't see what you're looking for?
See all available properties in 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.

More cheap stays in Winchester

Hotels near Popular Winchester Attractions

Winchester Travel Info

Number of hotels
1,878
Highest price
CA $216
Lowest price
CA $98
Known attractions
Museum of the Shenandoah Valley, Bright Box Theater and Shenandoah Valley Discovery Museum
Hotels with nearby historical attractions
13
Hotels with family-friendly amenities
10

Frequently asked questions

Where is the best place to stay in Winchester?

SpringHill Suites by Marriott Winchester is a favorite property for Expedia customers. This hotel offers free breakfast and an indoor pool. Other top choices based on reviews include Comfort Inn & Suites and The George Washington Hotel, A Wyndham Grand Hotel. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals that Winchester has to offer?

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails: This vacation home rental near Winchester is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. See all vacation rentals in Winchester.

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

Yes! The majority of hotel reservations are refundable if you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

To find more details about updating your trip to Winchester or cancelling it, click here.

What's the best budget-friendly hotel in Winchester?

Based on reviews, La Quinta Inn & Suites by Wyndham Winchester is a popular hotel for our travelers who want a more economical choice, and features free buffet breakfast and free WiFi. Other good options for your budget-friendly stay include Microtel Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.

What's the best place to stay when traveling with kids to Winchester?

Country Inn & Suites by Radisson, Winchester, VA is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel and Sleep Inn & Suites. Attractions like Shenandoah Valley Discovery Museum and Nalls Farm Market are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.

What's the best hotel for couples in Winchester?

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

What's the best LGBTQ-friendly hotel in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Microtel Inn & Suites by Wyndham Winchester and Spark by Hilton Winchester are other good options for your vacation. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best pet-friendly place to stay in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people traveling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good options for you and your pet's trip include Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites. See more pet-friendly hotel accommodations in Winchester.

Where is the best place to stay with easy access to Shenandoah University?

Adjacent to Shenandoah University, Hampton Inn Winchester-University/Mall Area is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. Other good choices close by include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester.

What about the best place to stay near Bluemont Vineyard?

One of the top choices for your stay is Weddings at Highholdborne, located 1.6 mi (2.5 km) from Bluemont Vineyard, and this 3.5-star villa offers free breakfast and a restaurant. The Manor at Airmont and Airwell Bed and Breakfast are a couple of other good options within a few miles.

What's the best high-end hotel in Winchester?

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

Recent Reviews in Winchester
Expedia verified reviews