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Top 10 Winchester hotels and places to stay

Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1345)
"We enjoyed our stay at la quinta. It is clean and pet friendly."
The price is CA $145
CA $158 total
includes taxes & fees
May 26 - May 27
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)
"nice place, clean but in desperate need of update."
The price is CA $98
CA $106 total
includes taxes & fees
Jun 9 - Jun 10
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, (907)
"Room is really clean. Was nervous when drove up property bc it seems outdated."
The price is CA $89
CA $101 total
includes taxes & fees
Jun 24 - Jun 25
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, (776)
"Its was a really nice hotel the people were friendly 🙂 very clean and a reasonable price i would stay there again without a doubt thank you"
The price is CA $116
CA $126 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, (334)
"The Inn was everything we needed. Front Desk Team was very polite and helpful. Shuttle driver was friendly and the shuttle was timely. The breakfast was "continental" but offered many options. I would definitely stay again."
The price is CA $140
CA $170 total
includes taxes & fees
May 27 - May 28
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)
"Beautiful town. The hotel is beautiful. "
The price is CA $171
CA $194 total
includes taxes & fees
May 28 - May 29
The George Washington Hotel, A Wyndham Grand Hotel
Lobby
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very good, (1002)
"Check in staff were great. Discussed restaurant options, all the facilities available at hotel. Room is clean and very nice furniture. "
The price is CA $115
CA $125 total
includes taxes & fees
May 26 - May 27
Sleep Inn & Suites
Exterior
Comfort Inn & Suites
2.5 star property
9.4 out of 10, Exceptional, (933)
"Right off 81, we just stopped to sleep on way home from Tennessee to NJ. Good breakfast, free parking. Did not venture from hotel so cannot comment on restaurants."
The price is CA $131
CA $142 total
includes taxes & fees
May 26 - May 27
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 staff and room was superb. "
The price is CA $145
CA $162 total
includes taxes & fees
May 26 - May 27
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)
"Noisy guests in next door "
The price is CA $99
CA $107 total
includes taxes & fees
May 26 - May 27
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, (1001)
"Great Hotel"
The price is CA $134
CA $146 total
includes taxes & fees
May 26 - May 27
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, (617)
"Great place to stay"
The price is CA $197
CA $220 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, (1004)
"The rooms were large and very clean and comfortable!"
The price is CA $120
CA $136 total
includes taxes & fees
Jun 24 - Jun 25
Spark by Hilton Winchester
Hiking
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.8 out of 10, Excellent, (798)
"Great."
The price is CA $99
CA $111 total
includes taxes & fees
May 27 - May 28
Rodeway Inn & Suites - Charles Town, WV
Exterior
Quality Inn
2.5 star property
8.8 out of 10, Excellent, (998)
"Room was clean and comfortable, staff was very nice, breakfast was good as well. We will definitely stay here again. "
The price is CA $127
CA $138 total
includes taxes & fees
Jun 9 - Jun 10
Quality Inn
Lobby
Hilton Garden Inn Martinsburg
3.0 star property
9.2 out of 10, Wonderful, (524)
"Room was clean Pillows were flat with no fluff - like why bother with a pillow at all! The breakfast was the worst ever! Choice of buffet or al la carte We opted for a la carte after seeing that the buffet was skimpy. Pancakes and waffles were like rubber - eggs were cold. Way understaffed - one girl waiting on all the tables I had to get my own syrup and I wound up toasting my own bread when she never came back. They ran out of coffee by 10 am and never made more even after we asked for more!...
The price is CA $151
CA $169 total
includes taxes & fees
Jun 9 - Jun 10
Hilton Garden Inn Martinsburg
Reception
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, (1000)
"The hotel is near Charlestown casino and racetrack, but not close enough to have noises from the activity there bother us. We could see the track in the distance. The gym was adequate and the free morning breakfasts were great. During the week they even had brown bag snack packs you could take with fruit, Peanutbutter and jelly, small bagel and small bottle of water. That was an unexpected treat. "
The price is CA $186
CA $208 total
includes taxes & fees
May 30 - May 31
Hampton Inn & Suites Charles Town
Exterior
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, (592)
"Close to highway, easy to find"
The price is CA $138
CA $151 total
includes taxes & fees
May 26 - May 27
Fairfield Inn & Suites by Marriott Winchester
Exterior
Motel 6 Charles Town, WV
2.0 star property
7.6 out of 10, Good, (624)
"Nice and clean rooms "
The price is CA $88
CA $99 total
includes taxes & fees
May 26 - May 27
Motel 6 Charles Town, WV
Free WiFi, bed sheets
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very good, (1001)
"No frills, but clean and quiet overnight stay."
The price is CA $96
CA $109 total
includes taxes & fees
Jun 4 - Jun 5
Motel 6 Winchester, VA
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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.

More cheap stays in Winchester

Hotels near Popular Winchester Attractions

Winchester Travel Info

Number of hotels
1,861
Highest price
CA $217
Lowest price
CA $88
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