Winchester Hotels

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Top 10 trending Winchester hotels

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Bed was comfortable, room was clean and very spacious "
The price is P4,359
P4,743 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Winchester

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1000)
"Great place to stay!"
The price is P5,425
P5,902 total
includes taxes & fees
Aug 24 - Aug 25
Country Inn & Suites by Radisson, Winchester, VA

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1000)
"staff was amazing and room was great "
The price is P5,522
P6,007 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1326)
"Great place"
The price is P4,513
P4,910 total
includes taxes & fees
Sep 15 - Sep 16
Microtel Inn & Suites by Wyndham Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (694)
"The hotel was clean, staff was great and breakfast was great."
The price is P6,616
P7,198 total
includes taxes & fees
Sep 1 - Sep 2
SpringHill Suites by Marriott Winchester

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Front desk person was very helpful"
The price is P5,037
P5,707 total
includes taxes & fees
Sep 7 - Sep 8
Spark by Hilton Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (753)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is P5,522
P6,007 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites by Marriott Winchester

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Great stay"
The price is P5,898
P6,623 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very Good, (1003)
"A great hotel. Would definitely stay here again. "
The price is P4,069
P4,528 total
includes taxes & fees
Sep 1 - Sep 2
Ramada by Wyndham Strasburg/Shenandoah Valley

Quality Inn

2.5 star property
8.6 out of 10, Excellent, (1000)
"We found the motel comfortable and convenient. "
The price is P4,652
P5,210 total
includes taxes & fees
Sep 2 - Sep 3
Quality Inn

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2128)
"One of our fave places to stay when we visit Winchester. "
The price is P5,846
P6,361 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Winchester

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.6 out of 10, Excellent, (1005)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is P4,103
P4,636 total
includes taxes & fees
Aug 24 - Aug 25
Rodeway Inn & Suites - Charles Town, WV

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (862)
"Nice rooms, staff was friendly "
The price is P6,097
P6,634 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Winchester

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (453)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is P6,103
P6,640 total
includes taxes & fees
Aug 23 - Aug 24
TownePlace Suites by Marriott Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Fantastic stay, thanks!"
The price is P5,764
P6,528 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great location,the hotel was very nice and the breakfast was great."
The price is P4,673
P5,255 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Winchester Se-Historic Gateway by IHG

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very Good, (1089)
"Good location great value friendly staff"
The price is P3,932
P4,278 total
includes taxes & fees
Aug 24 - Aug 25
Travelodge by Wyndham Winchester

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (794)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is P5,777
P6,545 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very comfortable bed and room temperature was perfect."
The price is P6,248
P7,079 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn Winchester-University/Mall Area

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (697)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is P5,454
P5,934 total
includes taxes & fees
Sep 1 - Sep 2
TRU By Hilton 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.
Showing deals for:Aug 29 - Aug 31
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Where to stay in Winchester

Find the best Winchester areas and neighborhoods for the activities you enjoy most.

Old Town Winchester

2 out of top 10 points of interest in this area

Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area.

Winchester Historic District

1 out of top 10 points of interest in this area

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Winchester and related destinations

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theater.

Top Winchester Hotel Reviews

Frequently asked questions

Where is the best place to stay in Winchester?

Comfort Inn & Suites Winchester is a favorite property for Expedia customers. This hotel offers free breakfast and free parking. Other top choices based on reviews include SpringHill Suites by Marriott Winchester and Quality Inn Winchester. See all available top hotels, or 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?

Holiday Inn Winchester Se-Historic Gateway by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Microtel Inn & Suites by Wyndham Winchester and Country Inn & Suites by Radisson, Winchester, VA. 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 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. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham 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 Winchester. 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 are some hotels with pools in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free buffet breakfast, and free WiFi. Other choices that feature an onsite pool include Microtel Inn & Suites by Wyndham Winchester and Courtyard by Marriott Winchester. View all hotels with pools in Winchester.

What is the best spa hotel in Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a top spa hotel featuring a 24-hour fitness center, a bar, and an indoor pool. Spend an afternoon at the spa where you’ll find massage treatments. In-room massages are also available. See all spa hotels in Winchester.

What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What's it like to stay in Winchester?

Families will find kid-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and vibrant, this city attracts tourists with its theaters and entertainment choices. In Winchester, there are 76 hotels and other accommodations to choose from. Find out more about Winchester.

What should I see while I'm in Winchester?

Cultural venues include Bright Box Theater, Winchester Little Theater, and Museum of the Shenandoah Valley. Families come for attractions such as Shenandoah Valley Discovery Museum, Nalls Farm Market, and Rocking S Ranch. Notable for its historic sites, landmarks like Patsy Cline Historic House, Mt Hebron Cemetery, and Stonewall Jackson's Headquarters are not to be missed. Check out what more 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 temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.