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Top 10 trending Winchester hotels

Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1293)
"Loved our stay super comfy beds!"
The price is P4,989
P5,428 total
includes taxes & fees
Jul 13 - Jul 14
Microtel Inn & Suites by Wyndham Winchester
TRU By Hilton Winchester
Free daily continental breakfast

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (679)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is P6,216
P6,763 total
includes taxes & fees
Jul 15 - Jul 16
TRU By Hilton Winchester
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (733)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is P5,494
P5,977 total
includes taxes & fees
Jul 13 - Jul 14
Fairfield Inn & Suites by Marriott Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Great location and clean hotel"
The price is P7,180
P8,135 total
includes taxes & fees
Jul 14 - Jul 15
The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2079)
"We only stayed one night as we were passing through but it was an excellent place to stay. "
The price is P6,571
P7,150 total
includes taxes & fees
Jul 13 - Jul 14
La Quinta Inn & Suites by Wyndham Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows
In-room safe, individually decorated, individually furnished, desk

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great stay, great location. "
The price is P6,698
P7,558 total
includes taxes & fees
Jul 20 - Jul 21
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Courtyard by Marriott Winchester
Exterior

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (841)
"Great location, great amenities "
The price is P6,066
P6,600 total
includes taxes & fees
Jul 15 - Jul 16
Courtyard by Marriott Winchester
Wayside Inn
Serves dinner and happy hour

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (400)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is P5,953
P7,132 total
includes taxes & fees
Jul 9 - Jul 10
Wayside Inn
Ramada by Wyndham Strasburg/Shenandoah Valley
Elevator

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very Good, (1002)
"Great location off the highway, restaurant on site was very good, staff was friendly and quick check in"
The price is P4,048
P4,505 total
includes taxes & fees
Jul 20 - Jul 21
Ramada by Wyndham Strasburg/Shenandoah Valley
Quality Inn
Exterior

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Very nice lodging and breakfast. Would stay here again."
The price is P5,253
P5,715 total
includes taxes & fees
Jul 15 - Jul 16
Quality Inn
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great location,the hotel was very nice and the breakfast was great."
The price is P5,046
P5,660 total
includes taxes & fees
Jul 20 - Jul 21
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (754)
"Always great!"
The price is P4,490
P4,885 total
includes taxes & fees
Jul 13 - Jul 14
Holiday Inn Express Winchester South-Stephens City by IHG
TownePlace Suites by Marriott Front Royal
Property amenity

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (508)
"Very nice place to stay."
The price is P7,597
P8,379 total
includes taxes & fees
Jul 27 - Jul 28
TownePlace Suites by Marriott Front Royal
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great stay. Very friendly staff and the room was clean and comfortable. "
The price is P5,012
P5,678 total
includes taxes & fees
Jul 20 - Jul 21
Spark by Hilton Winchester
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1002)
"The quick breakfast was perfect."
The price is P6,380
P7,101 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Inn Front Royal
Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1004)
"Would stay again. "
The price is P5,494
P5,977 total
includes taxes & fees
Jul 13 - Jul 14
Comfort Inn & Suites
Twi-Lite Inn
Desk, soundproofing, iron/ironing board, cribs/infant beds

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (510)
"Quiet, convenient, clean and quaint. Highly recommend."
The price is P4,422
P4,922 total
includes taxes & fees
Jul 28 - Jul 29
Twi-Lite Inn
Candlewood Suites Winchester by IHG
1 bedroom, in-room safe, desk, laptop workspace

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (471)
"I had a wonderful one-night stay. The room was spacious, clean, and conveniently located near the store. The receptionist was friendly and helpful. I highly recommend Candlewood Suites"
The price is P5,170
P5,625 total
includes taxes & fees
Jul 19 - Jul 20
Candlewood Suites Winchester by IHG
Relax Inn Motel
Front of property - evening/night

Relax Inn Motel

2.0 star property
8.2 out of 10, Very Good, (233)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is P3,912
P4,354 total
includes taxes & fees
Jul 9 - Jul 10
Relax Inn Motel
L'Auberge Provencale Inn & Restaurant
Terrace/patio

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (164)
"I had the most amazing time here. All i wanted.... place is beautiful & peaceful. "
The price is P14,117
P15,571 total
includes taxes & fees
Jul 10 - Jul 11
L'Auberge Provencale Inn & Restaurant
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.
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Hotels with a pool in Winchester you'll enjoy

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1000)
The price is P5,494
P5,977 total
includes taxes & fees
Jul 13 - Jul 14
Country Inn & Suites by Radisson, Winchester, VA

These family-friendly hotels in Winchester may fit your trip

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1000)
The price is P5,494
P5,977 total
includes taxes & fees
Jul 13 - Jul 14
Country Inn & Suites by Radisson, Winchester, VA

Check out pet-friendly hotels in Winchester

Comfort Inn & Suites
Exterior

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1004)
The price is P5,494
P5,977 total
includes taxes & fees
Jul 13 - Jul 14
Comfort Inn & Suites
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.

Where to stay in Winchester

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

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 map

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

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.

See all hotels in Winchester

Frequently asked questions

Where is the best place to stay in Winchester?

Comfort Inn & Suites 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 The George Washington Hotel, A Wyndham Grand Hotel. 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 Quality Inn. 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?

Holiday Inn Winchester Se-Historic Gateway by IHG is a top LGBTQ-friendly hotel that features free WiFi and free parking. La Quinta Inn & Suites by Wyndham Winchester and Fairfield Inn & Suites by Marriott 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 Quality Inn. 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.

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

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

What's the best accommodation for a golf trip to 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 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 and a bar. Enjoy a massage at The Saumaj Health Spa. 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 75 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, Museum of the Shenandoah Valley, 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 Patsy Cline Historic House, The Kernstown Battlefield, and Mt Hebron Cemetery 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.