Find hotels in Winchester, VA from £52

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    one key illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 Winchester hotels and places to stay

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1018)
"Very nice place clean and staff are super friendly "
The price is £79
includes taxes & fees
1 Jun - 2 Jun
Comfort Inn & Suites

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2010)
"Great stay all around! "
The price is £83
includes taxes & fees
27 May - 28 May
La Quinta Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1219)
"Very nice place to stay "
The price is £70
includes taxes & fees
1 Jun - 2 Jun
Microtel Inn & Suites by Wyndham Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Very clean the gym is definitely an added plus … loved my stay!!!"
The price is £80
includes taxes & fees
18 May - 19 May
Holiday Inn Winchester Se-Historic Gateway by IHG

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (388)
"This inn is absolutely amazing. Staff went above and beyond to ensure we were comfortable and our stay was memorable. We plan to come back very soon! "
The price is £88
includes taxes & fees
17 May - 18 May
Wayside Inn

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.0 out of 10, Very good, (1002)
"Good restaurant on the property."
The price is £59
includes taxes & fees
26 May - 27 May
Ramada by Wyndham Strasburg/Shenandoah Valley

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (754)
"Very nice and new hotel great room and nice bathroom will stay there again when we come to visit my Son in Berryville"
The price is £94
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn Winchester N/Conference Center, VA

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (613)
"Great stay"
The price is £95
includes taxes & fees
18 May - 19 May
SpringHill Suites by Marriott Winchester

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1007)
"Great stay for a great price!"
The price is £79
includes taxes & fees
18 May - 19 May
Country Inn & Suites by Radisson, Winchester, VA

Sleep Inn & Suites

2.5 star property
8.0 out of 10, Very good, (1005)
"great place"
The price is £62
includes taxes & fees
1 Jun - 2 Jun
Sleep Inn & Suites

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Loved our stay!"
The price is £102
includes taxes & fees
26 May - 27 May
The George Washington Hotel, A Wyndham Grand Hotel

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (669)
"Very nice comfortable"
The price is £90
includes taxes & fees
2 Jun - 3 Jun
TRU By Hilton Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (717)
"Clean rooms and friendly staff."
The price is £79
includes taxes & fees
18 May - 19 May
Fairfield Inn & Suites by Marriott Winchester

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Quiet, safe, great value, clean, newly updated rooms. Will definitely stay again "
The price is £69
includes taxes & fees
26 May - 27 May
Quality Inn

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1112)
"Great place to stay during the Shenodah Apple Blossom festival "
The price is £52
includes taxes & fees
15 Jun - 16 Jun
Travelodge by Wyndham Winchester

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1004)
"Everything was great!"
The price is £92
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn Front Royal

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1000)
"The property is attractive and the staff was excellent. "
The price is £96
includes taxes & fees
8 Jun - 9 Jun
Hampton Inn Winchester-University/Mall Area

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Stayed here for my spring trip to Shenandoah National Park, and had a perfect time. The hotel had everything I needed and the hot tub/pool were excellent. "
The price is £93
includes taxes & fees
26 May - 27 May
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (568)
"Very efficient.checkin."
The price is £67
includes taxes & fees
28 May - 29 May
Quality Inn Stephens City - Winchester South

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (461)
"Excellent, quick and easy stay"
The price is £83
includes taxes & fees
22 May - 23 May
Candlewood Suites Winchester by IHG
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.
Don't see what you're looking for?
See all available properties in Winchester

Great weekend hotel deals in Winchester, VA

Showing deals for:23 May - 25 May
Save an average of 15% on thousands of hotels when you're signed in

Winchester and related destinations

Come to Winchester and enjoy its history, dining and theatre.

Come to Pueblo and enjoy its dining, museums and rafting.

Photo by Jeff White
Open Photo by Jeff White

Come to Staunton and enjoy its dining, entertainment and theatre.

Florence awaits: its dining, museums, entertainment and more!

Escape to Nyack! Enjoy its riverfront, dining and entertainment.

Nyack which includes a city

Frequently asked questions

Where is the best place to stay in Winchester?

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

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

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people: This holiday home rental outside of Winchester offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 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 budget-friendly accommodation in Winchester?

Based on reviews, La Quinta Inn & Suites by Wyndham Winchester is a popular hotel for our travellers who want a more economical choice, and features free buffet breakfast and free Wi-Fi. Other options to stay on the cheap include Travelodge by Wyndham Winchester and Microtel Inn & Suites by Wyndham Winchester. View all budget hotels in Winchester.

What's the best family accommodation in 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 choices for your child-friendly holiday include Microtel Inn & Suites by Wyndham Winchester and Sleep Inn & Suites. Also, attractions such as Shenandoah Valley Discovery Museum and Rocking S Ranch are fun for children of all ages. Find more child-friendly accommodations in Winchester.

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

Secret Gardens Carriage House is a favourite guest house for couples, and features a garden and laundry facilities. Another good option for a stay with your sweetheart is Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. See all romantic hotels in Winchester.

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

La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best dog-friendly accommodation option in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people travelling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good choices for you and your pet include Travelodge by Wyndham Winchester and Microtel Inn & Suites by Wyndham Winchester. See more pet-friendly hotel accommodations 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, Secret Gardens Carriage House is a top guest house on Expedia for those interested in history, and it features on-site laundry facilities and in-room kitchens. If you're interested in local history, another choice for your stay is Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. Also, notable landmarks to visit include Stonewall Jackson's Headquarters, Patsy Cline Historic House and Abram's Delight. See more options for historical stays 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 offer an on-site 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 centre and a bar. Enjoy a massage at The Saumaj Health Spa. In-room massages are also available. See all spa hotels 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 75 hotels and other accommodation options to choose from. Find out more about Winchester.

What is there to see 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, Rocking S Ranch and Nalls Farm Market. Notable for its historic sites, landmarks like Stonewall Jackson's Headquarters, Patsy Cline Historic House and Mt Hebron Cemetery 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.