Winchester Hotels

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Winchester hotels

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1014)
"Perfect location to visit for business or pleasure!"
The price is €122
includes taxes & fees
2 Oct - 3 Oct
The George Washington Hotel, A Wyndham Grand Hotel

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2167)
"Would stay again if in the area. "
The price is €100
includes taxes & fees
29 Sept - 30 Sept
La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1012)
"Dog friendly, quiet and clean. "
The price is €78
includes taxes & fees
26 Oct - 27 Oct
Quality Inn Winchester

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (512)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
The price is €86
includes taxes & fees
28 Sept - 29 Sept
Candlewood Suites Winchester by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1013)
"Great hotel! "
The price is €89
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Winchester Se-Historic Gateway by IHG

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1098)
"My favorite hotel in VA, always stay there when visiting friends and family. "
The price is €65
includes taxes & fees
28 Sept - 29 Sept
Travelodge by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1347)
"Very nice place to stay. Everything is perfectly placed and the amenities were good. "
The price is €78
includes taxes & fees
26 Oct - 27 Oct
Microtel Inn & Suites by Wyndham Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (768)
"This was a very clean well run hotel and the staff was friendly and accomodating. Would definitely stay here again."
The price is €90
includes taxes & fees
28 Sept - 29 Sept
Fairfield Inn & Suites by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (880)
" Nice hotel"
The price is €99
includes taxes & fees
1 Oct - 2 Oct
Courtyard by Marriott Winchester

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1012)
"Price, Clean!,great breakfast, attention to details and nice room, loved it!"
The price is €89
includes taxes & fees
5 Oct - 6 Oct
Hampton Inn Winchester-University/Mall Area

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (726)
"Would definitely stay there again! Very clean and affordable!"
The price is €108
includes taxes & fees
28 Sept - 29 Sept
SpringHill Suites by Marriott Winchester

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (704)
"Clean decent size room, easy parking, not too far from highway, lots of traffic around but the room was very quiet"
The price is €92
includes taxes & fees
21 Oct - 22 Oct
TRU By Hilton Winchester

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Front desk person was very helpful"
The price is €89
includes taxes & fees
27 Oct - 28 Oct
Spark by Hilton Winchester

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1019)
"Excellent staff every time we stay!!"
The price is €93
includes taxes & fees
26 Oct - 27 Oct
Comfort Inn & Suites Winchester

Days Inn by Wyndham Winchester

2.0 star property
6.6 out of 10, (453)
"I liked the area convenient to get on and off the highway."
The price is €61
includes taxes & fees
7 Oct - 8 Oct
Days Inn by Wyndham Winchester

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
9.0 out of 10, Wonderful, (782)
"Great team.."
The price is €116
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express Hotel & Suites Winchester by IHG

Sleep Inn & Suites Winchester near University

2.5 star property
7.8 out of 10, Good, (1009)
"Great stay offered a haven on a long trip!"
The price is €66
includes taxes & fees
26 Oct - 27 Oct
Sleep Inn & Suites Winchester near University

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1022)
"Great place to stay!"
The price is €85
includes taxes & fees
26 Oct - 27 Oct
Country Inn & Suites by Radisson, Winchester, VA

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (493)
"A great stop for our family of four on a long drive home."
The price is €110
includes taxes & fees
3 Oct - 4 Oct
Hilton Garden Inn Winchester

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1007)
"Friendly staff, spotless rooms, safe property and location. Great place for those traveling with pets."
The price is €66
includes taxes & fees
28 Sept - 29 Sept
Motel 6 Winchester, VA
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:3 Oct - 5 Oct
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Winchester

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

Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Winchester Historic District

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 Theatre.

Top Winchester Hotel Reviews

More cheap stays in Winchester

More cheap stays in Winchester

Frequently asked questions

Where is the best place to stay in Winchester?

Comfort Inn & Suites Winchester is a favourite 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.

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

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: This holiday home rental outside of Winchester is located on a river, and has a fireplace, a balcony and a BBQ 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 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 Microtel Inn & Suites by Wyndham Winchester and Travelodge 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 Country Inn & Suites by Radisson, Winchester, VA. Also, attractions such as Shenandoah Valley Discovery Museum and Nalls Farm Market are fun for children of all ages. Find more child-friendly accommodations in Winchester.

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

Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed is a favourite guest house for couples, and features a garden and laundry facilities. Other good choices for a stay with your sweetheart include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic.. 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 Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites Winchester. See more pet-friendly hotel accommodations in Winchester.

What's the best accommodation in Winchester to learn about local history?

Based on our travel expertise, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed is a top guest house on Expedia for those interested in history, and it features on-site laundry facilities and in-room kitchens. Other choices to soak up the local history include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic.. Also, notable landmarks to visit include Patsy Cline Historic House, Stonewall Jackson's Headquarters 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, 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.

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 78 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, 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. 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia