Winchester Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,258 reviews)
  • cleanliness
    Relax in Winchester with an indoor pool, fitness centre, and free amenities.
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is €90
includes taxes & fees
15 Feb - 16 Feb
La Quinta Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,101 reviews)
  • cleanliness
    Experience comfort at this Winchester hotel with free breakfast and parking.
"Staff was very friendly and room was great! "
United States
Courtney
The price is €91
includes taxes & fees
15 Feb - 16 Feb
Comfort Inn & Suites Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (796 reviews)
  • cleanliness
    Enjoy the contemporary vibe and easy exploration from this Winchester basecamp.
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is €82
includes taxes & fees
8 Mar - 9 Mar
TRU By Hilton Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Unwind after a day exploring Civil War history at this Strasburg, Virginia hotel.
"Great stay everyone friendly will stay again"
United States
Mary K
The price is €71
includes taxes & fees
14 Feb - 15 Feb
Ramada by Wyndham Strasburg/Shenandoah Valley

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, as usual"
United States
Mary
The price is €77
includes taxes & fees
15 Feb - 16 Feb
Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,440 reviews)
  • cleanliness
    Take advantage of the indoor pool and friendly staff in Winchester.
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
United States
Eleanor
The price is €78
includes taxes & fees
15 Feb - 16 Feb
Microtel Inn & Suites by Wyndham Winchester

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Courteous staff, clean room. Nice to have free breakfast available."
Canada
Mary
The price is €76
includes taxes & fees
15 Feb - 16 Feb
Country Inn & Suites by Radisson, Winchester, VA

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,081 reviews)
  • cleanliness
    Experience comfort and convenience near Apple Blossom Mall in Winchester.
"Clean place, breakfast ok, warm and comfy, would stay again"
United States
Lyle
The price is €64
includes taxes & fees
9 Feb - 10 Feb
Travelodge by Wyndham Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (810 reviews)
  • cleanliness
    Unwind with premium amenities and exploring Winchester's attractions nearby.
"Great stay!"
United States
Rene
The price is €99
includes taxes & fees
8 Mar - 9 Mar
SpringHill Suites by Marriott Winchester

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
  • cleanliness
    Luxurious retreat near Shenandoah National Park offers massages and gourmet dining.
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is €267
includes taxes & fees
25 Feb - 26 Feb
Glen Gordon Manor

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Enjoy modern comfort in Winchester with fitness centre and free breakfast.
"Rooms was clean, staff friendly all in all great place to stay for price close to all we needed and cozy "
United States
Frederick
The price is €75
includes taxes & fees
15 Feb - 16 Feb
Spark by Hilton Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (818 reviews)
  • cleanliness
    Dive into Virginia charm in Winchester with a refreshing indoor pool and top-notch breakfast.
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is €85
includes taxes & fees
10 Feb - 11 Feb
Fairfield Inn & Suites by Marriott Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (819 reviews)
"The room was spotless, staff is excellent. Well, recommend the stay to everyone I know"
United States
Kelso
The price is €77
includes taxes & fees
10 Feb - 11 Feb
Holiday Inn Express Winchester South-Stephens City by IHG

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Relax in an indoor pool and explore Shenandoah National Park during your stay.
"Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's."
United States
kenneth
The price is €92
includes taxes & fees
15 Feb - 16 Feb
Hampton Inn Front Royal

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,003 reviews)
  • cleanliness
    Rest near Shenandoah National Park with free breakfast and convenient parking.
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is €58
includes taxes & fees
9 Feb - 10 Feb
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (932 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is €99
includes taxes & fees
19 Feb - 20 Feb
Courtyard by Marriott Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Book a golf retreat near Shenandoah National Park with indoor pool and dining.
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is €91
includes taxes & fees
15 Feb - 16 Feb
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Dine steps from Apple Blossom Mall at this Winchester hotel with indoor pool.
"Great stay"
United States
Lori
The price is €74
includes taxes & fees
15 Feb - 16 Feb
Holiday Inn Winchester Se-Historic Gateway by IHG

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Experience Winchester comfort with a full breakfast and nearby attractions.
"great stay with breakfast too"
United States
James
The price is €74
includes taxes & fees
2 Mar - 3 Mar
Sleep Inn & Suites Winchester near University

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (487 reviews)
  • cleanliness
    Stylish Winchester hotel with outdoor pool and convenient in-room kitchenettes.
"Nice place to stay. Great staff and breakfast."
United States
Stormy
The price is €104
includes taxes & fees
9 Feb - 10 Feb
TownePlace Suites by Marriott 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.
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 Shenandoah Valley Discovery Museum.

Stay near popular Winchester attractions

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

Frequently asked questions

Where is the best place to stay in Winchester?
SpringHill Suites by Marriott Winchester is a favourite property for Expedia customers. This hotel offers free breakfast and an indoor pool. Other top choices based on reviews include The George Washington Hotel, A Wyndham Grand Hotel and Quality Inn Winchester. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Winchester is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. 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?
Quality Inn Winchester is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Hampton Inn Winchester-University/Mall Area and Microtel Inn & Suites by Wyndham Winchester. 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?
Secret Gardens Carriage House is a favourite guest house for couples, and features a garden and laundry facilities. Other good choices for a stay with your sweetheart include ANS Inn has clean, spacious rooms located on 5 acres with little traffic. and 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?
Quality Inn Winchester is a top hotel for people travelling with their pets, and offers a restaurant and a seasonal outdoor pool for its human guests. Other good choices for you and your pet include Hampton Inn Winchester N/Conference Center, VA and Hampton Inn Winchester-University/Mall Area. 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, 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. Other choices to soak up the local history include ANS Inn has clean, spacious rooms located on 5 acres with little traffic. and Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed. Also, notable landmarks to visit include Patsy Cline Historic House, Stonewall Jackson's Headquarters and The Kernstown Battlefield. 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 76 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, 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