Winchester Hotels

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Winchester hotels

Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1091)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is €89
includes taxes & fees
25 Jan - 26 Jan 2026
Comfort Inn & Suites Winchester
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
7.6 out of 10, Good, (1002)
"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 €59
includes taxes & fees
26 Dec - 27 Dec
Super 8 by Wyndham Front Royal
Seasonal outdoor pool
Twi-Lite Inn

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (540)
"Great pool and quiet area to stay in"
United States
Matthew
The price is €59
includes taxes & fees
28 Dec - 29 Dec
Twi-Lite Inn
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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, (1000)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is €91
includes taxes & fees
31 Dec - 1 Jan 2026
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Porch
Relax Inn Motel

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (259)
"Clean, and nice rooms, friendly staff"
United States
James
The price is €64
includes taxes & fees
26 Dec - 27 Dec
Relax Inn Motel
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1001)
"Breakfast was delicious "
United States
Robert
The price is €67
includes taxes & fees
1 Jan - 2 Jan 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
Restaurant
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (849)
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is €102
includes taxes & fees
31 Dec - 1 Jan 2026
Hampton Inn Winchester N/Conference Center, VA
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1001)
"Great stay"
United States
Jaron
The price is €70
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Winchester
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG

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, (807)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is €67
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (800)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is €85
includes taxes & fees
27 Dec - 28 Dec
Fairfield Inn & Suites by Marriott Winchester
Exterior
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (919)
"comfortable room, amenities and staff"
United States
Prashant
The price is €99
includes taxes & fees
31 Dec - 1 Jan 2026
Courtyard by Marriott Winchester
Coffee service
Motel 6 Winchester, VA

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very good, (1000)
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
The price is €65
includes taxes & fees
26 Dec - 27 Dec
Motel 6 Winchester, VA
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

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, (2234)
"The place was clean, super friendly front desk staff, SO pet friendly with such a reasonable pet fee, and overall reasonable rate. Would 100% stay here again if I came back through this town. "
United States
Jordyn
The price is €91
includes taxes & fees
28 Dec - 29 Dec
La Quinta Inn & Suites by Wyndham Winchester
Exterior
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (788)
"Great staff, very clean room with a good breakfast "
United States
Jim
The price is €99
includes taxes & fees
18 Jan - 19 Jan 2026
SpringHill Suites by Marriott Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA

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, (1002)
"Have stayed here multiple times -always good"
United States
Robert
The price is €76
includes taxes & fees
25 Jan - 26 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
Reception
TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (482)
"Nice place to stay. Great staff and breakfast."
United States
Stormy
The price is €99
includes taxes & fees
26 Dec - 27 Dec
TownePlace Suites by Marriott Winchester
Indoor pool
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is €108
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Front Royal
Exterior
Glen Gordon Manor

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (95)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is €249
includes taxes & fees
20 Jan - 21 Jan 2026
Glen Gordon Manor
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (772)
"Very nice room and common spaces. Breakfast was good and the price was very fair."
United States
Joseph
The price is €90
includes taxes & fees
4 Jan - 5 Jan 2026
TRU By Hilton Winchester
Lobby lounge
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1000)
"Great stay."
United States
Kenneth
The price is €107
includes taxes & fees
29 Dec - 30 Dec
Fairfield Inn & Suites Strasburg Shenandoah Valley
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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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

Gardens at Glen Burnie House.
Photo by Tina McClelland
Open Photo by Tina McClelland

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
Discover the Shenandoah Valley's rich heritage at this cultural cornerstone. Wander through the historic Glen Burnie House and meticulously designed gardens for a refined afternoon of regional exploration.
See properties
Jim Barnett park
Photo by Mominator Madness
Open Photo by Mominator Madness

Jim Barnett Park

4.0/5 (31 reviews)
This 170-acre oasis offers extensive trails, sports facilities, and a serene fishing lake in Winchester's heart. Enjoy family picnics at shelters with grills while surrounded by mature trees and well-maintained grounds.
See properties

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.

See all hotels in Winchester

Top Winchester Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Staff support was sufficient, Peter was kind and accommodating. The room was sparse with a giant empty space and a lamp planted in the middle of it. I don't know if there's not supposed to be a sofa in there but it looked awkward. The rooms are not soundproof as I could hear the renter in the room above me rolling around on the office chair and walking around"
Cara 1-night trip
Posted 2 days ago
Spark by Hilton Winchester

More cheap stays in Winchester

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

7379 Comfort Inn Drive Warrenton VA
The price is €56 per night from 1 Jan to 2 Jan
€56
1 Jan - 2 Jan 2026
includes taxes & fees
6.4/10 (1,003 reviews)

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?
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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, Microtel Inn & Suites by Wyndham Winchester is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. Other options to stay on the cheap include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.
What's the best family accommodation in Winchester?
Microtel Inn & Suites by Wyndham Winchester is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Holiday Inn Winchester Se-Historic Gateway by IHG and Quality Inn Winchester. 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?
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?
Comfort Inn & Suites Winchester is a top hotel for people travelling with their pets, and offers a 24-hour fitness centre and free WiFi for its human guests. Other good choices for you and your pet include Microtel Inn & Suites by Wyndham Winchester and La Quinta Inn & Suites by Wyndham 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 The Kernstown Battlefield. See more options for historical stays in Winchester.
What are some hotels with pools in Winchester?
Microtel Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free breakfast and free WiFi. Other choices that offer an on-site pool include La Quinta Inn & Suites by Wyndham Winchester and TownePlace Suites 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, 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 Patsy Cline Historic House, Stonewall Jackson's Headquarters and The Kernstown Battlefield 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.

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