Winchester Hotels

THE 10 BEST Hotels in Winchester 2024

Winchester Hotels

and Places to Stay
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25 mi

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36 properties in Winchester
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    Properties ranked using exclusive Tripadvisor data, including traveler ratings, confirmed availability from our partners, prices, booking popularity and location, as well as personal user preferences and recently viewed hotels.
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#1 Best Value of 36 places to stay in Winchester
Centrally located hotel in downtown Winchester, offering easily accessible pedestrian mall, shops, and restaurants. Beautiful and comfortable rooms, with a well-regarded bar and lounge area.
This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
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#2 Best Value of 36 places to stay in Winchester
Convenient stopover for road trippers, offering good breakfast options, comfy beds, clean rooms, and fun indoor pool. Near various dining choices and well-located for highway access. Pet-friendly.
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#3 Best Value of 36 places to stay in Winchester
Welcoming hotel with friendly staff, clean and comfortable rooms, and delicious breakfast selection. Great location with convenient amenities and inviting atmosphere.
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#4 Best Value of 36 places to stay in Winchester
Complimentary breakfast offering hot and cold options, including guests' favorites and grab-and-go options. Reasonable prices, spotlessly clean rooms, and friendly staff. Convenient location.
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GreenFamilyFL
GreenFamilyFL
@GreenFamilyFL
5.0 of 5 bubblesReviewed on Jan 28, 2022
Comfortable, Clean and Consistent
"It offers the perfect location for what I need, a nice clean room, and friendly staff."
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#5 Best Value of 36 places to stay in Winchester
Clean hotel boasting spacious, comfortable rooms & friendly staff. Conveniently located near various dining options & historic Winchester street. Well-regarded coffee, mixed opinions on breakfast.
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#6 Best Value of 36 places to stay in Winchester
Well-located hotel with nearby businesses and shopping, offering clean, comfortable rooms. Friendly front desk staff, complimentary breakfast, and easy interstate access.
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Cliff M
Cliff M
@cliffm850
5.0 of 5 bubblesReviewed on Jul 19, 2023
Great New Overnight Place or a Longer Stay
"Great staff, nice clean room, close to I-81 on the northern edge of Winchester."
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#7 Best Value of 36 places to stay in Winchester
Clean and spacious rooms featuring fast Wi-Fi, fridge, microwave, and hairdryer. Friendly and helpful front desk staff. Comfortable beds with ample pillows. Average breakfast with varied options.
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Ada M
Ada M
@stressedanddepressed
4.0 of 5 bubblesReviewed on Jun 23, 2022
Friendly staff, Comfortable room
"Friendly staff, Comfortable room"
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#8 Best Value of 36 places to stay in Winchester
Renovated hotel in prime location with comfortable beds and temperature control. Clean bathrooms, enjoyable showers. Helpful staff, convenient grab-and-go breakfast options.
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CANDACE M
CANDACE M
@459candacem
5.0 of 5 bubblesReviewed on Jun 12, 2023
Stop over on road trip
"Very friendly staff, very clean room and a great selection for breakfast foods."
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#9 Best Value of 36 places to stay in Winchester
Affordable hotel with clean and comfortable rooms, helpful desk staff, and tasty breakfast options. Close to interstate, convenient on-site Dennys, and nearby services.
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#10 Best Value of 36 places to stay in Winchester
Clean, attractive hotel with spacious rooms and comfortable beds. Friendly staff, modern appearance. One-night stays recommended. Limited dining options.
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#11 Best Value of 36 places to stay in Winchester
Convenient location near highway and amenities, this hotel offers clean rooms and comfortable beds. Limited breakfast options provided.
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eddievoch
eddievoch
@eddievoch
5.0 of 5 bubblesReviewed on Aug 26, 2021
Great location and service
"We know that we will have a great experience clean room and good food will be available."
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#12 Best Value of 36 places to stay in Winchester
Modern, clean hotel with comfortable beds and friendly staff. Features well-appointed facilities, on-site restaurant, and convenient location near dining and shopping options.
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OBXLOKAL
OBXLOKAL
@OBXLOKAL
4.0 of 5 bubblesReviewed on Aug 31, 2023
Comfortable bed!!
"Room was clean, would stay there again."
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#14 Best Value of 36 places to stay in Winchester
Conveniently located hotel near attractions, restaurants, and hospital. Features indoor pool, spacious rooms with amenities like mini-fridge, microwave, and TV.
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#15 Best Value of 36 places to stay in Winchester
Ideal for short stays, this hotel boasts well-designed, clean rooms, and convenient location. Delight in friendly service, inviting lobby, walk-in showers, and fun pool table area.
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Friendly staff, comfortable rooms with daily maid service, good value for money. Easily accessible location, near restaurants, and unique pancake machine at breakfast.
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#17 Best Value of 36 places to stay in Winchester
Hotel offering varied breakfast options, friendly staff, clean & spacious rooms with modern design. Located near shopping, restaurants, and accessible highways.
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smilee91
smilee91
@smilee91
5.0 of 5 bubblesReviewed on Apr 1, 2023
Unexpected visit great experience.
"The room was clean and comfortable and the price was excellent."
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#18 Best Value of 36 places to stay in Winchester
Renovated rooms, pet-friendly with fresh paint, fixtures, and amenities like small refrigerator, microwave, and fast WiFi. TV with wide channel selection, and good coffee at breakfast.
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NSRoadrunner7
NSRoadrunner7
@NSRoadrunner7
4.0 of 5 bubblesReviewed on May 23, 2023
Nice Large Room and Clean.
"Nice Large Room and Clean."
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#19 Best Value of 36 places to stay in Winchester
Great location near restaurants and shops, clean and comfortable rooms, friendly staff, varied breakfast choices. Spacious, modern with easy check-in/out process.
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Motel
HeelersNKelpiesCT
HeelersNKelpiesCT
@HeelersNKelpiesCT
4.0 of 5 bubblesReviewed on Nov 29, 2022
Good stay with pets and super friendly staff
"The room was clean and the check in was great."
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#20 Best Value of 36 places to stay in Winchester
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Motel
Jerry C
Jerry C
@E5883QMjerryc
5.0 of 5 bubblesReviewed on Jun 16, 2023
Nice for the price
"Room was clean, quiet hotel, every staff member was helpful."
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#25 Best Value of 36 places to stay in Winchester
Spacious, clean rooms with friendly staff. Ample parking for trucks and cars. Ground floor rooms quiet and cool. Close to Dunkin' Donuts, gas station, and convenience store. Free breakfast.
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Motel
StonewallBrigade
StonewallBrigade
@StonewallBrigade
4.0 of 5 bubblesReviewed on Oct 24, 2021
Got the job done.
"Room included mini-fridge, microwave, coffee maker, and hair dryer."
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#26 Best Value of 36 places to stay in Winchester
Hotel with hospitable staff providing essential amenities like mini-fridge, microwave, and coffee maker. Clean, quiet rooms available, offering great value for a pleasant stay.
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Well-maintained campground with helpful staff, store, big dog park, fire pits, and luxury sites offering grills. Ideal for couples and families, conveniently located near shops and restaurants.
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Winchester Hotels Information

Hotels in Winchester

36

Hotels Prices From

$64

Hotels Reviews

14,254

Hotels Photos

2,618

Travel high season

Dec - Feb

Travel low season

Jun - Aug

High season avg price

$118

Low season avg price

$109
Not sure when to visit?
Price trends, weather and things to do can help you make a decision.
Season
Avg. price/night
Avg. temperature
Avg. precipitation
Dec - Feb
Avg. price/night
$117
HIGHEST
$87$188
Avg. temperature
35ºF
COLDEST
6ºF98ºF
Avg. precipitation
27in
DRIEST
23 in52 in
Mar - May
Avg. price/night
$109
LOWEST
$87$188
Avg. temperature
54ºF
6ºF98ºF
Avg. precipitation
39in
23 in52 in
Jun - Aug
Avg. price/night
$109
$87$188
Avg. temperature
74ºF
WARMEST
6ºF98ºF
Avg. precipitation
40in
WETTEST
23 in52 in
Sep - Nov
Avg. price/night
$115
$87$188
Avg. temperature
56ºF
6ºF98ºF
Avg. precipitation
35in
23 in52 in
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Winchester. Select dates and complete search for nightly totals inclusive of taxes and fees.

Hotels near the sights

  • Stonewall Jackson's Headquarters
    Season: Open Daily April 1 to October 31 BE SURE LISTING SHOWS WE ARE CLOSED FOR THE OFF SEASON. Wartime home of Stonewall Jackson in wintertime of 1861-62. Contains numerous Jacksonian items, including furniture, prayer table and desk. His well worn daily prayer book , a gift from his sister, is also on display.
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  • Museum of the Shenandoah Valley
    The Museum of the Shenandoah Valley (MSV) is dedicated to preserving and enriching the cultural life and heritage of the Valley. This regional history complex includes a house dating to the eighteenth century, six acres of spectacular gardens, and a 50,000-square-foot museum featuring changing exhibitions, a permanent display of miniature houses, and an expansive gallery exploring the history and decorative arts of the Shenandoah Valley. The galleries are open year-round; the house and gardens April through October. The property was passed through generations of Wood and Glass families until being acquired by Wood descendant and MSV benefactor Julian Wood Glass Jr. (1910–1992) between 1952 and 1955. Glass and his partner at the time, R. Lee Taylor (1924–2000), worked together to transform the site and its Glen Burnie House—built in 1794 by James Wood’s son Robert—into a country retreat where the couple entertained in high style.
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  • Patsy Cline Historic House
    The Patsy Cline Historic House is Closed for the Season! We will reopen for the 2024 Season on April 1, 2024! Follow us on Facebook & Instagram for updates! ABOUT THE HOUSE: The house stands as an icon for Patsy Cline fans and admirers hoping to know firsthand the story of Patsy’s early years. Patsy Cline’s home offers a window into the famed singer’s early road to stardom.
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  • Shenandoah Valley Discovery Museum
    Our mission at the Shenandoah Valley Discovery Museum is to ignite creativity, spark curiosity and inspire learning in visitors ages birth to 10 and their families by providing a rich variety of interactive, hands-on exhibits and programs! Exhibits, activities and programs are interactive, participatory and informal, and give visitors opportunities to experiment, have fun playing, use their imaginations and share ideas. The Museum works in a spirit of cooperation and partnership with educational, cultural, governmental and community organizations.
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  • Old Town Winchester Walking Mall
    Come enjoy a wonderful meal on the 2-block Walking Mall at one of 20+ local restaurants, visit our unique shops, enjoy a cup of coffee at one of our 4 coffee shops or a craft beer at one of our 4 breweries. Two historic museums, a children's museum, and a public splash pad all accentuate your experience. Ample street, lot and garage parking is available.
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Frequently Asked Questions about Winchester hotels

The George Washington, a Wyndham Grand Hotel, Hampton Inn Winchester - University / Mall Area, and Spark by Hilton Winchester are some of the most popular hotels for travelers looking to stay near Museum of the Shenandoah Valley. See the full list: Hotels near Museum of the Shenandoah Valley.

Popular hotels close to Rocking S Ranch include Hampton Inn Martinsburg South-Inwood, The George Washington, a Wyndham Grand Hotel, and Hampton Inn Winchester North / Conference Center. See the full list: Hotels near Rocking S Ranch.

Popular hotels close to Ronald Reagan National Airport include Hilton Arlington National Landing, Residence Inn Arlington Capital View, and Renaissance Arlington Capital View Hotel. See the full list: Hotels near Ronald Reagan National Airport.

A few of the most popular hotels near Stonewall Jackson's Headquarters are The George Washington, a Wyndham Grand Hotel, Hampton Inn Winchester - University / Mall Area, and Spark by Hilton Winchester. See the full list: Hotels near Stonewall Jackson's Headquarters.

Some of the most popular pet-friendly hotels in Winchester are Country Inn & Suites by Radisson, Winchester, VA, Hampton Inn Winchester - University / Mall Area, and Spark by Hilton Winchester. See the full list: Pet Friendly Hotels in Winchester.

Popular cheap hotels in Winchester include Country Inn & Suites by Radisson, Winchester, VA, Hampton Inn Winchester - University / Mall Area, and Spark by Hilton Winchester. See the full list: Cheap Hotels in Winchester.

The George Washington, a Wyndham Grand Hotel, TownePlace Suites Winchester, and Comfort Inn & Suites have a spa and received excellent reviews from travelers in Winchester. See the full list: Winchester Spa Resorts.

Country Inn & Suites by Radisson, Winchester, VA, The George Washington, a Wyndham Grand Hotel, and Hampton Inn Winchester - University / Mall Area all received great reviews from families traveling in Winchester. See the full list: Winchester Family Hotels.

Some of the most popular hotels with a pool in Winchester include Country Inn & Suites by Radisson, Winchester, VA, The George Washington, a Wyndham Grand Hotel, and Spark by Hilton Winchester. See the full list: Hotels with a Pool in Winchester.

The above hotel descriptions were created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for any of the above hotel descriptions. Please read full traveler reviews for more details and information. If you believe something in one of these AI-generated descriptions is inaccurate, please share your feedback.
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