Hotels in Winchester

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Check prices for these dates

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Where to stay in Winchester?

A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.
Lobby
A hotel room with a television, desk, chair, sofa, and kitchenette.
A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

1. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
$100
$112 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Inn & Suites Winchester
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".
An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.
A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.
A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.

2. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
$77
$87 total
includes taxes & fees
Oct 27 - Oct 28
Spark by Hilton Winchester
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.
A gym with treadmills, elliptical machines, and dumbbells.

3. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
$98
$109 total
includes taxes & fees
Oct 18 - Oct 19
La Quinta Inn & Suites by Wyndham Winchester
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A bar area with a piano, seating, and a bar counter with bottles.
A spacious lobby with a round table, chairs, a chandelier, and an American flag.
A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.

4. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
$130
$148 total
includes taxes & fees
Oct 28 - Oct 29
The George Washington Hotel, A Wyndham Grand Hotel
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.
A fitness center with a water dispenser, seating area, and exercise machines.
A spacious restaurant with a central island, seating areas, and a mural on the back wall.
A modern lounge area with seating arrangements, including sofas and chairs, and a large window providing a view outside.

5. TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
$85
$95 total
includes taxes & fees
Nov 1 - Nov 2
TRU By Hilton Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A hotel room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.
A modern lounge area with seating, a TV, and a children's play area.
A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

6. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
$84
$93 total
includes taxes & fees
Nov 15 - Nov 16
Microtel Inn & Suites by Wyndham Winchester
Exterior
Pool
Exterior
Room

7. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
Winchester
$88
$100 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites By Hilton Winchester
A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.
A hotel room with two beds, a wooden headboard, a nightstand with lamps, and a view of the outdoors through the window.
A hotel reception area with a stone counter, a chandelier, a desk with a computer, and a seating area with chairs and a table.
A spacious indoor area with a long table and chairs, a statue, and a large window.

8. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
Winchester
$71
$78 total
includes taxes & fees
Oct 25 - Oct 26
Travelodge by Wyndham Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.
A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.
A coffee station with multiple coffee dispensers and a sign above.
A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

9. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
$93
$103 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Winchester
A hotel room with two beds, a desk, a TV, and a window with a view.
A modern cafe with a juice station, bakery display, and a red wall advertising waffles.
Private kitchen
A modern lounge area with seating, a flat-screen TV, and artwork on the wall.

10. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
Winchester
$106
$120 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Winchester N/Conference Center, VA
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.
A bar area with a counter, multiple bar stools, and a television screen.
A hotel room with a bed, a desk with a computer, a chair, and a TV.
A swimming pool with lounge chairs and a changing room.

11. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
$99
$113 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Winchester Se-Historic Gateway by IHG
A spacious living room with a fireplace, wooden staircase, and a bookshelf.
A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A poolside area with lounge chairs and a stack of towels on a table.

12. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
Winchester
$88
$98 total
includes taxes & fees
Nov 8 - Nov 9
Country Inn & Suites by Radisson, Winchester, VA
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.
A hotel lobby with a blue sofa, red chairs, a patterned rug, and artwork on the walls.
A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.

13. Quality Inn Winchester

Quality Inn Winchester
Winchester
$79
$88 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Winchester
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.
A hotel room with a bed, a desk, a chair, a window with a view, and a TV on the wall.
A hotel reception area with a modern design, featuring a blue geometric wall pattern, a reception desk, and a snack shelf with various packaged goods.
A Holiday Inn Express & Suites building with a covered entrance, large windows, and a fire lane.

14. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
Winchester
$110
$122 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Hotel & Suites Winchester by IHG
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.
A hotel room with two beds, a desk, a chair, a desk lamp, and a large window with curtains.
A modern hotel lobby with a curved sofa, a glass coffee table, and a flat-screen TV mounted on the wall.
A bar area with a display case of baked goods, a fruit basket, and a television screen displaying news.

15. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
Winchester
$107
$119 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Winchester
A hotel room with a bed, a brown sofa, a round table, a lamp, a window with a decorative screen, and a framed picture on the wall.
A modern hotel room with a large desk, a comfortable sofa, a flat-screen TV, and a large window with a view.
A modern kitchen with dark cabinets, a white countertop, a built-in microwave, and a coffee maker.
A reception area with a wooden desk, a black rug, and a patterned wall.

16. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
Winchester
$80
$89 total
includes taxes & fees
Nov 15 - Nov 16
Candlewood Suites Winchester by IHG
An outdoor patio with a fire feature, seating, and a covered area.
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A modern hotel with a covered entrance, a sign reading "SPRINGHILL SUITES BY MARRIOTT," and a landscaped area with plants.
A modern hotel lobby with a large dining area, wooden accents, and contemporary lighting fixtures.

17. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
Winchester
$114
$126 total
includes taxes & fees
Nov 8 - Nov 9
SpringHill Suites by Marriott Winchester
A hotel lobby with seating, a reception desk, and a refrigerated display.
A modern lobby with two armchairs, a coffee station, and a snack bar.
A hotel room with a bed, a desk, a chair, a small table, and a window with curtains.
An outdoor patio with round tables and chairs, red umbrellas, and a brick building in the background.

18. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
Winchester
$113
$126 total
includes taxes & fees
Oct 21 - Oct 22
TownePlace Suites by Marriott Winchester
A hotel room with a large bed, a desk with a chair, a small table, a chair, a lamp, and a picture on the wall.
A kitchenette with a microwave, coffee maker, and refrigerator.
A conference room with a long table, chairs, a projector screen, and an exit sign.
A spacious indoor swimming pool with multiple lanes, surrounded by lounge chairs and a tiled floor.

19. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
Winchester
$122
$139 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Winchester
A gym with treadmills, exercise balls, and a mirrored wall.
A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped front yard.
A kitchenette with a coffee machine, toaster, and a display case with pastries.
A modern living room with a sofa, chairs, a coffee table, and a TV mounted on the wall.

20. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
Winchester
$97
$110 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Winchester-University/Mall Area
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Our prices for hotels in Winchester are cheapest in January
Price trends for hotels in Winchester
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Winchester
October
High 18°C / low 9°C. Sunny most days.
View properties in October
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Monthly weather averages (˚C)

Top neighborhoods in Winchester

A white neoclassical building with columns, an American flag, and a clock tower.
A red brick church with a blue door and a clock tower.
Photo by Fernando Begay
A brick building with a cafe on the ground floor and a church steeple in the background.
Photo by Kelly Godby
A brick-paved street lined with shops and cafes, under a cloudy sky.
Photo by Kelly Godby
A building with a green roof and ornate architectural details.
Photo by Tina McClelland

Old Town Winchester

Winchester's Old Town Winchester neighborhood is known for its restaurants and bars, and entices visitors with attractions including Bright Box Theater and Shenandoah Valley Discovery Museum.

A red brick church with a blue door and a clock tower.
Photo by Fernando Begay
A brick building with a cafe on the ground floor and a church steeple in the background.
Photo by Kelly Godby
A stone building with a sign reading "W. 8th Street."
A brick-paved street lined with shops and cafes, under a cloudy sky.
Photo by Kelly Godby
A building with a sign that reads "Snow White Grill" and "Winchester's Original Burger Joint."
Photo by Kelly Godby

Winchester Historic District

Winchester's Winchester Historic District neighborhood is home to attractions such as Bright Box Theater and Shenandoah Valley Discovery Museum.

Top landmarks in Winchester

A brick pathway leading to a central lawn area, surrounded by trimmed hedges and trees.
Photo by Tina McClelland

Museum of the Shenandoah Valley

8.8/10 (129 reviews)
Museum of the Shenandoah Valley is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Shenandoah Valley Discovery Museum, Bright Box Theater, and ValleyHealth Winchester Medical Center.
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A tall tree with a textured trunk and dense green foliage.
Photo by Mominator Madness

Jim Barnett Park

8.6/10 (88 reviews)
Jim Barnett Park is 0.9 mi (1.5 km) from central Winchester, why not stop by during your stay. Our travelers also like this walkable area for its restaurants. Want to stretch your legs some more? Head to Star Fort Civil War Battlefield, located nearby.
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Shenandoah University

8.8/10 (276 reviews)
If you'd like to get a taste of Winchester student life, check out Shenandoah University, located 1.2 mi (2 km) from central Winchester.
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Apple Blossom Mall

8.2/10 (315 reviews)
If you like shopping, take time out to go to Apple Blossom Mall when in Winchester.
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Patsy Cline Historic House

8.4/10 (104 reviews)
You might want to get your camera out and head to Patsy Cline Historic House— just one of the landmarks located 0.4 mi (0.7 km) from central Winchester.
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Shenandoah Valley Discovery Museum

8.6/10 (78 reviews)
Old Town Winchester is home to Shenandoah Valley Discovery Museum, so why not stop by during your stay in Winchester.
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Rock Harbor Golf Course

7.6/10 (49 reviews)
You might want to play some rounds at Rock Harbor Golf Course, located 2.2 mi (3.5 km) from central Winchester.
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Bright Box Theater

7.8/10 (18 reviews)
If you want to see a show while you're in town, try and grab some tickets at Bright Box Theater in Old Town Winchester. If you enjoy the show and want to see another, Winchester Little Theater is just a short walk away.
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Winchester and related destinations

Wander through America's oldest pedestrian mall, where historic buildings house quirky shops and restaurants that locals fiercely defend as the valley's best. The Museum of the Shenandoah Valley tells stories through art and gardens that change dramatically with the seasons. Civil War buffs can explore Stonewall Jackson's Headquarters, where the general's personal items remain eerily untouched. Patsy Cline's modest historic house offers an intimate glimpse into the country legend's early life before Nashville fame. After dark, Bright Box Theater fills with laughter and live music in a space that feels both sophisticated and warmly familiar. Kids can touch everything at the hands-on Shenandoah Valley Discovery Museum, a welcome relief for parents tired of saying 'don't touch that.'

See all hotels in Winchester
A white neoclassical building with columns, an American flag, and a clock tower.

Check out reviews of Winchester hotels guests love

Skyland

Skyland

10/10 Excellent
"Location was perfect for Shenandoah hikes we planned. Staff was friendly and made our stay that much more enjoyable!"
Barbara 4-night trip
Posted 4 hours ago
Skyland
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"clean, nice, left before breakfast was ready so I can't speak on it, parking lot well lite"
Amy 1-night trip
Posted 6 hours ago
La Quinta Inn & Suites by Wyndham Winchester
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Property has been updated and is very clean. It has a great restaurant on site and is close to a lot of attractions."
Andy 1-night trip
Posted 7 hours ago
Mimslyn Inn Historic Hotels Of America
Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester

8/10 Good
"The staff was incredibly friendly, and it was a very convenient location to where we were going. The one bedspread had stains on it and the bathroom tub could be been a cleaner."
Kelly 2-night trip
Posted 1 day ago
Days Inn by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Great place to stay. We will be back"
Mikaela 3-night trip
Posted 2 days ago
Quality Inn Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Stay was great! Room as big and clean. Front deak staff was super friendly and helpful with restaurant suggestions"
Kimberly 1-night trip
Posted 2 days ago
Comfort Inn & Suites Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Clean place and nice for the price!"
Daniel 1-night trip
Posted 3 days ago
Travelodge by Wyndham Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"It’s a good place to attend weddings."
Umamaheshwar 1-night trip
Posted 4 days ago
Lansdowne Resort and Spa

Frequently asked questions

What hotels do travelers like in Winchester?
Guests like Travelodge by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel and La Quinta Inn & Suites by Wyndham Winchester.
Can I book a refundable hotel in Winchester?
If you're looking for the flexibility to change your travel plans to Winchester, most hotels offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Winchester if I'm looking for a budget-friendly accommodation?
A few inexpensive options worth considering are TRU By Hilton Winchester, Quality Inn Winchester and Microtel Inn & Suites by Wyndham Winchester.
Where can I stay in Winchester if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, review our selection of 15 vacation homes. In addition, you can choose from 23 apartments.
What will the weather in Winchester be like during my visit?
July and August are typically the warmest months in Winchester when the average temp is 72°F. January and February are the coldest months when the average temperature is 36°F. May and September are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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