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Hotels with Swimming Pool in Winchester, Virginia

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Check availability on Winchester Hotels with Swimming Pool

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Winchester hotels with a pool

An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.
A modern bathroom with a glass-enclosed shower, a vanity with a large mirror, and a built-in dishwasher.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

1. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
  • Dive into the inviting indoor pool, perfect for year-round swims at this clean, modern hotel.
P6,756
P7,519 total
includes taxes & fees
Oct 25 - Oct 26
La Quinta Inn & Suites by Wyndham Winchester
An indoor swimming pool with lounge chairs and a lifeguard chair.
A modern lounge area with seating, a TV, and a children's play area.
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

2. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
  • Make a splash at this Winchester hotel with an indoor pool and fitness center for all seasons.
P5,755
P6,405 total
includes taxes & fees
Nov 1 - Nov 2
Microtel Inn & Suites by Wyndham Winchester
An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.
A modern lounge area with seating arrangements, including sofas and chairs, and a large window providing a view outside.
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.

3. TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
  • Splash into fun at this pet-friendly hotel with a pristine indoor pool and health club.
P5,591
P6,223 total
includes taxes & fees
Nov 1 - Nov 2
TRU By Hilton Winchester
A swimming pool with a tiled deck, lounge chairs, and a sunshade.
A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A coffee station with multiple coffee dispensers and a sign above.

4. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
  • Splash into Winchester luxury with an indoor pool retreat in a historical Art Deco hotel.
P5,795
P6,450 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Winchester
An indoor swimming pool with clear water, metal railings, and lounge chairs.
An outdoor patio with a fire feature, seating, and a covered area.
A modern hotel with a covered entrance, a sign reading "SPRINGHILL SUITES BY MARRIOTT," and a landscaped area with plants.
A hotel room with two beds, a desk, a chair, and a large window.

5. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
Winchester
  • Refresh in the indoor pool at this hotel that offers a firepit and streamlined amenities near top Winchester attractions.
P7,651
P8,516 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Winchester
An indoor swimming pool with white columns, clear blue water, and a central statue.
A bar area with a piano, seating, and a bar counter with bottles.
A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.
A courtyard with a fountain, tables with white tablecloths, and brick buildings.

6. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
  • Float in style at this historic Winchester hotel featuring an elegant indoor pool and indulgent spa services.
P8,156
P9,240 total
includes taxes & fees
Oct 11 - Oct 12
The George Washington Hotel, A Wyndham Grand Hotel
A swimming pool with a blue cover, a no diving sign, and a no lifeguard sign.
A gym with treadmills, exercise balls, and a mirrored wall.
A modern living room with a sofa, chairs, a coffee table, and a TV mounted on the wall.
A kitchenette with a coffee machine, toaster, and a display case with pastries.

7. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
Winchester
  • Seasonal splash and fitness fun awaits at this Winchester hotel with poolside loungers.
P5,844
P6,622 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Winchester-University/Mall Area
A swimming pool with lounge chairs and a changing room.
A hotel room with a bed, a desk with a computer, a chair, and a TV.
A bar area with a counter, multiple bar stools, and a television screen.
A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.

8. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
  • Splash into year-round aquatic bliss at this inviting hotel with an indoor pool paradise.
P6,193
P7,080 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Winchester Se-Historic Gateway by IHG
An indoor swimming pool with a lifeguard chair, a pool lift, and a window.
A Holiday Inn Express & Suites building with a covered entrance, large windows, and a fire lane.
A hotel room with a bed, a desk, a chair, a window with a view, and a TV on the wall.
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.

9. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
Winchester
  • Relax in this rural retreat with an inviting indoor pool and hot tub, where clean comfort meets attentive service.
P7,381
P8,215 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express Hotel & Suites Winchester by IHG
A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.
A bathroom with a shower, bathtub, sink, and towel rack.
A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.

10. Quality Inn Winchester

Quality Inn Winchester
Winchester
  • Dive into crystal-clear waters at this well-maintained hotel featuring a seasonal outdoor pool surrounded by pleasant landscaping.
P5,264
P5,859 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn Winchester
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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and free breakfast in 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.

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
P6,756
P7,519 total
includes taxes & fees
Oct 25 - Oct 26
La Quinta Inn & Suites by Wyndham Winchester
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.
A modern lounge area with seating arrangements, including sofas and chairs, and a large window providing a view outside.
A spacious restaurant with a central island, seating areas, and a mural on the back wall.
An indoor swimming pool with clear lane markings, a lifeguard chair, and a safety ring on the wall.

TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
P5,591
P6,223 total
includes taxes & fees
Nov 1 - Nov 2
TRU By Hilton Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.
A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
P5,795
P6,450 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Winchester
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.
A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."
A bar area with a piano, seating, and a bar counter with bottles.

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
P8,156
P9,240 total
includes taxes & fees
Oct 11 - Oct 12
The George Washington Hotel, A Wyndham Grand Hotel
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.
A modern lounge area with seating, a TV, and a children's play area.
A hotel room with two beds, a desk, a chair, a desk lamp, a window with curtains, a bathroom with a mirror and sink.

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
P5,755
P6,405 total
includes taxes & fees
Nov 1 - Nov 2
Microtel Inn & Suites by Wyndham Winchester
A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.
A hotel room with a large bed, a bedside table with a lamp, a small desk, and a kitchenette area.
A lobby with yellow patterned chairs, a round table, a TV on the wall, and a patterned rug.
A hotel lobby with a reception desk, refrigerated display cases, shelves with snacks, and a trash bin.

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
Winchester
P6,617
P7,497 total
includes taxes & fees
Oct 11 - Oct 12
Hampton Inn Winchester N/Conference Center, VA
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.
A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.
A hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.
A hotel room with two beds, a mounted painting, a nightstand with a phone, and a window with curtains.

Quality Inn Winchester

Quality Inn Winchester
Winchester
P5,264
P5,859 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn Winchester
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 woman using a stationary bike in a gym with red walls and multiple exercise machines.
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
Winchester
P5,610
P6,244 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Winchester, VA
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.
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.
A bar area with a counter, multiple bar stools, and a television screen.

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
P6,193
P7,080 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Winchester Se-Historic Gateway by IHG
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.
A Holiday Inn Express & Suites building with a covered entrance, large windows, and a fire lane.
A hotel room with a bed, a desk, a chair, a window with a view, and a TV on the wall.
An indoor swimming pool with a lifeguard chair, a pool lift, and a window.

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
Winchester
P7,381
P8,215 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express Hotel & Suites Winchester by IHG
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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Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The bed was amazingly comfortable and the room was very clean."
Cindy 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Winchester
Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Great staff Very helpful,friendly Place is quite spartan but well kept Close to highway Great bargain"
Jeffrey 1-night trip
Posted 2 hours ago
Quality Inn Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

8/10 Good
"It was a very busy weekend. Room service was unfortunately backed up and basically unavailable by phone."
Michael 2-night trip
Posted 5 hours ago
Lansdowne Resort and Spa
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Great food in both of the restaurants! Bed was comfy and great service overall."
Jonathan 2-night trip
Posted 6 hours ago
Mimslyn Inn Historic Hotels Of America
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"For the price we could not ask for more......well run hotel.....thanks!"
Jeffrey 1-night trip
Posted 1 day ago
Holiday Inn Winchester Se-Historic Gateway by IHG
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

8/10 Good
"The staff is very friendly. The room was clean, comfortable beds. The breakfast could be updated with better pantries. I would stay there again."
Mary Jo 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Winchester, VA

Frequently asked questions

What's it like visiting Winchester?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out historic Winchester, which offers 7 places to stay with pools. While you're here, you can explore sights such as Bright Box Theater and Shenandoah Valley Discovery Museum, and then unwind poolside at one of the accommodations in Winchester that guests like for their pools.
What are some hotels with pools in Winchester?
Microtel Inn & Suites by Wyndham Winchester: Features full, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Winchester: Offers buffet, an indoor pool, and complimentary wired internet access. Courtyard by Marriott Winchester: Provides a snack bar/deli, a pool, and complimentary wired internet access. Country Inn & Suites by Radisson, Winchester, VA: Features buffet, an indoor pool, and complimentary wired internet access. TownePlace Suites by Marriott Winchester: Offers a snack bar/deli, a pool, and daily.
How many hotels with pools will I find in Winchester?
Expedia has 7 hotels in Winchester for your poolside break.
What is there to see and do in Winchester?
Make a point to visit attractions like Shenandoah Valley Discovery Museum and Rocking S Ranch. During your stay, check out sights such as Bright Box Theater, Patsy Cline Historic House, and Museum of the Shenandoah Valley. Winchester appeals to visitors with its array of dining options, interesting historical sites, and major shopping area.
When is the best time to book a hotel with a pool in Winchester?
You may want to think about an accommodation with an outdoor swimming pool if you will be visiting Winchester in the warmest months of July, August, or June when the average temperature is 72°F. Lodging offering an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 36°F.

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