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Check availability on Winchester Hotels with a Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
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 dining area with a high ceiling, recessed lighting, and a large window providing natural light.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.
A modern bathroom with a glass-enclosed shower, a vanity with a large mirror, and a built-in dishwasher.

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.
NT$3,441
NT$3,830 total
includes taxes & fees
Oct 25 - Oct 26
La Quinta 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 hotel building with a prominent 'TRU by Hilton' sign, multiple floors, and a parking lot in front.
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.

2. 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.
NT$2,848
NT$3,170 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 hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.
A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

3. 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.
NT$2,952
NT$3,285 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Winchester
An indoor swimming pool with lounge chairs and a lifeguard chair.
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 modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

4. 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.
NT$2,931
NT$3,262 total
includes taxes & fees
Nov 1 - Nov 2
Microtel Inn & Suites by Wyndham Winchester
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A modern hotel lobby with a large dining area, wooden accents, and contemporary lighting fixtures.
A modern hotel with a covered entrance, a sign reading "SPRINGHILL SUITES BY MARRIOTT," and a landscaped area with plants.
An outdoor patio with a fire feature, seating, and a covered area.

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.
NT$3,897
NT$4,338 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Winchester
A swimming pool with a blue cover, a no diving sign, and a no lifeguard sign.
A modern living room with a sofa, chairs, a coffee table, and a TV mounted on the wall.
A gym with treadmills, exercise balls, and a mirrored wall.
A hotel room with a wooden floor, a round table, and two chairs. There is a lamp on a side table and a large window with curtains.

6. 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.
NT$2,976
NT$3,372 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Winchester-University/Mall Area
An indoor swimming pool with white columns, clear blue water, and a central statue.
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 bar area with a piano, seating, and a bar counter with bottles.

7. 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.
NT$4,154
NT$4,707 total
includes taxes & fees
Oct 11 - Oct 12
The George Washington Hotel, A Wyndham Grand Hotel
An indoor swimming pool with a lifeguard chair, a pool lift, and a window.
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 Holiday Inn Express & Suites building with a covered entrance, large windows, and a fire lane.

8. 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.
NT$3,728
NT$4,149 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Hotel & Suites Winchester by IHG
A swimming pool with lounge chairs and a changing room.
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 bar area with a counter, multiple bar stools, and a television screen.

9. 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.
NT$3,154
NT$3,606 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Winchester Se-Historic Gateway by IHG
A swimming pool with a metal railing, surrounded by lounge chairs and an umbrella.
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 hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

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.
NT$2,681
NT$2,984 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.
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.
A gym with treadmills, elliptical machines, and dumbbells.
A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
NT$3,441
NT$3,830 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 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.

TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
NT$2,848
NT$3,170 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 modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.
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.

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
NT$2,952
NT$3,285 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Winchester
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.
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.

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
NT$2,931
NT$3,262 total
includes taxes & fees
Nov 1 - Nov 2
Microtel Inn & Suites by Wyndham Winchester
An outdoor patio with a fire feature, seating, and a covered area.
A hotel room with two beds, a desk, a chair, and a large window.
A modern hotel lobby with a large dining area, wooden accents, and contemporary lighting fixtures.
A modern hotel with a covered entrance, a sign reading "SPRINGHILL SUITES BY MARRIOTT," and a landscaped area with plants.

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
Winchester
NT$3,897
NT$4,338 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Winchester
A gym with treadmills, exercise balls, and a mirrored wall.
A hotel room with a wooden floor, a round table, and two chairs. There is a lamp on a side table and a large window with curtains.
A kitchenette with a coffee machine, toaster, and a display case with pastries.
A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped front yard.

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
Winchester
NT$2,976
NT$3,372 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Winchester-University/Mall Area
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 large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."
A spacious living room with a fireplace, leather sofa, armchairs, and a large painting.

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
Old Town Winchester
NT$4,154
NT$4,707 total
includes taxes & fees
Oct 11 - Oct 12
The George Washington Hotel, A Wyndham Grand Hotel
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.
An indoor swimming pool with a lifeguard chair, a pool lift, and a window.
A hotel room with a bed, a desk, a chair, a window with a view, and a TV on the wall.
A Holiday Inn Express & Suites building with a covered entrance, large windows, and a fire lane.

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
Winchester
NT$3,728
NT$4,149 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Hotel & Suites Winchester by IHG
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.
A spacious lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.
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.

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
NT$3,154
NT$3,606 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Winchester Se-Historic Gateway by IHG
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 hotel reception area with a black counter, coffee dispensers, a juice dispenser, and a small refrigerator.

Quality Inn Winchester

Quality Inn Winchester
Winchester
NT$2,681
NT$2,984 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn 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.
View all properties

Top Winchester Hotel Reviews

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent
"Great place to stay in Winchester."
Thomas 2-night trip
Posted 4 hours ago
Fairfield Inn & Suites by Marriott Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Very friendly staff, clean facilities, good breakfast."
Gabriel 1-night trip
Posted 9 hours ago
Country Inn & Suites by Radisson, Winchester, VA
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 23 hours 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 1 day 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 1 day 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 1 day 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 2 days ago
Holiday Inn Winchester Se-Historic Gateway by IHG
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Room was clean and efficient. Good for a bed and shower but the breakfast was toast, dry cereal or a waffle. We went to Cracker Barrel."
Gary 1-night trip
Posted 3 days ago
Travelodge by Wyndham Winchester

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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