A calm lake with autumn foliage, a dock, and houses along the shore.

Search Hotels with Swimming Pool in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with Swimming Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Winchester hotels with a pool

A swimming pool with lounge chairs, a covered seating area, and a sign indicating a 5 ft depth.
Breakfast area
A hotel room with two beds, a chair, a desk, a lamp, and a framed picture on the wall.
Lobby

1. Best Western Inn

Best Western Inn
Winchester
  • Outdoor pool sanctuary offers a 24-hour aquatic escape with sun loungers and mountain adventure access at this tranquil hotel.
₹9,603
₹10,972 total
includes taxes & fees
4 Nov - 5 Nov
Best Western Inn
A rectangular pool with metal railings, surrounded by lounge chairs and tables, with trees and a fence in the background.
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.
A bathroom with a freestanding bathtub, a glass-enclosed shower, and a window.
A marina with boats docked, a dock with a covered area, and a sunset over water.

2. Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home

Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home
Winchester
₹28,558
₹96,842 total
includes taxes & fees
26 Oct - 27 Oct
Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home
A rectangular swimming pool with a metal ladder, surrounded by white lounge chairs and a fenced area.
A spacious living room with a stone fireplace, comfortable seating, a flat-screen TV, and large windows offering natural light.
A two-story motel with a green awning labeled "Quality Inn," featuring a central entrance with a bench and potted plants.
A modern dining area with black tables and chairs, a kitchen with wooden cabinets, and a refrigerator.

3. Quality Inn Decherd - Winchester

Quality Inn Decherd - Winchester
Decherd
  • Seasonal pool escape in the heart of Decherd awaits summer travellers seeking refreshment.
₹7,159
₹8,608 total
includes taxes & fees
24 Nov - 25 Nov
Quality Inn Decherd - Winchester
A swimming pool with a clear blue water, surrounded by chairs and a wheelchair.
A hotel room with two beds, a microwave, a coffee machine, and a small refrigerator.
A hotel with a brick facade, a covered entrance, and a parking lot.
A modern breakfast area with a counter displaying hot food, a bakery section, and a fruit station.

4. Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG
Tullahoma
  • Splash into an indoor pool paradise at this friendly hotel that keeps you active in any weather period.
₹9,399
₹11,021 total
includes taxes & fees
30 Oct - 31 Oct
Holiday Inn Express Hotel & Suites Tullahoma by IHG
A pool lift device at a poolside, a no diving sign, and a pool lift accessibility sign.
A lounge area with a stone fireplace, seating, and artwork.
A hotel reception area with a counter, a window, a green rug, and a framed artwork on the wall.
A spacious room with a stone fireplace, a flat-screen TV mounted above it, and a green upholstered sofa.

5. Quality Inn Monteagle

Quality Inn Monteagle
Downtown Monteagle
  • Dive into summer at this peaceful hotel with a seasonal outdoor pool, poolside loungers, and scenic hiking trails nearby.
₹7,880
₹9,397 total
includes taxes & fees
24 Nov - 25 Nov
Quality Inn Monteagle
A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.
A bathroom with a white sink, mirror, and a shower with grab bars.
A multi-story hotel with a parking lot, marked handicapped parking spaces, and a building illuminated with purple lights.
A hotel room with a large bed, a desk with a computer, a flat-screen TV mounted on a wooden cabinet, and a small kitchenette.

6. Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester
Manchester
  • Dip into relaxation at this hotel's sun-kissed outdoor pool with spotless amenities.
₹5,407
₹6,394 total
includes taxes & fees
1 Nov - 2 Nov
Microtel Inn & Suites by Wyndham Manchester
A pool surrounded by a wooden deck with a stone pathway leading to it.
A cozy cabin interior with a stone fireplace, wooden walls, a leather sofa, and a television mounted above the fireplace.
A golf course with sand bunkers, trees, and a clear sky.
A lodge with a large wooden overhang, stone pillars, and a stone entrance.

7. The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
Monteagle
  • Dive into mountain serenity at this cabin lodge with an outdoor pool that's perfect for family fun.
₹5,316
₹6,100 total
includes taxes & fees
27 Oct - 28 Oct
The Smokehouse Lodge and Cabins
Pool
Room
Lobby
Exterior

8. Hampton Inn Tullahoma

Hampton Inn Tullahoma
Tullahoma
₹10,410
₹12,206 total
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn Tullahoma
A pool area with lounge chairs, a 'No Diving' sign, and a 'No Diving' sign on the pool edge.
A modern reception area with a herringbone-patterned carpet, two reception desks, and a wooden partition with a grid design.
A modern hotel lobby with seating areas, a fireplace, and a large TV screen.
A modern hotel with a prominent 'La Quinta' sign, a covered entrance, and a clear sky.

9. La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
Manchester
  • Splash into relaxation at this hotel's pristine indoor pool, where aquatic escape awaits all seasons.
₹10,168
₹12,024 total
includes taxes & fees
1 Nov - 2 Nov
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
A swimming pool with lounge chairs and a changing room.
A modern hotel lobby with a reception desk, a coffee station, and a view of the outdoors.
A gym with treadmills, elliptical machines, and weightlifting equipment.
A spacious lobby with a reception desk, seating area, and a patterned carpet.

10. Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB
Manchester
  • Dreamy indoor pool escape awaits at this serene Manchester hotel with cosy amenities.
₹8,659
₹10,239 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Suites Manchester near Arnold AFB
View all properties

Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Winchester Hotel Reviews

Spark by Hilton Kimball

Spark by Hilton Kimball

8/10 Good
"Good value for the money. Place was clean. Maintained. Room was quiet. Not fancy for basic and good Missing bathroom amenities in my room. BUT I did not call down for new tissues etc. breakfast was cereal, toast, and bagels. Didn’t eat it. No fruit. No protein that I saw. Would stay again. Budget friendly option with no frills"
Rachel 1-night trip
Posted 6 hours ago
Spark by Hilton Kimball
Best Western Fayetteville Inn

Best Western Fayetteville Inn

8/10 Good
"Great place to stay. Updated rooms and friendly staff. Good place to stay"
Bill 2-night trip
Posted 3 days ago
Best Western Fayetteville Inn
Best Western Shelbyville Inn and Suites Celebration Inn

Best Western Shelbyville Inn and Suites Celebration Inn

10/10 Excellent
"We had a small issue with our first room, but the staff was very helpful and relocated us to another room no fuss. We enjoyed breakfast both mornings and would definitely stay again."
Kelsie 2-night trip
Posted 4 days ago
Best Western Shelbyville Inn and Suites Celebration Inn
Clarion Pointe Kimball By Choice Hotels

Clarion Pointe Kimball By Choice Hotels

10/10 Excellent
"The room was clean, and the staff was friendly and helpful. The hotel is conveniently located near Top of the Rock Restaurant and Brewery and just a short drive from Hales Bar Haunted House. It was a budget-friendly place to stay for a day trip, especially since it saved us from having to drive home afterward."
Angela 1-night trip
Posted 6 days ago
Clarion Pointe Kimball By Choice Hotels
Sleep Inn & Suites Manchester near Arnold AFB

Sleep Inn & Suites Manchester near Arnold AFB

8/10 Good
"The staff was excellent and theyre undergoing renovations so the decor will be updated soon."
Lisa 7-night trip
Posted 6 days ago
Sleep Inn & Suites Manchester near Arnold AFB
Southern Inn Manchester TN I 24

Southern Inn Manchester TN I 24

8/10 Good
"Bathtub, sink and couch are badly stained and kinda gross. Bed appeared clean so that’s all that really mattered for this stay. Front desk clerk was friendly"
Judy 1-night trip
Posted 12 days ago
Southern Inn Manchester TN I 24

Frequently asked questions

What are some accommodation options with pools in Winchester?
Best Western Inn: Features full, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. The Smokehouse Lodge and Cabins: Offers complimentary wireless Internet access, a communal pool and kitchens. Microtel Inn & Suites by Wyndham Manchester: Features sunloungers, a pool and complimentary wireless Internet access. La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB: Provides free self parking, an outdoor pool and flat-screen televisions.
What is there to see and do in Winchester?
The picturesque setting of Tims Ford and Tims Ford Lake showcase the area's natural beauty. During your stay, visit sights such as Twin Creeks Marina, Tim's Ford Marina and Tims Ford State Park.
When is the best time to book a hotel with a pool in Winchester?
You may want to consider accommodation with an outdoor swimming pool if you'll be visiting Winchester in the hottest months of July, August or June, when the average temperature is 24°C. Accommodation with 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 6°C.

Explore a world of travel with Expedia