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

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Check availability on Winchester Hotels with a Pool

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.

1. Best Western Inn

Best Western Inn
2.5 star property
Winchester
8.6 out of 10, Excellent, (764 reviews)
  • cleanliness
    Outdoor pool sanctuary offers a 24-hour aquatic escape with sun loungers and mountain adventure access at this tranquil hotel.
The price is ₩134,889
₩154,111 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Inn
A rectangular pool with metal railings, surrounded by lounge chairs and tables, with trees and a fence in the background.

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

Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home
3.0 star property
Winchester
The price is ₩282,819
₩1,225,081 total
includes taxes & fees
Nov 15 - Nov 16
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.

3. Quality Inn Decherd - Winchester

Quality Inn Decherd - Winchester
2.5 star property
Decherd
7.0 out of 10, Good, (317 reviews)
  • cleanliness
    Seasonal pool escape in the heart of Decherd awaits summer travelers seeking refreshment.
The price is ₩97,202
₩116,887 total
includes taxes & fees
Dec 15 - Dec 16
Quality Inn Decherd - Winchester
A swimming pool with a tiled deck, lounge chairs, and a fitness area in the background.

4. Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG
2.5 star property
Tullahoma
9.0 out of 10, Wonderful, (726 reviews)
  • cleanliness
    Splash into an indoor pool paradise at this friendly hotel that keeps you active in any weather period.
The price is ₩117,640
₩137,933 total
includes taxes & fees
Dec 12 - Dec 13
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.

5. Quality Inn Monteagle

Quality Inn Monteagle
2.5 star property
Downtown Monteagle
8.8 out of 10, Excellent, (981 reviews)
  • cleanliness
    Dive into summer at this peaceful hotel with a seasonal outdoor pool, poolside loungers, and scenic hiking trails nearby.
The price is ₩92,842
₩110,713 total
includes taxes & fees
Dec 13 - Dec 14
Quality Inn Monteagle
A multi-story hotel with a parking lot, marked handicapped parking spaces, and a building illuminated with purple lights.

6. Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester
2.0 star property
Manchester
8.8 out of 10, Excellent, (1,181 reviews)
  • cleanliness
    Dip into relaxation at this hotel's sun-kissed outdoor pool with spotless amenities.
The price is ₩76,132
₩90,027 total
includes taxes & fees
Nov 24 - Nov 25
Microtel Inn & Suites by Wyndham Manchester
An indoor swimming pool with a 'No Diving' sign, lounge chairs, and large windows offering a view of greenery.

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

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
3.0 star property
Manchester
9.0 out of 10, Wonderful, (554 reviews)
  • cleanliness
    Splash into relaxation at this hotel's pristine indoor pool, where aquatic escape awaits all seasons.
The price is ₩138,089
₩163,289 total
includes taxes & fees
Nov 26 - Nov 27
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
Pool

8. Hampton Inn Tullahoma

Hampton Inn Tullahoma
2.5 star property
Tullahoma
8.0 out of 10, Very good, (190 reviews)
The price is ₩146,224
₩171,447 total
includes taxes & fees
Nov 26 - Nov 27
Hampton Inn Tullahoma
A swimming pool with lounge chairs and a fence.

9. Towneplace Suites by Marriott Tullahoma

Towneplace Suites by Marriott Tullahoma
3.0 star property
Tullahoma
9.6 out of 10, Exceptional, (24 reviews)
The price is ₩154,692
₩181,376 total
includes taxes & fees
Nov 26 - Nov 27
Towneplace Suites by Marriott Tullahoma
A pool surrounded by a wooden deck with a stone pathway leading to it.

10. The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
3.0 star property
Monteagle
8.4 out of 10, Very good, (1,311 reviews)
  • cleanliness
    Dive into mountain serenity at this cabin lodge with an outdoor pool that's perfect for family fun.
The price is ₩74,665
₩85,680 total
includes taxes & fees
Nov 16 - Nov 17
The Smokehouse Lodge and Cabins
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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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub

Top Winchester Hotel Reviews

Holiday Inn Express & Suites Manchester by IHG

Holiday Inn Express & Suites Manchester by IHG

10/10 Excellent
"Great location and clean refurbished rooms. Great breakfast options."
Donna F 1-night trip
Posted 14 hours ago
Holiday Inn Express & Suites Manchester by IHG

Frequently asked questions

What are some accommodations with pools in Winchester?
Best Western Inn: Features full, a seasonal outdoor pool, and complimentary 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 sun loungers, 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, check out 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 an accommodation that has an outdoor pool if you're planning to visit Winchester in the hottest months of July, August, or June when the average temperature is 74°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 43°F.