Find Hotels with a Pool in Winchester, TN

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Check availability on Winchester Hotels with a Pool

Top Winchester Hotels with a Pool

Outdoor pool, sun loungers
Best Western Inn

Best Western Inn

2.5 star property
Winchester
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (654)
Seasonal waters invite swimmers from May through September, complemented by a 24-hour fitness center for complete wellness. Beyond refreshing dips, adventure awaits with nearby hiking trails, rock climbing, and ziplining opportunities.
$93 nightly
The price is $106
Nov 16 - Nov 17
Total with taxes and fees
Best Western Inn
Smart TV, fireplace
Luxurious Lakefront Home- Marina, Boats, and Kayaks!

Luxurious Lakefront Home- Marina, Boats, and Kayaks!

Winchester
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available
10.0 out of 10, Exceptional, (1)
$413 nightly
The price is $464
Nov 18 - Nov 19
Total with taxes and fees
Luxurious Lakefront Home- Marina, Boats, and Kayaks!
Smart TV, fireplace
The Lakeside Getaway

The Lakeside Getaway

2.0 star property
Winchester
  • Outdoor pool
9.6 out of 10, Exceptional, (5)
Poolside paradise awaits at this lakeside retreat where families splash in the outdoor swimming pool. Complete with playground, barbecue grills, and fully-equipped kitchens, this vacation home creates perfect moments between refreshing dips.
$405 nightly
The price is $456
Dec 1 - Dec 2
Total with taxes and fees
The Lakeside Getaway
Outdoor pool
Lakeview Luxe - Lake Access + Pool

Lakeview Luxe - Lake Access + Pool

2.0 star property
Winchester
  • Outdoor pool
10.0 out of 10, Exceptional, (3)
$514 nightly
The price is $581
Nov 16 - Nov 17
Total with taxes and fees
Lakeview Luxe - Lake Access + Pool
Outdoor pool, pool umbrellas, sun loungers
The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

3.0 star property
Monteagle
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (1136)
Poolside paradise beckons at this mountain retreat with both outdoor and private pool options. Sun loungers invite relaxation while nearby hiking trails, basketball courts, and bicycle rentals offer adventure beyond the refreshing waters.
$54 nightly
The price is $63
Nov 19 - Nov 20
Total with taxes and fees
The Smokehouse Lodge and Cabins
Indoor pool
Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB

2.5 star property
Manchester
  • Indoor pool
9.4 out of 10, Exceptional, (911)
Dive into aquatic relaxation at the indoor pool, a perfect retreat regardless of weather. Attentive staff ensure exceptional comfort while spacious, clean rooms provide peaceful sanctuary after energizing workouts in the fitness center.
$94 nightly
The price is $111
Nov 20 - Nov 21
Total with taxes and fees
Comfort Suites Manchester near Arnold AFB
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas
Quality Inn Monteagle

Quality Inn Monteagle

2.5 star property
Pelham
  • Pool loungers
8.8 out of 10, Excellent, (793)
Mountain adventurers savor refreshing dips in the seasonal outdoor pool, complete with stylish loungers and umbrellas for ultimate relaxation. Hiking trails beckon nearby, while a welcoming lobby fireplace awaits after sunset explorations.
$78 nightly
The price is $93
Nov 17 - Nov 18
Total with taxes and fees
Quality Inn Monteagle
Lobby
Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

2.0 star property
Manchester
  • Outdoor pool
8.6 out of 10, Excellent, (969)
Sparkling pool waters welcome swimmers to this immaculate hotel where friendly staff and quiet comfort await. Continental breakfast starts each morning perfectly before exploring nearby attractions and restaurants.
$63 nightly
The price is $74
Nov 16 - Nov 17
Total with taxes and fees
Microtel Inn & Suites by Wyndham Manchester
Outdoor pool, sun loungers
Spark by Hilton Kimball

Spark by Hilton Kimball

2.5 star property
Jasper
  • Outdoor pool
  • Pool loungers
8.4 out of 10, Very Good, (1000)
Sparkling waters await at the seasonal outdoor pool, complete with comfortable sun loungers for ultimate relaxation. The fitness center, complimentary breakfast buffet, and pet-friendly accommodations add to this mountain hotel's appeal.
$85 nightly
The price is $97
Dec 12 - Dec 13
Total with taxes and fees
Spark by Hilton Kimball
Indoor pool, open 6:00 AM to 11 PM, sun loungers
Holiday Inn Express & Suites Manchester by IHG

Holiday Inn Express & Suites Manchester by IHG

2.5 star property
Manchester
  • Indoor pool
  • Pool loungers
8.6 out of 10, Excellent, (396)
Surrounded by comfortable sun loungers, the sparkling indoor pool beckons guests from early morning until late evening. Beyond poolside relaxation, this hotel offers a 24-hour fitness center, free breakfast buffet, and pristine accommodations praised for exceptional cleanliness.
$93 nightly
The price is $110
Nov 28 - Nov 29
Total with taxes and fees
Holiday Inn Express & Suites Manchester 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

Best Western Shelbyville Inn and Suites Celebration Inn

Best Western Shelbyville Inn and Suites Celebration Inn

10/10 Excellent
"Check in was easy & fast. Very courteous. "
Rhonda 2-night trip
Posted 21 hours ago
Best Western Shelbyville Inn and Suites Celebration Inn

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. Paradise Resort-Dock, Pool, Hot Tub, Movie Theatre: Offers kitchens, a pool, and flat-screen televisions. Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs: Provides complimentary wireless internet access, a pool, and kitchens. Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak: Offers sun loungers, a communal pool, and complimentary wireless internet access. "The Hawk Nest" cabin on Tims Ford Lake: Provides free self parking, an outdoor pool, and flat-screen televisions.
What is there to see and do in Winchester?
The picturesque setting of Harvey's Garden and Tims Ford 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.

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