Find Hotels with a Pool in Winchester, TN

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Check availability on Winchester Hotels with a Pool

Tonight
Dec 8 - Dec 9
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Dec 9 - Dec 10
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Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Top Winchester Hotels with a Pool

Outdoor pool, sun loungers
Best Western Inn

Best Western Inn

2.5 star property
Winchester
8.8 out of 10, Excellent, (658)
"Staff was very efficient at check in. The room was nice and clean. Would stay there again. "
United States
Amanda
$101 nightly
The price is $116
Dec 11 - Dec 12
Total with taxes and fees
Best Western Inn
Smart TV, fireplace
The Lakeside Getaway

The Lakeside Getaway

2.0 star property
Winchester
9.6 out of 10, Exceptional, (5)
"Incredible "
United States
Jim C.
$404 nightly
The price is $454
Dec 13 - Dec 14
Total with taxes and fees
The Lakeside Getaway
Smart TV, fireplace
Luxurious Lakefront Home- Marina, Boats, and Kayaks!

Luxurious Lakefront Home- Marina, Boats, and Kayaks!

Winchester
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay. The home was great! Everything you need. Love the location. Close to Winchester and the lake. Highly recommend. Already planning to stay there again."
United States
Gary W.
$478 nightly
The price is $538
Dec 12 - Dec 13
Total with taxes and fees
Luxurious Lakefront Home- Marina, Boats, and Kayaks!
Outdoor pool
Lakeview Luxe - Lake Access + Pool

Lakeview Luxe - Lake Access + Pool

2.0 star property
Winchester
10.0 out of 10, Exceptional, (3)
"Had a great stay and would recommend this property to all!"
United States
Lizzie S.
$554 nightly
The price is $624
Dec 9 - Dec 10
Total with taxes and fees
Lakeview Luxe - Lake Access + Pool
Pool
4-bedroom Lake house in tranquil Winchester with Lakeview's, hot tub, pool.

4-bedroom Lake house in tranquil Winchester with Lakeview's, hot tub, pool.

2.0 star property
Winchester
10.0 out of 10, Exceptional, (1)
"Very clean, many extras in the house. Nice location, close to Winchester and the marina. We all enjoyed it from 11 years old, teenagers to adults."
United States
Greg S.
$377 nightly
The price is $424
Dec 9 - Dec 10
Total with taxes and fees
4-bedroom Lake house in tranquil Winchester with Lakeview's, hot tub, pool.
Pool
Lakeside Tims Ford Lakehouse Resort Style Pool, Lake Balcony, Firepits, Hot Tub.

Lakeside Tims Ford Lakehouse Resort Style Pool, Lake Balcony, Firepits, Hot Tub.

Winchester
$433 nightly
The price is $488
Jan 2 - Jan 3, 2026
Total with taxes and fees
Lakeside Tims Ford Lakehouse Resort Style Pool, Lake Balcony, Firepits, Hot Tub.
Outdoor pool, pool umbrellas, sun loungers
The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

3.0 star property
Monteagle
8.6 out of 10, Excellent, (1145)
"We always stop here in our way to Kentucky. Nice and quiet and staff is nice"
United States
Kevin
$47 nightly
The price is $55
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Smokehouse Lodge and Cabins
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas
Quality Inn Monteagle

Quality Inn Monteagle

2.5 star property
Downtown Monteagle
8.8 out of 10, Excellent, (814)
"nice comfy beds and a solid breakfast in the morning "
United States
Justin
$78 nightly
The price is $93
Jan 8 - Jan 9, 2026
Total with taxes and fees
Quality Inn Monteagle
Indoor pool
Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB

2.5 star property
Manchester
9.4 out of 10, Exceptional, (924)
"Spotless room, great layout, good breakfast food, reasonably priced stay. "
United States
Carl
$95 nightly
The price is $113
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfort Suites Manchester near Arnold AFB
Lobby
Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

2.0 star property
Manchester
8.6 out of 10, Excellent, (992)
"Great place very clean"
United States
Bradley
$63 nightly
The price is $74
Dec 10 - Dec 11
Total with taxes and fees
Microtel Inn & Suites by Wyndham Manchester
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

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

10/10 Excellent
"Room I reserved was gone, so they upgraded me because I can't do stairs. Was very nice."
Julie 1-night trip
Posted 6 days ago
The Smokehouse Lodge and Cabins

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. Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak: Offers kitchens, a pool, and flat-screen televisions. Beautiful Lake Views at Twin Creeks!: Features sun loungers, a communal pool, and complimentary wireless internet access. Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs: Offers free self parking, an outdoor pool, and flat-screen televisions. Gorgeous Renovated Home with Open Floor Plan and Large Lot: Provides daily, an outdoor pool, and free self parking.
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.

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