Winchester Hotel with Pool

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Check availability on Winchester Hotel with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Winchester hotels with a pool

Outdoor pool, pool loungers
Best Western Inn

Best Western Inn

Best Western Inn
2.5 star property
Winchester
8.8 out of 10, Excellent, (664)
"front desk guy was great, went above and beyond"
United States
Nicholas
The price is HK$720
HK$823 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Inn
Smart TV, fireplace
The Lakefront Getaway

The Lakefront Getaway

The Lakefront Getaway
2.0 star property
Winchester
9.6 out of 10, Exceptional, (5)
"Incredible "
United States
Jim C.
The price is HK$299
HK$3,595 total
includes taxes & fees
28 Dec - 29 Dec
The Lakefront Getaway
Smart TV, fireplace
Luxurious Lakefront Home- Marina, Boats, and Kayaks!

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.
The price is HK$644
HK$4,027 total
includes taxes & fees
3 Jan - 4 Jan 2026
Luxurious Lakefront Home- Marina, Boats, and Kayaks!
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.

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.
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.

Lakeside Tims Ford Lakehouse Resort Style Pool, Lake Balcony, Firepits, Hot Tub.
Winchester
Lakeside Tims Ford Lakehouse Resort Style Pool, Lake Balcony, Firepits, Hot Tub.
Outdoor pool, pool umbrellas, pool loungers
The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
3.0 star property
Monteagle
8.6 out of 10, Excellent, (1142)
"We always stop here in our way to Kentucky. Nice and quiet and staff is nice"
United States
Kevin
The price is HK$350
HK$402 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Smokehouse Lodge and Cabins
Indoor pool
Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB
2.5 star property
Manchester
9.4 out of 10, Exceptional, (938)
"Spotless room, great layout, good breakfast food, reasonably priced stay. "
United States
Carl
The price is HK$728
HK$861 total
includes taxes & fees
4 Jan - 5 Jan 2026
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

Quality Inn Monteagle
2.5 star property
Downtown Monteagle
8.8 out of 10, Excellent, (820)
"nice comfy beds and a solid breakfast in the morning "
United States
Justin
The price is HK$607
HK$723 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Monteagle
Outdoor pool, pool loungers
Spark by Hilton Kimball

Spark by Hilton Kimball

Spark by Hilton Kimball
2.5 star property
Jasper
8.4 out of 10, Very good, (1000)
"Yes, the room was very clean "
United States
Ned
The price is HK$587
HK$673 total
includes taxes & fees
9 Jan - 10 Jan 2026
Spark by Hilton Kimball
Lobby
Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester
2.0 star property
Manchester
8.6 out of 10, Excellent, (1007)
"It was Great "
United States
Alexia
The price is HK$489
HK$578 total
includes taxes & fees
28 Dec - 29 Dec
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.
View all properties

Top Winchester Hotel Reviews

Best Western Shelbyville Inn and Suites Celebration Inn

Best Western Shelbyville Inn and Suites Celebration Inn

10/10 Excellent
"Clean room, good staff..decent breakfast"
Bradley 1-night trip
Posted 5 days ago
Best Western Shelbyville Inn and Suites Celebration Inn

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. Beautiful Lake Views at Twin Creeks!: Offers kitchens, a pool and flat-screen televisions. The Smokehouse Lodge and Cabins: Provides sunloungers, a communal pool and complimentary wireless Internet access. Microtel Inn & Suites by Wyndham Manchester: Features free self parking, an outdoor pool and flat-screen televisions. The Sewanee Inn: Offers 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, 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.

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