Winchester Hotel with Pool

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Winchester Hotel with Pool

This weekend
Next weekend

Our top choices for Winchester hotels with a pool

Best Western Inn

Best Western Inn
2.5 star property
Winchester
8.8 out of 10, Excellent, (665)
"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

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$214
HK$3,503 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Lakefront Getaway

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$457
HK$3,812 total
includes taxes & fees
2 Jan - 3 Jan 2026
Luxurious Lakefront Home- Marina, Boats, and Kayaks!

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.
The price is HK$1,294
HK$4,801 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lakeview Luxe - Lake Access + Pool

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
3.0 star property
Monteagle
8.6 out of 10, Excellent, (1143)
"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

Spark by Hilton Kimball

Spark by Hilton Kimball
2.5 star property
Jasper
8.4 out of 10, Very good, (1002)
"Yes, the room was very clean "
United States
Ned
The price is HK$586
HK$673 total
includes taxes & fees
9 Jan - 10 Jan 2026
Spark by Hilton Kimball

Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB
2.5 star property
Manchester
9.4 out of 10, Exceptional, (939)
"Spotless room, great layout, good breakfast food, reasonably priced stay. "
United States
Carl
The price is HK$729
HK$863 total
includes taxes & fees
25 Jan - 26 Jan 2026
Comfort Suites Manchester near Arnold AFB

Quality Inn Monteagle

Quality Inn Monteagle
2.5 star property
Downtown Monteagle
8.8 out of 10, Excellent, (821)
"Nice people, clean rooms."
United States
Patrick
The price is HK$606
HK$723 total
includes taxes & fees
30 Dec - 31 Dec
Quality Inn Monteagle

Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester
2.0 star property
Manchester
8.6 out of 10, Excellent, (1008)
"It was Great "
United States
Alexia
The price is HK$489
HK$578 total
includes taxes & fees
31 Dec - 1 Jan 2026
Microtel Inn & Suites by Wyndham Manchester

Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG
2.5 star property
Tullahoma
8.8 out of 10, Excellent, (637)
"Quick and easy check-in, great staff. "
United Kingdom
David
The price is HK$808
HK$948 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express Hotel & Suites Tullahoma 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.

Top Winchester Hotel Reviews

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.

Explore a world of travel with Expedia