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

Tonight
1 Sep - 2 Sep
Tomorrow
2 Sep - 3 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Winchester hotels with a pool

Outdoor pool, sun loungers
Free daily full breakfast
Coffee/tea maker, mini-fridge, microwave, cookware/dishes/utensils
Desk, laptop workspace, blackout drapes, iron/ironing board

1. Best Western Inn

Best Western Inn
Winchester
  • Outdoor pool sanctuary offers a 24-hour aquatic escape with sun loungers and mountain adventure access at this tranquil hotel.
SAR 380
SAR 434 total
includes taxes & fees
7 Sep - 8 Sep
Best Western Inn
Outdoor dining
1 bedroom, iron/ironing board, WiFi (free), bed sheets
Interior
Miscellaneous

2. Stationary tiny camper in Winchester, TN with pond and mountain views.

Stationary tiny camper in Winchester, TN with pond and mountain views.
Winchester
SAR 304
SAR 600 total
includes taxes & fees
30 Sep - 1 Oct
Stationary tiny camper in Winchester, TN with pond and mountain views.
Seasonal outdoor pool
Free daily continental breakfast
Standard Room, 1 King Bed, Non Smoking | Pillowtop beds, desk, iron/ironing board, cribs (free)
Exterior

3. Quality Inn Decherd - Winchester

Quality Inn Decherd - Winchester
Decherd
  • Seasonal pool escape in the heart of Decherd awaits summer travelers seeking refreshment.
SAR 310
SAR 373 total
includes taxes & fees
1 Oct - 2 Oct
Quality Inn Decherd - Winchester
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas
Free daily buffet breakfast
Lobby
Lobby sitting area

4. Quality Inn Monteagle

Quality Inn Monteagle
Downtown Monteagle
  • Dive into summer at this peaceful hotel with a seasonal outdoor pool, poolside loungers, and scenic hiking trails nearby.
SAR 308
SAR 367 total
includes taxes & fees
3 Sep - 4 Sep
Quality Inn Monteagle
Terrace/patio
42-inch flat-screen TV with satellite channels, TV
Point of interest
Point of interest

5. The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
Monteagle
  • Dive into mountain serenity at this cabin lodge with an outdoor pool that's perfect for family fun.
SAR 191
SAR 220 total
includes taxes & fees
8 Sep - 9 Sep
The Smokehouse Lodge and Cabins
Indoor pool
In-room safe, desk, iron/ironing board, WiFi (free)
Exterior
Terrace/patio

6. Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG
Tullahoma
  • Splash into an indoor pool paradise at this friendly hotel that keeps you active in any weather period.
SAR 387
SAR 453 total
includes taxes & fees
25 Sep - 26 Sep
Holiday Inn Express Hotel & Suites Tullahoma by IHG
Lobby
Premium bedding, down comforters, in-room safe, desk
Accessible bathroom
Lobby

7. Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester
Manchester
  • Dip into relaxation at this hotel's sun-kissed outdoor pool with spotless amenities.
SAR 204
SAR 242 total
includes taxes & fees
7 Sep - 8 Sep
Microtel Inn & Suites by Wyndham Manchester
Indoor pool
Fitness facility
Free buffet breakfast
Interior entrance

8. Comfort Suites Manchester near Arnold AFB

Comfort Suites Manchester near Arnold AFB
Manchester
  • Dreamy indoor pool escape awaits at this serene Manchester hotel with cozy amenities.
SAR 342
SAR 405 total
includes taxes & fees
27 Sep - 28 Sep
Comfort Suites Manchester near Arnold AFB
Indoor pool
Standard Room, 1 King Bed, Non Smoking | Bathroom | Combined shower/tub, free toiletries, hair dryer, towels
Standard Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Lobby

9. Sleep Inn & Suites Manchester near Arnold AFB

Sleep Inn & Suites Manchester near Arnold AFB
Manchester
  • Relax in year-round comfort at this Manchester hotel's pristine indoor pool, with a 24-hour fitness center to complete your stay.
SAR 287
SAR 340 total
includes taxes & fees
10 Sep - 11 Sep
Sleep Inn & Suites Manchester near Arnold AFB
Indoor pool
Check-in/check-out kiosk
Exterior
Lobby

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

La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
Manchester
  • Splash into relaxation at this hotel's pristine indoor pool, where aquatic escape awaits all seasons.
SAR 361
SAR 427 total
includes taxes & fees
7 Sep - 8 Sep
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Winchester Hotel Reviews

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.
What is there to see and do in Winchester?
The picturesque setting of Tims Ford Lake and Elk River 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.