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
23 Sep - 24 Sep
Tomorrow
24 Sep - 25 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Winchester hotels with a pool

Outdoor pool, sun loungers
Fitness facility
Desk, laptop workspace, blackout drapes, iron/ironing board
Free daily full breakfast

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.
AED 372
AED 424 total
includes taxes & fees
27 Sep - 28 Sep
Best Western Inn
Outdoor dining
1 bedroom, iron/ironing board, WiFi (free), bed sheets
Miscellaneous
Interior

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

Stationary tiny camper in Winchester, TN with pond and mountain views.
Winchester
AED 331
AED 625 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.
AED 284
AED 342 total
includes taxes & fees
22 Oct - 23 Oct
Quality Inn Decherd - Winchester
Terrace/patio
Property entrance
42-inch flat-screen TV with satellite channels, TV
Point of interest

4. 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.
AED 195
AED 224 total
includes taxes & fees
24 Sep - 25 Sep
The Smokehouse Lodge and Cabins
Indoor pool
Terrace/patio
In-room safe, desk, iron/ironing board, WiFi (free)
Restaurant

5. 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.
AED 419
AED 491 total
includes taxes & fees
27 Sep - 28 Sep
Holiday Inn Express Hotel & Suites Tullahoma by IHG
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas
Lobby
Lobby
Lobby sitting area

6. 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.
AED 343
AED 408 total
includes taxes & fees
5 Oct - 6 Oct
Quality Inn Monteagle
Lobby
Accessible bathroom
Premium bedding, down comforters, in-room safe, desk
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.
AED 215
AED 255 total
includes taxes & fees
27 Sep - 28 Sep
Microtel Inn & Suites by Wyndham Manchester
Indoor pool
Free buffet breakfast
Terrace/patio
Fitness facility

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.
AED 335
AED 396 total
includes taxes & fees
18 Oct - 19 Oct
Comfort Suites Manchester near Arnold AFB
Indoor pool
Lobby
Standard Room, 1 King Bed, Non Smoking | Bathroom | Combined shower/tub, free toiletries, hair dryer, towels
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.
AED 280
AED 332 total
includes taxes & fees
11 Oct - 12 Oct
Sleep Inn & Suites Manchester near Arnold AFB
Indoor pool
Lobby
Business center
Check-in/check-out kiosk

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.
AED 353
AED 417 total
includes taxes & fees
11 Oct - 12 Oct
La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB
View all properties

Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

8/10 Good
"Overall a pleasant stay. Clean and felt safe. Rooms are on the small side but very efficient."
Michael 2-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Manchester

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. Lakefront w/Private Dock and Walk to Historic Downtown Winchester!: Offers complimentary wireless internet access, a communal pool, and kitchens. Relaxing Getaway Cabin in Winchester, TN: Offers sun loungers, a pool, and complimentary wireless internet access. Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation: Provides free self parking, an outdoor pool, and flat-screen televisions. Enjoy Your Vacation on Tims Ford Lake: Features 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.