The Best Hotels with a Pool in Winchester, TN from NT$2,031 in 2026 | Expedia

High resolution aerial view panorama of lakefront homes, boat docks and beautiful autumn colorful foliage on Tims Ford Lake in Winchester Tennessee USA.

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Check availability on Winchester Hotels with a Pool

Tonight

May 22 - May 23

Tomorrow

May 23 - May 24

This weekend

May 22 - May 24

Next weekend

May 29 - May 31

Our top choices for Winchester hotels with a pool

Outdoor pool, sun loungers

Best Western Inn

Winchester

Outdoor pool sanctuary offers a 24-hour aquatic escape with sun loungers and mountain adventure access at this tranquil hotel.

Terrace/patio

The Smokehouse Lodge and Cabins

Monteagle

Dive into mountain serenity at this cabin lodge with an outdoor pool that's perfect for family fun.

NT$2,031 total

includes taxes & fees

May 25 - May 26

Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas

Quality Inn Monteagle

Downtown Monteagle

Dive into summer at this peaceful hotel with a seasonal outdoor pool, poolside loungers, and scenic hiking trails nearby.

NT$3,151 total

includes taxes & fees

May 25 - May 26

Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

Best Western Fayetteville Inn

Fayetteville

Splash into aquatic bliss with loungers and umbrellas at this seasonal outdoor pool paradise.

NT$4,366 total

includes taxes & fees

May 29 - May 30

Outdoor pool, sun loungers

Spark by Hilton Kimball

Jasper

Take a dip in the seasonal outdoor pool, surrounded by mountains and sun loungers for peak relaxation.

NT$3,391 total

includes taxes & fees

Jun 21 - Jun 22

Lobby

Microtel Inn & Suites by Wyndham Manchester

Manchester

Dip into relaxation at this hotel's sun-kissed outdoor pool with spotless amenities.

NT$2,668 total

includes taxes & fees

Jun 18 - Jun 19

Indoor pool

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.

NT$4,521 total

includes taxes & fees

May 31 - Jun 1

Indoor pool

Comfort Suites Manchester near Arnold AFB

Manchester

Dreamy indoor pool escape awaits at this serene Manchester hotel with cozy amenities.

NT$3,877 total

includes taxes & fees

May 31 - Jun 1

View all properties

Choose what matters most at hotels with a pool in Winchester

Breakfast included

Hot tub

Top Winchester Hotel Reviews

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

10/10 Excellent

"Nice staff, close parking, easy check-in...."

Best Western Inn

Best Western Inn

10/10 Excellent

"My one night stay at the best Western Inn in Winchester Tennessee was very pleasant. Tyler the attendant on duty when I checked in and also when I checked out was friendly, professional, and accommodating. Very welcoming, which is always nice when you arrive from a few hours of driving. While the property is a bit older, my room was clean, refrigerator kept my items very cold, the bed was firm with plenty of pillows. Parking lot was well lit and clean as well. The complimentary breakfast was also nice, I highly recommend especially if you're looking for a safe, cleanliness motel with front desk people who are friendly & Personable."

Quality Inn Tullahoma

Quality Inn Tullahoma

4/10 Poor

"The property is OLD and it shows its age. The place needs a total renovation. The bed is on a metal spring frame which makes noise with every turn during the night. It caters to the construction crew crowd, which is not a bad thing. But I couldn’t park in front of my room because a group was having a barbecue in the parking lot. Of course they were enjoying cold beverages as you would expect. Some of them obviously were not guests at the hotel, but were there for the barbecue. So around 11pm they all started their vehicles and roared off into the night. The continental breakfast consisted of fruit loops and cornflakes, scrambled eggs from a microwave, frozen sausage still half frozen, watery Belgian waffles, watered down orange juice and lukewarm coffee. If you are looking for a nice place to relax, this is not the place for you. If you just want a cheap place for a short visit, maybe."

Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG

8/10 Good

"Having stayed there when it was new, can say with certainty that it’s outside has deteriorated. But the inside seemed in very good condition, room was nice, clean, and comfortable with lots of thought in design and amenities. Enjoyed the stay overall, once I got past first impressions. "

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. The Smokehouse Lodge and Cabins: Offers complimentary wireless internet access, a communal pool, and kitchens. Microtel Inn & Suites by Wyndham Manchester: Features complimentary wireless internet access, a communal pool, and kitchens. The Sewanee Inn: Offers free self parking, an outdoor pool, and flat-screen televisions. Spark by Hilton Kimball: 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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