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Featured Winchester Family Hotels
Best Western Inn
1602 Dinah Shore Boulevard, Winchester, TN
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
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.
Hotels with Pools in Winchester
Best Western Inn
1602 Dinah Shore Boulevard, Winchester, TN
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (607 reviews)
"Best Western should have comped or discounted rate as The POOL was not operable due to Maintenance. This should have been disclosed before arrival. Very Disappointed in the communication of an Amenity that was not available. .....Otherwise, Very clean, comfortable and SAFE. Would stay here and recommend ..."
Reviewed on Jun 5, 2025
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.
Hotels With Connecting Rooms in Winchester
Best Western Inn
1602 Dinah Shore Boulevard, Winchester, TN
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
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.
Hotels by Star Rating
Top Points of Interests in Winchester
Cities near Winchester
- Manchester Hotels (20.47 mi)
- Gulf Coast Hotels (522.8 mi)
- Monteagle Hotels (15.82 mi)
- Scottsboro Hotels (35.65 mi)
- Tullahoma Hotels (13.34 mi)
- Shelbyville Hotels (28.4 mi)
- Sewanee Hotels (10.85 mi)
- Fayetteville Hotels (25.98 mi)
- Appalachian Mountains Hotels (594.97 mi)
- Lynchburg Hotels (16.22 mi)
- Jasper Hotels (28.51 mi)
- Southeastern United States Hotels (201.84 mi)
- Eastern Tennessee Hotels (130.01 mi)
- South Pittsburg Hotels (25.97 mi)
- Pelham Hotels (15.6 mi)
- North Alabama Hotels (66.86 mi)
- Bryant Hotels (31.87 mi)
- Kimball Hotels (26.63 mi)
- Middle Tennessee Hotels (54.66 mi)
- Estill Springs Hotels (5.92 mi)
Car Rentals Near Winchester
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- Car rentals in Monteagle
- Car rentals in Scottsboro
- Car rentals in Tullahoma
- Car rentals in Shelbyville
- Car rentals in Sewanee
- Car rentals in Fayetteville
- Car rentals in Appalachian Mountains
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- Car rentals in Southeastern United States
- Car rentals in Eastern Tennessee
- Car rentals in South Pittsburg
- Car rentals in Pelham
- Car rentals in North Alabama
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Top Booked Hotels in Winchester
- Best Western Inn
- The Smokehouse Lodge and Cabins
- Microtel Inn & Suites by Wyndham Manchester
- Sleep Inn And Suites Manchester
- Best Western Shelbyville Inn and Suites Celebration Inn
- Holiday Inn Express & Suites Manchester by IHG
- Quality Inn
- Quality Inn Tullahoma
- Baymont by Wyndham Tullahoma
- The Sewanee Inn
- Best Western Kimball Inn
- Holiday Inn Express Hotel & Suites Tullahoma by IHG