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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! (596 reviews)
"This was a cute motel in a cute little town. The staff was wonderful, and the room was nice and clean."
Reviewed on Apr 9, 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
- Monteagle Hotels (15.82 mi)
- Manchester Hotels (20.47 mi)
- Gulf Coast Hotels (522.8 mi)
- Scottsboro Hotels (35.65 mi)
- Shelbyville Hotels (28.4 mi)
- Sewanee Hotels (10.85 mi)
- Tullahoma Hotels (13.34 mi)
- Lynchburg Hotels (16.22 mi)
- Jasper Hotels (28.51 mi)
- South Pittsburg Hotels (25.97 mi)
- Appalachian Mountains Hotels (451.99 mi)
- Fayetteville Hotels (25.98 mi)
- Eastern Tennessee Hotels (130.01 mi)
- Southeastern United States Hotels (201.84 mi)
- Bryant Hotels (31.87 mi)
- Pelham Hotels (15.6 mi)
- North Alabama Hotels (66.86 mi)
- Kimball Hotels (26.63 mi)
- Kelso Hotels (20.54 mi)
- Estill Springs Hotels (5.92 mi)
Car Rentals Near Winchester
- Car rentals in Monteagle
- Car rentals in Manchester
- Car rentals in Gulf Coast
- Car rentals in Scottsboro
- Car rentals in Shelbyville
- Car rentals in Sewanee
- Car rentals in Tullahoma
- Car rentals in Lynchburg
- Car rentals in Jasper
- Car rentals in South Pittsburg
- Car rentals in Appalachian Mountains
- Car rentals in Fayetteville
- Car rentals in Eastern Tennessee
- Car rentals in Southeastern United States
- Car rentals in Bryant
- Car rentals in Pelham
Top Family Hotel Destinations
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- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
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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
- Quality Inn
- Holiday Inn Express Hotel & Suites Tullahoma by IHG
- Best Western Shelbyville Inn and Suites Celebration Inn
- Comfort Suites Manchester
- Best Western Kimball Inn
- Baymont by Wyndham Tullahoma
- Holiday Inn Express & Suites Manchester by IHG
- Motel 6 Manchester, TN
- Hampton Inn Fayetteville
- The Sewanee Inn
- Quality Inn Tullahoma