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Featured Winchester Family Hotels
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 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! (606 reviews)
"My stay was pleasant, staff was friendly and the bed was comfortable"
Reviewed on Jun 2, 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)
- Monteagle Hotels (15.82 mi)
- Gulf Coast Hotels (522.8 mi)
- Scottsboro Hotels (35.65 mi)
- Shelbyville Hotels (28.4 mi)
- Tullahoma Hotels (13.34 mi)
- Sewanee Hotels (10.85 mi)
- Fayetteville Hotels (25.98 mi)
- Jasper Hotels (28.51 mi)
- Lynchburg Hotels (16.22 mi)
- Appalachian Mountains Hotels (594.97 mi)
- Southeastern United States Hotels (201.84 mi)
- South Pittsburg Hotels (25.97 mi)
- Pelham Hotels (15.6 mi)
- North Alabama Hotels (66.86 mi)
- Eastern Tennessee Hotels (130.01 mi)
- Bryant Hotels (31.87 mi)
- Middle Tennessee Hotels (54.66 mi)
- Estill Springs Hotels (5.92 mi)
- Kimball Hotels (26.63 mi)
Car Rentals Near Winchester
- Car rentals in Manchester
- Car rentals in Monteagle
- Car rentals in Gulf Coast
- Car rentals in Scottsboro
- Car rentals in Shelbyville
- Car rentals in Tullahoma
- Car rentals in Sewanee
- Car rentals in Fayetteville
- Car rentals in Jasper
- Car rentals in Lynchburg
- Car rentals in Appalachian Mountains
- Car rentals in Southeastern United States
- Car rentals in South Pittsburg
- Car rentals in Pelham
- Car rentals in North Alabama
- Car rentals in Eastern Tennessee
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Winchester
- Best Western Inn
- The Smokehouse Lodge and Cabins
- Microtel Inn & Suites by Wyndham Manchester
- Holiday Inn Express & Suites Manchester by IHG
- Quality Inn
- Quality Inn Tullahoma
- Baymont by Wyndham Tullahoma
- Best Western Shelbyville Inn and Suites Celebration Inn
- Sleep Inn And Suites Manchester
- Holiday Inn Express Hotel & Suites Tullahoma by IHG
- Best Western Kimball Inn
- The Sewanee Inn
- Comfort Suites Manchester