Winchester Vacations
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Find the Best Winchester Vacation Packages
Winchester Hotel Deals
Best Western Inn
1602 Dinah Shore Boulevard, Winchester, TN
Fully refundableReserve now, pay when you stay
The price is ₩154,575 per night from Oct 1 to Oct 2
₩154,575
₩176,602 total
Oct 1 - Oct 2
includes taxes & fees
8.6/10 Excellent! (629 reviews)
"Friendly and helpful staff. Rooms were nice and clean."
Reviewed on Sep 23, 2025
The Smokehouse Lodge and Cabins
844 W Main Street, Monteagle, TN
Fully refundableReserve now, pay when you stay
The price is ₩78,930 per night from Sep 29 to Sep 30
₩78,930
₩90,574 total
Sep 29 - Sep 30
includes taxes & fees
8.4/10 Very Good! (1,135 reviews)
Fluffy towels
"The room was clean the towels were fluffy and the sheets were crisp. Despite the highway being very close it couldn’t be heard. The staff was very nice and had great recommendations for supper. Would stay there again."
Reviewed on Sep 24, 2025
Microtel Inn & Suites by Wyndham Manchester
201 Expressway Dr, Manchester, TN
Fully refundableReserve now, pay when you stay
The price is ₩88,671 per night from Sep 29 to Sep 30
₩88,671
₩104,852 total
Sep 29 - Sep 30
includes taxes & fees
8.6/10 Excellent! (924 reviews)
"Pump bottles of shampoo and conditioner did not work. I had to use the bar soap to wash my hair."
Reviewed on Sep 24, 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.
Discover the most popular places to visit in Winchester
Hammers
4/5(16 reviews)
Enjoy an outing to Hammers during your stay in Winchester. Stroll along the lakeside or discover the area's mountain views.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
