Winchester Holidays
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Top hotels in Winchester
Best Western Inn
1602 Dinah Shore Boulevard Winchester TN
The price is S$161 per night from 2 Jun to 3 Jun
S$161
2 Jun - 3 Jun
includes taxes & fees
8.8/10 Excellent! (704 reviews)
"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 ..."
Reviewed on 18 May, 2026
The Smokehouse Lodge and Cabins
844 W Main Street Monteagle TN
Fully refundableReserve now, pay when you stay
The price is S$74 per night from 26 May to 27 May
S$74
26 May - 27 May
includes taxes & fees
8.6/10 Excellent! (1,190 reviews)
"They have a recommended guy who shuttles people to the caverns for the shows. I didn’t know this when I booked it but was very happy to use Captain Dave as a driver!"
Reviewed on 20 May, 2026
Microtel Inn & Suites by Wyndham Manchester
201 Expressway Dr Manchester TN
Fully refundableReserve now, pay when you stay
The price is S$108 per night from 25 May to 26 May
S$108
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (1,103 reviews)
"This place was awful I dont recommend"
Reviewed on 20 May, 2026
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.
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
