Winchester Holidays

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Winchester Holiday

Our pick of the best Winchester Hotel Deals

Best Western Inn

Best Western Inn

2.5 out of 5
1602 Dinah Shore Boulevard Winchester TN
Fully refundableReserve now, pay when you stay
The price is NZ$186 per night from 9 Feb to 10 Feb
NZ$186
9 Feb - 10 Feb
includes taxes & fees
8.6/10 Excellent! (669 reviews)
Room was clean but smelled kinda moldy and musty

Reviewed on 4 Jan 2026

Best Western Inn
Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs

Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs

2 out of 5
Winchester TN
10/10 Exceptional! (5 reviews)
Lots of room, as described and the hosts were very responsive! Would use again.

Reviewed on 19 Jan 2026

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Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs
Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

2 out of 5
Winchester TN
10/10 Exceptional! (21 reviews)
Beautiful home and location. Hosts are great!

Reviewed on 13 Jan 2026

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Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak
See all 680 properties in Winchester
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.