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$188 per night from 16 Nov to 17 Nov
NZ$188
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (648 reviews)
Clean quite

Reviewed on 1 Nov 2025

Best Western Inn
Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

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

2 out of 5
Winchester
10/10 Exceptional! (17 reviews)
Everything was wonderful and exactly as described. I will be back!

Reviewed on 19 Oct 2025

Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak
Paradise Resort-Dock, Pool, Hot Tub, Movie Theatre

Paradise Resort-Dock, Pool, Hot Tub, Movie Theatre

2 out of 5
Winchester
10/10 Exceptional! (6 reviews)
Southern Hospitality
This property is spectacular. Justin and Derrick were fantastic hosts and were both extremely responsive. We had a minor issue with the theater (by our own doing) and they had someone out to the property within a couple hours to get everything fixed up and running for us.Our group ranged from 65 ...

Reviewed on 19 Mar 2025

Paradise Resort-Dock, Pool, Hot Tub, Movie Theatre
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.