Winchester Holidays
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Winchester Holiday
Our pick of the best Winchester Hotel Deals
Randolph Inn and Suites
890 E Washington Winchester IN
Fully refundableReserve now, pay when you stay
The price is NZ$182 per night from 1 June to 2 June
NZ$182
1 June - 2 June
includes taxes & fees
9/10 Wonderful! (258 reviews)
"The rooms (although we had a small pet) had never been updated. They were extremely old, the lot was not well lit, and we were separate from the main building. It smelled, the a/c barely worked, the beds were tiny and hard. I would never recommend."
Reviewed on 18 May 2026
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA
Winchester IN
9.8/10 Exceptional! (200 reviews)
"We have rented large reunion places before. This one looks better online than it was in person. Functionally everything worked, but the decor and furniture were highly dated, hence four stars instead of five. The cleanliness was OK except in the basement, which was very dusty. We had great conversations ..."
Reviewed on 8 Mar 2026
Baymont by Wyndham Richmond I-70
912 Mendleson Dr Richmond IN
Fully refundableReserve now, pay when you stay
The price is NZ$126 per night from 28 June to 29 June
NZ$126
28 June - 29 June
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"As advertised ……………………………………………"
Reviewed on 30 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.
