Plan, book, travel with confidence
Better together
Save up to NZ$545 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Our pick of the best Winchester Hotel Deals
Baymont by Wyndham Richmond I-70
912 Mendleson Dr, Richmond, IN
Fully refundableReserve now, pay when you stay
The price is NZ$104 per night from 4 Jul to 5 Jul
NZ$104
per night
4 Jul - 5 Jul
7.8/10 Good! (930 reviews)
"The breakfast was one of the best we have had on our trip. The worker actually asked me how I wanted my eggs and booked them for me. What a nice gentleman"
Reviewed on 16 Jun. 2024
Randolph Inn and Suites
890 E Washington, Winchester, IN
Fully refundableReserve now, pay when you stay
The price is NZ$274 per night from 23 Jun to 24 Jun
NZ$274
per night
23 Jun - 24 Jun
9/10 Wonderful! (183 reviews)
"It was a nice quiet place to stay. Very clean"
Reviewed on 15 Jun. 2024
Comfort Suites
421 Commerce Road, Richmond, IN
Fully refundableReserve now, pay when you stay
The price is NZ$170 per night from 7 Jul to 8 Jul
NZ$170
per night
7 Jul - 8 Jul
9.2/10 Wonderful! (258 reviews)
"Fantastic property. Would stay again"
Reviewed on 18 Jun. 2024
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.
Frequently asked questions
Discover the most popular places to visit in Winchester
Winchester Speedway
Catch an event at Winchester Speedway during your trip to Winchester.
Winchester Golf Club
Enjoy a round of golf in Winchester at Winchester Golf Club.
Historic Shopping & Dining District of Winchester, Indiana
You can find out about the history of Winchester when you stop by Historic Shopping & Dining District of Winchester, Indiana.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.