Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Winchester
Randolph Inn and Suites
890 E Washington Winchester IN
Fully refundableReserve now, pay when you stay
The price is 2.557.624 ₫ per night from 28 Jun to 29 Jun
2.557.624 ₫
2.864.434 ₫ total
28 Jun - 29 Jun
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
Baymont by Wyndham Richmond I-70
912 Mendleson Dr Richmond IN
Fully refundableReserve now, pay when you stay
The price is 1.768.234 ₫ per night from 28 Jun to 29 Jun
1.768.234 ₫
1.980.422 ₫ total
28 Jun - 29 Jun
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"The reason I booked the hotels because they had a Jacuzzi and a workout room… the Jacuzzi was only a third filled with disgusting water and the gym treadmill did not work properly and our hotel room. The AC kept cutting out and it was very warm in our room all night."
Reviewed on 27 May 2026
Comfort Suites Richmond East
421 Commerce Road Richmond IN
Fully refundable
The price is 2.633.931 ₫ per night from 7 Jun to 8 Jun
2.633.931 ₫
3.002.839 ₫ total
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (756 reviews)
"Great location, great room (suite), comfortable beds, very nice breakfast. highly recommended"
Reviewed on 27 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.
Popular places to visit
Randolph County Courthouse
After visiting Randolph County Courthouse, make a plan to see the other sights and activities in Winchester.
