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
8.8/10 Excellent! (245 reviews)
Breakfast was good.the staff very friendly and the other hotel guest very friendly
Reviewed on 28 Oct 2025
Baymont by Wyndham Richmond I-70
912 Mendleson Dr Richmond IN
Fully refundableReserve now, pay when you stay
The price is 1.765.613 ₫ per night from 16 Jan to 17 Jan
1.765.613 ₫
1.977.487 ₫ total
16 Jan - 17 Jan
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
Clean room, Debbie at the front desk was very accommodating and helpful. She made cookies for the guests which is a nice touch. Pool and hot tub were in working order for my daughter and her friends to enjoy. I recommend this hotel…..reasonable price as well
Reviewed on 3 Jan 2026
Motel 6 Richmond, IN
6030 National Road East Richmond IN
Fully refundableReserve now, pay when you stay
The price is 1.283.918 ₫ per night from 12 Jan to 13 Jan
1.283.918 ₫
1.437.988 ₫ total
12 Jan - 13 Jan
includes taxes & fees
7.8/10 Good! (1,006 reviews)
Hotel is pet friendly but didn’t smell like pets. Parking was wonderful and there was plenty of it.
Reviewed on 2 Jan 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.
