Winchester Travel Guide
Tourist Guide
Visit Winchester
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA
Winchester
Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, private pools, and a water park. Popular attractions Winchester Golf Club and ...
9.6/10 Exceptional! (181 reviews)
"Very nice, large, and clean. Plenty of space for everyone! Only downfall house is very musty especially the basement and chlorine smell from the pool. Cost was a bit high for 10 adults and 2 children for 2 nights was almost 5000 but in then end it was worth it. Hosts are very lovely and great communication. ..."
Reviewed on 29 Sept 2025
Randolph Inn and Suites
890 E Washington, Winchester, IN
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions ...
8.8/10 Excellent! (238 reviews)
"It was clean. The staff was awesome. I will stay again."
Reviewed on 13 Oct 2025
Baymont by Wyndham Richmond I-70
912 Mendleson Dr, Richmond, IN
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 26 Oct to 27 Oct
AU$133
26 Oct - 27 Oct
includes taxes & fees
Stay at this inn in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,025 reviews)
"Very clean room and friendly staff and owner."
Reviewed on 18 Oct 2025
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.
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA
Winchester
Book a stay at this family-friendly vacation home in Winchester. Enjoy free WiFi, private pools, and a water park. Popular attractions Winchester Golf Club and ...
9.6/10 Exceptional! (181 reviews)
"Very nice, large, and clean. Plenty of space for everyone! Only downfall house is very musty especially the basement and chlorine smell from the pool. Cost was a bit high for 10 adults and 2 children for 2 nights was almost 5000 but in then end it was worth it. Hosts are very lovely and great communication. ..."
Reviewed on 29 Sept 2025
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Fort recovery
Book a stay at this family-friendly vacation home in Fort Recovery. Enjoy private pools, a fitness center, and a garden. Our guests praise the property condition ...
10/10 Exceptional! (199 reviews)
"This was a great location. The gym was a blast for the kids, the pool and hot tub were in great shape, and we have no complaints."
Reviewed on 8 Oct 2025
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
Stay at this cottage in Richmond. Enjoy laundry facilities, patios, and air conditioning. Popular attractions Middlefork Reservoir Park and Depot District are ...
9.6/10 Exceptional! (26 reviews)
"Check in was easy but there were no check out instructions so I just kind of did similar to check in with key. Nice place. Lots of room for my daughter’s sleepover but only one tv in the whole house which was a bummer. Also stairs could be safety hazard for some. Was difficult taking a toddler up ..."
Reviewed on 10 Aug 2025
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
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.
Randolph County Courthouse
After visiting Randolph County Courthouse, make a plan to see the other sights and activities in Winchester.
