Winchester
Travel Guide
Visit Winchester
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA
Winchester IN
Stay at this family-friendly holiday home in Winchester. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Winchester Golf Club and Winchester ...
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
Randolph Inn and Suites
890 E Washington Winchester IN
The price is HK$761 per night from 1 Apr to 2 Apr
HK$761
HK$853 total
1 Apr - 2 Apr
includes taxes & fees
Stay at this hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Winchester Golf Club and Winchester Speedway are located ...
9/10 Wonderful! (253 reviews)
There are 2 properties, a motel and a hotel. This is NOT clear when you are making a reservation thru Expedia. The motel is older. The beds are super low. The shower is small. You have to drive to the hotel to eat breakfast and check in/out. The breakfast was good with hot items. The pool was closed ...
Reviewed on 30 Mar 2026
Baymont by Wyndham Richmond I-70
912 Mendleson Dr Richmond IN
The price is HK$539 per night from 5 Apr to 6 Apr
HK$539
HK$604 total
5 Apr - 6 Apr
includes taxes & fees
Stay at this inn in Richmond. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (1,005 reviews)
Looking from the outside, I was not impressed but my room was clean, the air conditioner kept the room cool and the breakfast was excellent, especially for the price I paid. I would definitely stay here again.
Reviewed on 31 Mar 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.
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA
Winchester IN
Stay at this family-friendly holiday home in Winchester. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Winchester Golf Club and Winchester ...
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
Indoor Gymnasium, Seasonal Pool, 7 Bedroom, Sleeps 28
Fort recovery OH
Stay at this family-friendly holiday home in Fort Recovery. Enjoy private pools, a fitness centre and a garden. Our guests praise the property condition in their ...
10/10 Exceptional! (207 reviews)
5th year we have been here as a huge family! Always fun. We love, pickleball, dodgeball, the hot tub, basketball, pool, etc!
Reviewed on 8 Mar 2026
Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond IN
Stay at this family-friendly holiday home in Richmond. Enjoy a garden, laundry facilities and tennis courts. Popular attractions Wayne County Historical Museum ...
9.8/10 Exceptional! (35 reviews)
We had a wonderful stay at the Westcott Mansion!! The home is so beautiful, clean, and wonderfully historically charming. The space felt welcoming and comfortable throughout, and the amenities made the stay even better!The pickleball court was a fun bonus, and the large gazebo created a perfect spot ...
Reviewed on 11 Nov 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.
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