Winchester Travel Guide

Tourist Guide

Randolph Inn and Suites

Randolph Inn and Suites

2.5 out of 5
890 E Washington, Winchester, IN
Stay at this hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the property condition in their reviews. Popular attractions ...
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Randolph Inn and Suites
Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr, Richmond, IN
The price is 2.063.440 ₫ per night from 2 Sept to 3 Sept
2.063.440 ₫
2.311.053 ₫ total
2 Sept - 3 Sept
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 ...
Baymont by Wyndham Richmond I-70
Comfort Suites

Comfort Suites

2.5 out of 5
421 Commerce Road, Richmond, IN
The price is 2.464.006 ₫ per night from 7 Sept to 8 Sept
2.464.006 ₫
2.812.393 ₫ total
7 Sept - 8 Sept
includes taxes & fees
Stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
9.4/10 Exceptional! (569 reviews)
"Nice place to spend a night! The fire pits where a nice surprise."

Reviewed on 25 Aug 2025

Comfort Suites
See all 110 properties in Winchester
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.
Pet-friendly Greenville Home w/ Private Yard

Pet-friendly Greenville Home w/ Private Yard

3 out of 5
Greenville
Stay at this 3-star business-friendly cottage in Greenville. Enjoy free parking and air conditioning. Popular attractions South Park and Darke County Fairgrounds ...
Pet-friendly Greenville Home w/ Private Yard
Exquisite Hagerstown Home With Deck & Gazebo!

Exquisite Hagerstown Home With Deck & Gazebo!

3 out of 5
Hagerstown, IN
Stay at this 3-star cottage in Hagerstown. Enjoy free parking, patios and air conditioning. Popular attractions Abbott's Candy Shop and Scout Lake are located ...
Exquisite Hagerstown Home With Deck & Gazebo!
Quaint Economy Retreat w/ Patio & Spacious Yard!

Quaint Economy Retreat w/ Patio & Spacious Yard!

3 out of 5
Economy, IN
Stay at this 3-star cottage in Economy. Enjoy free parking, patios and air conditioning. Popular attractions Clay Township Historical Museum and Abbott's Candy ...
Quaint Economy Retreat w/ Patio & Spacious Yard!
See all properties in Winchester
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 Speedway

Winchester Golf Club

Enjoy a round of golf in Winchester at Winchester Golf Club.

Winchester Golf Club

Randolph County Courthouse

After visiting Randolph County Courthouse, make a plan to see the other sights and activities in Winchester.

Randolph County Courthouse