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Hotels in Winchester

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Choose from 136 Winchester Hotel Deals

Randolph Inn and Suites

Randolph Inn and Suites

2.5 out of 5
890 E Washington Winchester IN
  • 8 min drive from Winchester Speedway
Stay at this hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Winchester Golf Club and Winchester Speedway are located ...
9/10 Wonderful! (260 reviews)
"Clean room and property. Especially liked the touch of 24-hour coffee in the lobby and fresh baked cookies at the check-in counter!"

Reviewed on Jun 6, 2026

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
  • 53 min drive from Winchester Speedway
Stay at this hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,000 reviews)
"Checked in after mid night. I booked a double queen room. Front staff initially not present, but showed up. He said another staff member overbooked those rooms, so he could only offer a king bed room. I had no options late at night, and cancellation policy so we took it. Not a huge deal in that case ..."

Reviewed on Jun 20, 2026

Baymont by Wyndham Richmond I-70
Comfort Suites Richmond East

Comfort Suites Richmond East

2.5 out of 5
421 Commerce Road Richmond IN
  • 1 hour drive from Winchester Speedway
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (780 reviews)
"It was a pleasure to stay at this hotel. Built in ‘23, it has large, clean, well appointed rooms. Would definitely stay again."

Reviewed on Jun 23, 2026

Comfort Suites Richmond East
Super 8 by Wyndham Muncie/Ball St. College Area

Super 8 by Wyndham Muncie/Ball St. College Area

2 out of 5
3601 W Fox Ridge Ln Muncie IN
  • 54 min drive from Winchester Speedway
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,001 reviews)
"Room was clean, staff was nice & helpful, parking was good & well lit, room AC was ok didn’t seem to remove the humidity very well. Room had a very musty/stale smell when we got there. The breakfast is to be desired. Very disappointing as we were there for a baseball tournament & there was no protein. ..."

Reviewed on Jun 22, 2026

Super 8 by Wyndham Muncie/Ball St. College Area
Courtyard Muncie at Horizon Convention Center

Courtyard Muncie at Horizon Convention Center

3 out of 5
601 S High St Muncie IN
  • 48 min drive from Winchester Speedway
Book a stay at this business-friendly hotel in Muncie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (898 reviews)
"AC was not working but hotel staff were great, they brought up two big fans .."

Reviewed on Jun 20, 2026

Courtyard Muncie at Horizon Convention Center
Quality Inn and Conference Center

Quality Inn and Conference Center

2.5 out of 5
5501 National Rd E Richmond IN
  • 1 hour drive from Winchester Speedway
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.6/10 (1,000 reviews)
"I checked in have my dog with me everything was fine went in and went to bed was leaving next morning and was chased out 2 parking lot they taking pics of truck and plates like i stole something told them I was going 2 atm went back paid them there $25 and they acted like I done something wrong in ..."

Reviewed on Jun 23, 2026

Quality Inn and Conference Center
Fairfield Inn by Marriott Muncie

Fairfield Inn by Marriott Muncie

3 out of 5
4011 W Bethel Ave Muncie IN
  • 55 min drive from Winchester Speedway
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in ...
8.2/10 Very Good! (790 reviews)
"Room was musty. Once air was on for awhile it was ok."

Reviewed on Jun 17, 2026

Fairfield Inn by Marriott Muncie
Hampton Inn & Suites Muncie

Hampton Inn & Suites Muncie

2.5 out of 5
4220 W Bethel Ave Muncie IN
  • 55 min drive from Winchester Speedway
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (927 reviews)
"It was a nice stay overall, the fitness center was a little lacking however."

Reviewed on Jun 24, 2026

Hampton Inn & Suites Muncie
Motel 6 Richmond, IN

Motel 6 Richmond, IN

2 out of 5
6030 National Road East Richmond IN
  • 1 hour drive from Winchester Speedway
Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,001 reviews)
"Friendly staff and free pets, what more can you want!"

Reviewed on Jun 25, 2026

Motel 6 Richmond, IN
Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University

2.5 out of 5
3400 N Marleon Dr Muncie IN
  • 55 min drive from Winchester Speedway
Book a stay at this business-friendly hotel in Muncie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (811 reviews)
"Clean room. Breakfast was what you would expect for free. There is no body wash or liquid hand soap by sink or in showers… only shampoo and conditioner which was a surprise. They do provide the “disposable” bars of soap"

Reviewed on Jun 22, 2026

Comfort Inn & Suites Muncie Near University
Home2 Suites by Hilton Richmond

Home2 Suites by Hilton Richmond

3 out of 5
5950 National Rd E Richmond IN
  • 1 hour drive from Winchester Speedway
Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
9.2/10 Wonderful! (450 reviews)
"Like 24 hour coffee Like all the grab bars in tub Like tub non-slip flooring Like laundry bags Very friendly night desk woman Dislike condescending check in associate Dislike lack of water pressure in the shower Dislike only receiving barely warm water"

Reviewed on Jun 23, 2026

Home2 Suites by Hilton Richmond
Best Western Plus Richmond Indiana I-70

Best Western Plus Richmond Indiana I-70

2.5 out of 5
533 W Eaton Pike Richmond IN
  • 1 hour drive from Winchester Speedway
Stay at this hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,003 reviews)
"Quick check in. All information was correct. Breakfast was good. Check out was simple."

Reviewed on Jun 26, 2026

Best Western Plus Richmond Indiana I-70
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.

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