Search for Cheap Deals on
Hotels in Winchester

Check Last Minute Winchester Hotel Deals

Tonight May 15 - May 16This weekend May 15 - May 17

Choose from 141 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! (256 reviews)
Room was clean and ready upon arrival. Front staff outstanding!

Reviewed on Apr 25, 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 inn in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,001 reviews)
Elevator broken, ice machine broken, air conditioner in room broken.

Reviewed on May 15, 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! (737 reviews)
Very clean. Nice toiletries, comfortable room. The breakfast was great and more variety than we expected. Would stay again if out in that area.

Reviewed on May 13, 2026

Comfort Suites Richmond East
Days Inn by Wyndham Muncie -Ball State University

Days Inn by Wyndham Muncie -Ball State University

2 out of 5
3509 N Everbrook 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 clean rooms in our reviews. Popular ...
6.8/10 (926 reviews)
Good staff all around

Reviewed on May 14, 2026

Days Inn by Wyndham Muncie -Ball State University
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! (791 reviews)
The room was clean, staff were professional, bed was very comfortable, hotel was located in an area where I felt safe traveling alone. The hotel could use some minor cosmetic improvements, but still ok for the price.

Reviewed on May 14, 2026

Comfort Inn & Suites Muncie Near University
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! (1,000 reviews)
No frills with this hotel at all.

Reviewed on May 11, 2026

Super 8 by Wyndham Muncie/Ball St. College Area
Home2 Suites By Hilton Muncie

Home2 Suites By Hilton Muncie

3 out of 5
4200 W Bethel Avenue 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. Popular attractions Scheumann Stadium and Cardinal ...
9.4/10 Exceptional! (55 reviews)
Bed was comfy, room was clean, breakfast was good We would definitely stay here again

Reviewed on May 2, 2026

Home2 Suites By Hilton Muncie
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 (1,003 reviews)
The check-in rule on the booking page almost frightened me at first because it clearly stated check-in was only from 3:00 p.m. to 11:00 p.m. There was heavy rain during my drive around 8:00 p.m., which slowed traffic a lot, and I still had about two and a half hours left to reach the inn. I finally ...

Reviewed on May 14, 2026

Quality Inn and Conference Center
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! (910 reviews)
Breakfast selection was great! Room was nice and simple. Murals in the building were so cute too.

Reviewed on May 11, 2026

Hampton Inn & Suites Muncie
Muncie Place Hotel & Suites

Muncie Place Hotel & Suites

2.5 out of 5
4201 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 free parking. Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (631 reviews)
Free hot breakfast and heated pool was in my search and the first on pictures of hotel but there was no pool and no breakfast snack cake an molded muffins

Reviewed on May 5, 2026

Muncie Place Hotel & Suites
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 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,000 reviews)
Ample parking (I was pulling a boat trailer) and adjacent to a Cracker Barrel! Staff was great and the motel was super clean!

Reviewed on May 10, 2026

Motel 6 Richmond, IN
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! (1,002 reviews)
Great amenities. Everything was clean and spacious (a well designed room). Lamps, bed, outlets, kitchen were all good. We got a great room & got a good price because it was a simple room, great basics without frills. Breakfast was acceptable, typical.

Reviewed on May 15, 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.

Find cheap hotels in Winchester

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winchester hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winchester.

Choosing the right hotel in Indiana has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winchester’s 141 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $68. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winchester hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winchester. No matter your reason for visiting Winchester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winchester hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winchester for as low as $68.

How many hotels are there in Winchester?

With over 141 hotels in Winchester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $68.

How to find cheap car rentals in Winchester?

Finding a cheap car rental deal in Winchester is as easy as scoring cheap hotels in Winchester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.