Search for Cheap Deals on
Hotels in Winchester

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! (252 reviews)
It’s was good for the money! Would stay again!

Reviewed on Mar 8, 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! (1,008 reviews)
We had a long drive behind us with more to come so stopped for the night. The hotel wasn’t fancy but was immaculate, comfortable, value-priced, and offered a breakfast spread equal to hotels that are 1-2 tiers more expensive. (Ask for cook-to-order eggs of any style!) Staff were friendly and competent. ...

Reviewed on Mar 25, 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! (697 reviews)
Such a great find! Newer, clean, comfortable and great price. Highly recommend.

Reviewed on Mar 25, 2026

Comfort Suites Richmond East
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! (1,000 reviews)
The pool was indoor and warm. The breakfast was fresh and clean. Modern

Reviewed on Mar 21, 2026

Best Western Plus Richmond Indiana I-70
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! (769 reviews)
It was decent for the price. The breakfast was better than comparable hotels. Great choices and fresh.

Reviewed on Mar 24, 2026

Comfort Inn & Suites Muncie Near University
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! (612 reviews)
The staff members were amazing and professional. The place was clean and cozy. Breakfast was good 👍 A great place to visit while passing through.

Reviewed on Mar 23, 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! (1,003 reviews)
Parking was fine. A closed Country Chicken was nearby. I noticed no shops.

Reviewed on Mar 23, 2026

Motel 6 Richmond, IN
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! (873 reviews)
The rooms could use a little updating they were clean. The lighting could be improved in the rooms. It was hard to see to do some work. The bed was very good. Pillows were good was a little surprised about how much it cost to get breakfast whereas the Hampton Inn I just stayed at was ...

Reviewed on Mar 14, 2026

Courtyard Muncie at Horizon Convention Center
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 (914 reviews)
clean ,

Reviewed on Mar 21, 2026

Days Inn by Wyndham Muncie -Ball State University
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! (766 reviews)
It was just ok.. The bed was hard, toilet had hard water build-up, toilet was low, and the tub needed updates. It was just ok!

Reviewed on Mar 24, 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. ...
Hampton Inn & Suites Muncie
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! (41 reviews)
The literal only reason I didn’t give this property 5 stars is because the water is barely warm for showers & baths. It would run decently hot for about 30 seconds and then the warmest it would get is a Luke warm temp. I reserved a room with a bath tub for a reason and was very much looking forward ...

Reviewed on Mar 20, 2026

Home2 Suites By Hilton Muncie
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 136 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 $61. 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 $61.

How many hotels are there in Winchester?

With over 136 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 $61.

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.