Search for Cheap Deals on
Hotels in Winchester

Choose from 110 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. Our guests praise the property condition in our reviews. Popular attractions ...
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 ...
Baymont by Wyndham Richmond I-70
Comfort Suites

Comfort Suites

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 ...
Comfort Suites
Baymont by Wyndham Muncie Near Ball State University

Baymont by Wyndham Muncie Near Ball State University

2.5 out of 5
3400 North Chadam Lane, 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 ...
Baymont by Wyndham Muncie Near Ball State 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 ...
Super 8 by Wyndham Muncie/Ball St. College Area
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. ...
Quality Inn and Conference Center
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 ...
Best Western Plus Richmond Indiana I-70
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. ...
Motel 6 Richmond, IN
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 ...
Days Inn by Wyndham Muncie -Ball State University
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
Stay at this 3-star business-friendly hotel in Muncie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Courtyard Muncie at Horizon Convention Center
Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN

2 out of 5
2525 Chester Blvd, Richmond, IN
  • 53 min drive from Winchester Speedway
Stay at this hotel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Red Roof Inn Richmond, IN
Hampton Inn & Suites Richmond, IN

Hampton Inn & Suites Richmond, IN

2.5 out of 5
455 Commerce Rd, 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 helpful staff in our reviews. ...
Hampton Inn & Suites Richmond, IN
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 110 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 $58. 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 $58.

How many hotels are there in Winchester?

With over 110 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 $58.

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.