Search for Cheap Deals on
Hotels in Winona

Check Last Minute Winona Hotel Deals

Tonight May 17 - May 18Next weekend May 23 - May 25

Choose from 60 Winona Hotel Deals

Holiday Inn Express and Suites Winona North by IHG
Holiday Inn Express and Suites Winona North by IHG
2.5 out of 5
413 SE Frontage Road, Winona, MS
  • 21 min walk from Montgomery County Performing Arts Center
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (617 reviews)
"All was basically good with the exception of the bathroom floor which was very cracked."

Reviewed on May 11, 2025

Holiday Inn Express and Suites Winona North by IHG
Americas Best Value Inn Winona
Americas Best Value Inn Winona
2 out of 5
301 SE Frontage Road, Winona, MS
  • 20 min walk from Montgomery County Performing Arts Center
Book a stay at this business-friendly motel in Winona. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
8/10 Very Good! (397 reviews)
Small town with a good hotel
"The hotel is older with current updated renovations with new paint, flooring, decor. Room had nice amenities with a microwave, refrigerator, and was handicap accessible. The bottom inch around the shower needed a good scrubbing as mold and mildew were growing. That and the fact that just outside ..."

Reviewed on May 2, 2025

Americas Best Value Inn Winona
Relax Inn & Suites
Relax Inn & Suites
2 out of 5
328 US-82, Winona, MS
  • 19 min walk from Montgomery County Performing Arts Center
Stay at this motel in Winona. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Winona - Montgomery County Library and Montgomery ...
"Enjoyed my stay!"

Reviewed on Dec 9, 2024

Relax Inn & Suites
Holiday Inn Express & Suites Grenada by IHG
Holiday Inn Express & Suites Grenada by IHG
2.5 out of 5
1540 Sunset Dr, Grenada, MS
  • 51 min drive from Montgomery County Performing Arts Center
Book a stay at this business-friendly hotel in Grenada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (505 reviews)
"Check-in process was excellent and quick. Room were clean and neat with a comfortable firm bed."

Reviewed on May 10, 2025

Holiday Inn Express & Suites Grenada by IHG
Baymont by Wyndham Grenada
Baymont by Wyndham Grenada
2.5 out of 5
1575 Jamison Drive, Grenada, MS
  • 51 min drive from Montgomery County Performing Arts Center
Book a stay at this business-friendly hotel in Grenada. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Butler Hill Park and Bledsoe Park ...
6/10 (617 reviews)
"Loud people outside after midnight"

Reviewed on Apr 28, 2025

Baymont by Wyndham Grenada
Comfort Inn & Suites Grenada
Comfort Inn & Suites Grenada
2.5 out of 5
255 Sw Frontage Rd, Grenada, MS
  • 52 min drive from Montgomery County Performing Arts Center
Book a stay at this business-friendly hotel in Grenada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (704 reviews)
"Room was nice and clean"

Reviewed on Apr 29, 2025

Comfort Inn & Suites Grenada
Motel 6 Greenwood, MS
Motel 6 Greenwood, MS
401 Highway 82 W, Greenwood, MS
  • 38 min drive from Montgomery County Performing Arts Center
Stay at this motel in Greenwood. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whittington Park and City Park are located ...
6.8/10 (85 reviews)
"Everything"

Reviewed on May 13, 2025

Motel 6 Greenwood, MS
Hampton Inn & Suites Grenada
Hampton Inn & Suites Grenada
2.5 out of 5
1545 Jameson Dr, Grenada, MS
  • 51 min drive from Montgomery County Performing Arts Center
Stay at this hotel in Grenada. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (638 reviews)
"Very impressive hotel"

Reviewed on May 17, 2025

Hampton Inn & Suites Grenada
SureStay Plus Hotel by Best Western Greenwood
SureStay Plus Hotel by Best Western Greenwood
2.5 out of 5
635 Highway 82 W, Greenwood, MS
  • 39 min drive from Montgomery County Performing Arts Center
Book a stay at this business-friendly hotel in Greenwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8/10 Very Good! (634 reviews)
Beyond impressed
"Our stay was amazing! The hotel decor was lovely. The premises was clean. The employees were very nice! Breakfast was great and on time! I would definitely stay here again!!"

Reviewed on May 10, 2025

SureStay Plus Hotel by Best Western Greenwood
OYO Hotel Grenada West
OYO Hotel Grenada West
2 out of 5
1451 Sunset Drive, Grenada, MS
  • 51 min drive from Montgomery County Performing Arts Center
Stay at this hotel in Grenada. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Butler Hill Park and Bledsoe Park are located ...
6.4/10 (330 reviews)
"I enjoyed my stay and will be visiting again very soon. The hotel was very clean and it was very quiet and peaceful. The staff was very respectful and polite and the location is surrounded by several restaurants gas stations and Walmart is nearby. Amazing hotel with an amazing staff. Very clean, ..."

Reviewed on Apr 18, 2025

OYO Hotel Grenada West
Oak Tree Inn
Oak Tree Inn
2.5 out of 5
842 Veteran's Memorial Blvd, Eupora, MS
  • 40 min drive from Montgomery County Performing Arts Center
Stay at this motel in Eupora. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction Whites Creek Lake Park is located nearby.
"The room was spacious and very clean. The bed was comfortable. The only drawback was that there were drug deals going on in the parking lot, in plain sight, from the time we checked in until we left."

Reviewed on Mar 30, 2025

Oak Tree Inn
Deluxe Inn & Suites
Deluxe Inn & Suites
2.5 out of 5
335 Highway 82 W, Greenwood, MS
  • 38 min drive from Montgomery County Performing Arts Center
Stay at this motel in Greenwood. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Whittington Park and City Park are located ...
6/10 (163 reviews)
"Good"

Reviewed on May 14, 2025

Deluxe Inn & Suites
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 Winona

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 Winona 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 Winona.

Choosing the right hotel in Mississippi 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 Winona’s 60 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 . 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 Winona 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 Winona. No matter your reason for visiting Winona, 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 Winona 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 Winona for as low as .

How many hotels are there in Winona?

With over 60 hotels in Winona, 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 .

How to find cheap car rentals in Winona?

Finding a cheap car rental deal in Winona is as easy as scoring cheap hotels in Winona. 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.