2025 Winona, Mississippi Hotels

Up To 10% Off Select Hotels With AARP Member Discounts

Choose from AARP Discount Winona Hotels with Free Cancellation

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
Free Cancellation
2.94 km from city center
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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. ...
Americas Best Value Inn Winona

Americas Best Value Inn Winona

2 out of 5
301 SE Frontage Road, Winona, MS
Free Cancellation
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2.88 km from city center
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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 ...
Relax Inn & Suites

Relax Inn & Suites

2 out of 5
328 US-82, Winona, MS
2.69 km from city center
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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 ...
Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG

2.5 out of 5
1540 Sunset Dr, Grenada, MS
Free Cancellation
34.92 km from city center
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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. ...
Hampton Inn & Suites Grenada

Hampton Inn & Suites Grenada

2.5 out of 5
1545 Jameson Dr, Grenada, MS
Free Cancellation
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34.63 km from city center
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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 ...
Baymont by Wyndham Grenada

Baymont by Wyndham Grenada

2.5 out of 5
1575 Jamison Drive, Grenada, MS
34.73 km from city center
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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 ...
Comfort Inn & Suites Grenada

Comfort Inn & Suites Grenada

2.5 out of 5
255 Sw Frontage Rd, Grenada, MS
35.18 km from city center
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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 ...
Motel 6 Greenwood, MS

Motel 6 Greenwood, MS

401 Highway 82 W, Greenwood, MS
Free Cancellation
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43.16 km from city center
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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 ...
OYO Hotel Grenada West

OYO Hotel Grenada West

2 out of 5
1451 Sunset Drive, Grenada, MS
Free Cancellation
34.6 km from city center
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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 ...
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
Free Cancellation
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44.22 km from city center
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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 ...
Deluxe Inn & Suites

Deluxe Inn & Suites

2.5 out of 5
335 Highway 82 W, Greenwood, MS
Free Cancellation
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42.95 km from city center
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Stay at this motel in Greenwood. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Whittington Park and City Park are located ...
Oak Tree Inn

Oak Tree Inn

2.5 out of 5
842 Veteran's Memorial Blvd, Eupora, MS
Free Cancellation
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43.61 km from city center
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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.
Americas Best Value Inn & Suites Greenwood

Americas Best Value Inn & Suites Greenwood

2 out of 5
621 Highway 82 W, Greenwood, MS
Free Cancellation
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43.21 km from city center
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Book a stay at this business-friendly motel in Greenwood. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Whittington Park and City Park ...
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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.

Hotels in Winona

Are you staying in Winona to take your grandkids the sights, or for a relaxing vacation? AARP® Travel Center Powered by Expedia® can help you get the exact hotel you want for an outstanding price. There are so many accommodation options for you and your family to choose from. You can take advantage of your AARP membership benefits to schedule a hotel that is near the sights you want to see, or a polished 5-star accommodation. There is plenty to do and see in Winona, and as a valued member you can save on your accommodations.

Plan Your Winona Itinerary

There are 64 accommodations to choose from in Winona, with recommendations to look over so that you and your fellow vacationers will know what to expect at each possible accommodation. Once you check-in to your Winona hotel room, you can check out all this area has to offer. You can ask your hotel's front desk or click on our "Things To Do" tab if you are unsure where start off your vacation in Winona. Looking for a day to work on your golf game? Check out Winona Country Club, which has 9 holes. Wherever your vacation takes you, you will spend more time making the most of your trip when booking with AARP Travel Center Powered by Expedia.

Reserve Your Hotel with the Travel Center Today

We will make it simple for you to schedule your next hotel stay. If you're coming to Winona for business or to relax, we are going to make sure that you get the best prices available. When you're ready to put together all your plans for your golf vacation, we'll help you make all the arrangements. And you will not have to think about pulling out all your retirement savings to have a satisfactory time, thanks to our discounted vacations. With AARP, you'll look forward to planning your next vacation. You can feel good in knowing that you have gotten the very best deal. Your wallet will be glad that you are taking this trip when you book with AARP.