The Best Hotels with a Pool in Winona, MS in 2026

Q: What are some accommodations with pools in Winona?

Holiday Inn Express and Suites Winona North by IHG : Features continental, an outdoor pool, and complimentary wired internet access. Americas Best Value Inn Winona : Offers daily, an outdoor pool, and free self parking. Relax Inn & Suites : Features a children's pool, a seasonal outdoor pool, and full. SureStay Plus Hotel by Best Western Greenwood : Offers daily, a seasonal outdoor pool, and complimentary wired internet access. Motel 6 Greenwood, MS : Features daily, a seasonal outdoor pool, and free self parking.

A brick building with the inscription "WINONA" and an arched window.

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Our top choices for Winona hotels with a pool

1. Holiday Inn Express and Suites Winona North by IHG

Winona

Relax with a refreshing night swim at this tranquil hotel with an outdoor pool and fitness center just minutes from arts venues.

₩158,456 total

includes taxes & fees

Aug 30 - Aug 31

2. Americas Best Value Inn Winona

Winona

Dive into Mississippi sunshine at this eco-conscious motel with a refreshing pool for travelers who value outdoor recreation.

₩155,320 total

includes taxes & fees

Aug 4 - Aug 5

3. Holiday Inn Express & Suites Grenada by IHG

Grenada

Dive into poolside paradise with a seasonal outdoor oasis and 24-hour fitness center.

₩193,159 total

includes taxes & fees

Aug 16 - Aug 17

Seasonal outdoor pool, pool umbrellas, sun loungers

4. SureStay Plus Hotel by Best Western Greenwood

Greenwood

Splash into summer at this freshly remodeled hotel, where poolside lounging and fitness fun combine for a refreshing family escape.

₩213,384 total

includes taxes & fees

Aug 23 - Aug 24

5. Econo Lodge Grenada

Grenada

Take a dip in the seasonal outdoor pool and maintain your fitness routine with convenient on-site workout facilities.

₩119,774 total

includes taxes & fees

Aug 24 - Aug 25

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Choose what matters most at hotels with a pool in Winona

Breakfast included

4 stars

Top Winona Hotel Reviews

Americas Best Value Inn Winona

8/10 Good

"Staff was great, i was told by the person checking me that my room was in danger of being released due to late check in. Room walls are kind of thin so you can hear the folks upstairs. Good cheap stay!"

SureStay Plus Hotel by Best Western Greenwood

10/10 Excellent

"⭐⭐⭐⭐⭐ I always enjoy my stay here! The room was spotless and sparkling clean, and the fresh towels made it feel even more welcoming. The customer service was exceptional from the moment I checked in. Ms. Lowe was professional, friendly, and made the check-in process quick and effortless. Her hospitality truly stood out. I frequently stay here whenever my short-term rental properties are fully booked, and this hotel consistently provides a clean, comfortable, and reliable experience. I highly recommend it to anyone looking for excellent service and a relaxing stay. I'll definitely be back!"

Frequently asked questions

What are some accommodations with pools in Winona?

Holiday Inn Express and Suites Winona North by IHG: Features continental, an outdoor pool, and complimentary wired internet access. Americas Best Value Inn Winona: Offers daily, an outdoor pool, and free self parking. Relax Inn & Suites: Features a children's pool, a seasonal outdoor pool, and full. SureStay Plus Hotel by Best Western Greenwood: Offers daily, a seasonal outdoor pool, and complimentary wired internet access. Motel 6 Greenwood, MS: Features daily, a seasonal outdoor pool, and free self parking.

What is there to see and do in Winona?

Make a point to visit attractions like Montgomery County Performing Arts Center. During your stay, check out sights such as Winona City Hall, Winona - Montgomery County Library, and Winona Country Club.

When is the best time to book a hotel with a pool in Winona?

You may want to consider a place to stay that offers an outdoor pool if you plan to visit Winona in the hottest months of July, August, or June when the average temp is 79°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 48°F.

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Our top choices for Winona hotels with a pool