The Best Hotels with a Pool in Winona, MS from ￥14,902 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. Charming 3-bedroom barn in quaint Winona with AC : Provides daily, a seasonal outdoor pool, and complimentary wired internet access. Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games. : Offers daily, a seasonal outdoor pool, and free self parking.

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Our top choices for Winona hotels with a pool

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.

￥19,912 total

includes taxes & fees

Jul 12 - Jul 13

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.

￥17,291 total

includes taxes & fees

Jun 15 - Jun 16

Econo Lodge Grenada

Grenada

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

￥14,902 total

includes taxes & fees

Jun 22 - Jun 23

Holiday Inn Express & Suites Grenada by IHG

Grenada

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

￥26,088 total

includes taxes & fees

Jul 6 - Jul 7

Seasonal outdoor pool, pool umbrellas, sun loungers

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.

￥23,461 total

includes taxes & fees

Jul 12 - Jul 13

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Choose what matters most at hotels with a pool in Winona

Breakfast included

4 stars

Top Winona Hotel Reviews

Baymont by Wyndham Grenada

6/10 Okay

"Floors were dirty, TV didn’t work and beds were very squeaky if you moved an inch."

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. Charming 3-bedroom barn in quaint Winona with AC: Provides daily, a seasonal outdoor pool, and complimentary wired internet access. Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.: Offers 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 - Montgomery County Library, Winona Country Club, and Winona City Hall.

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