The Best Hotels with a Pool in Winona, MS from NT$2,938 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. OYO Hotel Grenada West : Offers full, a seasonal outdoor pool, and free self parking. Motel 6 Greenwood, MS : Provides daily, a seasonal outdoor pool, and complimentary wired internet access.

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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.

NT$4,166 total

includes taxes & fees

Jun 21 - Jun 22

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.

NT$3,409 total

includes taxes & fees

Jun 10 - Jun 11

Econo Lodge Grenada

Grenada

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

NT$2,938 total

includes taxes & fees

Jun 25 - Jun 26

Holiday Inn Express & Suites Grenada by IHG

Grenada

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

NT$5,143 total

includes taxes & fees

Jun 28 - Jun 29

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.

NT$4,727 total

includes taxes & fees

Jun 16 - Jun 17

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Choose what matters most at hotels with a pool in Winona

Breakfast included

4 stars

Top Winona Hotel Reviews

Hampton Inn & Suites Grenada

4/10 Poor

"We booked our room for two nights for a travel ball tournament. We specifically picked this hotel because it had a pool to cool our players off after their hot long days at the ball park. However, the pool was under construction in Summer and we were not alerted of this construction. We would have stayed somewhere else, if we would have known!!"

Baymont by Wyndham Grenada

2/10 Terrible

"Two words: BED BUGS!! They were everywhere. We booked 2 nights here because the other hotels in town were jacking up their rates for a baseball tournament. Should’ve just sucked it up and paid more. Room was crawling with roaches, as well as outside the rooms. Pulled back covers on the beds to find multiple bed bugs. It was too late at night to try somewhere else so next morning checked out and complained to the staff. Front desk worked just shrugged it off and said “it happens”. Refused to give a refund for the next night that I didn’t stay. Unacceptable, unethical, and down right criminal to allow people to even attempt to sleep here. Pay more money and go somewhere else."

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. OYO Hotel Grenada West: Offers full, a seasonal outdoor pool, and free self parking. Motel 6 Greenwood, MS: Provides daily, a seasonal outdoor pool, and complimentary wired internet access.

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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