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

Find Hotels with a Pool in Winona, MS

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winona Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Winona hotels with a pool

A swimming pool with a brick border, lounge chairs, and a building with multiple windows in the background.

1. Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG
2.5 star property
Winona
8.2 out of 10, Very good, (753 reviews)
  • cleanliness
    Relax with a refreshing night swim at this tranquil hotel with an outdoor pool and fitness center just minutes from arts venues.
The price is ￥18,584
￥20,257 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express and Suites Winona North by IHG
A swimming pool with a green-roofed building in the background, a fenced area, and a few vehicles parked nearby.

2. Americas Best Value Inn Winona

Americas Best Value Inn Winona
2.0 star property
Winona
8.0 out of 10, Very good, (528 reviews)
  • cleanliness
    Dive into Mississippi sunshine at this eco-conscious motel with a refreshing pool for travelers who value outdoor recreation.
The price is ￥15,592
￥16,995 total
includes taxes & fees
Oct 28 - Oct 29
Americas Best Value Inn Winona
A swimming pool with lounge chairs and a building with arched windows in the background.

3. Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG
2.5 star property
Grenada
8.6 out of 10, Excellent, (620 reviews)
  • cleanliness
    Dive into poolside paradise with a seasonal outdoor oasis and 24-hour fitness center.
The price is ￥21,261
￥23,387 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Grenada by IHG
A swimming pool with a tiled edge, surrounded by lounge chairs and a small deck area.

4. Econo Lodge Grenada

Econo Lodge Grenada
2.0 star property
Grenada
7.8 out of 10, Good, (287 reviews)
  • cleanliness
    Take a dip in the seasonal outdoor pool and maintain your fitness routine with convenient on-site workout facilities.
The price is ￥11,914
￥13,105 total
includes taxes & fees
Nov 17 - Nov 18
Econo Lodge Grenada
An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.

5. SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood
2.5 star property
Greenwood
8.2 out of 10, Very good, (788 reviews)
  • cleanliness
    Splash into summer at this freshly remodeled hotel, where poolside lounging and fitness fun combine for a refreshing family escape.
The price is ￥20,012
￥21,613 total
includes taxes & fees
Nov 1 - Nov 2
SureStay Plus Hotel by Best Western Greenwood
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.
View all properties

Choose what matters most at hotels with a pool in Winona

Breakfast included
4 stars

Top Winona Hotel Reviews

Baymont by Wyndham Grenada

Baymont by Wyndham Grenada

10/10 Excellent
"The rooms were updated and modern, with laminate flooring, which is a huge plus, as I cannot do carpet due to dust allergies. Staff was exceptional."
Genevieve 1-night trip
Posted 9 hours ago
Baymont by Wyndham Grenada

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