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Find Hotels with a Pool in Winona, MS

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Check prices for these dates, December 12 – 13, 2026

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Our top choices for Winona hotels with a pool

1. Holiday Inn Express and Suites Winona North by IHG

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

Location: Winona
Guest rating: 8.2/10 (Very good, 756 reviews)
Price: $107 nightly, $117 total, Dec 12 - Dec 13, Total with taxes and fees, for Our top choices for Winona hotels with a pool

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

2. Americas Best Value Inn Winona

A swimming pool with a green-roofed building in the background, a fenced area, and a few vehicles parked nearby.

Location: Winona
Guest rating: 8/10 (Very good, 531 reviews)
Price: $99 nightly, $108 total, Nov 13 - Nov 14, Total with taxes and fees, for Our top choices for Winona hotels with a pool

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

3. Econo Lodge Grenada

A swimming pool with a tiled edge, surrounded by lounge chairs and a small deck area.

Location: Grenada
Guest rating: 7.8/10 (Good, 289 reviews)
Price: $76 nightly, $83 total, Dec 3 - Dec 4, Total with taxes and fees, for Our top choices for Winona hotels with a pool

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

4. Holiday Inn Express & Suites Grenada by IHG

A swimming pool with lounge chairs and a building with arched windows in the background.

Location: Grenada
Guest rating: 8.6/10 (Excellent, 623 reviews)
Price: $125 nightly (Dive into poolside paradise with a seasonal outdoor oasis and 24-hour fitness center.), $138 total, Dec 13 - Dec 14, Total with taxes and fees, for Our top choices for Winona hotels with a pool

5. SureStay Plus Hotel by Best Western Greenwood

An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.

Location: Greenwood
Guest rating: 8.2/10 (Very good, 790 reviews)
Price: $127 nightly, $137 total, Dec 13 - Dec 14, Total with taxes and fees, for Our top choices for Winona hotels with a pool

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

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.

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Choose what matters most at hotels with a pool in Winona

Breakfast included

4 stars

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Hot tub

Spa

Top Winona Hotel Reviews

Holiday Inn Express and Suites Winona North by IHG

Address: 413 SE Frontage Road, Winona, MS, 38967, US
Location: Winona
Star rating: 2.5/5
Guest rating: 8.2/10 (756 reviews)
Review: Great breakfast and staff, pool was nice. Cleaned our room daily and gave fresh towels. Even had fridge for us to store ledt overs., by LAURA, May 23, 2023, rated 10/10 Excellent

Americas Best Value Inn Winona

Address: 301 SE Frontage Road, Winona, MS, 38967, US
Location: Winona
Star rating: 2/5
Guest rating: 8/10 (531 reviews)
Review: Clean facilities. A man sweeps up the parking lot, zero trash. Housekeeping checked to see if we needed anything. The desk staff were friendly. Easy access right off Hwy 82. For the downstairs rooms, you can park at your door. The room had a nice sized small fridge, no freezer, and a microwave. Ice machine is right outside check-in/lobby/breakfast area. Breakfast: In the fridge were microwavable breakfast sandwiches, Yoplait yogurt, 8oz bottles of organic whole milk, OJ, and apple juice. There..., by Charene, September 25, 2023, rated 10/10 Excellent

Holiday Inn Express & Suites Grenada by IHG

Address: 1540 Sunset Dr, Grenada, MS, 38901, US
Location: Grenada
Star rating: 2.5/5
Guest rating: 8.6/10 (623 reviews)
Review: Best breakfast we have had!, by Debbie, September 21, 2026, rated 10/10 Excellent

Econo Lodge Grenada

Address: 1552 Sunset Dr, Grenada, MS, 38901, US
Location: Grenada
Star rating: 2/5
Guest rating: 7.8/10 (289 reviews)
Review: Very nice hotel, clean, updated, comfortable., by Arthur, May 7, 2015, rated 10/10 Excellent

SureStay Plus Hotel by Best Western Greenwood

Address: 635 Highway 82 W, Greenwood, MS, 38930-5029, US
Location: Greenwood
Star rating: 2.5/5
Guest rating: 8.2/10 (790 reviews)
Review: We loved the unique indoor -outdoor pool. It was beautiful and clean., by Eve, July 29, 2024, rated 10/10 Excellent

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.