Find Hotels with a Pool in Greenwood, MS from CA $106

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Check prices for these dates

Tonight
Nov 8 - Nov 9
Tomorrow
Nov 9 - Nov 10
Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Greenwood hotels with a pool

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

1. 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, (790 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 CA $180
CA $194 total
includes taxes & fees
Nov 12 - Nov 13
SureStay Plus Hotel by Best Western Greenwood
A reception area with a counter, a fire alarm, and a glass door leading outside.

2. Holiday Inn Express & Suites - Greenwood by IHG

Holiday Inn Express & Suites - Greenwood by IHG
2.5 star property
Greenwood
8.4 out of 10, Very good, (572 reviews)
  • cleanliness
    Seasonal outdoor pool paradise awaits guests at this Greenwood hotel with 24-hour fitness centre.
The price is CA $215
CA $232 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites - Greenwood by IHG
A modern living room with two grey sofas, a coffee table, and a decorative wall unit with a vase.

3. Hampton Inn Greenwood

Hampton Inn Greenwood
2.5 star property
Greenwood
8.2 out of 10, Very good, (543 reviews)
  • cleanliness
    Soak in serene southern charm with daily dips in the outdoor pool at this Greenwood gem.
The price is CA $202
CA $218 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Greenwood
A swimming pool with a brick border, lounge chairs, and a building with multiple windows in the background.

4. 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, (755 reviews)
  • cleanliness
    Relax with a refreshing night swim at this tranquil hotel with an outdoor pool and fitness centre just minutes from arts venues.
The price is CA $151
CA $165 total
includes taxes & fees
Dec 6 - Dec 7
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.

5. Americas Best Value Inn Winona

Americas Best Value Inn Winona
2.0 star property
Winona
8.0 out of 10, Very good, (529 reviews)
  • cleanliness
    Dive into Mississippi sunshine at this eco-conscious motel with a refreshing pool for travellers who value outdoor recreation.
The price is CA $140
CA $152 total
includes taxes & fees
Nov 9 - Nov 10
Americas Best Value Inn Winona
A swimming pool with a tiled edge, surrounded by lounge chairs and a small deck area.

6. Econo Lodge Grenada

Econo Lodge Grenada
2.0 star property
Grenada
7.8 out of 10, Good, (288 reviews)
  • cleanliness
    Take a dip in the seasonal outdoor pool and maintain your fitness routine with convenient on-site workout facilities.
The price is CA $107
CA $118 total
includes taxes & fees
Nov 29 - Nov 30
Econo Lodge Grenada
A swimming pool with lounge chairs and a building with arched windows in the background.

7. 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, (621 reviews)
  • cleanliness
    Dive into poolside paradise with a seasonal outdoor oasis and 24-hour fitness centre.
The price is CA $172
CA $190 total
includes taxes & fees
Dec 9 - Dec 10
Holiday Inn Express & Suites Grenada by IHG
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 Greenwood

Breakfast included
4 stars

Top Greenwood Hotel Reviews

An indoor swimming pool with a brick column, a staircase, and a balcony with chairs.
SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood
Greenwood

10/10 Excellent

Amazing staff and as accommodating as we came early but got a room right away. Nice rooms and excellent breakfast
Canada
Natasa
Reviewed December 26, 2025
SureStay Plus Hotel by Best Western Greenwood

Frequently Asked Questions

What are some accommodations with pools in Greenwood?

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

What is there to see and do in Greenwood?

Spend some time experiencing the great outdoors at Fort Pemberton Memorial Park and Veterans Memorial Park. During your stay, check out sights such as The Mississippi Gift Company, Museum of the Mississippi Delta, and Florewood State Park. You'll also discover lots of options for restaurants in Greenwood.

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

You may want to consider a place to stay that has an outdoor pool if you're planning to visit Greenwood in the hottest months of July, August, or June when the average temperature is 79°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 49°F.

What's the best way to travel around Greenwood?

Knowing the transportation options in and around Greenwood can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Greenwood Station. Greenwood might not have very many public transit options so consider renting a car to explore more.

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