Find Hotels with a Pool in Jackson, WI

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Check availability on Jackson Hotels with a Pool

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Jackson Hotels with a Pool

Indoor pool
Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend

2.5 star property
Jackson
9.0 out of 10, Wonderful, (564)
"Pretty river on back side of property. Village of Jackson has many amenities. Staff at hotel friendly, helpful. "
United States
Lilia
The price is SAR 327
SAR 361 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Jackson - West Bend
Indoor pool
AmericInn by Wyndham Delafield-Waukesha-Milwaukee

AmericInn by Wyndham Delafield-Waukesha-Milwaukee

2.5 star property
Delafield
8.0 out of 10, Very Good, (702)
"Had great stay. Would stay again if in the area."
United States
Craig
The price is SAR 260
SAR 294 total
includes taxes & fees
9 Dec - 10 Dec
AmericInn by Wyndham Delafield-Waukesha-Milwaukee
Indoor pool, open 6 AM to 11:00 PM, sun loungers
Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG

2.5 star property
Delafield
9.4 out of 10, Exceptional, (599)
"Will stay again"
United States
leda
The price is SAR 357
SAR 403 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Delafield by IHG
Pool
Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

2.5 star property
Waukesha
7.0 out of 10, Good, (1004)
"Friendly staff, clean room, warm shower, good breakfast"
United States
Heidi
The price is SAR 227
SAR 256 total
includes taxes & fees
2 Jan - 3 January 2026
Baymont by Wyndham Waukesha
Indoor pool
Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

3.0 star property
Westown
8.6 out of 10, Excellent, (1009)
"Great location and amenities for the price. "
United States
Nichole
The price is SAR 348
SAR 410 total
includes taxes & fees
14 Dec - 15 Dec
Aloft Milwaukee Downtown
Indoor pool
Best Western Waukesha Grand

Best Western Waukesha Grand

2.5 star property
Pewaukee
7.8 out of 10, Good, (1003)
"Room was clean, had what we needed"
United States
Paula
The price is SAR 255
SAR 288 total
includes taxes & fees
15 Dec - 16 Dec
Best Western Waukesha Grand
Indoor pool, open 6:00 AM to 11:00 PM, sun loungers
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

3.0 star property
Brookfield
8.8 out of 10, Excellent, (1251)
"This hotel was very clean and the breakfast was amazing. Would stay again and recommend. Beautiful place for the price!"
United States
Debbie
The price is SAR 348
SAR 402 total
includes taxes & fees
14 Dec - 15 Dec
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Indoor pool
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

3.0 star property
Brookfield
9.4 out of 10, Exceptional, (117)
"Everything about this Marriott works and is excellent."
United States
Kelly
The price is SAR 443
SAR 501 total
includes taxes & fees
14 Dec - 15 Dec
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek
Indoor pool
Cobblestone Hotel & Suites - Hartford

Cobblestone Hotel & Suites - Hartford

2.5 star property
Hartford
8.8 out of 10, Excellent, (400)
"Wonderful stay"
United States
Stephanie
Cobblestone Hotel & Suites - Hartford
Indoor pool
Wildwood Lodge

Wildwood Lodge

2.5 star property
Pewaukee
8.6 out of 10, Excellent, (1002)
"Room was very nice and staff was great"
United States
Paula
Wildwood Lodge
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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Top Jackson Hotel Reviews

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Clean and nice staff"
Darlene 1-night trip
Posted 2 days ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

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Frequently asked questions

What are some hotels with pools in Jackson?
Comfort Inn & Suites Jackson - West Bend: Features buffet, an indoor pool, and free self parking. Hyatt Regency Milwaukee: Offers 2 restaurants, an indoor pool, and buffet. Saint Kate - The Arts Hotel: Offers buffet, an indoor pool, and free self parking. Ambassador Hotel Milwaukee, Trademark Collection by Wyndham: Provides free self parking, an indoor pool, and complimentary wireless internet access. Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI: Features free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Jackson?
Make a point to visit attractions like Pewaukee Lake Beach and Big Cedar Lake. During your stay, check out sights such as Washington County Fair Grounds, Cabela's, and Little Switzerland.
When is the best time to book a hotel with a pool in Jackson?
Taking into account the local weather in Jackson can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Jackson are January, March, February, and April, with each month seeing an average of 10 inches of snowfall.