Photo by John Sukowaty

Hotels with Swimming Pool in Sheboygan, Wisconsin

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Sheboygan Hotels with Swimming Pool

Top Sheboygan Hotels with Swimming Pool

Indoor pool
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

2.5 star property
Sheboygan
  • Indoor pool
  • Hot tub
8.2 out of 10, Very Good, (730)
Immerse in the clean indoor pool after exploring Lake Michigan, then soak tired muscles in the pristine hot tub. Friendly staff ensure a comfortable stay while guests enjoy full breakfasts before venturing to nearby attractions.
The price is P4,199
P4,766 total
includes taxes & fees
Nov 26 - Nov 27
Quality Inn Sheboygan North I-43
Interior entrance
Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

3.0 star property
Manitowoc
  • Indoor pool
  • Hot tub
8.2 out of 10, Very Good, (532)
Sparkling waters welcome swimmers to the immaculate indoor pool, accessible from morning until late evening. Beyond swimming, guests relish the divine hot tub experience, complemented by convenient access to the 24-hour fitness center and on-site American cuisine.
The price is P5,374
P6,100 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Manitowoc by IHG
Indoor pool
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

2.5 star property
Sheboygan
  • Indoor pool
  • Children's pool
  • Near the beach
  • Hot tub
8.6 out of 10, Excellent, (130)
Aquatic adventures await families at this Sheboygan hotel's impressive pool facilities. Little swimmers enjoy their own designated pool while adults relax in the hot tub. After enjoying the waterslide, guests can refuel with a complimentary breakfast buffet.
The price is P4,465
P5,067 total
includes taxes & fees
Dec 1 - Dec 2
Comfort Inn & Suites Sheboygan I-43
Indoor pool
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

2.5 star property
Plymouth
  • Indoor pool
  • Hot tub
9.0 out of 10, Wonderful, (553)
Sparkling clean waters welcome swimmers to the spacious indoor pool, open from early morning until midnight. Nearby, a rejuvenating hot tub soothes tired muscles after workouts in the fitness center, complementing the hotel's comfortable, quiet rooms.
The price is P7,237
P8,214 total
includes taxes & fees
Nov 23 - Nov 24
Baymont by Wyndham Plymouth
Indoor pool
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

2.0 star property
Sheboygan
  • Indoor pool
8.6 out of 10, Excellent, (1000)
Aquatic relaxation awaits in the year-round indoor pool, a refreshing retreat after hiking local trails or snowmobiling adventures. Guests praise the plentiful breakfast options, spotless accommodations, and exceptionally friendly staff.
The price is P4,718
P5,355 total
includes taxes & fees
Nov 23 - Nov 24
AmericInn by Wyndham Sheboygan
Indoor pool
Lighthouse Inn

Lighthouse Inn

2.5 star property
Two Rivers
  • Indoor pool
  • On private beach
  • Hot tub
8.8 out of 10, Excellent, (1011)
Aquatic bliss defines this lakeside retreat, where an indoor pool complements the private white sand beach. Soak in the bubbling hot tub, enjoy beachfront dining at Waters Edge Restaurant, or explore nature through kayaking and hiking trails.
The price is P6,201
P7,038 total
includes taxes & fees
Nov 18 - Nov 19
Lighthouse Inn
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
The Oasis Hotel & Bar

The Oasis Hotel & Bar

2.5 star property
Sheboygan Falls
  • Indoor pool
  • Pool loungers
8.2 out of 10, Very Good, (331)
Splash into the inviting indoor pool, accessible from early morning until late evening, creating perfect family moments regardless of weather. Memory foam beds and freshly maintained spaces promise restful nights after aquatic adventures.
The price is P4,199
P4,640 total
includes taxes & fees
Nov 18 - Nov 19
The Oasis Hotel & Bar
Indoor pool
Village Inn on the Lake

Village Inn on the Lake

2.5 star property
Two Rivers
  • Indoor pool
  • Hot tub
8.8 out of 10, Excellent, (151)
Floating in the heated indoor pool, guests admire Lake Michigan views through panoramic windows. This lakeside motel combines aquatic relaxation with outdoor fun featuring a nautical mini-golf course, bike rentals, and a welcoming firepit for evening gatherings.
The price is P5,492
P6,234 total
includes taxes & fees
Nov 20 - Nov 21
Village Inn on the Lake
Indoor pool
Best Western Stanton Inn

Best Western Stanton Inn

2.5 star property
Chilton
  • Indoor pool
  • Hot tub
9.2 out of 10, Wonderful, (495)
Swim laps in the pristine indoor pool before unwinding in the bubbling hot tub after exploring local attractions. Fitness enthusiasts appreciate the on-site gym while all guests rave about the delicious, varied breakfast buffet served daily.
The price is P8,267
P8,722 total
includes taxes & fees
Nov 18 - Nov 19
Best Western Stanton Inn
Indoor pool
Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

3.0 star property
Two Rivers
  • Indoor pool
  • Near the beach
8.8 out of 10, Excellent, (801)
Splash into the pristine indoor pool sanctuary, a favorite feature among guests seeking relaxation after exploring nearby Lake Michigan. Clean rooms, comfortable beds, and a riverside location with scenic outdoor patio complete this refreshing getaway.
Cobblestone Hotel & Suites - Two Rivers
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

Top Sheboygan Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"The hotel is located in a nice part of town. Quiet, and a few shops, restaurants and parks nearby. The room was spacious and clean, and the bed was comfortable. We really enjoyed our stay here."
Amber 1-night trip
Posted 4 days ago
Grandstay Residential Suites Hotel - Sheboygan

Frequently asked questions

What are some hotels with pools in Sheboygan?
Blue Harbor Resort and Conference Center: Resort, 3-minute walk from Lake Michigan. Features a seasonal outdoor pool, an indoor pool, and free water-park access. Quality Inn Sheboygan North I-43: Offers full, an indoor pool, and free self parking. Comfort Inn & Suites Sheboygan I-43: Provides a children's pool, an indoor pool, and buffet.
What is there to see and do in Sheboygan?
Explore places like Lake Michigan while you're in Sheboygan. Make a point to visit attractions like North Side Municipal Beach and Blue Harbor Resort & Conference Center Water Park. Sheboygan appeals to visitors with its beautiful lakeside setting and array of dining options.
When is the best time to book a hotel with a pool in Sheboygan?
Taking into account the local weather in Sheboygan can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 27°F. The snowiest months in Sheboygan are January, March, February, and October, with each month seeing an average of 7 inches of snowfall.