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Hotels with a Pool in Sheboygan

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December 2025

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Hotels with a Pool in Sheboygan

Comfort Inn & Suites Sheboygan I-43

Sheboygan
  • Splashing family fun awaits at this indoor aquatic playground with thrilling waterslide and relaxing hot tub.
£65
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn & Suites Sheboygan I-43

Quality Inn Sheboygan North I-43

Sheboygan
  • Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.
£61
includes taxes & fees
23 Nov - 24 Nov
Quality Inn Sheboygan North I-43

AmericInn by Wyndham Sheboygan

Sheboygan
  • Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.
£69
includes taxes & fees
20 Nov - 21 Nov
AmericInn by Wyndham Sheboygan

Cobblestone Hotel & Suites - Two Rivers

Two Rivers
  • Luxurious indoor pool escape awaits in this riverside retreat with stunning Lake Michigan views just steps away.
£101
includes taxes & fees
1 Dec - 2 Dec
Cobblestone Hotel & Suites - Two Rivers

Holiday Inn Manitowoc by IHG

Manitowoc
  • Indoor oasis awaits with divine hot tub and pool for year-round swimming and relaxation.
£79
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Manitowoc by IHG

The Oasis Hotel & Bar

Sheboygan Falls
  • Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
£60
includes taxes & fees
16 Nov - 17 Nov
The Oasis Hotel & Bar

Baymont by Wyndham Plymouth

Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
£106
includes taxes & fees
20 Nov - 21 Nov
Baymont by Wyndham Plymouth

Lighthouse Inn

Two Rivers
  • Dive into serene relaxation at this Lake Michigan waterfront hotel featuring an ocean-themed indoor pool and bubbling hot tub.
£91
includes taxes & fees
18 Nov - 19 Nov
Lighthouse Inn

Village Inn on the Lake

Two Rivers
  • Splash into refreshing indoor waters, complete with a hot tub and mini-golf, at this lakeside retreat with poolside service.
£94
includes taxes & fees
16 Nov - 17 Nov
Village Inn on the Lake

The Inn on Maritime Bay, an Ascend Collection Hotel

Manitowoc
  • Splash into relaxation at this maritime hotel with an indoor pool oasis for all-weather fun.
£106
includes taxes & fees
30 Nov - 1 Dec
The Inn on Maritime Bay, an Ascend Collection Hotel

Best Western Stanton Inn

Chilton
  • Serene indoor pool sanctuary offers hot tub relaxation and fitness options at this hotel.
£112
includes taxes & fees
16 Nov - 17 Nov
Best Western Stanton Inn

Siebkens Resort

Elkhart Lake
  • Splash into summer bliss at this lakeside retreat with a seasonal outdoor pool, just steps away from a private beach paradise.
£102
includes taxes & fees
17 Nov - 18 Nov
Siebkens Resort

AmericInn by Wyndham Plymouth

Plymouth
  • Splash into aquatic bliss at this hotel's indoor oasis, where pool days meet comfort stays.
£94
includes taxes & fees
16 Nov - 17 Nov
AmericInn by Wyndham Plymouth

Home2 Suites By Hilton Sheboygan

Sheboygan
  • Dive into aquatic bliss at this hotel with an indoor pool just steps from Lake Michigan and a state-of-the-art fitness centre.
£96
includes taxes & fees
30 Nov - 1 Dec
Home2 Suites By Hilton Sheboygan

Holiday Inn Express Sheboygan-Kohler by IHG

Sheboygan
  • Dive into this hotel's year-round pool paradise and maintain your fitness routine, just steps from Lake Michigan.
£77
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Sheboygan-Kohler by IHG

Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan
  • Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
£108
includes taxes & fees
16 Nov - 17 Nov
Grandstay Residential Suites Hotel - Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan
  • Splash into bliss at this clean, comfortable hotel featuring an inviting indoor pool just steps from Lake Michigan shores.
£108
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites by Marriott Sheboygan

Wingate by Wyndham Sheboygan

Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
£58
includes taxes & fees
18 Nov - 19 Nov
Wingate by Wyndham Sheboygan

The Osthoff Resort

Elkhart Lake
  • Splash into relaxation at this lakeside resort offering indoor and outdoor pools for year-round swimming.
The Osthoff Resort

Inn On Woodlake

Kohler
  • Lakeside serenity awaits with pool access, golf excursions, and spa relaxation.
£173
includes taxes & fees
16 Nov - 17 Nov
Inn On Woodlake
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Top neighbourhoods in Sheboygan

Downtown Sheboygan

The Downtown Sheboygan neighbourhood has lots to see, including Stefanie H. Weill Center for the Performing Arts and John Michael Kohler Arts Center.

Ellis Historical District

Sheboygan's Ellis Historical District neighbourhood offers attractions, including Deland Park.

Top landmarks in Sheboygan

Blue Harbor Resort & Conference Center Water Park

Blue Harbor Resort & Conference Center Water Park

Why not give yourself a treat with a trip to Blue Harbor Resort & Conference Center Water Park, one of the family attractions located 0.4 mi (0.6 km) from central Sheboygan? If you have fun at Blue Harbor Resort & Conference Center Water Park, you'll love Bookworm Gardens and Above & Beyond Children's Museum, both located nearby.

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Whistling Straits Golf Course

Whistling Straits Golf Course

You might want to practise your swing at Whistling Straits Golf Course, a golf course located 7.1 mi (11.4 km) from central Sheboygan. If Whistling Straits Golf Course doesn't quite scratch your golfing itch, Blackwolf Run is just a short drive away.

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John Michael Kohler Arts Center

John Michael Kohler Arts Center

John Michael Kohler Arts Center is just one of the attractions in Downtown Sheboygan, Sheboygan so you might want to stop by during your trip. If you want to experience more of the culture Sheboygan has to offer, head to Stefanie H. Weill Center for the Performing Arts, Blue Harbor Resort & Conference Center Water Park, and Bookworm Gardens.

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Stefanie H. Weill Center for the Performing Arts

Stefanie H. Weill Center for the Performing Arts

You can make plans for a show at Stefanie H. Weill Center for the Performing Arts during your stay in Sheboygan. While you're in the area, stroll along the lakeside.

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Aurora Sheboygan Memorial Medical Center

Aurora Sheboygan Memorial Medical Center

If Aurora Sheboygan Memorial Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Sheboygan.

See properties in Aurora Sheboygan Memorial Medical Center
Kohler Park Dunes State Natural Area

Kohler Park Dunes State Natural Area

Explore the great outdoors at Kohler Park Dunes State Natural Area, a lovely green space in Sheboygan. Wander through the lakeside and beautiful beaches in this family-friendly area.

See properties in Kohler Park Dunes State Natural Area

Frequently asked questions

What are the best hotels with a pool in Sheboygan?
Based on guest reviews, Fairfield Inn & Suites by Marriott Sheboygan is one of the best Sheboygan hotels with a pool. Blackout curtains and laundry services are included in your stay too. Grandstay Residential Suites Hotel is another traveller favourite where you can enjoy some poolside relaxation. To find other popular options with this perk, simply select the "Pool" filter and then sort by "Guest rating + our picks."
What are the cheapest hotels with a pool in Sheboygan?
It's a breeze to find some of the cheapest hotels in Sheboygan with a pool from £58 for your next escape. One of the most affordable is Fairfield Inn & Suites by Marriott Sheboygan. It offers free long-distance calls and front desk services too. Grandstay Residential Suites Hotel is another option that offers poolside perks at a price you'll love.
What is the best time to stay in a hotel with a pool in Sheboygan?
If you're looking for the warmest weather, plan your trip for August. The temperatures are around 18ºC to 24ºC at this time. February sees the coolest temperatures between -8ºC and -3ºC. For a more relaxed setting and potentially cheaper Sheboygan hotels with a pool, visit in February when it's not as busy.
What hotels with a pool are closest to Blue Harbour Resort & Conference Centre Water Park?
Explore the sights and then kick back by the water at Grandstay Residential Suites Hotel - Sheboygan. Offering pillow top mattresses and designer toiletries, this property is a short drive from Blue Harbour Resort & Conference Centre Water Park. Wingate by Wyndham Sheboygan is another option nearby. Browse the variety of hotels in Sheboygan with a pool that'll put you close to this attraction.
Are there any hotels with a pool in Sheboygan with parking?
With a pool, parking, free long-distance calls and complimentary breakfast, Fairfield Inn & Suites by Marriott Sheboygan will check all your boxes. You can also unwind by the water or head out whenever you like at Grandstay Residential Suites Hotel - Sheboygan. To see what else is available, browse the 674 Sheboygan hotels with a pool and parking.

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