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Search Hotels with Pool in Sheboygan

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Check availability on Sheboygan Hotels with Pool

Our top choices for Sheboygan hotels with a pool

Luxury Condo | Terrace/patio
Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin

4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin
Indoor pool
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

2.0 star property
Sheboygan
8.6 out of 10, Excellent, (1002)
"Nice room and friendly staff "
United States
John
The price is ฿2,272
฿2,579 total
includes taxes & fees
5 Jan - 6 Jan 2026
AmericInn by Wyndham Sheboygan
Indoor pool
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

2.5 star property
Sheboygan
8.6 out of 10, Excellent, (135)
"Hot tub not heating, room, breakfast, and staff decent."
United States
Trinette
The price is ฿2,291
฿2,601 total
includes taxes & fees
7 Jan - 8 Jan 2026
Comfort Inn & Suites Sheboygan I-43
Indoor pool
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

2.5 star property
Sheboygan
8.2 out of 10, Very good, (743)
"Thank you for the stay."
United States
Todd
The price is ฿2,263
฿2,568 total
includes taxes & fees
24 Dec - 25 Dec
Quality Inn Sheboygan North I-43
Indoor pool
Lighthouse Inn

Lighthouse Inn

2.5 star property
Two Rivers
9.0 out of 10, Wonderful, (1000)
"Great place clean room awesome staff and great food at restaurant "
United States
Jason
The price is ฿3,007
฿3,413 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lighthouse Inn
Indoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers
Fairway Inn & Suites

Fairway Inn & Suites

3.0 star property
Mishicot
7.8 out of 10, Good, (485)
"Nice staff, had the place basically to ourselves"
United States
Mark
The price is ฿2,263
฿2,568 total
includes taxes & fees
16 Dec - 17 Dec
Fairway Inn & Suites
Indoor pool
Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

3.0 star property
Two Rivers
8.8 out of 10, Excellent, (807)
"The room was immaculate! Beds were super comfortable! The breakfast had many choices and the dining area overlooks the lake and rivers! Staff was super friendly and helpful!"
United States
Traci
Cobblestone Hotel & Suites - Two Rivers
Indoor pool
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

2.5 star property
Plymouth
9.0 out of 10, Wonderful, (561)
"very nice room staff was spot on great stay"
United States
KEVIN
The price is ฿3,900
฿4,426 total
includes taxes & fees
16 Dec - 17 Dec
Baymont by Wyndham Plymouth
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
The Oasis Hotel & Bar

The Oasis Hotel & Bar

2.5 star property
Sheboygan Falls
8.2 out of 10, Very good, (338)
"Great place to stay"
United States
Sherry
The price is ฿2,263
฿2,500 total
includes taxes & fees
11 Dec - 12 Dec
The Oasis Hotel & Bar
Indoor pool
Village Inn on the Lake

Village Inn on the Lake

2.5 star property
Two Rivers
8.8 out of 10, Excellent, (155)
"Friendly staff"
United States
Ane
The price is ฿3,278
฿3,720 total
includes taxes & fees
14 Dec - 15 Dec
Village Inn on the Lake
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 Sheboygan Hotel Reviews

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

10/10 Excellent
"The room was huge! "
TROY 3-night trip
Posted 13 days ago
AmericInn by Wyndham Sheboygan
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"Nice property right on the water "
bud 1-night trip
Posted 3 months ago
Blue Harbor Resort and Conference Center

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 such as Lake Michigan while you're in Sheboygan. Make a point to visit attractions such as 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 the local weather in Sheboygan into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of -3°C. The snowiest months in Sheboygan are January, March, February and October, with each month seeing an average of 17 cm of snowfall.