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Find Hotels with a Pool in Sheboygan, WI

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Check availability on Sheboygan Hotels with a Pool

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Sheboygan hotels with a pool

A modern interior with a stone fireplace, seating area, and a flat-screen TV mounted above it.

1. Watershed Hotel

Watershed Hotel
3.0 star property
Sheboygan
9.8 out of 10, Exceptional, (718 reviews)
"Great place in a nice location. Will stay here again."
United States
Tisha
The price is ₩175,594
₩199,303 total
includes taxes & fees
Nov 4 - Nov 5
Watershed Hotel
A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.

2. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,125 reviews)
"Quiet place near the lake."
United States
Vivian
The price is ₩160,077
₩181,687 total
includes taxes & fees
Nov 22 - Nov 23
Grandstay Residential Suites Hotel - Sheboygan
A kitchen with dark cabinets, a wooden countertop, and pendant lights.

3. Harbor Winds Hotel

Harbor Winds Hotel
2.0 star property
Sheboygan
8.6 out of 10, Excellent, (1,002 reviews)
"Clean and comfortable very easy to get around the city for the weekend in Sheboygan Knowledgeable friendly staff"
United States
Alecia
The price is ₩124,365
₩141,154 total
includes taxes & fees
Nov 22 - Nov 23
Harbor Winds Hotel
A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.

4. Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
3.0 star property
Sheboygan
8.4 out of 10, Very good, (490 reviews)
"Wonderful hotel, so much to do, clean and comfortable"
United States
Brittany
The price is ₩247,568
₩316,460 total
includes taxes & fees
Nov 4 - Nov 5
Blue Harbor Resort and Conference Center
A hotel lobby with a staircase, seating area, and a reception desk.

5. La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan
3.0 star property
Sheboygan
8.2 out of 10, Very good, (1,003 reviews)
"The staff was very friendly and the room was clean"
United States
Spencer
The price is ₩123,145
₩139,769 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn by Wyndham Sheboygan
Lobby

6. Inn of Sheboygan

Inn of Sheboygan
2.0 star property
Downtown Sheboygan
8.0 out of 10, Very good, (655 reviews)
"Nice hotel for the price and good location."
United States
Anonymous traveler
The price is ₩1,345,550
₩1,527,199 total
includes taxes & fees
Nov 4 - Nov 5
Inn of Sheboygan
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.

7. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
3.0 star property
Downtown Sheboygan
7.0 out of 10, Good, (241 reviews)
"Was ok"
United States
Jason
The price is ₩114,372
₩129,812 total
includes taxes & fees
Nov 4 - Nov 5
Wingate by Wyndham Sheboygan
A two-story white building with green shutters, a front porch, and a staircase leading to the upper floor.

8. The Rochester Inn, A Historic Hotel

The Rochester Inn, A Historic Hotel
3.0 star property
Sheboygan Falls
9.8 out of 10, Exceptional, (329 reviews)
"Great place to stay!"
United States
Troy
The price is ₩342,992
₩381,955 total
includes taxes & fees
Nov 6 - Nov 7
The Rochester Inn, A Historic Hotel
A large, historic building with multiple chimneys and a prominent American flag.

9. The American Club

The American Club
5.0 star property
Kohler
9.6 out of 10, Exceptional, (269 reviews)
"AMAZING stay, can't wait to come back!!"
United States
Ken
The price is ₩666,990
₩737,024 total
includes taxes & fees
Nov 16 - Nov 17
The American Club
A hotel room with a bed, bedside tables, a desk, a chair, and a window with curtains.

10. Hampton Inn Manitowoc

Hampton Inn Manitowoc
2.5 star property
Manitowoc
9.6 out of 10, Exceptional, (39 reviews)
"Great property, great room, so nice and clean. Was up this way for work and will be back again in a month or two and will be staying again."
United States
GINA
The price is ₩158,977
₩180,440 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Manitowoc
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

11. Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
3.0 star property
Sheboygan
9.4 out of 10, Exceptional, (306 reviews)
"Nicely kept hotel, great staff, rooms were great! ...And how can you beat happy hour with free beer and wine every day and free breakfast?! I would definitely stay there again."
United States
Lawrence
The price is ₩164,695
₩186,928 total
includes taxes & fees
Nov 27 - Nov 28
Fairfield Inn & Suites by Marriott Sheboygan
A hotel with a curved facade, illuminated signage, and snow-covered surroundings.

12. Inn On Woodlake

Inn On Woodlake
3.5 star property
Kohler
9.4 out of 10, Exceptional, (293 reviews)
"Great place to stay."
United States
Peter
The price is ₩305,481
₩337,563 total
includes taxes & fees
Nov 16 - Nov 17
Inn On Woodlake
A large outdoor swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple windows and a covered patio area.

13. Siebkens Resort

Siebkens Resort
3.0 star property
Elkhart Lake
9.2 out of 10, Wonderful, (308 reviews)
"Great old school hotel with racing history."
United States
Samuel
The price is ₩155,836
₩175,316 total
includes taxes & fees
Nov 9 - Nov 10
Siebkens Resort
A swimming pool area with lounge chairs and umbrellas, a pool building with a sign, and a multi-story building in the background.

14. The Osthoff Resort

The Osthoff Resort
3.5 star property
Elkhart Lake
9.2 out of 10, Wonderful, (514 reviews)
"Beautiful and clean property…perfect get away from the city!!"
United States
Stephen
The price is ₩280,211
₩323,121 total
includes taxes & fees
Nov 5 - Nov 6
The Osthoff Resort
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

15. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
2.5 star property
Plymouth
9.0 out of 10, Wonderful, (619 reviews)
"The staff was friendly and helpful during both check in and check out. Our room was clean and comfortable."
United States
Traci
The price is ₩170,010
₩192,961 total
includes taxes & fees
Nov 30 - Dec 1
Baymont by Wyndham Plymouth
An indoor swimming pool with a mural of a coastal scene, a lounge area with chairs, and a small table.

16. Lighthouse Inn

Lighthouse Inn
2.5 star property
Two Rivers
9.0 out of 10, Wonderful, (1,009 reviews)
"It was a great stay"
United States
Christa
The price is ₩113,026
₩128,285 total
includes taxes & fees
Nov 8 - Nov 9
Lighthouse Inn
An indoor swimming pool with clear glass walls, wooden ceiling beams, and a poolside seating area with chairs and potted plants.

17. Best Western Stanton Inn

Best Western Stanton Inn
2.5 star property
Chilton
9.0 out of 10, Wonderful, (577 reviews)
"Staff was very friendly . Hotel was very clean great breakfast and the pool looked wonderful. We will be back"
United States
Jennifer
The price is ₩192,080
₩218,012 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Stanton Inn
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.

18. Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
2.5 star property
Sheboygan
8.8 out of 10, Excellent, (412 reviews)
"Clean property. Close to shopping centers."
United States
Ka
The price is ₩158,775
₩180,210 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Sheboygan-Kohler by IHG
Indoor pool

19. AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
3.0 star property
Plymouth
8.8 out of 10, Excellent, (472 reviews)
"Clean and quiet very comfortable bed. Breakfast was very good too!"
United States
Lisa
The price is ₩134,932
₩153,148 total
includes taxes & fees
Nov 16 - Nov 17
AmericInn by Wyndham Plymouth
A spacious dining area with white chairs and tables, large windows with blinds, and a view of the outdoors.

20. Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection
2.5 star property
Manitowoc
8.8 out of 10, Excellent, (1,002 reviews)
"nice place and a good breakfast"
United States
Patrick
The price is ₩98,008
₩111,239 total
includes taxes & fees
Nov 9 - Nov 10
Harbor Town, BW Signature Collection
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 Sheboygan

Breakfast included
Hot tub

Hotels with pools and free breakfast in Sheboygan

A spacious living area with a fireplace, a sofa, and a dining area in the background.
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1125)
The price is ₩160,077
₩181,687 total
includes taxes & fees
Nov 22 - Nov 23
Grandstay Residential Suites Hotel - Sheboygan
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Hotels with pools and hot tubs in Sheboygan

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
2.5 star property
Sheboygan
8.0 out of 10, Very good, (880)
The price is ₩107,509
₩122,024 total
includes taxes & fees
Nov 10 - Nov 11
Quality Inn Sheboygan North I-43
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

Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

8/10 Good
"It was perfect for a couple of nights to rest, front dest guy was helpfull"
Jose 3-night trip
Posted 2 hours ago
Super 8 by Wyndham Sheboygan WI

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. Comfort Inn & Suites Sheboygan I-43: Offers a children's pool, an indoor pool, and buffet. Quality Inn Sheboygan North I-43: Provides full, an indoor pool, and free self parking.
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 John Michael Kohler Arts Center. 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.