Title: Book the Best Hotels with POOL in Sheboygan in 2026 | Expedia.ca

[Hotels in Sheboygan](https://expedia.ca/Sheboygan-Hotels.d6059814.Travel-Guide-Hotels)[Vacation Rentals in Sheboygan](https://expedia.ca/Sheboygan-Vacation-Rentals.d6059814.Travel-Guide-VacationRentals)[Flights to Sheboygan](https://expedia.ca/Cheap-Flights-To-Sheboygan.d6059814.Travel-Guide-Flights)[Sheboygan Car Rentals](https://expedia.ca/Car-Rentals-In-Sheboygan.d6059814.Car-Rental-Guide)[Sheboygan Vacation Packages](https://expedia.ca/Sheboygan.d6059814.Destination-Travel-Guides)

![Getting out on the jetty to get this photo is just ONE of the perspectives you are presented with when you get down to the lake shore in Sheboygan County.

Facing north, the sunrise just appeared to have so many natural colors for this long exposure. Plus, the calm waters looked even more so at 4 seconds.

If you get to the eastern side of Wisconsin, in Sheboygan County, heading to the lake is a MUST.](https://images.trvl-media.com/place/6059814/6ee3f5a4-1fa9-4851-859a-f5e938844522.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by John Sukowaty

# Find Hotels with a Pool in Sheboygan, WI from CA $106

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## Check availability on Sheboygan Hotels with a Pool

Tonight

[Jan 4 - Jan 5](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-01-04&endDate=2026-01-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 5 - Jan 6](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-01-05&endDate=2026-01-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6059814&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Sheboygan hotels with a pool

![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/df0956b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/905df2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/757ddf30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/17a4f2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Sheboygan I-43

[](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information)

Sheboygan

8.6/10

Excellent

(144)

"Hot tub was great. Beds were very comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

susan

CA $99

CA $112 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/73bd7f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/6a44c8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/9841254f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AmericInn by Wyndham Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information)

Sheboygan

8.6/10

Excellent

(1006)

"Room was clean food was ok"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rosa

CA $93

CA $106 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/daa7c361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/58ec55d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/cb697ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Sheboygan North I-43

[](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information)

Sheboygan

8.2/10

Very good

(748)

"The breakfast options were amazing. Love the pool area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brionna

CA $98

CA $111 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/35a9e66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/bd886547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/be8c422d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/8100/8038/f21a516b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Manitowoc by IHG

[](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.Hotel-Information)

Manitowoc

8.2/10

Very good

(557)

"Perfect thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terry

CA $125

CA $142 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Sheboygan-Hotels-Holiday-Inn-Manitowoc.h8038.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/f9a24178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/4453439b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free breakfast](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/65535b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062718/95fbb584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baymont by Wyndham Plymouth

[](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.Hotel-Information)

Plymouth

9.0/10

Wonderful

(568)

"Great place to Stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marvin

CA $168

CA $191 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Sheboygan-Hotels-Baymont-By-Wyndham-Plymouth.h1062718.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/140b115c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/2d2d0da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/b6f6a12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740463/8c136dfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lighthouse Inn

[](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information)

Two Rivers

9.0/10

Wonderful

(1001)

"Great place clean room awesome staff and great food at restaurant "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason

CA $130

CA $147 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Sheboygan-Hotels-Lighthouse-Inn.h1740463.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/46000000/45950000/45946900/45946864/a8b439ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/46000000/45950000/45946900/45946864/9a044811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/46000000/45950000/45946900/45946864/b2988a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/46000000/45950000/45946900/45946864/00a83619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cobblestone Hotel & Suites - Two Rivers

[](https://www.expedia.ca/Sheboygan-Hotels-Cobblestone-Hotel-Suites-Two-Rivers.h45946864.Hotel-Information)

Two Rivers

8.8/10

Excellent

(822)

"Wonderful accommodations "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon

CA $136

CA $161 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Sheboygan-Hotels-Cobblestone-Hotel-Suites-Two-Rivers.h45946864.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/911900/911819/d84b3e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911900/911819/3d361bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/920000/911900/911819/adc52b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911900/911819/6f65ddaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Stanton Inn

[](https://www.expedia.ca/Sheboygan-Hotels-Best-Western-Stanton-Inn.h911819.Hotel-Information)

Chilton

9.2/10

Wonderful

(507)

"Clean rooms, friendly and efficient staff, clean facilities and comfortable environment. Easy checkin and checkout. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pamela

CA $192

CA $203 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Sheboygan-Hotels-Best-Western-Stanton-Inn.h911819.Hotel-Information)

![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/be2dadad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/67e05dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/1b627dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/71000000/70550000/70542900/70542875/659cedd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Oasis Hotel & Bar

[](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information)

Sheboygan Falls

8.2/10

Very good

(342)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherry

CA $98

CA $108 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Sheboygan-Falls-Hotels-AmeriVu-Inn-Suites.h70542875.Hotel-Information)

![Indoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/13000000/13000000/12990500/12990432/7e9014d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/13000000/13000000/12990500/12990432/8ad908b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/13000000/12990500/12990432/7f5aa6d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/13000000/13000000/12990500/12990432/15b844aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairway Inn & Suites

[](https://www.expedia.ca/Sheboygan-Hotels-Par-5-Resort.h12990432.Hotel-Information)

Mishicot

7.8/10

Good

(488)

"Nice staff, had the place basically to ourselves"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark

CA $98

CA $111 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Sheboygan-Hotels-Par-5-Resort.h12990432.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&regionId=6059814&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Sheboygan Hotel Reviews

![Quality Inn Sheboygan North I-43](https://images.trvl-media.com/lodging/1000000/20000/18000/17917/d6bb0d42_y.jpg)

### Quality Inn Sheboygan North I-43

10/10 Excellent

"The breakfast options were amazing. Love the pool area"

[](https://expedia.ca/Sheboygan-Hotels-Quality-Inn.h17917.Hotel-Information)

![AmericInn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/670000/663100/663055/ea3b9a85_y.jpg)

### AmericInn by Wyndham Sheboygan

10/10 Excellent

"Clean room and friendly staff. Breakfast was also good too. My son enjoyed it all especially the pool haha."

[](https://expedia.ca/Sheboygan-Hotels-AmericInn-By-Wyndham-Sheboygan.h663055.Hotel-Information)

![Comfort Inn & Suites Sheboygan I-43](https://images.trvl-media.com/lodging/1000000/930000/921400/921389/2dd9d6b5_y.jpg)

### Comfort Inn & Suites Sheboygan I-43

10/10 Excellent

"Hot tub was great. Beds were very comfortable "

[](https://expedia.ca/Sheboygan-Hotels-Sleep-Inn-Suites-Sheboygan-I-43.h921389.Hotel-Information)

![Wingate by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/30000/23800/23758/w1406h1452x0y4-c850208b_y.jpg)

### Wingate by Wyndham Sheboygan

10/10 Excellent

"Good workout room."

[](https://expedia.ca/Sheboygan-Hotels-Econo-Lodge.h23758.Hotel-Information)

![Grandstay Residential Suites Hotel - Sheboygan](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a_y.jpg)

### Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent

"Room was very spacious. 2 bedrooms bed and pillows comfortable. Staff was nice for check in. Breakfast was adequate. As mentioned before hot plate was cold but there is a microwave to heat up your food. Place was clean. Walking distance to restaurants "

[](https://expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information)

![Holiday Inn Express Sheboygan-Kohler by IHG](https://images.trvl-media.com/lodging/1000000/50000/43200/43134/a3806c9c_y.jpg)

### Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent

"Staff"

[](https://expedia.ca/Sheboygan-Hotels-Holiday-Inn-Express-Sheboygan-Kohler.h43134.Hotel-Information)

![La Quinta Inn by Wyndham Sheboygan](https://images.trvl-media.com/lodging/1000000/40000/40000/39976/0c381b2f_y.jpg)

### La Quinta Inn by Wyndham Sheboygan

10/10 Excellent

"Yes "

[](https://expedia.ca/Sheboygan-Hotels-La-Quinta-Inn-By-Wyndham-Sheboygan.h39976.Hotel-Information)

![Super 8 by Wyndham Sheboygan WI](https://images.trvl-media.com/lodging/1000000/460000/459600/459588/867b9b96_y.jpg)

### Super 8 by Wyndham Sheboygan WI

10/10 Excellent

"It was great"

[](https://expedia.ca/Sheboygan-Hotels-Super-8-By-Wyndham-Sheboygan-WI.h459588.Hotel-Information)

![Blue Harbor Resort and Conference Center](https://images.trvl-media.com/lodging/2000000/1180000/1180000/1179943/8a88669b_y.jpg)

### Blue Harbor Resort and Conference Center

10/10 Excellent

"Nice property right on the water "

[](https://expedia.ca/Sheboygan-Hotels-Blue-Harbor-Resort-And-Spa.h1179943.Hotel-Information)

## Frequently asked questions

### What are the best hotels in Sheboygan with outdoor pools?

> The outdoor pool area is not just a place to swim; it features a waterslide that adds an element of fun for kids and adults alike. Additionally, the resort offers an indoor pool for those cooler Wisconsin days, ensuring that your family can enjoy water activities year-round. Reviewers highlight the spacious rooms and nice balconies, which enhance the overall experience by providing comfortable spaces to unwind after a day of adventure.

### How much does a hotel with outdoor pool in Sheboygan cost?

### What are some of the best Sheboygan hotels with outdoor pools and scenic views?

> Guests rave about the resort's amenities, including comfortable poolside loungers and cabanas, great for soaking up the sun. The poolside bar adds an element of fun, allowing families to enjoy refreshing drinks while lounging by the water. The indoor water slide is an exciting feature for children, making it a favorite among families looking for adventure. With a traveller review score of 8.4, visitors appreciate the friendly and professional staff, spacious rooms, and the overall quality of the amenities.

### Are there hotels in Sheboygan with outdoor pool cabanas or loungers?

> Guests rave about the friendly and professional staff, as well as the spacious rooms that provide a comfortable retreat after a day of exploring. The addition of a waterslide adds a fun twist for families with children, making it a great choice for those looking to combine relaxation with a bit of adventure.

### Which Sheboygan hotels offer poolside service for food and drinks?

> With a solid review rating of 8.4, travellers rave about the friendly and professional staff, spacious rooms, and great amenities. The resort features an outdoor pool complete with sun loungers, cabanas, and umbrellas, making it an ideal spot for families looking to unwind and enjoy a leisurely day by the pool. Additionally, the indoor pool with a waterslide adds a fun twist for children, ensuring that everyone has a memorable experience.

### Are there hotels in Sheboygan with outdoor pool activities or events?

> For families, the Blue Harbor Resort is particularly appealing due to its expansive indoor water park, which includes thrilling slides, a lazy river, and even a surf simulator—ensuring endless fun for kids and adults alike. The combination of outdoor pool activities and organised events makes it a hub of enjoyment during your stay.
> 
>   
> While there are other hotels in Sheboygan with pool facilities, none quite compare to the unique offerings of Blue Harbor Resort.

### Is it cheaper to book flights and a hotel in Sheboygan as a package?

### How can I save on a hotel in Sheboygan with Expedia?

### Can I cancel my hotel reservation on Expedia?

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- [Flights to Kohler ](https://www.expedia.ca/Cheap-Flights-To-Kohler.d8176.Travel-Guide-Flights)
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- [Blue Harbor Resort & Conference Center Water Park ](https://www.expedia.ca/Blue-Harbor-Resort-Conference-Center-Water-Park-Sheboygan.d553248621532659437.Vacation-Attraction)
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- [Visit Johnsonville ](https://www.expedia.ca/Johnsonville.dx553248635975866500)
- [Oostburg Vacations ](https://www.expedia.ca/Oostburg.d3000461927.Destination-Travel-Guides)
- [Visit Oostburg ](https://www.expedia.ca/Oostburg.dx3000461927)
- [The Bull at Pinehurst Farms Golf Course ](https://www.expedia.ca/The-Bull-At-Pinehurst-Farms-Golf-Course-Sheboygan-Falls.d6199618.Vacation-Attraction)

- [Car rental Kohler ](https://www.expedia.ca/Car-Rentals-In-Kohler.d8176.Car-Rental-Guide)
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- [Book Hotels with a Pool in Sheboygan on Expedia.com ](https://www.expedia.com/Sheboygan-Hotels-Hotel-With-Pool.0-0-d6059814-tHotelwithPool.Travel-Guide-Filter-Hotels)