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Find Hotels with Pools in Sheboygan, WI from $55

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Sheboygan, Wisconsin, United States of America

Top Sheboygan Hotels with a Pool

Best Western Stanton Inn
2.5 out of 5
1101 E Chestnut St, Chilton, WI
Free CancellationReserve now, pay when you stay
The price is $93 per night from Nov 8 to Nov 9
4.6/5Wonderful! (231 reviews)

"Room was very clean. King bed was one of the most comfortable I've ever slept on. Pillows were awesome too!"…"

Reviewed on Sep 3, 2020

Best Western Stanton Inn
Baymont by Wyndham Plymouth
2.5 out of 5
678 Walton Drive, Plymouth, WI
Free CancellationReserve now, pay when you stay
The price is $87 per night from Nov 29 to Nov 30
4.5/5Wonderful! (326 reviews)
Thumbs up

"The bottom of the pool and hot tub look a bit dirty, otherwise I would give the hotel a 5 for cleanliness. The sheets were a little scratchy, too. But overall the beds were comfortable (and I'm pretty picky)."…"

Reviewed on Jul 18, 2020

Baymont by Wyndham Plymouth
The Osthoff Resort
3.5 out of 5
101 Osthoff Avenue, Elkhart Lake, WI
The price is $240 per night from Nov 1 to Nov 2
4.5/5Wonderful! (67 reviews)

"It was wonderful as always. I was very surprised no one was wearing masks or practicing social distancing, especially the restaurant staff."…"

Reviewed on Jul 31, 2020

The Osthoff Resort

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Westward Ho RV Resort & Campground
3 out of 5
5456 North Division Road, Glenbeulah, WI
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4.3/5Excellent! (3 reviews)

"Better than expected due to late reservation during the Oshkosh AirVenture"…"

Reviewed on Aug 23, 2017

Westward Ho RV Resort & Campground
Grandstay Residential Suites Hotel - Sheboygan
2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Free CancellationReserve now, pay when you stay
The price is $82 per night from Nov 2 to Nov 3
4.3/5Excellent! (472 reviews)

"Room was very clean and customer service was great"…"

Reviewed on Aug 16, 2020

Grandstay Residential Suites Hotel - Sheboygan
Holiday Inn Express Sheboygan-Kohler
2.5 out of 5
3823 Germaine Ave, Sheboygan, WI
Free Cancellation
The price is $89 per night from Nov 22 to Nov 23
4.3/5Excellent! (195 reviews)

"internet connection wasn't working until they finally figured it out and had their modem rebooted"…"

Reviewed on Sep 13, 2020

Holiday Inn Express Sheboygan-Kohler
AmericInn by Wyndham Manitowoc
2.5 out of 5
5020 Hecker Rd, Manitowoc, WI
Free CancellationReserve now, pay when you stay
The price is $93 per night from Oct 31 to Nov 1
4.3/5Excellent! (431 reviews)

"Good location, new rooms, only drawback is a little too small for 4 people"…"

Reviewed on Oct 28, 2020

AmericInn by Wyndham Manitowoc
Blue Harbor Resort and Spa
3 out of 5
725 Blue Harbor Drive, Sheboygan, WI
The price is $141 per night from Nov 1 to Nov 2
4.2/5Excellent! (321 reviews)

"Great location with a view on Michigan lake. Activities for kids were top notch: surfing at water park, glow in dark mini golf, nice arcade and of course the boat house or aquarium rooms.staff at the waterpark was friendly, professional, alert and very welcoming. Great place for family stay."…"

Reviewed on Oct 20, 2020

Blue Harbor Resort and Spa
AmericInn by Wyndham Sheboygan
2 out of 5
3664 S Taylor Dr, Sheboygan, WI
Free CancellationReserve now, pay when you stay
The price is $75 per night from Nov 5 to Nov 6
4.2/5Excellent! (459 reviews)

"Great place! Friendly staff! We will stay again Breakfast was great"…"

Reviewed on Oct 18, 2020

AmericInn by Wyndham Sheboygan
Lighthouse Inn
2.5 out of 5
1515 Memorial Dr, Two Rivers, WI
Free CancellationReserve now, pay when you stay
The price is $87 per night from Nov 1 to Nov 2
4.2/5Very Good! (453 reviews)

"The water was so cool to look at from our room. The staff was great!"…"

Reviewed on Oct 19, 2020

Lighthouse Inn
AmericInn by Wyndham Plymouth
2 out of 5
1708 Eastern Ave, Plymouth, WI
Free CancellationReserve now, pay when you stay
The price is $67 per night from Nov 5 to Nov 6
4.1/5Very Good! (228 reviews)

"Nice place to stay an convenient location, clean rooms, and friendly staff"…"

Reviewed on Oct 19, 2020

AmericInn by Wyndham Plymouth
Quality Inn
2.5 out of 5
4332 N 40th St, Sheboygan, WI
Free CancellationReserve now, pay when you stay
The price is $59 per night from Nov 22 to Nov 23
4.1/5Very Good! (308 reviews)

"Nice and clean. Nice staff working at this hotel. Great location for golf and fishing."…"

Reviewed on Oct 6, 2020

Quality Inn
Baymont by Wyndham Manitowoc Lakefront
2.5 out of 5
101 Maritime Dr, Manitowoc, WI
Free CancellationReserve now, pay when you stay
The price is $76 per night from Nov 30 to Dec 1
4.1/5Very Good! (974 reviews)

"Excellent location. On the water, walkable to downtown. Maritime museum next door."…"

Reviewed on Oct 22, 2020

Baymont by Wyndham Manitowoc Lakefront
Par 5 Resort
3 out of 5
250 W. Church St., Mishicot, WI
Free CancellationReserve now, pay when you stay
The price is $94 per night from Oct 31 to Nov 1
4/5Very Good! (161 reviews)

"Staff was friendly and great. Service was amazing!"…"

Reviewed on Oct 11, 2020

Par 5 Resort
Holiday Inn Manitowoc
3 out of 5
4601 Calumet Ave, Manitowoc, WI
Free Cancellation
The price is $98 per night from Nov 12 to Nov 13
4/5Very Good! (159 reviews)

"Nice place, very updated. The only thing we didn’t like because they never even told us, is that they do not have housekeeping on Sundays.. who does that!!!! We had to get our own clean towels, coffee and cups."…"

Reviewed on Aug 31, 2020

Holiday Inn Manitowoc
Sleep Inn & Suites Sheboygan I-43
2.5 out of 5
3912 Motel Rd, Sheboygan, WI
Free CancellationReserve now, pay when you stay
The price is $64 per night from Nov 29 to Nov 30
3.9/5Good! (539 reviews)

"Always seems clean. Disappointing that there was no coffee for guests in the common area. There was coffee in our room."…"

Reviewed on Sep 20, 2020

Sleep Inn & Suites Sheboygan I-43
Days Inn by Wyndham Sheboygan/The Falls
2 out of 5
600 Main St. North, Sheboygan Falls, WI
The price is $55 per night from Nov 6 to Nov 7
3.3/5 (301 reviews)

"Quick easy check in. Great room, good breakfast. Nice business stay."…"

Reviewed on Aug 28, 2020

Days Inn by Wyndham Sheboygan/The Falls
Econo Lodge
2 out of 5
723 Center Avenue, Sheboygan, WI
Free CancellationReserve now, pay when you stay
The price is $60 per night from Nov 1 to Nov 2
2.9/5 (303 reviews)

"Safe and right within walking distance of everything downtown."…"

Reviewed on Jun 28, 2020

Econo Lodge
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Frequently asked questions

What's it like visiting Sheboygan?
If laying by the pool is your idea of the perfect getaway, you may want to consider family-friendly Sheboygan, which offers 22 places to stay with pools. While you’re visiting, you can explore sights such as Blue Harbor Resort & Conference Center Water Park and Whistling Straits Golf Course, and then take it easy poolside at one of the accommodations in Sheboygan that guests like for their pools.
What are some hotels with pools in Sheboygan?
Sleep Inn & Suites Sheboygan I-43: Features an indoor pool, a children’s pool, and a hot tub. Baymont by Wyndham Manitowoc Lakefront: Offers a sauna, an indoor pool, and a hot tub. AmericInn by Wyndham Plymouth: Provides free breakfast, a pool, and free parking. Baymont by Wyndham Plymouth: Features a hot tub, an indoor pool, and free Internet. Lighthouse Inn: Offers a private beach, an indoor pool, and a restaurant.
What is there to see and do in Sheboygan?
Explore places like Blue Harbor Resort & Conference Center Water Park, Whistling Straits Golf Course, and Road America while you’re in Sheboygan. Make a point to visit attractions like North Side Municipal Beach and Wisconsin Maritime Museum. 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 July and August with an average temp of 68°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Sheboygan are February, January, November, and December, with each month seeing an average of 15 inches of snowfall.

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