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Find Hotels with a Pool in Sheboygan, WI

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Check availability on Sheboygan Hotels with a Pool

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Sheboygan hotels with a pool

A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.
A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.
A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.
A spacious living area with a fireplace, a sofa, and a dining area in the background.

1. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
  • Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
₩160,831
₩182,542 total
includes taxes & fees
Nov 1 - Nov 2
Grandstay Residential Suites Hotel - Sheboygan
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.
A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.
A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.
An outdoor patio with stone walls, a fire feature, and seating.

2. Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
  • Dive into year-round aquatic bliss at this lakeside retreat with a pristine indoor pool just minutes from Lake Michigan.
₩167,667
₩190,302 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Sheboygan
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.
A modern dining area with a central island, bar stools, and a sofa.
A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.

3. Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
  • An indoor pool retreat with sunrise views of Lake Michigan beckons at this hotel in Sheboygan, where comfort meets lakeside charm.
₩163,512
₩185,586 total
includes taxes & fees
Oct 16 - Oct 17
Holiday Inn Express Sheboygan-Kohler by IHG
A swimming pool area with lounge chairs and umbrellas.
A spacious lobby with a central chandelier, multiple levels with balconies, and rows of blue chairs.
A coastal hotel with a wooden boardwalk leading to beach chairs.
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
Sheboygan
  • Poolside paradise awaits at this beachfront resort with indoor and outdoor options for year-round splashing fun.
₩246,594
₩315,215 total
includes taxes & fees
Oct 13 - Oct 14
Blue Harbor Resort and Conference Center
A spa area with a pool, lounge chairs, and a seating area with a sofa and cushions.
A coastal golf course with a view of the ocean.
A spacious indoor area with multiple seating arrangements, including chairs and sofas, and a bar area with shelves.
A large indoor pool with a waterfall feature, surrounded by white chairs and a large towel rack.

5. The American Club

The American Club
Kohler
  • Lakeside tennis resort with 10 courts and a full-service spa offers an active retreat on the shores of Lake Michigan.
₩670,130
₩740,494 total
includes taxes & fees
Nov 1 - Nov 2
The American Club
A family sitting by a poolside with chairs and a tiled wall in the background.
A hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.
A reception area with two desks, a TV, and orange chairs.
A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.

6. AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
  • Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.
₩115,061
₩130,594 total
includes taxes & fees
Nov 1 - Nov 2
AmericInn by Wyndham Sheboygan
An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.
A modern hotel room with two beds, a desk, and a view of the outdoors.
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.

7. Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
  • Sleek indoor pool oasis minutes from Lake Michigan creates a serene retreat for year-round swimming at this modern hotel.
₩192,528
₩218,519 total
includes taxes & fees
Oct 25 - Oct 26
Home2 Suites By Hilton Sheboygan
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

8. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
₩167,666
₩190,300 total
includes taxes & fees
Oct 13 - Oct 14
Baymont by Wyndham Plymouth
A hotel with a curved facade, illuminated signage, and snow-covered surroundings.
A spa area with a green heated floor, a ceiling with a cloud mural, and two relaxation chairs on either side.
A coastal golf course with a view of the ocean.
A cozy living room with a fireplace, leather furniture, and a chandelier.

9. Inn On Woodlake

Inn On Woodlake
Kohler
  • Lakeside serenity awaits with pool access, golf excursions, and spa relaxation.
₩306,920
₩339,153 total
includes taxes & fees
Nov 1 - Nov 2
Inn On Woodlake
An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.
A hotel room with a bed, a sofa, a desk, and a television.
A bathroom with a sink, mirror, towel rack, and toilet.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

10. Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
  • Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.
₩107,087
₩121,544 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Sheboygan North I-43
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Choose what matters most at hotels with a pool in Sheboygan

Breakfast included
Hot tub
4 stars
Water park
5 stars

Hotels with pools and free breakfast in Sheboygan

A spacious living area with a fireplace, a sofa, and a dining area in the background.
A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.
A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.
A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
₩160,831
₩182,542 total
includes taxes & fees
Nov 1 - Nov 2
Grandstay Residential Suites Hotel - Sheboygan
A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.
A hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.
A reception area with two desks, a TV, and orange chairs.
A family sitting by a poolside with chairs and a tiled wall in the background.

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
₩115,061
₩130,594 total
includes taxes & fees
Nov 1 - Nov 2
AmericInn by Wyndham Sheboygan
A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A hotel room with two beds, a wooden headboard, bedside tables with lamps, and a small shelf.

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
₩163,512
₩185,586 total
includes taxes & fees
Oct 16 - Oct 17
Holiday Inn Express Sheboygan-Kohler by IHG
An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.
A hotel room with a bed, a sofa, a desk, and a television.
A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
₩107,087
₩121,544 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Sheboygan North I-43
A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
An indoor swimming pool with clear water, tiled floor, and safety railings.
A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
₩107,542
₩122,060 total
includes taxes & fees
Nov 9 - Nov 10
Comfort Inn & Suites Sheboygan I-43
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.
A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.
A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.
An outdoor patio with stone walls, a fire feature, and seating.

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
₩167,667
₩190,302 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Sheboygan
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.
An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.
A modern hotel room with two beds, a desk, and a view of the outdoors.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
₩192,528
₩218,519 total
includes taxes & fees
Oct 25 - Oct 26
Home2 Suites By Hilton Sheboygan
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A bar area with a long counter, multiple stools, and a selection of beverages.
A spacious lobby with marble flooring, vending machines, and a staircase.
A reception area with two counters, a marble wall, an ATM, and a staircase.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
₩107,355
₩118,628 total
includes taxes & fees
Oct 13 - Oct 14
The Oasis Hotel & Bar
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
₩167,666
₩190,300 total
includes taxes & fees
Oct 13 - Oct 14
Baymont by Wyndham Plymouth
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.
A reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.
A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.
A conference room with a long table, six chairs, and a wooden accent wall.

Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
₩114,405
₩129,850 total
includes taxes & fees
Nov 1 - Nov 2
Wingate by Wyndham Sheboygan
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Hotels with pools and hot tubs in Sheboygan

A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
An indoor swimming pool with clear water, tiled floor, and safety railings.
A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
₩107,542
₩122,060 total
includes taxes & fees
Nov 9 - Nov 10
Comfort Inn & Suites Sheboygan I-43
An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.
A hotel room with a bed, a sofa, a desk, and a television.
A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
₩107,087
₩121,544 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Sheboygan North I-43
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A bar area with a long counter, multiple stools, and a selection of beverages.
A spacious lobby with marble flooring, vending machines, and a staircase.
A reception area with two counters, a marble wall, an ATM, and a staircase.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
₩107,355
₩118,628 total
includes taxes & fees
Oct 13 - Oct 14
The Oasis Hotel & Bar
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
₩167,666
₩190,300 total
includes taxes & fees
Oct 13 - Oct 14
Baymont by Wyndham Plymouth
A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.
A large, white building with a symmetrical facade and multiple balconies.
A spacious lobby with a central chandelier, multiple levels with balconies, and rows of blue chairs.
A beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
Sheboygan
₩246,594
₩315,215 total
includes taxes & fees
Oct 13 - Oct 14
Blue Harbor Resort and Conference Center
Indoor pool
A restaurant with stone walls, a flat-screen TV, a fireplace, and a kitchen area with a water dispenser and coffee machines.
Room
Lobby

AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
Plymouth
₩135,567
₩153,868 total
includes taxes & fees
Nov 1 - Nov 2
AmericInn by Wyndham Plymouth
A view from a window overlooking a coastal area with a pathway leading to a building with a balcony.
A living room with a view of the sea, a sofa, a wooden table, and a painting on the wall.
A modern building with large windows, a pathway lined with rocks, and a view of the sea.
A lobby with a wooden staircase, a reception desk, and a seating area with a sofa and chairs.

Lighthouse Inn

Lighthouse Inn
Two Rivers
₩140,727
₩159,732 total
includes taxes & fees
Nov 1 - Nov 2
Lighthouse Inn
An indoor swimming pool with clear water, wooden walls, and a tiled floor.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a wooden table and chairs.
A wooden interior with a pool area, lounge chairs, and a table with chairs.
A hotel room with a bed, a fireplace, a television, a sauna, a dining table, and a kitchen area.

Village Inn on the Lake

Village Inn on the Lake
Two Rivers
₩142,068
₩161,247 total
includes taxes & fees
Nov 1 - Nov 2
Village Inn on the Lake
A modern lobby with a grey sofa, armchairs, and a large ship's wheel on the wall.
An outdoor patio with tables and chairs, large umbrellas, and a view of the water.
A hotel room with two beds, a desk, a TV, and a dresser.
An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a brick floor.

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel
Manitowoc
₩158,352
₩179,730 total
includes taxes & fees
Nov 1 - Nov 2
The Inn on Maritime Bay, an Ascend Collection Hotel
A hotel lobby with a glass door leading to a pool area.
A hotel room with a sofa, armchair, and a small table. There is a mirror on the wall and a lamp. The room has a carpeted floor and a picture of a sunset on the wall.
A living room with two couches, a coffee table, and a round mirror on the wall.
A modern hotel lobby with a high ceiling, a zebra-patterned carpet, and a glass partition with a view of the lobby area.

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
Manitowoc
₩124,644
₩141,471 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Manitowoc by IHG
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

8/10 Good
"no complaints. would visit again."
Linda 1-night trip
Posted 5 hours ago
AmericInn by Wyndham Sheboygan
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"Very friendly staff. The property was clean except people smoking right by the entrance. Maybe move the receptical further away and dont allow smoking past the parking lot. Breakfast was ok. Suggest a bigger toaster or have 2. Coffee was always empty. Apple juice was watery. Our room had a bad oder. The fan didn't work in the bathroom. The beds were extremely hard and not comfortable. The couch seats were low compared to the armrests and were uncomfortable because it had a bed inside and the bars dug into your legs. The room layout was very nice. 2 separate bedrooms instead of 2 beds next to each other and they were separated by the living room. The price was fair for the room we booked. The pool is very small and not very deep. There was no hot tub, that was a bummer."
Angela M 2-night trip
Posted 16 hours ago
Grandstay Residential Suites Hotel - Sheboygan
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

8/10 Good
"The breakfast should have had a protein. It was too dark in my bathroom. Loved that there was no carpet on the floor in my room."
David 2-night trip
Posted 6 days ago
Super 8 by Wyndham Sheboygan WI
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

8/10 Good
"Room was clean. Smelled like the perfume strippers wear. Staff was friendly and helpful. Sign said rooms not made up on Friday and Sunday unless requested. We stayed over and our room was not made up on Saturday, but trash removed. VERY convenient to Road America. Don’t know if restaurants are near, but there is a McDonald’s very close. Would stay here again."
jeff 3-night trip
Posted 8 days ago
La Quinta Inn by Wyndham Sheboygan
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

10/10 Excellent
"Clean room"
Stefani 1-night trip
Posted 8 days ago
Wingate by Wyndham Sheboygan
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent
"Clean property. Close to shopping centers."
Ka 4-night trip
Posted 2 weeks ago
Holiday Inn Express Sheboygan-Kohler by IHG
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"Perfect weekend getaway spent looking out the balcony at the beach waves!"
Alexis 1-night trip
Posted 2 weeks 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. 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.

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