A red lighthouse amidst rough seas with waves crashing against a pier.

Search Hotels with Pool in Sheboygan

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sheboygan Hotels with Pool

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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 hotel room with two beds, a sofa, a TV, and a dining table.
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.
฿4,052
฿4,599 total
includes taxes & fees
1 Nov - 2 Nov
Grandstay Residential Suites Hotel - Sheboygan
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.
An outdoor patio with stone walls, a fire feature, and seating.
A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.
A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

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.
฿4,222
฿4,791 total
includes taxes & fees
1 Nov - 2 Nov
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 Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.
A hotel lobby with a seating area, a reception desk, and artwork on the walls.
A hotel room with two beds, a wooden headboard, bedside tables with lamps, and a small shelf.

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.
฿3,847
฿4,366 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Sheboygan-Kohler by IHG
Pool
Terrace/patio
Breakfast area
Exterior

4. 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.
฿3,987
฿4,525 total
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites By Hilton Sheboygan
A family sitting by a poolside with chairs and a tiled wall in the background.
A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.
A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.
A reception area with two desks, a TV, and orange chairs.

5. 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.
฿2,897
฿3,288 total
includes taxes & fees
1 Nov - 2 Nov
AmericInn by Wyndham 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 breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

6. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
฿4,191
฿4,757 total
includes taxes & fees
9 Nov - 10 Nov
Baymont by Wyndham Plymouth
A hotel with a curved facade, illuminated signage, and snow-covered surroundings.
A cozy living room with a fireplace, leather furniture, and a chandelier.
A spa area with a green heated floor, a ceiling with a cloud mural, and two relaxation chairs on either side.
Two people sitting on a couch facing a fireplace with a fruit platter on the table.

7. Inn On Woodlake

Inn On Woodlake
Kohler
  • Lakeside serenity awaits with pool access, golf excursions, and spa relaxation.
฿7,728
฿8,539 total
includes taxes & fees
1 Nov - 2 Nov
Inn On Woodlake
A swimming pool area with lounge chairs and umbrellas.
A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.
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.

8. 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.
฿6,209
฿7,936 total
includes taxes & fees
26 Oct - 27 Oct
Blue Harbor Resort and Conference Center
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 painting on the wall.
A hotel room with a bed, a sofa, a desk, and a television.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

9. 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.
฿2,696
฿3,060 total
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Sheboygan North I-43
A spa area with a pool, lounge chairs, and a seating area with a sofa and cushions.
A building with large, ornate stained glass windows and a brick facade.
A coastal golf course with a view of the ocean.
A large indoor pool with a waterfall feature, surrounded by white chairs and a large towel rack.

10. 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.
฿16,873
฿18,644 total
includes taxes & fees
1 Nov - 2 Nov
The American Club
View all properties

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 hotel room with two beds, a sofa, a TV, and a dining table.
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
฿4,052
฿4,599 total
includes taxes & fees
1 Nov - 2 Nov
Grandstay Residential Suites Hotel - Sheboygan
A Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.
A hotel room with two beds, a wooden headboard, bedside tables with lamps, and a small shelf.
A hotel lobby with a seating area, a reception desk, and artwork on the walls.
A modern dining area with a central island, bar stools, and a sofa.

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
฿3,847
฿4,366 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Sheboygan-Kohler by IHG
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.
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.
An outdoor patio with stone walls, a fire feature, and seating.

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
฿4,222
฿4,791 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Sheboygan
Terrace/patio
Exterior
A hotel room with a grey sofa, two beds, a desk, and a painting on the wall.
Breakfast area

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
฿3,987
฿4,525 total
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites By Hilton Sheboygan
A spacious living area with a stone fireplace, comfortable seating, and a balcony with a railing.
A family sitting by a poolside with chairs and a tiled wall in the background.
A coffee station with a chalkboard sign reading "Welcome to the Beginning of Day!" and various coffee-making equipment.
A reception area with two desks, a TV, and orange chairs.

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
฿2,897
฿3,288 total
includes taxes & fees
1 Nov - 2 Nov
AmericInn by Wyndham 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 breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.
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
฿4,191
฿4,757 total
includes taxes & fees
9 Nov - 10 Nov
Baymont by Wyndham Plymouth
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 painting on the wall.
A hotel room with a bed, a sofa, a desk, and a television.
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
฿2,696
฿3,060 total
includes taxes & fees
1 Nov - 2 Nov
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 hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.
An indoor swimming pool with clear water, tiled floor, and safety railings.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
฿2,553
฿2,897 total
includes taxes & fees
19 Nov - 20 Nov
Comfort Inn & Suites Sheboygan I-43
A hotel with a curved facade, illuminated signage, and snow-covered surroundings.
A cozy living room with a fireplace, leather furniture, and a chandelier.
A spa area with a green heated floor, a ceiling with a cloud mural, and two relaxation chairs on either side.
Two people sitting on a couch facing a fireplace with a fruit platter on the table.

Inn On Woodlake

Inn On Woodlake
Kohler
฿7,728
฿8,539 total
includes taxes & fees
1 Nov - 2 Nov
Inn On Woodlake
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
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.
A bar area with a long counter, multiple stools, and a selection of beverages.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
฿2,703
฿2,987 total
includes taxes & fees
29 Oct - 30 Oct
The Oasis Hotel & Bar
View all properties

Hotels with pools and hot tubs in Sheboygan

A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.
A beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.
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.

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
Sheboygan
฿6,209
฿7,936 total
includes taxes & fees
26 Oct - 27 Oct
Blue Harbor Resort and Conference Center
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 painting on the wall.
A hotel room with a bed, a sofa, a desk, and a television.
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
฿2,696
฿3,060 total
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Sheboygan North I-43
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 breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.
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
฿4,191
฿4,757 total
includes taxes & fees
9 Nov - 10 Nov
Baymont by Wyndham Plymouth
A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.
A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.
An indoor swimming pool with clear water, tiled floor, and safety railings.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
฿2,553
฿2,897 total
includes taxes & fees
19 Nov - 20 Nov
Comfort Inn & Suites Sheboygan I-43
Indoor pool
A spacious hotel lobby with a central kitchen area, a staircase, and a seating area with a sofa and a small table.
Room
A restaurant with stone walls, a flat-screen TV, a fireplace, and a kitchen area with a water dispenser and coffee machines.

AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
Plymouth
฿3,413
฿3,874 total
includes taxes & fees
1 Nov - 2 Nov
AmericInn by Wyndham Plymouth
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
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.
A bar area with a long counter, multiple stools, and a selection of beverages.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
฿2,703
฿2,987 total
includes taxes & fees
29 Oct - 30 Oct
The Oasis Hotel & Bar
A large building with a stone entrance, two flags, and a sign that reads 'The Osborn.'
A swimming pool area with lounge chairs and umbrellas, a pool building with a sign, and a multi-story building in the background.
A banquet hall with round tables, candles, and a central floral arrangement.
A spacious lobby with a high ceiling, chandeliers, a stone fireplace, and a blue patterned carpet.

The Osthoff Resort

The Osthoff Resort
Elkhart Lake
฿7,027
฿8,104 total
includes taxes & fees
25 Oct - 26 Oct
The Osthoff Resort
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 lobby with a wooden staircase, a reception desk, and a seating area with a sofa and chairs.
A modern building with large windows, a pathway lined with rocks, and a view of the sea.

Lighthouse Inn

Lighthouse Inn
Two Rivers
฿2,962
฿3,362 total
includes taxes & fees
26 Oct - 27 Oct
Lighthouse Inn
A pool area with a hot tub, lounge chairs, and a table.
Room
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 balcony with two wicker chairs and a small table, a patterned carpet, and a view of the building's interior.

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
Manitowoc
฿3,073
฿3,487 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Manitowoc by IHG
An indoor swimming pool with clear glass walls, wooden ceiling beams, and a poolside seating area with chairs and potted plants.
A hotel room with a large bed, a fireplace, a television, and a microwave.
A hotel dining area with multiple tables and chairs, a kitchen area with a coffee machine, and a large window providing natural light.
A hot tub area with wooden ceiling beams, tiled walls, and a sign indicating a 3-foot depth limit.

Best Western Stanton Inn

Best Western Stanton Inn
Chilton
฿4,859
฿5,515 total
includes taxes & fees
26 Oct - 27 Oct
Best Western Stanton Inn
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

Top Sheboygan Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"The room was clean, well equipped. Quiet. Breakfast was serviceable and tasty. The coffee was good! We enjoyed our time there. Would stay again! Very reasonable price for a 1 bedroom, kitchenette & whirlpool tub."
Jamie 1-night trip
Posted 13 hours ago
Grandstay Residential Suites Hotel - Sheboygan
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"Love the pool area. Very convenient location. Have stayed in the past and will be back again"
michelle 1-night trip
Posted 13 hours ago
Comfort Inn & Suites Sheboygan I-43
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

8/10 Good
"Room was humid but was clean and maintained."
Manny 2-night trip
Posted 15 hours ago
Quality Inn Sheboygan North I-43
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

8/10 Good
"Was ok"
Jason 1-night trip
Posted 6 days ago
Wingate by Wyndham 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 3 weeks ago
Super 8 by Wyndham Sheboygan WI
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 1 month ago
Holiday Inn Express Sheboygan-Kohler by IHG

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 such as Lake Michigan while you're in Sheboygan. Make a point to visit attractions such as 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 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.

Explore a world of travel with Expedia