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Sheboygan Hotel Guide - Hotels with Pool in Sheboygan, Wisconsin

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Check availability on Sheboygan Hotels with Pool

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Sheboygan hotels with a pool

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 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.

1. 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.
€94
includes taxes & fees
7 Sept - 8 Sept
AmericInn by Wyndham Sheboygan
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.
A bar area with wooden bar stools and a well-stocked liquor shelf.
A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.
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.
€130
includes taxes & fees
20 Sept - 21 Sept
Fairfield Inn & Suites by Marriott Sheboygan
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.

3. 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.
€117
includes taxes & fees
26 Aug - 27 Aug
Grandstay Residential Suites Hotel - Sheboygan
An indoor swimming pool with clear water, tiled floor, and safety railings.
A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

4. Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
  • Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.
€101
includes taxes & fees
15 Sept - 16 Sept
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 bathroom with a sink, mirror, towel rack, and toilet.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

5. 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.
€82
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Sheboygan North I-43
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A buffet with labeled containers of omelets and other dishes.
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 framed artwork on the walls.

6. 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.
€144
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Sheboygan-Kohler by IHG
A swimming pool area with lounge chairs and umbrellas.
A beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.
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.

7. 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.
€201
includes taxes & fees
14 Sept - 15 Sept
Blue Harbor Resort and Conference Center
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.
A reception area with two counters, a marble wall, an ATM, and a staircase.
A spacious lobby with marble flooring, vending machines, and a staircase.

8. The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
  • Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
€76
includes taxes & fees
30 Aug - 31 Aug
The Oasis Hotel & Bar
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 buffet counter with a coffee machine, a display case with food, and a digital menu board.
A modern hotel room with two beds, a desk, and a view of the outdoors.

9. 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.
€135
includes taxes & fees
13 Sept - 14 Sept
Home2 Suites By Hilton Sheboygan
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.
A restaurant with multiple dining tables, chairs, and a bar area.
A conference room with a long table, six chairs, and a wooden accent wall.
A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.

10. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
€96
includes taxes & fees
16 Sept - 17 Sept
Wingate by Wyndham Sheboygan
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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 modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.
A modern restaurant with wooden accents, white tiled walls, and yellow chairs.
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.

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
€130
includes taxes & fees
20 Sept - 21 Sept
Fairfield Inn & Suites by Marriott 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 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.

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
€94
includes taxes & fees
7 Sept - 8 Sept
AmericInn by Wyndham Sheboygan
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.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
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
€101
includes taxes & fees
15 Sept - 16 Sept
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
€82
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Sheboygan North I-43
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
€117
includes taxes & fees
26 Aug - 27 Aug
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.
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A hotel lobby with a seating area, a reception desk, and framed artwork on the walls.

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
€144
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Sheboygan-Kohler by IHG
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 buffet counter with a coffee machine, a display case with food, and a digital menu board.
A modern hotel room with two beds, a desk, and a view of the outdoors.

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
€135
includes taxes & fees
13 Sept - 14 Sept
Home2 Suites By Hilton Sheboygan
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
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.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
€139
includes taxes & fees
31 Aug - 1 Sept
Baymont by Wyndham Plymouth
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.
A reception area with two counters, a marble wall, an ATM, and a staircase.
A spacious lobby with marble flooring, vending machines, and a staircase.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
€76
includes taxes & fees
30 Aug - 31 Aug
The Oasis Hotel & Bar
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.
A restaurant with multiple dining tables, chairs, and a bar area.
A conference room with a long table, six chairs, and a wooden accent wall.
A hotel room with two beds, a desk, a chair, a TV, and an air conditioning unit.

Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
€96
includes taxes & fees
16 Sept - 17 Sept
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 hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.
A modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
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
€101
includes taxes & fees
15 Sept - 16 Sept
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
€82
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Sheboygan North I-43
A spacious atrium with a grand chandelier, multiple balconies, and large windows allowing natural light.
A coastal hotel with a wooden boardwalk leading to beach chairs.
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.

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
Sheboygan
€201
includes taxes & fees
14 Sept - 15 Sept
Blue Harbor Resort and Conference Center
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
€116
includes taxes & fees
15 Sept - 16 Sept
AmericInn by Wyndham Plymouth
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
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.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
€139
includes taxes & fees
31 Aug - 1 Sept
Baymont by Wyndham Plymouth
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.
A reception area with two counters, a marble wall, an ATM, and a staircase.
A spacious lobby with marble flooring, vending machines, and a staircase.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
€76
includes taxes & fees
30 Aug - 31 Aug
The Oasis Hotel & Bar
A modern lounge area with a glass ceiling, a sectional sofa with red cushions, and a central table.
A modern building with a glass facade and brick exterior, featuring a large entrance and a covered area with a ramp.
A bar area with wooden bar stools, a bartender, and a well-stocked bar counter.

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
Manitowoc
€94
includes taxes & fees
13 Sept - 14 Sept
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 hot tub area with wooden ceiling beams, tiled walls, and a sign indicating a 3-foot depth limit.
A hotel room with a large bed, a fireplace, a television, and a microwave.
A hotel with a covered outdoor area, a parking lot, and a well-lit entrance.

Best Western Stanton Inn

Best Western Stanton Inn
Chilton
€140
includes taxes & fees
1 Sept - 2 Sept
Best Western Stanton Inn
A modern lobby with a grey sofa, armchairs, and a large ship's wheel on the wall.
An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a brick floor.
A hotel room with two beds, a desk, a TV, and a dresser.
An outdoor patio with tables and chairs, large umbrellas, and a view of the water.

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel
Manitowoc
€123
includes taxes & fees
21 Sept - 22 Sept
The Inn on Maritime Bay, an Ascend Collection Hotel
A view from a window overlooking a coastal area with a pathway leading to a building with a balcony.
A restaurant with wooden tables and chairs, large windows with a view of the sea, and hanging pendant lights.
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
€100
includes taxes & fees
1 Sept - 2 Sept
Lighthouse 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.
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Top Sheboygan Hotel Reviews

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"Lovely hotel, clean and comfortable beds /pillows. Very welcoming staff. Terrific location. Plentiful hot breakfast items. Outstanding pet fee $20 per dog. Husband teens loved the pool and hot tub."
Janette 1-night trip
Posted 6 hours ago
Comfort Inn & Suites Sheboygan I-43
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"The room was super clean! And the property is located within easy walking distance of the Kohler museum, the library, and restaurants/coffee shops. But there was a lot of noise within the room. Also, there was basically no security - anyone could walk into the property without a key and go all the way to the elevator or stairs; the front desk person was never actually sitting at the front desk, they were always in some back room."
Jennifer 1-night trip
Posted 8 hours ago
Grandstay Residential Suites Hotel - Sheboygan
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent
"The facility was clean and well maintained across the board. Excellent and generous dog walk area with appropriate disposal facility."
Michael 2-night trip
Posted 3 days ago
La Quinta Inn by Wyndham Sheboygan
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

8/10 Good
"Nice and clean."
Ryan 1-night trip
Posted 3 days ago
Holiday Inn Express Sheboygan-Kohler by IHG
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

10/10 Excellent
"Excellent location in downtown Sheboygan. Parking was very convenient. Rooms were recently updated and beds were comfortable."
Elizabeth 1-night trip
Posted 10 days ago
Wingate by Wyndham Sheboygan

Frequently asked questions

What are some hotels with pools in Sheboygan?
Blue Harbor Resort and Conference Center: Resort steps from Blue Harbor Resort & Conference Center Water Park. Features a seasonal outdoor pool, an indoor pool and free water park access. Quality Inn Sheboygan North I-43: Offers full, an indoor pool and free self parking. Comfort Inn & Suites Sheboygan I-43: Provides a children's pool, an indoor pool and buffet.
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.