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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
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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 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 spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar 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.
€121
includes taxes & fees
1 Nov - 2 Nov
Grandstay Residential Suites Hotel - Sheboygan
A family sitting by a poolside with chairs and a tiled wall in the background.
A reception area with two desks, a TV, and orange chairs.
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.

2. 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.
€87
includes taxes & fees
1 Nov - 2 Nov
AmericInn by Wyndham Sheboygan
An indoor swimming pool with clear blue water, surrounded by white chairs and tables, and large windows offering views of the outdoors.
A modern dining area with a central island, bar stools, and a sofa.
A hotel room with two beds, a wooden headboard, bedside tables with lamps, and a small shelf.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.

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.
€129
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Sheboygan-Kohler by IHG
An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.
A bathroom with a sink, mirror, towel rack, and toilet.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

4. 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.
€81
includes taxes & fees
1 Nov - 2 Nov
Quality Inn Sheboygan North I-43
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 bar area with wooden bar stools and a well-stocked liquor shelf.
A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.

5. 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.
€127
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites by Marriott Sheboygan
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 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.

6. 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.
€210
includes taxes & fees
12 Oct - 13 Oct
Blue Harbor Resort and Conference Center
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.
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.
€145
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites By Hilton Sheboygan
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.
A hotel room with two beds, a desk, a chair, a sofa, and a round yellow table.
A hotel with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.

8. 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.
€91
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Sheboygan I-43
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 conference room with a long table, six chairs, and a wooden accent wall.
A restaurant with multiple dining tables, chairs, and a bar area.

9. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
€86
includes taxes & fees
3 Nov - 4 Nov
Wingate by Wyndham Sheboygan
A large outdoor swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple windows and a covered patio area.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.
Siebken's Pub interior with wooden walls, a bar area, and various framed pictures.
A restaurant with multiple tables set for dining, featuring white tablecloths and floral centerpieces.

10. Siebkens Resort

Siebkens Resort
Elkhart Lake
  • Seasonal outdoor pool sanctuary with private beach access creates a lakeside paradise for water lovers at this hotel.
€135
includes taxes & fees
13 Oct - 14 Oct
Siebkens Resort
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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 stone fireplace, comfortable seating, and a balcony with a railing.
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.
A hotel room with a bed, a desk with a sink, a chair, a small table, and a window with curtains.

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
€87
includes taxes & fees
1 Nov - 2 Nov
AmericInn by Wyndham Sheboygan
A spacious living area with a fireplace, a sofa, and a dining area in the background.
A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar 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.

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
€121
includes taxes & fees
1 Nov - 2 Nov
Grandstay Residential Suites Hotel - Sheboygan
An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.
A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.
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
€81
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 modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
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.

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
€91
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Sheboygan I-43
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 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
€79
includes taxes & fees
11 Oct - 12 Oct
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 reception area with a wooden reception desk, a flat-screen TV, and a seating area with two chairs and a small table.
A conference room with a long table, six chairs, and a wooden accent wall.
A restaurant with multiple dining tables, chairs, and a bar area.

Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
€86
includes taxes & fees
3 Nov - 4 Nov
Wingate by Wyndham Sheboygan
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.
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.
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
€145
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites By Hilton Sheboygan
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.
A modern restaurant with wooden accents, white tiled walls, and yellow chairs.
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
€127
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites by Marriott 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 a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.
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
€125
includes taxes & fees
8 Nov - 9 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.
A coastal golf course with a view of the ocean.

Inn On Woodlake

Inn On Woodlake
Kohler
€226
includes taxes & fees
1 Nov - 2 Nov
Inn On Woodlake
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Hotels with pools and hot tubs in Sheboygan

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.
A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.
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
€81
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 modern dining area with a long table and colorful chairs, a kitchen with dark cabinets, and a fruit display.
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.

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
€91
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Sheboygan I-43
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 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
€79
includes taxes & fees
11 Oct - 12 Oct
The Oasis Hotel & Bar
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 a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.
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
€125
includes taxes & fees
8 Nov - 9 Nov
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 beachfront hotel with multiple red-roofed buildings, a sandy path leading to the beach, and clear blue water.
A coastal hotel with a wooden boardwalk leading to beach chairs.

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
Sheboygan
€210
includes taxes & fees
12 Oct - 13 Oct
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.
A spacious hotel lobby with a central kitchen area, a staircase, and a seating area with a sofa and a small table.
Room

AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
Plymouth
€102
includes taxes & fees
2 Nov - 3 Nov
AmericInn by Wyndham Plymouth
An indoor swimming pool with clear water, wooden walls, and a tiled floor.
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.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a wooden table and chairs.

Village Inn on the Lake

Village Inn on the Lake
Two Rivers
€107
includes taxes & fees
25 Oct - 26 Oct
Village Inn on the Lake
A view from a window overlooking a coastal area with a pathway leading to a building with a balcony.
A lobby with a wooden staircase, a reception desk, and a seating area with a sofa and chairs.
A living room with a view of the sea, a sofa, a wooden table, and a painting on the wall.
A restaurant with wooden tables and chairs, large windows with a view of the sea, and hanging pendant lights.

Lighthouse Inn

Lighthouse Inn
Two Rivers
€97
includes taxes & fees
13 Oct - 14 Oct
Lighthouse Inn
A modern lobby with a grey sofa, armchairs, and a large ship's wheel on the wall.
A spacious indoor dining area with multiple tables and chairs, large windows offering views of the outdoors, and pendant lighting fixtures.
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.

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel
Manitowoc
€120
includes taxes & fees
1 Nov - 2 Nov
The Inn on Maritime Bay, an Ascend Collection Hotel
A hotel lobby with a glass door leading to a pool area.
A modern hotel lobby with a high ceiling, a zebra-patterned carpet, and a glass partition with a view of the lobby 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.
Room

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
Manitowoc
€88
includes taxes & fees
8 Nov - 9 Nov
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

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

8/10 Good
"😊"
Victoria 2-night trip
Posted 2 days 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 3 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 5 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 6 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 12 days 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 13 days 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 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.