Top Hotels with Swimming Pools in Sheboygan | Expedia.com.sg

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Check availability on Sheboygan Hotels with Swimming Pools

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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 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 GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

1. Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.

S$174

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.

A bar area with wooden bar stools and a well-stocked liquor shelf.

An outdoor patio with stone walls, a fire feature, and seating.

2. 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.

S$171

includes taxes & fees

30 Oct - 31 Oct

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 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.

3. AmericInn by Wyndham Sheboygan

Sheboygan

Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.

S$125

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.

An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.

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.

4. 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.

S$201

includes taxes & fees

25 Oct - 26 Oct

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 coastal hotel with a wooden boardwalk leading to beach chairs.

A spacious lobby with a central chandelier, multiple levels with balconies, and rows of blue chairs.

5. Blue Harbor Resort and Conference Center

Sheboygan

Poolside paradise awaits at this beachfront resort with indoor and outdoor options for year-round splashing fun.

S$301

includes taxes & fees

5 Oct - 6 Oct

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 with a modern design, featuring a prominent tower with the hotel name, a covered entrance, and a well-maintained lawn.

A hotel room with a sofa, a small round table, a bed, a desk, and a lamp.

6. Comfort Inn & Suites Sheboygan I-43

Sheboygan

Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.

S$124

includes taxes & fees

3 Nov - 4 Nov

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

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.

7. Quality Inn Sheboygan North I-43

Sheboygan

Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.

S$122

includes taxes & fees

1 Nov - 2 Nov

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.

8. Baymont by Wyndham Plymouth

Plymouth

Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.

S$181

includes taxes & fees

27 Oct - 28 Oct

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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 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 GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

S$174

includes taxes & fees

1 Nov - 2 Nov

A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

A modern restaurant with wooden accents, white tiled walls, and yellow chairs.

A reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.

Fairfield Inn & Suites by Marriott Sheboygan

Sheboygan

S$171

includes taxes & fees

30 Oct - 31 Oct

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 modern dining area with a central island, bar stools, and a sofa.

Holiday Inn Express Sheboygan-Kohler by IHG

Sheboygan

S$226

includes taxes & fees

25 Oct - 26 Oct

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 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

Sheboygan

S$125

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.

A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.

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.

Home2 Suites By Hilton Sheboygan

Sheboygan

S$201

includes taxes & fees

25 Oct - 26 Oct

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

Sheboygan

S$124

includes taxes & fees

3 Nov - 4 Nov

A hotel with a curved facade, illuminated signage, and snow-covered surroundings.

A coastal golf course with a view of the ocean.

A cozy living room with a fireplace, leather furniture, and a chandelier.

Two people sitting on a couch facing a fireplace with a fruit platter on the table.

Inn On Woodlake

Kohler

S$323

includes taxes & fees

1 Nov - 2 Nov

A large, historic building with multiple chimneys and a prominent American flag.

A modern bathroom with a large bathtub, a glass-enclosed fireplace, and a double sink vanity.

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.

The American Club

Kohler

S$706

includes taxes & fees

1 Nov - 2 Nov

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

Plymouth

S$181

includes taxes & fees

27 Oct - 28 Oct

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

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.

Quality Inn Sheboygan North I-43

Sheboygan

S$122

includes taxes & fees

1 Nov - 2 Nov

View all properties

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

Sheboygan

S$124

includes taxes & fees

3 Nov - 4 Nov

An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.

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.

Quality Inn Sheboygan North I-43

Sheboygan

S$122

includes taxes & fees

1 Nov - 2 Nov

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 spacious lobby with a central chandelier, multiple levels with balconies, and rows of blue chairs.

A large, white building with a symmetrical facade and multiple balconies.

Blue Harbor Resort and Conference Center

Sheboygan

S$301

includes taxes & fees

5 Oct - 6 Oct

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

Plymouth

S$181

includes taxes & fees

27 Oct - 28 Oct

An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.

A reception area with two counters, a marble wall, an ATM, and a staircase.

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.

The Oasis Hotel & Bar

Sheboygan Falls

S$89

includes taxes & fees

2 Nov - 3 Nov

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

Lobby

AmericInn by Wyndham Plymouth

Plymouth

S$147

includes taxes & fees

1 Nov - 2 Nov

A large building with a stone entrance, two flags, and a sign that reads 'The Osborn.'

A spacious lobby with a high ceiling, chandeliers, a stone fireplace, and a blue patterned carpet.

A swimming pool area with lounge chairs and umbrellas, a pool building with a sign, and a multi-story building in the background.

A restaurant with tables set for dining, candles, and framed pictures on the walls.

The Osthoff Resort

Elkhart Lake

S$307

includes taxes & fees

19 Oct - 20 Oct

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.

Room

Holiday Inn Manitowoc by IHG

Manitowoc

S$141

includes taxes & fees

4 Oct - 5 Oct

A view from a window overlooking a coastal area with a pathway leading to a building with a balcony.

A modern building with large windows, a pathway lined with rocks, and a view of the sea.

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.

Lighthouse Inn

Two Rivers

S$134

includes taxes & fees

4 Oct - 5 Oct

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 garden with a bench, a tree, and a view of the water.

A wooden interior with a pool area, lounge chairs, and a table with chairs.

Village Inn on the Lake

Two Rivers

S$115

includes taxes & fees

19 Oct - 20 Oct

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

"Really charming little room. Comfy, clean, full size fridge, a microwave, basic dishes. A person could easily stay here awhile. Perfect location to walk to the Kohler Art Center, dine at the Black Pig and even walk to the lighthouse! Would rate higher, but I was double billed...once by Expedia and again by the front desk at check in. I called about it once I was home and the front desk gal was pleasant, admitted there had been an error and will refund me accordingly. No issues in resolving."

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

8/10 Good

"Breakfast was incredible. Staff was helpful. The pool had red sediment/staining presumably iron deposits? Overall felt clean but could smell animals throughout and room was musty at first until we got used to it"

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!"

Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

8/10 Good

"Fair pricing, been in worse for a lot more money. Beds were a bit hard, showers were hot, reserved an accessable room, apparently that means it's on the first floor. No grab bars in the shower or by the toilet. Good for the price."

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.

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