A lighthouse at sunset with a colorful sky and calm water.

Hotels with Swimming Pool in Sheboygan, Wisconsin

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Check availability on Sheboygan Hotels with Swimming Pool

Tonight
Oct 3 - Oct 4
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Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 hotel room with two beds, a sofa, a TV, and a dining table.
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.
P7,506
P8,520 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.
A bar area with wooden bar stools and a well-stocked liquor shelf.

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.
P7,391
P8,388 total
includes taxes & fees
Oct 30 - Oct 31
Fairfield Inn & Suites by Marriott 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 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.

3. 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.
P5,370
P6,095 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 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.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.

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.
P8,668
P9,839 total
includes taxes & fees
Oct 25 - Oct 26
Home2 Suites By Hilton Sheboygan
A spa area with a pool, lounge chairs, and a seating area with a sofa and cushions.
A large indoor pool with a waterfall feature, surrounded by white chairs and a large towel rack.
A coastal golf course with a view of the ocean.
A building with large, ornate stained glass windows and a brick facade.

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.
P31,276
P34,560 total
includes taxes & fees
Nov 1 - Nov 2
The American Club
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 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.

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.
P11,509
P14,712 total
includes taxes & fees
Oct 4 - Oct 5
Blue Harbor Resort and Conference Center
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.
Two people sitting on a couch facing a fireplace with a fruit platter on the table.
A cozy living room with a fireplace, leather furniture, and a chandelier.

7. Inn On Woodlake

Inn On Woodlake
Kohler
  • Lakeside serenity awaits with pool access, golf excursions, and spa relaxation.
P14,324
P15,829 total
includes taxes & fees
Nov 1 - Nov 2
Inn On Woodlake
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.
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.

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.
P5,363
P6,087 total
includes taxes & fees
Nov 3 - Nov 4
Comfort Inn & Suites Sheboygan I-43
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 reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.

9. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
P7,825
P8,882 total
includes taxes & fees
Oct 27 - Oct 28
Baymont by Wyndham Plymouth
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.

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.
P5,264
P5,974 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 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.

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
P7,506
P8,520 total
includes taxes & fees
Nov 1 - Nov 2
Grandstay Residential Suites Hotel - 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 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.

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
Sheboygan
P7,391
P8,388 total
includes taxes & fees
Oct 30 - Oct 31
Fairfield Inn & Suites by Marriott 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 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
P7,944
P9,017 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Sheboygan-Kohler by IHG
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 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
P5,370
P6,095 total
includes taxes & fees
Nov 1 - Nov 2
AmericInn by Wyndham Sheboygan
An outdoor patio area with tables and chairs, string lights, and a view of the building in the background.
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.
An indoor swimming pool with a geometric ceiling design, a seating area with chairs, and a view of the outdoors through large windows.

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
P8,668
P9,839 total
includes taxes & fees
Oct 25 - Oct 26
Home2 Suites By Hilton 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 a sofa, a small round table, a bed, a desk, and a lamp.
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.

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
P5,363
P6,087 total
includes taxes & fees
Nov 3 - Nov 4
Comfort Inn & Suites Sheboygan I-43
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.
Two people sitting on a couch facing a fireplace with a fruit platter on the table.
A cozy living room with a fireplace, leather furniture, and a chandelier.

Inn On Woodlake

Inn On Woodlake
Kohler
P14,324
P15,829 total
includes taxes & fees
Nov 1 - Nov 2
Inn On Woodlake
A large, historic building with multiple chimneys and a prominent American flag.
A coastal golf course with a view of the ocean.
A modern bathroom with a large bathtub, a glass-enclosed fireplace, and a double sink vanity.
A large indoor pool with a waterfall feature, surrounded by white chairs and a large towel rack.

The American Club

The American Club
Kohler
P31,276
P34,560 total
includes taxes & fees
Nov 1 - Nov 2
The American Club
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 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
P7,825
P8,882 total
includes taxes & fees
Oct 27 - Oct 28
Baymont by Wyndham Plymouth
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
P5,264
P5,974 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Sheboygan North I-43
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 hotel room with a sofa, a small round table, a bed, a desk, and a lamp.
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.

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
Sheboygan
P5,363
P6,087 total
includes taxes & fees
Nov 3 - Nov 4
Comfort Inn & Suites Sheboygan I-43
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
P5,264
P5,974 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Sheboygan North I-43
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 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.

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
Sheboygan
P11,509
P14,712 total
includes taxes & fees
Oct 4 - Oct 5
Blue Harbor Resort and Conference Center
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 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
P7,825
P8,882 total
includes taxes & fees
Oct 27 - Oct 28
Baymont by Wyndham Plymouth
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

The Oasis Hotel & Bar
Sheboygan Falls
P4,447
P4,914 total
includes taxes & fees
Nov 1 - Nov 2
The Oasis Hotel & Bar
Indoor pool
Lobby
A restaurant with stone walls, a flat-screen TV, a fireplace, and a kitchen area with a water dispenser and coffee machines.
Room

AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
Plymouth
P6,327
P7,181 total
includes taxes & fees
Nov 1 - Nov 2
AmericInn by Wyndham Plymouth
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

The Osthoff Resort
Elkhart Lake
P13,026
P15,021 total
includes taxes & fees
Oct 4 - Oct 5
The Osthoff Resort
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.
Room
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
P6,061
P6,880 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Manitowoc by IHG
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 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
P6,418
P7,284 total
includes taxes & fees
Oct 12 - Oct 13
Lighthouse Inn
An indoor swimming pool with clear water, wooden walls, and a tiled floor.
A garden with a bench, a tree, and a view of the water.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a wooden table and 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
P4,973
P5,645 total
includes taxes & fees
Oct 19 - Oct 20
Village Inn on the Lake
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."
Susan 1-night trip
Posted 5 days ago
Grandstay Residential Suites Hotel - Sheboygan
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"
MELISSA M 2-night trip
Posted 5 days ago
Comfort Inn & Suites Sheboygan I-43
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 6 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 6 days ago
Blue Harbor Resort and Conference Center
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."
Dana 4-night trip
Posted 11 days ago
Super 8 by Wyndham Sheboygan WI

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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