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

Find Hotels with a Pool in Sheboygan, WI

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Sheboygan Hotels with a Pool

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
  • Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
$125 nightly
$142 total
Sep 30 - Oct 1
Total with taxes and fees
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 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.
$125 nightly
$142 total
Oct 4 - Oct 5
Total with taxes and fees
Fairfield Inn & Suites by Marriott Sheboygan
A family sitting by a poolside with chairs and a tiled wall in the background.
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 reception area with two desks, a TV, and orange chairs.

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.
$88 nightly
$100 total
Oct 4 - Oct 5
Total with taxes and fees
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 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.
A hotel room with two beds, a wooden headboard, bedside tables with lamps, and a small shelf.

4. 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.
$139 nightly
$158 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
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.

5. 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.
$81 nightly
$92 total
Oct 8 - Oct 9
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43
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 television.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.

6. 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.
$85 nightly
$97 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Sheboygan North I-43
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 modern hotel room with two beds, a desk, and a view of the outdoors.
A buffet counter with a coffee machine, a display case with food, and a digital menu board.

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.
$130 nightly
$148 total
Sep 27 - Sep 28
Total with taxes and fees
Home2 Suites By Hilton Sheboygan
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 bar area with a long counter, multiple stools, and a selection of beverages.
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.
$65 nightly
$72 total
Oct 18 - Oct 19
Total with taxes and fees
The Oasis Hotel & Bar
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.
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.

9. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
$127 nightly
$144 total
Oct 14 - Oct 15
Total with taxes and fees
Baymont by Wyndham Plymouth
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.
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.
A reception area with a wooden reception desk, a seating area with two chairs and a table, and a kitchen in the background.

10. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
$84 nightly
$96 total
Oct 12 - Oct 13
Total with taxes and fees
Wingate by Wyndham Sheboygan
View all properties

Choose what matters most at hotels with a pool in Sheboygan

Breakfast included
Hot tub
Water park
4 stars
Spa

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 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.
A reception area with two desks, a TV, and orange chairs.

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
Sheboygan
$88 nightly
$100 total
Oct 4 - Oct 5
Total with taxes and fees
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 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
$81 nightly
$92 total
Oct 8 - Oct 9
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43
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

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
$125 nightly
$142 total
Sep 30 - Oct 1
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
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 television.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
$85 nightly
$97 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Sheboygan North I-43
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.
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
$125 nightly
$142 total
Oct 4 - Oct 5
Total with taxes and fees
Fairfield Inn & Suites by Marriott Sheboygan
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.
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.
A reception area with a wooden reception desk, a seating area with two chairs and a table, and a kitchen in the background.

Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
$84 nightly
$96 total
Oct 12 - Oct 13
Total with taxes and fees
Wingate by Wyndham Sheboygan
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.
A buffet counter with a coffee machine, a display case with food, and a digital menu board.

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
$130 nightly
$148 total
Sep 27 - Sep 28
Total with taxes and fees
Home2 Suites By Hilton Sheboygan
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 bar area with a long counter, multiple stools, and a selection of beverages.
A spacious lobby with marble flooring, vending machines, and a staircase.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
$65 nightly
$72 total
Oct 18 - Oct 19
Total with taxes and fees
The Oasis Hotel & Bar
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 room with a sofa, a desk, a chair, a television, and a window with curtains.
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
$139 nightly
$158 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.
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.

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
$127 nightly
$144 total
Oct 14 - Oct 15
Total with taxes and fees
Baymont by Wyndham Plymouth
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
$81 nightly
$92 total
Oct 8 - Oct 9
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43
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 television.
A hotel room with a bed, a sofa, a desk, and a painting on the wall.

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
$85 nightly
$97 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Sheboygan North 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 bar area with a long counter, multiple stools, and a selection of beverages.
A spacious lobby with marble flooring, vending machines, and a staircase.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
$65 nightly
$72 total
Oct 18 - Oct 19
Total with taxes and fees
The Oasis Hotel & Bar
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 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
$207 nightly
$235 total
Sep 20 - Sep 21
Total with taxes and fees
Blue Harbor Resort and Conference Center
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.
A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.
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.

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
$127 nightly
$144 total
Oct 14 - Oct 15
Total with taxes and fees
Baymont by Wyndham Plymouth
A spacious hotel lobby with a central kitchen area, a staircase, and a seating area with a sofa and a small table.

AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
Plymouth
$130 nightly
$148 total
Oct 12 - Oct 13
Total with taxes and fees
AmericInn by Wyndham Plymouth
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 wooden interior with a pool area, lounge chairs, and a table with chairs.

Village Inn on the Lake

Village Inn on the Lake
Two Rivers
$90 nightly
$102 total
Oct 14 - Oct 15
Total with taxes and fees
Village Inn on the Lake
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 living room with two couches, a coffee table, and a round mirror on the wall.

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
Manitowoc
$101 nightly
$115 total
Oct 4 - Oct 5
Total with taxes and fees
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 lobby with a wooden staircase, a reception desk, and a seating area with a sofa and chairs.

Lighthouse Inn

Lighthouse Inn
Two Rivers
$114 nightly
$129 total
Sep 20 - Sep 21
Total with taxes and fees
Lighthouse Inn
A modern lobby with a grey sofa, armchairs, and a large ship's wheel on the wall.
A hotel room with two beds, a desk, a TV, and a dresser.
An indoor swimming pool with a clear view of the sky through the ceiling, surrounded by lounge chairs and a brick floor.
A spacious indoor dining area with multiple tables and chairs, large windows offering views of the outdoors, and pendant lighting fixtures.

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel
Manitowoc
$131 nightly
$149 total
Oct 14 - Oct 15
Total with taxes and fees
The Inn on Maritime Bay, an Ascend Collection Hotel
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

10/10 Excellent
"The room was perfect. Clean and roomy. Would stay there again. Conveniently located."
Denise 1-night trip
Posted 17 hours ago
Grandstay Residential Suites Hotel - Sheboygan
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

10/10 Excellent
"I"
Mark 2-night trip
Posted 18 hours ago
Quality Inn Sheboygan North I-43
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

8/10 Good
"The room was large, with comfortable beds, Great view of Lake Michigan,"
Julie 1-night trip
Posted 2 days ago
Blue Harbor Resort and Conference Center
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent
"Great location. Great price. Great room."
Matthew 1-night trip
Posted 2 days ago
La Quinta Inn by Wyndham Sheboygan
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

10/10 Excellent
"Comfortable bed!"
Joell 1-night trip
Posted 2 days ago
Wingate by Wyndham Sheboygan
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

8/10 Good
"Accommodation good. Would have preferred a couple more towels but our stay was comfortable and staff professional and friendly."
Ruth 1-night trip
Posted 2 days ago
Super 8 by Wyndham Sheboygan WI
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

10/10 Excellent
"Very clean and very happy!"
Becky 1-night trip
Posted 3 days ago
Comfort Inn & Suites Sheboygan I-43

Frequently asked questions

How much does a hotel with outdoor pool in Sheboygan cost?
Enjoy staying in a hotel in Sheboygan with an outdoor pool. You can find a great deal from $72 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are some of the best Sheboygan hotels with outdoor pools and scenic views?
Blue Harbor Resort and Conference Center is a fantastic choice for travellers seeking an unforgettable stay in Sheboygan. This 3-star resort not only boasts a stunning outdoor pool but also offers scenic views of the beautiful lake, making it a great backdrop for relaxation and fun.Families will appreciate the array of amenities designed to enhance their experience. The outdoor pool features inviting sun loungers and poolside cabanas, allowing for leisurely days under the sun. For added excitement, there's even a waterslide that kids (and adults.) will love. Guests rave about the friendly and professional staff, ensuring an inviting space throughout their stay.With a review score of 8.4, travellers frequently highlight the spacious rooms and lovely balconies that provide a great spot to take in the lake views.
Is it cheaper to book flights and a Sheboygan hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Sheboygan for you.

Explore a world of travel with Expedia