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Find Hotels with a Pool in Sheboygan, WI

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Check availability on Sheboygan Hotels with a Pool

Tonight
Sep 3 - Sep 4
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Sep 4 - Sep 5
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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 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.

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.
$139 nightly
$157 total
Sep 27 - Sep 28
Total with taxes and fees
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 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.

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.
$88 nightly
$100 total
Sep 27 - Sep 28
Total with taxes and fees
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 reception area with a wooden reception desk, a digital display, and a refrigerator stocked with beverages.
A modern hotel entrance with a curved canopy, multiple floors, and a prominent sign.

3. 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
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.
$88 nightly
$100 total
Sep 28 - Sep 29
Total with taxes and fees
Comfort Inn & Suites Sheboygan 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 Holiday Inn Express hotel with a brick facade, a covered entrance, and an American flag.
A swimming pool with lounge chairs and a sun terrace.
A Holiday Inn Express hotel with a brick facade, a covered entrance, and a flagpole with the American flag.

5. 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.
$131 nightly
$149 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
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 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.

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.
$83 nightly
$94 total
Sep 27 - Sep 28
Total with taxes and fees
Quality Inn Sheboygan North I-43
A swimming pool area with lounge chairs and umbrellas.
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 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.
$207 nightly
$235 total
Sep 8 - Sep 9
Total with taxes and fees
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 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.
A buffet counter with a coffee machine, a display case with food, and a digital menu board.

8. 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.
$139 nightly
$157 total
Oct 4 - Oct 5
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 reception area with two counters, a marble wall, an ATM, and a staircase.
A bar area with a long counter, multiple stools, and a selection of beverages.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

9. 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.
$79 nightly
$87 total
Oct 4 - Oct 5
Total with taxes and fees
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 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.
$91 nightly
$103 total
Sep 27 - Sep 28
Total with taxes and fees
Wingate by Wyndham Sheboygan
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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 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

AmericInn by Wyndham Sheboygan
Sheboygan
$88 nightly
$100 total
Sep 27 - Sep 28
Total with taxes and fees
AmericInn by Wyndham 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 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.

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Downtown Sheboygan
$139 nightly
$157 total
Sep 27 - Sep 28
Total with taxes and fees
Grandstay Residential Suites Hotel - 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
$88 nightly
$100 total
Sep 28 - Sep 29
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 room with a bed, a sofa, a desk, and a television.
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.

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
$83 nightly
$94 total
Sep 27 - Sep 28
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 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.
An outdoor patio with stone walls, a fire feature, and seating.

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 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 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
$91 nightly
$103 total
Sep 27 - Sep 28
Total with taxes and fees
Wingate by Wyndham 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.
A Holiday Inn Express hotel with a brick facade, a covered entrance, and a flagpole with the American flag.
A swimming pool with lounge chairs and a sun terrace.

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
$131 nightly
$149 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
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 bar area with a long counter, multiple stools, and a selection of beverages.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
$79 nightly
$87 total
Oct 4 - Oct 5
Total with taxes and fees
The Oasis Hotel & Bar
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.
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.

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
Sheboygan
$139 nightly
$157 total
Oct 4 - Oct 5
Total with taxes and fees
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 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
$149 nightly
$169 total
Sep 24 - Sep 25
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 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
$88 nightly
$100 total
Sep 28 - Sep 29
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 room with a bed, a sofa, a desk, and a television.
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.

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
$83 nightly
$94 total
Sep 27 - Sep 28
Total with taxes and fees
Quality Inn Sheboygan North I-43
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.
A coastal hotel with a wooden boardwalk leading to beach chairs.
A large, white building with a symmetrical facade and multiple balconies.

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
Sheboygan
$207 nightly
$235 total
Sep 8 - Sep 9
Total with taxes and fees
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 reception area with two counters, a marble wall, an ATM, and a staircase.
A bar area with a long counter, multiple stools, and a selection of beverages.
A neatly made bed with white bedding, two bedside lamps, a dark headboard, and a small bedside table with a phone and a lamp.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
$79 nightly
$87 total
Oct 4 - Oct 5
Total with taxes and fees
The Oasis Hotel & Bar
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.

AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth
Plymouth
$119 nightly
$135 total
Sep 15 - Sep 16
Total with taxes and fees
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 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
$149 nightly
$169 total
Sep 24 - Sep 25
Total with taxes and fees
Baymont by Wyndham Plymouth
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 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.

Lighthouse Inn

Lighthouse Inn
Two Rivers
$103 nightly
$116 total
Sep 17 - Sep 18
Total with taxes and fees
Lighthouse Inn
A modern building with a glass facade and a red awning.
An indoor swimming pool with multiple lanes, lounge chairs, and a tiled floor.
A modern outdoor seating area with a glass ceiling, featuring a sectional sofa and round tables.

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG
Manitowoc
$95 nightly
$108 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Manitowoc by IHG
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 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.

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel
Manitowoc
$127 nightly
$144 total
Sep 27 - Sep 28
Total with taxes and fees
The Inn on Maritime Bay, an Ascend Collection Hotel
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 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
$96 nightly
$109 total
Sep 8 - Sep 9
Total with taxes and fees
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
"The "free" breakfast was unappealing and unappetizing. The second day we went out for breakfast. The thermostat in the room was difficult to use (hard to tell what set vs. actual temperature was, when changing) We appreciated having lamps for reading and writing at table."
Byron 2-night trip
Posted 2 days ago
Grandstay Residential Suites Hotel - Sheboygan
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

10/10 Excellent
"Great breakfast"
Becky 2-night trip
Posted 2 days ago
La Quinta Inn by Wyndham Sheboygan
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent
"Food is subpar and pool is very small no hot tub. Great location and great foods nearby."
Suzette 2-night trip
Posted 4 days ago
Holiday Inn Express Sheboygan-Kohler by IHG
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

8/10 Good
"Clean room. Frriendly staff."
Susan 3-night trip
Posted 5 days ago
AmericInn by Wyndham Sheboygan
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

10/10 Excellent
"Clean property and good location"
Hannah 1-night trip
Posted 8 days ago
Wingate by Wyndham Sheboygan

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 $87 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.

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