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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 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 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.

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 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 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.
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
Oct 4 - Oct 5
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 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.

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.
$81 nightly
$92 total
Oct 15 - Oct 16
Total with taxes and fees
Comfort Inn & Suites Sheboygan 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.
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.
A multi-story hotel with a modern design, featuring a covered outdoor seating area and a visible fire feature.

5. 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
Oct 4 - Oct 5
Total with taxes and fees
Home2 Suites By Hilton 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 modern dining area with a central island, bar stools, and a sofa.
A hotel room with a sofa, a desk, a chair, a television, and a window with curtains.

6. 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
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 painting on the wall.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.
A bathroom with a sink, mirror, towel rack, and toilet.

7. 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.
$92 nightly
$104 total
Oct 15 - Oct 16
Total with taxes and fees
Quality Inn Sheboygan North 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 reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.

8. Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
  • Float away from everyday stress in this Plymouth hotel with a sparkling indoor pool.
$125 nightly
$142 total
Oct 25 - Oct 26
Total with taxes and fees
Baymont by Wyndham Plymouth
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.
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.
A bar area with a long counter, multiple stools, and a selection of beverages.

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.
$61 nightly
$67 total
Oct 12 - Oct 13
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 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 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.

10. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
Downtown Sheboygan
  • Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
$87 nightly
$99 total
Oct 14 - Oct 15
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 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
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.
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
$125 nightly
$142 total
Sep 27 - Sep 28
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
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.
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
Oct 4 - Oct 5
Total with taxes and fees
AmericInn by Wyndham Sheboygan
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 coastal golf course with a view of the ocean.
A large indoor pool with a waterfall feature, surrounded by white chairs and a large towel rack.

The American Club

The American Club
Kohler
$585 nightly
$646 total
Oct 18 - Oct 19
Total with taxes and fees
The American Club
A hotel with a curved facade, illuminated signage, and snow-covered surroundings.
A coastal golf course with a view of the ocean.
A spa area with a green heated floor, a ceiling with a cloud mural, and two relaxation chairs on either side.
A cozy living room with a fireplace, leather furniture, and a chandelier.

Inn On Woodlake

Inn On Woodlake
Kohler
$330 nightly
$365 total
Oct 20 - Oct 21
Total with taxes and fees
Inn On Woodlake
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 hotel room with a sofa, a desk, a chair, a television, and a window with curtains.

Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG
Sheboygan
$139 nightly
$158 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express Sheboygan-Kohler by IHG
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.
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
$130 nightly
$148 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 reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
$125 nightly
$142 total
Oct 25 - Oct 26
Total with taxes and fees
Baymont by Wyndham Plymouth
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

Comfort Inn & Suites Sheboygan I-43
Sheboygan
$81 nightly
$92 total
Oct 15 - Oct 16
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 painting on the wall.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.
A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
$92 nightly
$104 total
Oct 15 - Oct 16
Total with taxes and fees
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 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

Comfort Inn & Suites Sheboygan I-43
Sheboygan
$81 nightly
$92 total
Oct 15 - Oct 16
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 painting on the wall.
A hotel dining area with tables, chairs, a reception desk, and a ceiling fan.
A pathway leading to a building with a patio area, surrounded by sunflowers and marigolds.

Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
Sheboygan
$92 nightly
$104 total
Oct 15 - Oct 16
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 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.
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 27 - Sep 28
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 spacious lobby with marble flooring, vending machines, and a staircase.
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.

The Oasis Hotel & Bar

The Oasis Hotel & Bar
Sheboygan Falls
$61 nightly
$67 total
Oct 12 - Oct 13
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 breakfast area with wooden tables and chairs, a coffee station, and a wall-mounted TV.
A reception area with a Baymont Inn & Suites sign, a reception desk, a small round table, and a decorative wreath.
A hotel room with a flat-screen TV, a desk with a chair, a bed, a sofa, and a large window with curtains.

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
Plymouth
$125 nightly
$142 total
Oct 25 - Oct 26
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.
A restaurant with stone walls, a flat-screen TV, a fireplace, and a kitchen area with a water dispenser and coffee machines.

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 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.
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 19 - Oct 20
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
$99 nightly
$112 total
Oct 25 - Oct 26
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 lobby with a wooden staircase, a reception desk, and a seating area with a sofa and chairs.
A restaurant with wooden tables and chairs, large windows with a view of the sea, and hanging pendant lights.
A modern building with large windows, a pathway lined with rocks, and a view of the sea.

Lighthouse Inn

Lighthouse Inn
Two Rivers
$114 nightly
$129 total
Sep 27 - Sep 28
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.
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
Oct 25 - Oct 26
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

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

10/10 Excellent
"It was so special! Clean fun!"
Debra 1-night trip
Posted 3 hours ago
Blue Harbor Resort and Conference Center
Holiday Inn Express Sheboygan-Kohler by IHG

Holiday Inn Express Sheboygan-Kohler by IHG

10/10 Excellent
"-"
William 1-night trip
Posted 5 hours ago
Holiday Inn Express Sheboygan-Kohler by IHG
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

8/10 Good
"Pleased that a room was ready even though we arrived much earlier than expected. Housekeeping came in one of the days (we forgot to put out the DND sign) but they provided fresh towels and toiletries without disturbing or rearranging any of our personal items. Much appreciated."
Lisa 3-night trip
Posted 6 hours ago
Quality Inn Sheboygan North I-43
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

8/10 Good
"The proper"
Ki 2-night trip
Posted 1 day ago
AmericInn by Wyndham Sheboygan
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 3 days ago
Super 8 by Wyndham Sheboygan WI
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 10 days ago
La Quinta Inn 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 $67 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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