Find Hotels with a Pool in Sheboygan, WI from CA $110

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Check availability on Sheboygan Hotels with a Pool

Our top choices for Sheboygan hotels with a pool

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
3.0 star property
Sheboygan
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.
"My son enjoyed it all especially the pool haha."
United States
Maly
The price is CA $127
CA $145 total
includes taxes & fees
May 28 - May 29
AmericInn by Wyndham Sheboygan

Lighthouse Inn

Lighthouse Inn
2.5 star property
Two Rivers
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Lakeside relaxation awaits with a private beach and stunning indoor pool, just steps from white sand shores of Lake Michigan.
"Clean room, friendly staff, housekeeping did a good job, hot tub and pool were a plus and the view out the window of Lake Michigan was breathtaking"
United States
LARRY
The price is CA $130
CA $147 total
includes taxes & fees
May 25 - May 26
Lighthouse Inn

The Oasis Hotel & Bar

The Oasis Hotel & Bar
2.5 star property
Sheboygan Falls
8.0 out of 10, Very good, (367 reviews)
  • cleanliness
    Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
"We loved the games and the pool!"
United States
Jessica
The price is CA $94
CA $104 total
includes taxes & fees
May 28 - May 29
The Oasis Hotel & Bar

Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers
3.0 star property
Two Rivers
8.8 out of 10, Excellent, (853 reviews)
  • cleanliness
    Luxurious indoor pool retreat beckons with year-round swimming and riverside relaxation in a clean, modern hotel setting.
"the pool area was nice too"
United States
Stephanie
The price is CA $125
CA $148 total
includes taxes & fees
May 24 - May 25
Cobblestone Hotel & Suites - Two Rivers

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
2.5 star property
Sheboygan
8.6 out of 10, Excellent, (191 reviews)
  • cleanliness
    Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.
"Pool was nice."
United States
shannon
The price is CA $131
CA $148 total
includes taxes & fees
May 24 - May 25
Comfort Inn & Suites Sheboygan I-43

Village Inn on the Lake

Village Inn on the Lake
2.5 star property
Two Rivers
9.0 out of 10, Wonderful, (165 reviews)
  • cleanliness
    Sparkling indoor pool retreat near Lake Michigan offers warm swimming and relaxing hot tub soaks in any season.
"Lake view, walking paths, pool & bar area ~ all highly recommended."
United States
Mark
The price is CA $157
CA $178 total
includes taxes & fees
May 26 - May 27
Village Inn on the Lake

Best Western Stanton Inn

Best Western Stanton Inn
2.5 star property
Chilton
9.0 out of 10, Wonderful, (526 reviews)
  • cleanliness
    Relaxing indoor pool and hot tub experience awaits at this hotel with fitness amenities.
"Surprised to see how big the pool and hot tub were in such a small little town."
United States
Mike
The price is CA $192
CA $203 total
includes taxes & fees
May 27 - May 28
Best Western Stanton Inn

Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
3.0 star property
Sheboygan
9.4 out of 10, Exceptional, (283 reviews)
  • cleanliness
    Dive into year-round aquatic bliss at this lakeside retreat with a pristine indoor pool just minutes from Lake Michigan.
"pool was a good temperature"
United States
Daniel
The price is CA $177
CA $201 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites by Marriott Sheboygan

Fairway Inn & Suites

Fairway Inn & Suites
3.0 star property
Mishicot
7.8 out of 10, Good, (501 reviews)
  • cleanliness
    Soak in the heated indoor pool, surrounded by loungers and umbrellas, or unwind in the hot tub after a round of golf.
"Enjoyed our night there, kids enjoyed the pool, appreciated the complimentary breakfast, and the front desk was great with any questions."
United States
Jeff
The price is CA $136
CA $154 total
includes taxes & fees
May 26 - May 27
Fairway Inn & Suites

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
3.0 star property
Sheboygan
9.6 out of 10, Exceptional, (118 reviews)
  • cleanliness
    Sleek indoor pool oasis minutes from Lake Michigan creates a serene retreat for year-round swimming at this modern hotel.
"Pool looked nice, did not use."
United States
Sara
The price is CA $178
CA $202 total
includes taxes & fees
May 24 - May 25
Home2 Suites By Hilton Sheboygan
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.

Choose what matters most at hotels with a pool in Sheboygan

Hotels with pools and free breakfast in Sheboygan

Hotels with pools and hot tubs in Sheboygan

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.

Top Sheboygan Hotel Reviews

Frequently asked questions

What are the best hotels in Sheboygan with outdoor pools?
Blue Harbor Resort and Conference Center is a fantastic option for travellers seeking a family-friendly atmosphere in Sheboygan. This 3-star resort boasts a delightful outdoor pool, complete with poolside cabanas and lounge chairs, providing the ideal setting for relaxation under the sun. Guests appreciate the resort's friendly and professional staff, who contribute to a friendly space, making it an ideal choice for families.

The outdoor pool area is not just a place to swim; it features a waterslide that adds an element of fun for kids and adults alike. Additionally, the resort offers an indoor pool for those cooler Wisconsin days, ensuring that your family can enjoy water activities year-round. Reviewers highlight the spacious rooms and nice balconies, which enhance the overall experience by providing comfortable spaces to unwind after a day of adventure.
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 CA $110 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 option for travellers seeking a blend of outdoor relaxation and scenic beauty in Sheboygan. This 3-star resort not only features a stunning outdoor pool but also offers breathtaking views of the lake, creating a picturesque backdrop for your stay.

Guests rave about the resort's amenities, including comfortable poolside loungers and cabanas, great for soaking up the sun. The poolside bar adds an element of fun, allowing families to enjoy refreshing drinks while lounging by the water. The indoor water slide is an exciting feature for children, making it a favorite among families looking for adventure. With a traveller review score of 8.4, visitors appreciate the friendly and professional staff, spacious rooms, and the overall quality of the amenities.
Are there hotels in Sheboygan with outdoor pool cabanas or loungers?
Blue Harbor Resort and Conference Center is a delightful 3-star hotel in Sheboygan, great for families and adventure-seekers alike. This charming resort features an outdoor pool area that includes inviting cabanas and sun loungers, ideal for soaking up the Wisconsin sun while enjoying a refreshing drink from the poolside bar.

Guests rave about the friendly and professional staff, as well as the spacious rooms that provide a comfortable retreat after a day of exploring. The addition of a waterslide adds a fun twist for families with children, making it a great choice for those looking to combine relaxation with a bit of adventure.
Which Sheboygan hotels offer poolside service for food and drinks?
Blue Harbor Resort and Conference Center is a delightful 3-star hotel that stands out for its inviting poolside service. Guests particularly enjoy the convenience of the poolside bar, which serves food and drinks right by the water, great for relaxing days in the sun.

With a solid review rating of 8.4, travellers rave about the friendly and professional staff, spacious rooms, and great amenities. The resort features an outdoor pool complete with sun loungers, cabanas, and umbrellas, making it an ideal spot for families looking to unwind and enjoy a leisurely day by the pool. Additionally, the indoor pool with a waterslide adds a fun twist for children, ensuring that everyone has a memorable experience.
Are there hotels in Sheboygan with outdoor pool activities or events?
Sheboygan, Wisconsin, is a delightful destination for those seeking a blend of relaxation and adventure, particularly along the stunning shores of Lake Michigan. Among the various accommodations, the Blue Harbor Resort & Conference Centre stands out as a premier choice. This family-friendly resort features an inviting outdoor heated pool surrounded by comfortable lawn chairs, superb for soaking up the sun. In the evenings, guests can enjoy s'mores around the fire pits, creating memorable moments under the stars, alongside a range of lawn games.

For families, the Blue Harbor Resort is particularly appealing due to its expansive indoor water park, which includes thrilling slides, a lazy river, and even a surf simulator—ensuring endless fun for kids and adults alike. The combination of outdoor pool activities and organised events makes it a hub of enjoyment during your stay.

While there are other hotels in Sheboygan with pool facilities, none quite compare to the unique offerings of Blue Harbor Resort.
Is it cheaper to book flights and a hotel in Sheboygan 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 travel package.
How can I save on a hotel in Sheboygan with Expedia?
Before booking your Sheboygan hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
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 with an outdoor pool in Sheboygan for you.

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