A red lighthouse amidst rough seas with waves crashing against a pier.

Find Hotels with a Pool in Sheboygan, WI

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Check availability on Sheboygan Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Sheboygan hotels with a pool

A swimming pool area with lounge chairs and umbrellas.

1. Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center
3.0 star property
Sheboygan
8.4 out of 10, Very good, (488 reviews)
  • cleanliness
    Poolside paradise awaits at this beachfront resort with indoor and outdoor options for year-round splashing fun.
$207 nightly
The price is $235
Oct 28 - Oct 29
Total with taxes and fees
Blue Harbor Resort and Conference Center
A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.

2. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,118 reviews)
  • cleanliness
    Splash into tranquil waters at this Sheboygan retreat with a pristine indoor pool.
$130 nightly
The price is $148
Nov 1 - Nov 2
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
An indoor swimming pool with a mural of a coastal scene, a lounge area with chairs, and a small table.

3. Lighthouse Inn

Lighthouse Inn
2.5 star property
Two Rivers
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Lakeside relaxation awaits with a private beach and stunning indoor pool, just steps from white sand shores of Lake Michigan.
$105 nightly
The price is $119
Nov 1 - Nov 2
Total with taxes and fees
Lighthouse Inn
A family sitting by a poolside with chairs and a tiled wall in the background.

4. AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan
3.0 star property
Sheboygan
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Splash into warmth and comfort at this hotel's indoor pool oasis with year-round swim escapes.
$86 nightly
The price is $97
Nov 2 - Nov 3
Total with taxes and fees
AmericInn by Wyndham Sheboygan
Pool

5. Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
3.0 star property
Sheboygan
9.6 out of 10, Exceptional, (153 reviews)
  • cleanliness
    Sleek indoor pool oasis minutes from Lake Michigan creates a serene retreat for year-round swimming at this modern hotel.
$118 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
Home2 Suites By Hilton Sheboygan
An indoor swimming pool with wooden walls and ceiling, surrounded by white lounge chairs and tables.

6. Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43
2.5 star property
Sheboygan
8.0 out of 10, Very good, (875 reviews)
  • cleanliness
    Pool paradise awaits at this inviting hotel, where year-round swimming meets pure relaxation.
$80 nightly
The price is $91
Nov 2 - Nov 3
Total with taxes and fees
Quality Inn Sheboygan North I-43
An indoor swimming pool with lounge chairs and tables, a clear blue pool, and a high ceiling with visible structural beams.

7. Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan
3.0 star property
Downtown Sheboygan
7.0 out of 10, Good, (240 reviews)
  • cleanliness
    Dive into lakeside adventures with an indoor pool, arcade, and hiking trails nearby.
$85 nightly
The price is $97
Nov 15 - Nov 16
Total with taxes and fees
Wingate by Wyndham Sheboygan
A swimming pool with a lifeguard sign, lounge chairs, and a view of the outdoors.

8. Fairfield Inn & Suites by Marriott Sheboygan

Fairfield Inn & Suites by Marriott Sheboygan
3.0 star property
Sheboygan
9.4 out of 10, Exceptional, (306 reviews)
  • cleanliness
    Dive into year-round aquatic bliss at this lakeside retreat with a pristine indoor pool just minutes from Lake Michigan.
$122 nightly
The price is $139
Nov 27 - Nov 28
Total with taxes and fees
Fairfield Inn & Suites by Marriott Sheboygan
An indoor swimming pool with clear water, tiled floor, and safety railings.

9. Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
2.5 star property
Sheboygan
8.4 out of 10, Very good, (284 reviews)
  • cleanliness
    Aquatic paradise features waterslide, children's pool, and hot tub for family fun all day long.
$76 nightly
The price is $86
Nov 19 - Nov 20
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43
An indoor swimming pool with clear blue water, tiled walls, and large windows offering a view of a field.

10. The Oasis Hotel & Bar

The Oasis Hotel & Bar
2.5 star property
Sheboygan Falls
8.2 out of 10, Very good, (452 reviews)
  • cleanliness
    Splash into serenity at this Lake Michigan hotel with year-round indoor pool and arcade fun.
$71 nightly
The price is $79
Nov 3 - Nov 4
Total with taxes and fees
The Oasis Hotel & Bar
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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Choose what matters most at hotels with a pool in Sheboygan

Breakfast included
Hot tub

Hotels with pools and free breakfast in Sheboygan

Terrace/patio
Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan

Home2 Suites By Hilton Sheboygan
3.0 star property
Sheboygan
9.6 out of 10, Exceptional, (153)
$118 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
Home2 Suites By Hilton Sheboygan
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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.
Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43

Comfort Inn & Suites Sheboygan I-43
2.5 star property
Sheboygan
8.4 out of 10, Very good, (284)
$76 nightly
The price is $86
Nov 19 - Nov 20
Total with taxes and fees
Comfort Inn & Suites Sheboygan I-43
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

Find out more about Sheboygan

Discover top Sheboygan attractions

Sheboygan offers a delightful mix of adventure and relaxation for travelers looking to explore the beauty of the Wisconsin shoreline. Start your day with a stroll along the picturesque Lake Michigan shoreline, where stunning views and sandy beaches invite you to unwind. For those seeking a bit of excitement, the nearby scenic trails provide a perfect opportunity for biking or walking while soaking in the natural beauty of the area. Art enthusiasts can discover the vibrant local art scene by visiting unique galleries and studios that showcase the talent of local artists. Families will appreciate the interactive experiences available at various local attractions that engage children and adults alike. Lastly, don’t miss the chance to savor Sheboygan's renowned culinary offerings, from fresh seafood to farm-to-table cuisine, ensuring a memorable dining experience. After a day of exploration, consider staying in one of the charming accommodations that not only provide comfort but also enhance your overall experience with attentive service and local insights.

Top Sheboygan Hotel Reviews

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"Quiet place near the lake."
Vivian 2-night trip
Posted less than an hour ago
Grandstay Residential Suites Hotel - 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 $79 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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