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Best Resorts in Sheboygan

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 3 Resorts in Sheboygan with updated reviews, rates, and availability.

The Osthoff Resort
Ice skating

The Osthoff Resort

3.5 star property
9.2 out of 10, Wonderful, (351)
"Nice resort close to Road America that has multiple pools, hot tubs, and saunas. Staff was very friendly and professional."
The price is $226
includes taxes & fees
$201 per night
May 7 - May 8
The Osthoff Resort
Blue Harbor Resort and Conference Center
Breakfast, dinner, brunch served; Regional cuisine, beach views

Blue Harbor Resort and Conference Center

3.0 star property
8.4 out of 10, Very Good, (436)
"Clean and a nice stay"
The price is $214
includes taxes & fees
$189 per night
May 5 - May 6
Blue Harbor Resort and Conference Center
Fairway Inn & Suites
Terrace/patio

Fairway Inn & Suites

3.0 star property
7.6 out of 10, Good, (404)
"Would stay here again."
Fairway Inn & Suites
Charming 2-bedroom resort in lovely Mishicot with AC, fitness room, WiFi
Interior

Charming 2-bedroom resort in lovely Mishicot with AC, fitness room, WiFi

Charming 2-bedroom resort in lovely Mishicot with AC, fitness room, WiFi
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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Other property types in Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
Lobby

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (911)
"Loved our stay"
The price is $138
includes taxes & fees
$122 per night
May 4 - May 5
Grandstay Residential Suites Hotel - Sheboygan
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Outdoor dining

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9.8 out of 10, Exceptional, (241)
"Perfect family getaway, very clean, cozy house & beautiful views! Mark is a great host, very accommodating and the property is very well maintained. Would definitely stay again! "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
REMODELED HOME ON LAKE MICHIGAN
Property grounds

REMODELED HOME ON LAKE MICHIGAN

10.0 out of 10, Exceptional, (149)
"Easy check in, very clean."
REMODELED HOME ON LAKE MICHIGAN
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.

Frequently asked questions

What is Sheboygan like for a resort vacation?
Longing for a relaxing getaway? Indulge in all the comforts of a resort, where you can find everything you need for your stay from convenient food and drink options to activities and shopping. Browse the resort options in the area and discover the one that’s best for you, whether you envision yourself kicking back in a suite with stunning views or checking out the on-site boutiques.
What's a top resort for my stay in Sheboygan?
Our top-rated resorts near Sheboygan: Blue Harbor Resort and Conference Center - Beach resort, 5-minute walk from Lake Michigan. 0.4 mi (0.6 km) from Sheboygan. Features a free water park, a full-service spa, and a seasonal outdoor pool. Best Western Premier Bridgewood Resort Hotel - Family-friendly resort. 47.9 mi (77.1 km) from Sheboygan. Has a free water park, a children’s pool, and 2 hot tubs. The Osthoff Resort - Beach resort. 16 mi (25.8 km) from Sheboygan. Enjoy the spa, seasonal outdoor pool, and fitness center. Fairway Inn & Suites - Golf resort. 33.5 mi (54 km) from Sheboygan. Amenities include 2 bars, a golf course, and a sauna.
How many resorts are there in Sheboygan?
Choose among Expedia’s 5 resorts in Sheboygan where you’ll find fine dining, spacious rooms, and more.
What can I do in Sheboygan?
Travelers love exploring the beaches in Sheboygan, and say that there are lots of great restaurants here. Check out the interesting exhibits at John Michael Kohler Arts Center and Sheboygan County Historical Museum, or take the whole family to Blue Harbor Resort & Conference Center Water Park and Above & Beyond Children’s Museum. For more to see in the area, you can spend time at Lake Michigan or Stefanie H. Weill Center for the Performing Arts.
What's the weather like in Sheboygan?
The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 27°F. The snowiest months in Sheboygan are January, March, February, and October, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Sheboygan?
Fly into Austin Straubel Intl. Airport (GRB), which is located 55.3 mi (89 km) away. You can also search for flights into Appleton, WI (ATW-Appleton Intl.), which is 53.1 mi (85.4 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.