Photo by John Sukowaty

Hotels in Sheboygan

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Dec 18 - Dec 19
Tomorrow
Dec 19 - Dec 20
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Where to stay in Sheboygan?

Lobby sitting area
Harbor Town Inn, BW Signature Collection
Harbor Town Inn, BW Signature Collection
2.5 star property
9.0 out of 10, Wonderful, (1007)
  • cleanliness
    Steps from Lake Michigan with a daily cooked-to-order breakfast included.
The price is CNY517
CNY587 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Harbor Town Inn, BW Signature Collection
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.
See more propertiesforward arrow

Great weekend hotel deals in Sheboygan, WI

Showing deals for:Dec 26 - Dec 28

Image gallery for The Osthoff Resort

Ice skating

The Osthoff Resort

3.5 star property
Elkhart Lake
9.2/10Wonderful (427 reviews)
15% off
Price is CNY1,466
CNY3,382 total
includes taxes & fees
The Osthoff Resort

Check out family-friendly hotels in Sheboygan

Lobby sitting area
Harbor Town Inn, BW Signature Collection

Harbor Town Inn, BW Signature Collection

Harbor Town Inn, BW Signature Collection
2.5 star property
Manitowoc
9.0 out of 10, Wonderful, (1007)
The price is CNY517
CNY587 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Harbor Town Inn, BW Signature Collection
View all properties

You may also like hotels with hot tubs in Sheboygan

Lobby
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
2.5 star property
Plymouth
9.0 out of 10, Wonderful, (565)
The price is CNY863
CNY979 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Baymont by Wyndham Plymouth
View all properties

You can also stay at hotels with a pool in Sheboygan

Lobby
Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth

Baymont by Wyndham Plymouth
2.5 star property
Plymouth
9.0 out of 10, Wonderful, (565)
The price is CNY863
CNY979 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Baymont by Wyndham Plymouth
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

When is the best time to visit Sheboygan?

Our prices for hotels in Sheboygan are cheapest in February
Price trends for hotels in Sheboygan
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Sheboygan
December
Low crowds
High 1°C / low -3°C. Cloudy most days.
View properties in December
1°
weather_cloudy
December, Low crowds, average high temperature 1 degrees Celsius, average low temperature -3 degrees Celsius. Cloudy most days.
-3°
-2°
ac_unit
January, Low crowds, average high temperature -2 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
-8°
-2°
ac_unit
February, Low crowds, average high temperature -2 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
-8°
3°
weather_cloudy
March, Moderate crowds, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
8°
weather_cloudy
April, Low crowds, average high temperature 8 degrees Celsius, average low temperature 2 degrees Celsius. Cloudy most days.
2°
14°
weather_sun
May, Moderate crowds, average high temperature 14 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
20°
weather_sun
June, High crowds, average high temperature 20 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
24°
weather_sun
July, High crowds, average high temperature 24 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
24°
weather_sun
August, High crowds, average high temperature 24 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
21°
weather_sun
September, High crowds, average high temperature 21 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
14°
weather_sun
October, Moderate crowds, average high temperature 14 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
7°
weather_partly_sunny
November, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
Monthly weather averages (˚C)

Top neighborhoods in Sheboygan

Downtown Sheboygan

The Downtown Sheboygan neighborhood has lots to see including Stefanie H. Weill Center for the Performing Arts and Above & Beyond Children's Museum.

Ellis Historical District

Sheboygan's Ellis Historical District neighborhood offers attractions including Deland Park.

Top landmarks in Sheboygan

Whistling Straits Golf Course

You might want to practice your swing at Whistling Straits Golf Course, a golf course located 7.1 mi (11.4 km) from central Sheboygan. If Whistling Straits Golf Course doesn't quite scratch your golfing itch, Blackwolf Run is just a short drive away.
See properties

Stefanie H. Weill Center for the Performing Arts

4.2/5 (10 reviews)
If you want to see a show while you're in town, try and grab some tickets at Stefanie H. Weill Center for the Performing Arts in Downtown Sheboygan. If you want to experience more of the culture Sheboygan has to offer, head to John Michael Kohler Arts Center, Sheboygan South Pier, and Blue Harbor Resort & Conference Center Water Park.
See properties

Sheboygan and related destinations

Sheboygan is hailed for its waterfront and museums while top attractions include Lake Michigan. This family-friendly city has something for everyone including its golfing, restaurants, and sights like John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts.

See all hotels in Sheboygan
Getting out on the jetty to get this photo is just ONE of the perspectives you are presented with when you get down to the lake shore in Sheboygan County. Facing north, the sunrise just appeared to have so many natural colors for this long exposure. Plus, the calm waters looked even more so at 4 seconds. If you get to the eastern side of Wisconsin, in Sheboygan County, heading to the lake is a MUST.
Photo by John Sukowaty
Open Photo by John Sukowaty

Check out reviews of Sheboygan hotels guests love

Watershed Hotel

Watershed Hotel

10/10 Excellent
"I love it!"
Latisha 1-night trip
Posted 4 days ago
Watershed Hotel

Frequently asked questions

How much does a hotel room cost in Sheboygan?
You can choose a great hotel in Sheboygan from CNY576 with properties to suit all budgets and needs. If you're after an affordable hotel in Sheboygan that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Sheboygan hotels?
Discover great deals on Sheboygan hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Sheboygan hotels.
Can I book Sheboygan hotels with free cancellation?
In order to book a refundable Sheboygan hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Sheboygan?
Our travelers' favorite pet-friendly hotels in Sheboygan include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Sheboygan.
What are some of the best hotels in Sheboygan for couples?
Stay at a top-rated Sheboygan romantic hotel and make the most of your couple's vacation. Our travelers love Watershed Hotel, a romantic hotel. Another romantic hotel with top reviews is Blue Harbor Resort and Conference Center. This resort offers a beach as well as in-room champagne service for a perfect stay. Discover more hotels in Sheboygan on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best kid-friendly hotels in Sheboygan?
One of the best Sheboygan hotels for kids is La Quinta Inn by Wyndham Sheboygan. La Quinta Inn by Wyndham Sheboygan is a kid-friendly hotel with a guest score of 8.2 out of 10 offering family-friendly amenities like free parking and a free continental breakfast, plus free cribs in guestrooms. Discover more kid-friendly hotels in Sheboygan by using the Hotels.com "Family friendly" filter in your search.
What are the top Sheboygan hotels with a pool?
Discover some of the best Sheboygan hotels with a pool for a little extra luxury on your trip. Home2 Suites By Hilton Sheboygan is a great hotel with an indoor pool and a guest rating of 9.6 out of 10. Plus, you can make the most of its free daily breakfast and free parking. Blue Harbor Resort and Conference Center is a popular resort that features an indoor pool and a free water park along with a beach and a seasonal outdoor pool. To find more stays in Sheboygan with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Sheboygan hotels with free parking?
If you're exploring by car, finding a great Sheboygan hotel with free parking is a win. Our travelers' favorites include:
What are some popular hotels in central Sheboygan?
If you're looking for hotels in central Sheboygan, check out Watershed Hotel and The American Club. Travelers love Watershed Hotel for its location, as well as the free continental breakfast, wedding services and free parking this hotel offers. The American Club is another popular central hotel with a full-service spa, 3 restaurants and 6 outdoor tennis courts. Downtown Sheboygan and Ellis Historical District are some of the most central neighborhoods for your Sheboygan vacation.
Can I book refundable hotels in Sheboygan?
If you need the flexibility to change your travel plans to Sheboygan, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Sheboygan if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, browse our selection of 96 vacation homes. In addition, there are 31 apartments and 33 condos.
What will the weather in Sheboygan be like during my vacation?
The warmest months in Sheboygan are usually August and July with an average temp of 67°F. February and January are the chilliest months when the average temp is 27°F. The rainiest months are June and April.

Keep exploring