
Deals on vacations and trips to Sheboygan
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Sheboygan flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was $595, price is now $466 per person
$466
per person
Feb 20 - Feb 23
found 3 hours ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Potawatomi Hotel & Casino
Menomonee River Valley
Price was $761, price is now $522 per person
$522
per person
Feb 20 - Feb 23
found 3 hours ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.

Kinn Guesthouse Bay View
Bay View
Price was $678, price is now $520 per person
$520
per person
Apr 16 - Apr 19
found 2 days ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was $1,009, price is now $776 per person
$776
per person
Apr 16 - Apr 19
found 2 days ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.

The Iron Horse Hotel
Fifth Ward
Price was $852, price is now $656 per person
$656
per person
Feb 20 - Feb 23
found 3 hours ago
Roundtrip flight included
Houston (IAH) to Milwaukee (MKE)
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.
Top Sheboygan hotels deals

Grandstay Residential Suites Hotel - Sheboygan
708 Niagara Avenue Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $123 total per night
$123 total
Jan 22 - Jan 23
Total with taxes and fees
This aparthotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included

Watershed Hotel
838 N 15th St Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $136 total per night
$136 total
Jan 21 - Jan 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A lobby fireplace, express check-out, and a computer station are also on offer.
Breakfast included
Pet friendly

Blue Harbor Resort and Conference Center
725 Blue Harbor Drive Sheboygan WI
$189 nightly
The price is $214 total per night
$214 total
Jan 22 - Jan 23
Total with taxes and fees
This resort features free water park access, a full-service spa, and a restaurant. There's fun for all ages with a lazy river and mini golf, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.
Pool
Hot Tub

La Quinta Inn by Wyndham Sheboygan
2932 Kohler Memorial Dr Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $82 total per night
$82 total
Feb 15 - Feb 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly

AmericInn by Wyndham Sheboygan
3664 S Taylor Dr Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $81 total per night
$81 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included

Quality Inn Sheboygan North I-43
4332 N 40th St Sheboygan WI
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $81 total per night
$81 total
Jan 29 - Jan 30
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Hot Tub
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.
Popular places to visit
Blue Harbor Resort & Conference Center Water Park
Enjoy a fun-filled day at Blue Harbor Resort & Conference Center Water Park during your trip to Sheboygan. Wander the lakeside in this family-friendly area.
Whistling Straits Golf Course
Enjoy a round of golf in Sheboygan at Whistling Straits Golf Course. Wander the lakeside and beautiful beaches in this family-friendly area.
Stefanie H. Weill Center for the Performing Arts
You can make plans for a show at Stefanie H. Weill Center for the Performing Arts on your trip to Sheboygan. While you're in the area, stroll along the lakeside.
Frequently asked questions
Where to stay in Sheboygan: Best areas for travelers
- Plymouth: There's nothing better than the feeling of waking up somewhere new, especially when you have great attractions like Evergreen Golf Course right on your doorstep. Reserve a room at the Plymouth Inn and you can visit whenever you feel like it. The AmericInn by Wyndham Plymouth and the Baymont by Wyndham Plymouth are some other options in this neighborhood.
- Elkhart Lake: There are many fantastic hotels around here, such as the Osthoff #1 Resort in Midwest AAA 4 Diamond Water, Golf,spa, The Osthoff Resort and the Siebkens Resort. Enjoy a comfortable night's sleep before checking out top attractions like Farmers Market.
- Manitowoc: If you're someone who'd rather get a nature fix than spend hours shopping, this is for you. Enjoy an amble around West of the Lake Gardens before chilling out at one of this neighborhood's popular hotels. Recommended options include the Econo Lodge, the Baymont by Wyndham Manitowoc Lakefront and the Harbor Town Inn.
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