Deals on vacations and trips to Sheboygan

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Sheboygan flight + hotel vacation packages

Prices and availability subject to change. Additional terms may apply.
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
per person
Jun 13 - Jun 17
Roundtrip non-stop flight included
San Antonio (SAT) to Milwaukee (MKE)
This hotel features self parking and free WiFi in public areas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in, express check-out, and luggage storage are also on offer.
Holiday Inn Milwaukee Brookfield, an IHG Hotel

Holiday Inn Milwaukee Brookfield, an IHG Hotel

3 out of 5
per person
Jun 13 - Jun 17
Roundtrip non-stop flight included
San Antonio (SAT) to Milwaukee (MKE)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the 24-hour gym and perks like free self parking.
The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
Downtown Milwaukee
per person
May 24 - May 27
Roundtrip non-stop flight included
Pittsburgh (PIT) to Milwaukee (MKE)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown

3 out of 5
Westown
per person
May 24 - May 27
Roundtrip non-stop flight included
Pittsburgh (PIT) to Milwaukee (MKE)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.
Marriott Milwaukee Downtown

Marriott Milwaukee Downtown

4 out of 5
Downtown Milwaukee
per person
Jun 13 - Jun 17
Roundtrip non-stop flight included
San Antonio (SAT) to Milwaukee (MKE)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A snack bar/deli, a lobby fireplace, and a library are also on offer.

Top Sheboygan hotel deals

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

2 out of 5
3664 S Taylor Dr, Sheboygan, WI
Free Cancellation
Reserve now, pay when you stay
The price is $81 per night
$81
per night
Apr 28 - Apr 29
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.
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

2.5 out of 5
2932 Kohler Memorial Dr, Sheboygan, WI
Free Cancellation
Reserve now, pay when you stay
The price is $81 per night
$81
per night
Apr 25 - Apr 26
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.
Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive, Sheboygan, WI
The price is $154 per night
$154
per night
May 19 - May 20
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.
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Free Cancellation
Reserve now, pay when you stay
The price is $116 per night
$116
per night
Apr 25 - Apr 26
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.
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St, Sheboygan, WI
Free Cancellation
Reserve now, pay when you stay
The price is $165 per night
$165
per night
Apr 25 - Apr 26
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.
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

2 out of 5
3402 Wilgus Avenue, Sheboygan, WI
Free Cancellation
Reserve now, pay when you stay
The price is $50 per night
$50
per night
Apr 30 - May 1
This motel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.
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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

Image for Blue Harbor Resort & Conference Center Water Park

Blue Harbor Resort & Conference Center Water Park

4/5(30 reviews)

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.

Blue Harbor Resort & Conference Center Water Park
Image for Whistling Straits Golf Course

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.

Whistling Straits Golf Course
Image for John Michael Kohler Arts Center

John Michael Kohler Arts Center

4.5/5(22 reviews)

You can spend time browsing the exhibits at John Michael Kohler Arts Center during your travels in Sheboygan. Wander the lakeside in this family-friendly area.

John Michael Kohler Arts Center

Frequently asked questions

How much are vacation packages to Sheboygan?
Travelocity has package deals to Sheboygan, including flights and hotels, starting from as low as $487. With all the money you save, you could include some awesome tours or perhaps even tack on a few extra days to your getaway.
How long should my Sheboygan vacation be?
On average, travelers stay 2 nights in Sheboygan. However, that might not be anywhere near enough for you. If you’d love to explore some of the area’s hidden treasures, why not add a few extra nights to your itinerary?
Where can I get the best vacation package deals for Sheboygan?
You’ll find a tempting selection of Sheboygan package deals on Travelocity. With no less than 400 partner airlines and 1,000,000 properties worldwide, putting together the perfect vacation will be a breeze.
Why should I purchase my Sheboygan vacation package via Travelocity?
Because life is one incredible journey, and we have everything you need to help you on the way. With our first-rate service and Price Match Guarantee, you can book your trip with confidence. And you can sleep easy while you’re away knowing we’ve got your back with our round-the-clock support.
Can I save on my Sheboygan car rental if I bundle it with my hotel or flight?
With a Sheboygan vacation package, you can bundle your flight, hotel and car bookings and save loads. If you’re in the mood to discover the best of this fantastic region, why not start with Six Flags Great America? This well-known sight is 95 mi from Sheboygan. With a rental car, you’ll be there in a flash.
What is the best time of year to go to Sheboygan?
You’ll be able to avoid the tourist masses and save money in December, January and February, which are the quietest times to visit. Peak season months of April, May and August are naturally busier and more expensive, but there’ll be more going on around Sheboygan. Lock in a hotel in and you’ll see your budget go further. Usually, room rates are at their highest in .
Which airport is best for Sheboygan?
Chances are you’ll arrive at General Mitchell Intl. Airport (MKE), which is 55 mi south of inner Sheboygan. Appleton Intl. Airport (ATW) (55 mi away from central Sheboygan) and Austin Straubel Intl. Airport (GRB) (55 mi away from central Sheboygan) are other choices.
What is there to do in Sheboygan?
While hopping off the tourist trail is rewarding, you shouldn’t miss the big sights that make a destination famous. Blue Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center are a couple of them in Sheboygan.
Where should I stay when visiting Sheboygan?
Many travelers choose to hit the hay at the Grandstay Residential Suites Hotel. It’s a terrific base for your Sheboygan vacation.

Where to stay in Sheboygan: Best areas for travelers