Book Exclusive Sheboygan Vacation Packages

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Sheboygan flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

3 out of 5
Price was CA $1,265, price is now CA $975 per person
CA $975
per person
Sep 25 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Corners of Brookfield and Prairieville Park are located nearby.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $2,814, price is now CA $1,897 per person
CA $1,897
per person
Sep 25 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions American Family Field and Riverside Theater are located nearby.
Residence Inn By Marriott Milwaukee Brookfield

Residence Inn By Marriott Milwaukee Brookfield

3 out of 5
Price was CA $1,331, price is now CA $1,014 per person
CA $1,014
per person
Sep 25 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Milwaukee County Zoo and Mayfair Mall are located nearby.
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was CA $1,499, price is now CA $1,202 per person
CA $1,202
per person
Sep 25 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Henry W. Maier Festival Park are located nearby.
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was CA $1,902, price is now CA $1,577 per person
CA $1,577
per person
Sep 25 - Sep 30
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions American Family Field and Riverside Theater are located nearby.

Top Sheboygan hotels deals

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 CA $229 per night
CA $229
CA $259 total
Aug 19 - Aug 20
includes taxes & fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Above & Beyond Children's Museum are located nearby.
Breakfast included
Pet-friendly
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 CA $170 per night
CA $170
CA $192 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this business-friendly aparthotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Stefanie H. Weill Center for the Performing Arts are located nearby.
Pool
Breakfast included
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

3 out of 5
3664 S Taylor Dr Sheboygan WI
Free cancellation
Reserve now, pay when you stay
The price is CA $135 per night
CA $135
CA $153 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Deer Trace Mall are located nearby.
Pool
Breakfast included
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

2.5 out of 5
4332 N 40th St Sheboygan WI
Free cancellation
The price is CA $115 per night
CA $115
CA $131 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Sheboygan County Historical Museum are located nearby.
Pool
Hot tub
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

3 out of 5
2932 Kohler Memorial Dr Sheboygan WI
Free cancellation
Reserve now, pay when you stay
The price is CA $128 per night
CA $128
CA $145 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this golf hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Sheboygan County Historical Museum are located nearby.
Breakfast included
Pet-friendly
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 CA $103 per night
CA $103
CA $117 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly motel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Sheboygan County Historical Museum are located nearby.
Breakfast included
Parking included
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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.

Stay near popular Sheboygan attractions

Whistling Straits Golf Course

9.4/10 (20 reviews)
Enjoy a round of golf in Sheboygan at Whistling Straits Golf Course. Wander the lakeside and beautiful beaches in this family-friendly area.
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Sheboygan Vacations

Whether you're organizing a short break or a long and leisurely getaway, it's wise to know a little bit about Sheboygan before setting off.

To help you find your feet, Sheboygan is 50 miles (80 kilometers) north of the prominent city of Milwaukee.

This part of Northeast Wisconsin is home to around 49,000 residents, some of whom will surely be willing to provide you with a few travel tips.

Places to visit in Sheboygan

Nothing compares to seeing top-level art when your mind needs to be nourished. As you marvel at the fabulous pieces at John Michael Kohler Arts Center, see if you can find a deeper meaning. Need some more options? Leave the history journals! Witness the past jump off the page at Sheboygan County Historical Museum. But that's not all. Live theater can challenge our expectations and asks us to aspire to more. Attend a performance at Stefanie H. Weill Center for the Performing Arts and open your mind to some new ideas.

Where do you fly into for Sheboygan?

The thrill of exploring a new destination will never get old. Once you've arrived at Austin Straubel International Airport (GRB), the center of Sheboygan will be just 55 miles (89 kilometers) away.

Frequently asked questions

How much are vacation packages to Sheboygan?
Exciting adventures await in Sheboygan, with Travelocity vacation packages from as little as CA $975. Including hotels and flights, these terrific deals make it a breeze to experience all corners of the globe.
How long should my Sheboygan vacation be?
Usually, 2 nights is how long most visitors spend discovering the sights of Sheboygan. Not sure if that'll be sufficient time to do all the things on your sightseeing list? Stay a couple more nights and experience everything this place has to offer.
Where can I get the best vacation package deals for Sheboygan?
Check out Travelocity. With access to 400 air carriers and a whopping 1,000,000 hotels all over the world, selecting the perfect Sheboygan package deal couldn't be easier.
Why should I purchase my Sheboygan vacation bundle with Travelocity?
Incredible savings, an abundance of enticing destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always score the best possible deal with Travelocity.
Can I save on my Sheboygan car rental if I book it with a hotel or flight?
With a Sheboygan vacation package, you can bundle your flight, hotel and car bookings and save some serious money. If you want to discover the best of this impressive location, why not start with Six Flags Great America? This well-known attraction is 153 kilometers from Sheboygan. With your own rental car, you'll be there before you know it.
Which airport is best for Sheboygan?
General Mitchell Intl. Airport (MKE), located around 88 kilometers south of inner Sheboygan, is most likely where you'll touch down. Your other options are Appleton Intl. Airport (ATW) (88 kilometers away from central Sheboygan) and Austin Straubel Intl. Airport (GRB) (88 kilometers away from central Sheboygan).
What is there to do in Sheboygan?
There's a certain magic in the air as you roam the streets of Sheboygan. Blue Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center are just two famous attractions that entice visitors to this wonderful city, so add them to your travel itinerary.
Where should I stay when visiting Sheboygan?
If you're searching for a place to lay your head, consider the Grandstay Residential Suites Hotel. It's the top pick for many visitors.

Photos of local treasures

Browse Sheboygan vacation photos for more inspiration

A lighthouse at sunset with a colorful sky and calm water.
A marina with boats docked along a waterfront, surrounded by residential buildings and a clear blue sky.
A coastal town with a beach, residential areas, and a church steeple.
An aerial view of a coastal residential area with a beach, marina, and houses.
Kohler-Andrae State Park. Summer landscape with footprinted sand dunes, hiking trail and lake Michigan. Nature of Wisconsin background. Travel midwest USA. Summer nature background.