Sheboygan Vacation Packages

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Your Sheboygan Vacation

With a Sheboygan vacation package, discovering the best of this coastal city is simple. From its lively atmosphere and rich history to its family-friendly attractions, this destination has something for everyone to enjoy. Every trip to Sheboygan needs a well-designed itinerary. Fill yours with famous sights like Blue Harbor Resort & Conference Center Water Park, Kohler Design Center and John Michael Kohler Arts Center. Whoever you're heading away with and whatever the size of your budget, your dream Sheboygan vacation is just a few clicks away with Expedia.

Top Sheboygan Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
Wauwatosa
per person
Jun. 29 - Jul. 1
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
7.8/10 Good! (1,003 reviews)
The lobby was big and open. The staff was helpful as I extended my stay two additional nights

Reviewed on May 20, 2024

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
per person
Jun. 29 - Jul. 1
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (1,002 reviews)
Lots of history, beautiful place to stay

Reviewed on May 20, 2024

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
per person
Jun. 29 - Jul. 1
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.6/10 Exceptional! (320 reviews)
Great location, free parking, and lots of great places to eat nearby including in the same building. Very clean and quiet room with soaring ceilings. Would definitely stay again.

Reviewed on May 17, 2024

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Jun. 29 - Jul. 1
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.8/10 Exceptional! (1,623 reviews)
Great location, good food, enjoyed the art, room was clean and well decorated. My only negative was our record player in our room didn’t work which we didn’t know was in there when we booked the room, so not missing out on anything we were expecting. Would stay here again.

Reviewed on May 21, 2024

Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown

3 out of 5
Westown
per person
Jun. 29 - Jul. 1
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9/10 Wonderful! (1,000 reviews)
Very clean and comfortable. Walkable to all downtown venues.

Reviewed on May 21, 2024

Sheboygan Hotel Deals

La Quinta Inn by Wyndham Sheboygan
La Quinta Inn by Wyndham Sheboygan
2.5 out of 5
2932 Kohler Memorial Dr, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from May 23 to May 24
CA $110
CA $125 total
includes taxes & fees
May 23 - May 24
8/10 Very Good! (1,000 reviews)
"Always our go to place to stay when in Sheboygan. Clean, comfortable rooms. Safe area of the city. Good complimentary breakfast. Would definitely recommend to others."

Reviewed on May 17, 2024

La Quinta Inn by Wyndham Sheboygan
Grandstay Residential Suites Hotel - Sheboygan
Grandstay Residential Suites Hotel - Sheboygan
2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from May 23 to May 24
CA $203
CA $230 total
includes taxes & fees
May 23 - May 24
8.6/10 Excellent! (797 reviews)
"Hot tub would be nice. But other than that are experience was very good."

Reviewed on May 14, 2024

Grandstay Residential Suites Hotel - Sheboygan
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 CA $248 per night from May 23 to May 24
CA $248
CA $316 total
includes taxes & fees
May 23 - May 24
8.2/10 Very Good! (412 reviews)
"Nice property in a beautiful location. Nice amenities."

Reviewed on May 20, 2024

Blue Harbor Resort and Conference Center
See all 612 properties in Sheboygan
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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Frequently asked questions

How much does a Sheboygan vacation package cost?
Our Sheboygan packages, which start at just CA $984, are the easiest way to save money. Pick your favorite hotels, flights and rental car to create a custom-built escape.
How do I get a cheap travel package to Sheboygan?
Our Sheboygan vacation packages promise plenty of savings for the savvy wanderer. For the best deal, simply bundle your hotel, flights and extras (including activities) into a convenient package. But impressive bargains are only the start of your next memorable adventure. When you book with Expedia, you’ll have more than 550 air carriers and 1,000,000 properties all over the world to pick from. No matter your budget, there’s a vacation package here just for you.
Where should I stay in Sheboygan?
A getaway to Sheboygan isn’t complete without stopping by Blue Harbor Resort & Conference Center Water Park, Whistling Straits Golf Course and John Michael Kohler Arts Center. Spend your evenings near these tourist attractions and make sightseeing a breeze.
What are the top hotels in Sheboygan?
La Quinta Inn by Wyndham Sheboygan and Grandstay Residential Suites Hotel are among the best options in the neighborhood of Ellis Historical District. If you’re thinking of staying in the Downtown Sheboygan area, consider making a reservation at AmericInn by Wyndham Sheboygan or Quality Inn.
How far in advance should I book my Sheboygan vacation?
Travelers can normally browse international flights on Expedia up to a year in advance of departure. Booking last minute? With a little bit of luck, it’s still possible to purchase an affordable ticket only weeks before your journey.
What does an Expedia Sheboygan travel package include?
Rental cars, flights and hotels, or any combination of them — it’s totally up to you. Whether you’re visiting Sheboygan with the whole family or adventuring solo, there’s a bundle to fit every budget and style. Once you’ve made your booking, why not add on a couple of tours or activities?
What should I know before booking a Sheboygan travel package?
When you book your flights, hotels and car rentals together, you’ll pick up fantastic discounts. Whether you’re planning a wilderness getaway in a cabin or would rather stay in a ritzy city hotel, Expedia can make it happen for less.
Can I choose my airline with a Sheboygan Expedia vacation package?
Yes, definitely. Expedia has more than 550 partner airlines to pick from across the world. With all that choice at your fingertips, finding the right carrier to take you to Sheboygan will be a cinch.
If I'm not able to travel, can I cancel my Sheboygan vacation package?
You can cancel your Sheboygan booking if your plans have changed. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Sheboygan

Image for Blue Harbor Resort & Conference Center Water Park

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.

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

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

What to do in Sheboygan

Image for Sheboygan Showdown Scavenger Hunt

Sheboygan Showdown Scavenger Hunt

CA $37
Per adult
Sheboygan Showdown Scavenger Hunt
Image for Sheboygan Scavenger Hunt

Sheboygan Scavenger Hunt

CA $30
Per adult
Sheboygan Scavenger Hunt
Image for Sheboygan Arts & Water Segway Tour w/ Private Tour Option

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

CA $134
Per adult
Sheboygan Arts & Water Segway Tour w/ Private Tour Option
See all activities in Sheboygan

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.