Sheboygan County Vacation Packages

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Your Sheboygan County Vacation

Make planning your next big adventure simple with a Sheboygan County vacation package. Whether it's the cuisine, history or something else entirely that draws you here, our package deals will help you discover it all. With so many things to see and do on a trip to Sheboygan County, it can be difficult to know where to begin. Kick off your travels in Sheboygan at Blue Harbour Resort & Conference Centre Water Park and Kohler-Andrae State Park — two leading attractions here. Another city worth adding to your itinerary is Random Lake. Don't miss Ozaukee County Pioneer Village and Luxembourg American Cultural Centre. From the instant you book your Sheboygan County vacation to when you get back home, Expedia has your back each step of the way.

Top vacation destinations in Sheboygan County

Aerial view of marina in Sheboygan WI
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Sheboygan

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Top Sheboygan County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Paper Valley Hotel

Best Western Plus Paper Valley Hotel

2.5 out of 5
Price was CA $877, price is now CA $841 per person
CA $841
per person
May 22 - May 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
8.4/10 Very Good! (1,003 reviews)
Comfortable stay from start to finish: friendly staff, clean common area, room was nice and at the right price point.

Reviewed on Mar 28, 2026

CopperLeaf Boutique Hotel & Spa, BW Premier Collection

CopperLeaf Boutique Hotel & Spa, BW Premier Collection

3.5 out of 5
Price was CA $1,012, price is now CA $942 per person
CA $942
per person
May 22 - May 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
9.4/10 Exceptional! (1,006 reviews)
We enjoyed a fantastic dinner at Rye, located in Copperleaf. All the staff were very friendly, and our room was very clean and cozy with a fireplace. Great location and walkable to all the boutiques and restaurants/brewery.

Reviewed on Mar 24, 2026

GrandStay Hotel & Suites Kaukauna

GrandStay Hotel & Suites Kaukauna

2 out of 5
Price was CA $974, price is now CA $939 per person
CA $939
per person
May 22 - May 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
9.4/10 Exceptional! (112 reviews)
The pool and hot tub area was EXCELLENT! Everything is super cleanly and staff is wonderful, especially Lisa one of the cleaning ladies. We enjoyed our stay and will recommend it to everyone in the area!

Reviewed on Mar 31, 2026

Holiday Inn Appleton by IHG

Holiday Inn Appleton by IHG

3 out of 5
Price was CA $977, price is now CA $950 per person
CA $950
per person
May 22 - May 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
9.2/10 Wonderful! (526 reviews)
The room was very nice, my husband loved the soap in the shower. My only complaint was the wait at the front desk to check in.

Reviewed on Mar 16, 2026

Cobblestone Hotel & Suites-Little Chute

Cobblestone Hotel & Suites-Little Chute

3 out of 5
Price was CA $899, price is now CA $878 per person
CA $878
per person
May 22 - May 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
9.4/10 Exceptional! (709 reviews)
Clean, nice breakfast, decent pool (clean! But small, no hot tub). Excellent service staff, especially when I misplaced items. :)

Reviewed on Mar 25, 2026

Sheboygan County Hotel Deals

The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Fully refundableReserve now, pay when you stay
The price is CA $600 per night from Apr 26 to Apr 27
CA $600
CA $663 total
Apr 26 - Apr 27
includes taxes & fees
9.6/10 Exceptional! (240 reviews)
Great spot amazing service

Reviewed on Mar 31, 2026

The American Club
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Apr 2 to Apr 3
CA $150
CA $171 total
Apr 2 - Apr 3
includes taxes & fees
9.6/10 Exceptional! (511 reviews)
A gem of a place...loved it. Great through and through.

Reviewed on Mar 31, 2026

Watershed Hotel
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 $256 per night from Apr 6 to Apr 7
CA $256
CA $327 total
Apr 6 - Apr 7
includes taxes & fees
8.4/10 Very Good! (460 reviews)
Our children are 7 and 10 years old. They both thoroughly enjoyed every minute at the water park.

Reviewed on Mar 2, 2026

Blue Harbor Resort and Conference Center
See all 425 properties in Sheboygan County
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 County vacation package cost?
Get ready to book, because a trip to Sheboygan County starts from a tempting CA $841. When you bundle your flights, hotels and car rentals into a travel package, you'll pick up the biggest bargains.
How do I get a cheap travel package to Sheboygan County?
Bundle your flights and hotels, throw in extras such as activities, and save with a Sheboygan County vacation package. You won't just pick up wonderful discounts on your trip — you'll have a world of choice within your reach too. When you book through Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties across the globe. Your next grand adventure starts right here, right now!
What are the top hotels in Sheboygan County?
For hotels in Sheboygan with friendly service and cozy beds, check out La Quinta Inn by Wyndham Sheboygan and Grandstay Residential Suites Hotel. If you're stopping by Plymouth as well, you'll get a wonderful night's sleep at AmericInn by Wyndham Sheboygan or AmeriVu Inn & Suites.
How far in advance should I book my Sheboygan County vacation?
To bag discount prices, book nice and early. Airlines usually release flight tickets, along with some of the lowest fares, around a year ahead of time. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway in Sheboygan County, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Sheboygan County travel package include?
Expedia has all you need to lock in Sheboygan County escape, but what goes into your package depends on you. Select from a combination of flights, hotels and rental cars. Chasing a few activities to fill in your time? Once you've made your booking, you can add them too. Whatever your style, there's a deal to suit your needs.
What should I know before booking a Sheboygan County travel package?
Booking all the parts of your getaway together is a simple way to save. Combine car rentals, airfares and hotels into a neat little package. But hotels aren't your only option. Expedia offers all sorts of properties, including vacation rentals like mountain cabins and city residences. You've got choices galore!
Can I choose my airline with a Sheboygan County Expedia vacation package?
Yes, and with over 550 airlines to choose from all over the world, you're spoiled for choice. Look through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Sheboygan County vacation package?
We totally understand — the universe can throw the odd curveball. If you've booked a Sheboygan County vacation package and have to cancel or amend it, we can help. It's always worth visiting our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.