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

FlightsFlightsHotelsHotels

Sheboygan

Sheboygan

Top Sheboygan County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
AmericInn by Wyndham Appleton North/Little Chute

AmericInn by Wyndham Appleton North/Little Chute

2 out of 5
Price was CA $797, price is now CA $746 per person
CA $746
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Appleton (ATW)
7.6/10 Good! (1,002 reviews)
Staff, room, location.

Reviewed on Feb 18, 2026

CopperLeaf Boutique Hotel & Spa, BW Premier Collection

CopperLeaf Boutique Hotel & Spa, BW Premier Collection

3.5 out of 5
Price was CA $1,033, price is now CA $929 per person
CA $929
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Appleton (ATW)
9.4/10 Exceptional! (1,000 reviews)
I love this place. Central location, comfy beds and great shower pressure.

Reviewed on Feb 12, 2026

DoubleTree by Hilton Neenah

DoubleTree by Hilton Neenah

4 out of 5
Price was CA $885, price is now CA $808 per person
CA $808
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Appleton (ATW)
8.6/10 Excellent! (1,000 reviews)
I stayed the February 13-15. The staff was very nice and friendly. The beds and pillows werw very nice in the room. The dust build up on the box spring under headboard was gross and someones elses toe nail in the dust behind the toilet was gross too. The door to the room was very hard to open and slammed very quick after you closed the door. The doors to the lobby and stainless steel didnt look like they have been cleaned in a very long time. Gross! And the hallways weren't vacuumed. There were cigarette buds all over the ground when walking in. First impression are everything. So that was my stay. Thank you for asking. Have a great day.

Reviewed on Feb 17, 2026

Hilton Appleton Paper Valley

Hilton Appleton Paper Valley

3.5 out of 5
Price was CA $968, price is now CA $905 per person
CA $905
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Appleton (ATW)
8.6/10 Excellent! (1,003 reviews)
Clean, comfy beds and nice onsite restaurants! We loved the hotel. There’s a pool but no hot tub.

Reviewed on Feb 19, 2026

Wyndham Garden Appleton

Wyndham Garden Appleton

2 out of 5
Price was CA $861, price is now CA $808 per person
CA $808
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Appleton (ATW)
8.4/10 Very Good! (1,001 reviews)
Room was good….terrible odor in carpeting in hallway…vomit???? Really needs to be dealt with…no coffee second am due to water pipe break…water shut off!!

Reviewed on Feb 19, 2026

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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 $670 per night from Feb 26 to Feb 27
CA $670
CA $741 total
Feb 26 - Feb 27
includes taxes & fees
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 $148 per night from Feb 22 to Feb 23
CA $148
CA $168 total
Feb 22 - Feb 23
includes taxes & fees
9.6/10 Exceptional! (489 reviews)
Hotel is new, small, cozy, comfortable and in a quiet and private neighborhood area in the middle of town…seemingly less than a 10 minute drive to everything in town. Very spacious room, clean, new, would definitely stay here again. Not a traditional king bed, was a little low to the ground and not ...

Reviewed on Feb 19, 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 $252 per night from Feb 22 to Feb 23
CA $252
CA $322 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (455 reviews)
The restaurant food was a bit greasy for our taste, and the bathroom in our room was small and seemed dated. The waterpark and miniature golf was fun.

Reviewed on Feb 16, 2026

Blue Harbor Resort and Conference Center
See all 427 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 $746. 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.