Sheboygan County Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Sheboygan County

Our pick of the best Sheboygan County Hotel Deals

Comfort Inn & Suites Sheboygan I-43
Comfort Inn & Suites Sheboygan I-43
2.5 out of 5
3912 Motel Rd, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is NZ$153 per night from 10 Aug to 11 Aug
NZ$153
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (43 reviews)
"I liked my stay"

Reviewed on 2 Jul. 2025

Comfort Inn & Suites Sheboygan I-43
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 NZ$1,219 per night from 23 July to 24 July
NZ$1,219
23 July - 24 July
includes taxes & fees
9.6/10 Exceptional! (221 reviews)
"Staff members Denny was so helpful kind friendly"

Reviewed on 30 Jun. 2025

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 NZ$315 per night from 15 July to 16 July
NZ$315
15 July - 16 July
includes taxes & fees
9.6/10 Exceptional! (349 reviews)
"Great views from the Riverview room. Nice staff. Lots of room in the hotel and outside on the grounds to hang out. Would stay again."

Reviewed on 2 Jul. 2025

Watershed Hotel
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.

Frequently asked questions

How much does a Sheboygan County holiday package cost?
Get ready to book, because a trip to Sheboygan County starts from a tempting . 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 holiday 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 cosy 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 holiday?
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.
Can I choose my airline with a Sheboygan County Expedia holiday 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 holiday package?
We totally understand --- the universe can throw the odd curveball. If you've booked a Sheboygan County holiday 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.