Sheboygan County Holidays

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Your Sheboygan County Holiday

Make planning your next big adventure simple with a Sheboygan County holiday 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 holiday to when you get back home, Expedia has your back each step of the way.

Top destinations in Sheboygan County

Getting out on the jetty to get this photo is just ONE of the perspectives you are presented with when you get down to the lake shore in Sheboygan County. Facing north, the sunrise just appeared to have so many natural colors for this long exposure. Plus, the calm waters looked even more so at 4 seconds. If you get to the eastern side of Wisconsin, in Sheboygan County, heading to the lake is a MUST.
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Sheboygan

Sheboygan
Winter landscape of a trail winding toward Lake Michigan in the snow-covered Kohler Dunes, near Sheboygan, Wisconsin.
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Kohler

Kohler

Sheboygan County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Top Sights
James Tellen Woodland Sculpture Garden, Old Plank Road Trailhead and Sheboygan County Historical Museum

Top hotels in Sheboygan County

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 £396 per night from 15 Feb to 16 Feb
£396
15 Feb - 16 Feb
includes taxes & fees
9.6/10 Exceptional! (236 reviews)
Everything was great!

Reviewed on 20 Nov 2025

The American Club
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 £92 per night from 11 Feb to 12 Feb
£92
11 Feb - 12 Feb
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
Room was very clean and perfect for a downtown stay

Reviewed on 6 Feb 2026

Grandstay Residential Suites Hotel - Sheboygan
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is £90 per night from 11 Feb to 12 Feb
£90
11 Feb - 12 Feb
includes taxes & fees
9.6/10 Exceptional! (487 reviews)
The room was very spacious, extremely clean, and bed was very comfortable. Convenient location and Bailey (& Dax) were very welcoming and friendly.

Reviewed on 6 Feb 2026

Watershed Hotel
See all 430 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Sheboygan County travel package cost?
Be ready to book, because a trip to Sheboygan County starts from an enticing . When you bundle your hotels, flights and car rentals into a travel package, you'll enjoy the best bargains.
If I'm not able to travel, can I cancel my Sheboygan County travel package?
It's difficult to predict what the future holds, so it's good to know that you can cancel or change your Sheboygan County travel package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for more information.
How do I get a cheap travel package to Sheboygan County?
Our Sheboygan County holiday packages promise plenty of savings for the savvy wanderer. For the best deals, simply combine your hotel, flights and extras (such as activities) into a handy package. But low prices are just the beginning of your next memorable adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotel options throughout the world to choose from. Whatever your style, there's a package to suit you.
Does Expedia offer Book Now, Pay Later Sheboygan County holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in instalments. Simply click on the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Make sure you bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient monthly instalment plans. If paying just a small amount each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you want to pay off your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this option. Just put down a small deposit on your booking and then start packing your bags.

What are the top hotels in Sheboygan County?
La Quinta Inn by Wyndham Sheboygan and Super 8 by Wyndham Sheboygan WI know how to make their guests feel at home in Sheboygan. If you also plan to get to Plymouth, take a look at La Quinta Inn by Wyndham Sheboygan and Super 8 by Wyndham Sheboygan WI. Both are top picks with travellers.
How far in advance should I book my Sheboygan County holiday?
While prices do change, we generally advise booking your seats as early as possible. Most international airfares become available on Expedia up to a year in advance. If you're booking late, you may still get lucky. Discount prices to Sheboygan County sometimes appear only weeks before departure.
What does an Expedia Sheboygan County travel package include?
Flights, rental cars and hotels — we have them covered. With Expedia, you can shape your Sheboygan County travel package the way you want. All you have to do is figure out exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a Sheboygan County travel package?
A travel package can be customized for your budget and is an easy way to stretch your dollars further. How little or much you include is totally up to you. Hotels, rental cars and flights — choose any combination that suits your plans.
Can I choose my airline with a Sheboygan County Expedia travel package?
Yes, and with over 550 airlines to pick from around the world, you have loads of choice. Browse the available options and find out which airline fits your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.