Sheboygan County Vacations & Trips

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Top destinations in Sheboygan County

A warm December day took me here for a walk on Lake Michigan in Wisconsin. Wonderful place, I hope it doesn't turn into a golf course. Great campground here too
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Sheboygan County Hotel Deals

The Oasis Hotel & Bar

The Oasis Hotel & Bar

2.5 out of 5
600 N Main St, Sheboygan Falls, WI
The price is ￥10,447 per night from Aug 24 to Aug 25
￥10,447
￥11,543 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (277 reviews)
"Nice hotel"

Reviewed on Jul 31, 2025

The Oasis Hotel & Bar
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 ￥11,109 per night from Sep 7 to Sep 8
￥11,109
￥12,608 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (61 reviews)
"The breakfast was very nice. Our room was clean and our bed was very comfortable and very clean."

Reviewed on Aug 6, 2025

Comfort Inn & Suites Sheboygan I-43
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is ￥24,466 per night from Aug 13 to Aug 14
￥24,466
￥27,768 total
Aug 13 - Aug 14
includes taxes & fees
9.6/10 Exceptional! (370 reviews)
"Overall, this is a great property with very friendly staff, clean rooms, a nice river view and a great breakfast! Two suggestions would be adding pillows to ensure each guest has two, and adding perhaps a rug to help deplete noise from other rooms. While the rooms are very sleek, modern and clean, ..."

Reviewed on Aug 4, 2025

Watershed Hotel
See all 436 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.

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 . 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.
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.