Sheboygan County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Sheboygan County Hotel Deals

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 ¥17,034 per night from Oct 5 to Oct 6
¥17,034
¥19,333 total
Oct 5 - Oct 6
includes taxes & fees
8.6/10 Excellent! (975 reviews)
"Spacious room"

Reviewed on Sep 29, 2025

Grandstay Residential Suites Hotel - Sheboygan
La Quinta Inn by Wyndham Sheboygan

La Quinta Inn by Wyndham Sheboygan

3 out of 5
2932 Kohler Memorial Dr, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is ¥11,255 per night from Oct 15 to Oct 16
¥11,255
¥12,774 total
Oct 15 - Oct 16
includes taxes & fees
8/10 Very Good! (1,010 reviews)
"Excellent beds and tv."

Reviewed on Sep 26, 2025

La Quinta Inn by Wyndham Sheboygan
The Oasis Hotel & Bar

The Oasis Hotel & Bar

2.5 out of 5
600 N Main St, Sheboygan Falls, WI
The price is ¥11,776 per night from Oct 5 to Oct 6
¥11,776
¥13,011 total
Oct 5 - Oct 6
includes taxes & fees
8/10 Very Good! (305 reviews)
"Friendly staff, clean rooms, pool/hot tub area was nice, good AC"

Reviewed on Sep 21, 2025

The Oasis Hotel & Bar
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.