Sheboygan Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Sheboygan

AmericInn by Wyndham Sheboygan
AmericInn by Wyndham Sheboygan
2 out of 5
3664 S Taylor Dr, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is S$144 per night from 1 Dec to 2 Dec
S$144
includes taxes & fees
1 Dec - 2 Dec
8.4/10 Very Good! (999 reviews)
Great stay
"Not a single issue. Very comfortable and friendly."

Reviewed on 10 Nov,2024

AmericInn by Wyndham Sheboygan
La Quinta Inn by Wyndham Sheboygan
La Quinta Inn by Wyndham Sheboygan
2.5 out of 5
2932 Kohler Memorial Dr, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is S$129 per night from 28 Nov to 29 Nov
S$129
includes taxes & fees
28 Nov - 29 Nov
8/10 Very Good! (1,001 reviews)
"Great staff and service."

Reviewed on 21 Nov,2024

La Quinta Inn by Wyndham Sheboygan
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 S$260 per night from 26 Nov to 27 Nov
S$260
includes taxes & fees
26 Nov - 27 Nov
8.4/10 Very Good! (426 reviews)
"great view!"

Reviewed on 3 Nov,2024

Blue Harbor Resort and Conference Center
See all 615 properties in Sheboygan
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 holiday package cost?
Our Sheboygan packages, which start at just , are the easiest way to save money. Pick your favourite hotels, flights and rental car to create a custom-built escape.
How do I get a cheap travel package to Sheboygan?
Our Sheboygan holiday packages promise plenty of savings for the savvy wanderer. For the best deal, simply bundle your hotel, flights and extras (including activities) into a convenient package. But impressive bargains are only the start of your next memorable adventure. When you book with Expedia, you’ll have more than 550 air carriers and 1,000,000 properties all over the world to pick from. No matter your budget, there’s a holiday package here just for you.
Where should I stay in Sheboygan?
A getaway to Sheboygan isn’t complete without stopping by Blue Harbour Resort & Conference Centre Water Park, Whistling Straits Golf Course and John Michael Kohler Arts Centre. Spend your evenings near these tourist attractions and make sightseeing a breeze.
What are the top hotels in Sheboygan?
La Quinta Inn by Wyndham Sheboygan and Grandstay Residential Suites Hotel are among the best options in the neighbourhood of Ellis Historical District. If you’re thinking of staying in the Downtown Sheboygan area, consider making a reservation at AmericInn by Wyndham Sheboygan or Quality Inn.
How far in advance should I book my Sheboygan holiday?
Travellers can normally browse international flights on Expedia up to a year in advance of departure. Booking last minute? With a little bit of luck, it’s still possible to purchase an affordable ticket only weeks before your journey.
What does an Expedia Sheboygan travel package include?
Rental cars, flights and hotels, or any combination of them — it’s totally up to you. Whether you’re visiting Sheboygan with the whole family or adventuring solo, there’s a bundle to fit every budget and style. Once you’ve made your booking, why not add on a couple of tours or activities?
What should I know before booking a Sheboygan travel package?
When you book your flights, hotels and car rentals together, you’ll pick up fantastic discounts. Whether you’re planning a wilderness getaway in a cabin or would rather stay in a ritzy city hotel, Expedia can make it happen for less.
Can I choose my airline with a Sheboygan Expedia holiday package?
Yes, definitely. Expedia has more than 550 partner airlines to pick from across the world. With all that choice at your fingertips, finding the right carrier to take you to Sheboygan will be a cinch.
If I'm not able to travel, can I cancel my Sheboygan holiday package?
You can cancel your Sheboygan booking if your plans have changed. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Popular places to visit

James Tellen Woodland Sculpture Garden

You can spend time exploring the galleries in James Tellen Woodland Sculpture Garden in Sheboygan. Wander the lakeside in this family-friendly area.

James Tellen Woodland Sculpture Garden

What to do in Sheboygan

Sheboygan Showdown Scavenger Hunt

Sheboygan Showdown Scavenger Hunt

S$28
Per adult
Sheboygan Showdown Scavenger Hunt
Sheboygan Arts & Water Segway Tour w/ Private Tour Option

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

S$130
Per adult
Sheboygan Arts & Water Segway Tour w/ Private Tour Option
Private Professional Golf Experience in American Club Wisconsin

Private Professional Golf Experience in American Club Wisconsin

S$271
Per adult
Private Professional Golf Experience in American Club Wisconsin
See all activities in Sheboygan

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.