Downtown Sheboygan Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top hotels in Downtown Sheboygan

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 S$181 per night from 8 Jan to 9 Jan
S$181
8 Jan - 9 Jan
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
Room was very spacious. 2 bedrooms bed and pillows comfortable. Staff was nice for check in. Breakfast was adequate. As mentioned before hot plate was cold but there is a microwave to heat up your food. Place was clean. Walking distance to restaurants

Reviewed on 22 Dec, 2025

Grandstay Residential Suites Hotel - Sheboygan
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

2 out of 5
723 Center Avenue Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is S$95 per night from 11 Jan to 12 Jan
S$95
11 Jan - 12 Jan
includes taxes & fees
6.8/10 (148 reviews)
Good workout room.

Reviewed on 23 Dec, 2025

Wingate by Wyndham Sheboygan
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Fully refundable
The price is S$693 per night from 8 Jan to 9 Jan
S$693
8 Jan - 9 Jan
includes taxes & fees
9.6/10 Exceptional! (233 reviews)
Everything was great!

Reviewed on 20 Nov, 2025

The American Club
See all 459 properties in Downtown 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 Downtown Sheboygan holiday package cost?
Starting from as little as , you can customize your Downtown Sheboygan package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Downtown Sheboygan?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a tidy sum too. A Downtown Sheboygan holiday package makes it a breeze to create your dream adventure. With more than 550 airlines around the world to select from, finding flights that fit your busy schedule won't be hard. In addition to that, we've got over 1,000,000 properties globally to choose from. Now that's what we call choice. No matter who you are, Expedia brings the world within your reach.
Where should I stay in Downtown Sheboygan?
With fascinating attractions such as Blue Harbour Resort & Conference Centre Water Park and John Michael Kohler Arts Centre in this neighbourhood, try to find a hotel near them. Stefanie H. Weill Centre for the Performing Arts is another sight that draws the crowds.
What are the top hotels in Downtown Sheboygan?
Inn of Sheboygan and New 3 Bedroom Property In The Heart Of Downtown Sheboygan are among the most popular properties in Downtown Sheboygan. Why not take a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my Downtown Sheboygan holiday?
Reward yourself with the biggest variety at the lowest prices by booking your trip to Downtown Sheboygan nice and early. Airlines usually sell tickets around a year before departure, so reserve your spot ASAP. That being said, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Downtown Sheboygan travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to build your perfect Downtown Sheboygan package. Once you've made your booking, you can add on the fun stuff like activities and tours. Remember — the more you bundle, the greater the savings!
What should I know before booking a Downtown Sheboygan travel package?
A travel package can be easier on the hip pocket than separately booking everything you need for your getaway. For example, bundle your flights, hotels and rental cars and score big savings. Whatever sort of holiday you're planning, you're bound to find a package that's right for you.
Can I choose my airline with a Downtown Sheboygan Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Downtown Sheboygan holiday package?
Certainly, and we're here to help. You may be able to cancel or amend your Downtown Sheboygan holiday package at no cost if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company for older bookings. If life gets in the way of your holiday, take a look at our Customer Service Portal for more information.

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

Things to do

Sheboygan Showdown Scavenger Hunt

Sheboygan Showdown Scavenger Hunt

S$30
per adult
Sheboygan Showdown Scavenger Hunt
Private Professional Golf Experience in American Club Wisconsin

Private Professional Golf Experience in American Club Wisconsin

S$285
per adult
Private Professional Golf Experience in American Club Wisconsin
Sheboygan Showdown Scavenger Hunt

Sheboygan Showdown Scavenger Hunt

S$37
per adult
Sheboygan Showdown Scavenger Hunt
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.