Downtown Sheboygan Vacations

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Your Downtown Sheboygan Vacation

Take the stress out of organizing your next break by booking a Downtown Sheboygan vacation package. Immerse yourself in the sights and sounds of this appealing neighborhood and enjoy all it has to offer. Wondering what to see and do during your trip to Downtown Sheboygan? Nearby attractions like Blue Harbor Resort & Conference Center Water Park, John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts are good places to begin. Don't just imagine it — turn it into a reality! Secure your ideal Downtown Sheboygan vacation with Expedia and experience travel your way.

The Latest Downtown Sheboygan Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Sturtevant/Racine

Super 8 by Wyndham Sturtevant/Racine

2 out of 5
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
8/10 Very Good! (474 reviews)
Rooms were super clean and comfortable! Pool was clean and warm. Grandsons had a ball playing in the pool. Breakfast was good and fresh. Highly recommend!!

Reviewed on Jun 7, 2024

La Quinta Inn & Suites by Wyndham Milwaukee SW New Berlin

La Quinta Inn & Suites by Wyndham Milwaukee SW New Berlin

2.5 out of 5
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
7.6/10 Good! (1,004 reviews)
Was there for one night and had zero issues

Reviewed on Jun 10, 2024

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Aug 9 - Aug 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.8/10 Exceptional! (1,694 reviews)
Very clean and great staff!??

Reviewed on Jun 14, 2024

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
per person
Aug 9 - Aug 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.4/10 Exceptional! (1,000 reviews)
Such a cool hotel, will definately be back!

Reviewed on Jun 13, 2024

Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
per person
Aug 9 - Aug 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.2/10 Wonderful! (94 reviews)
Exceptional location. They did a very good job with the restoration; it’s a beautiful historic building and the renovations are very nice. That said, it’s NOT a hotel - it’s an Airbnb. There are no dedicated staff on site, no front desk, no housekeeping during the stay, and no additional services offered on the property. The sound bleed between walls and floors is substantial to become uncomfortable during the day and to interrupt sleep significantly during the night. We didn’t have restful nights due to evening events taking place on the first floor throughout our stay. I wish they had clarified the expectations of the type of lodging they are on the Expedia description - we would have known what to expect or chosen a different location to celebrate a romantic getaway.

Reviewed on Jun 10, 2024

Downtown Sheboygan 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 $169 per night from Jun 16 to Jun 17
$169
$192 total
includes taxes & fees
Jun 16 - Jun 17
8.6/10 Excellent! (814 reviews)
"Nothing unique, clean, good wi-fi."

Reviewed on Jun 8, 2024

Grandstay Residential Suites Hotel - Sheboygan
Inn of Sheboygan
Inn of Sheboygan
2 out of 5
930 N 8th St, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is $89 per night from Jun 16 to Jun 17
$89
$101 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (579 reviews)
Spacious and clean with an eye to recycling
"Our room was just enough. I appreciated the vinyl plank flooring, I knew the floor was clean. The bathroom was not luxurious, but it was everything we needed. The room and bathroom were recently refreshed. The bed was firm and the pillows were fluffy. Linens were new also. I have a feeling some of ..."

Reviewed on Jun 12, 2024

Inn of Sheboygan
Travelodge by Wyndham Sheboygan
Travelodge by Wyndham Sheboygan
2 out of 5
723 Center Avenue, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is $67 per night from Jun 20 to Jun 21
$67
$75 total
includes taxes & fees
Jun 20 - Jun 21
5.2/10 (551 reviews)
"No coffee pot in the room but bed was comfortable and room was clean. Good for the price and area"

Reviewed on Jun 11, 2024

Travelodge by Wyndham Sheboygan
See all 419 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.

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Frequently asked questions

How much does a Downtown Sheboygan vacation package cost?
Starting from as little as $396, 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 vacation 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 Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center in this neighborhood, try to find a hotel near them. Stefanie H. Weill Center 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 vacation?
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 vacation!
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 vacation 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 vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation 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 vacation package?
Certainly, and we’re here to help. You may be able to cancel or amend your Downtown Sheboygan vacation 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 vacation, take a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Downtown Sheboygan

Image for John Michael Kohler Arts Center

John Michael Kohler Arts Center

4.5/5(22 reviews)

You can spend time browsing the exhibits at John Michael Kohler Arts Center during your travels in Sheboygan. Wander the lakeside in this family-friendly area.

John Michael Kohler Arts Center
Image for Stefanie H. Weill Center for the Performing Arts

Stefanie H. Weill Center for the Performing Arts

4.5/5(6 reviews)

You can make plans for a show at Stefanie H. Weill Center for the Performing Arts on your trip to Sheboygan. While you're in the area, stroll along the lakeside.

Stefanie H. Weill Center for the Performing Arts
Image for Above & Beyond Children's Museum

Above & Beyond Children's Museum

4/5(11 reviews)

You can take time to visit Above & Beyond Children's Museum during your travels to Sheboygan. While you're in the area, stroll along the lakeside.

Above & Beyond Children's Museum

Things to do

Image for Sheboygan Arts & Water Segway Tour w/ Private Tour Option

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

$99
Per adult
Sheboygan Arts & Water Segway Tour w/ Private Tour Option
See all activities in Sheboygan

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.