Downtown Sheboygan Holidays from £691

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Your Downtown Sheboygan Holiday

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

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

2.5 out of 5
Price was £698, price is now £691 per person
£691
per person
29 Oct - 2 Nov
found 12 hours ago
Return direct flight included
London (LON) to Milwaukee (MKE)
9.2/10 Wonderful! (635 reviews)
Loved the stay, neighbors were a bit out and a loud hallway being able to hear every step. Beds were stiffer than resting outside on the ground but staff were great and the amenities were nice. Would rate higher if it weren't for the beds being so hard.

Reviewed on 4 Aug 2025

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 £117 per night from 2 Sept to 3 Sept
£117
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (957 reviews)
"Very clean and parking lot was very close to entry"

Reviewed on 18 Aug 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 £61 per night from 3 Sept to 4 Sept
£61
3 Sept - 4 Sept
includes taxes & fees
6.8/10 (95 reviews)
"The beds were great!"

Reviewed on 13 Aug 2025

Wingate 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 £65 per night from 24 Aug to 25 Aug
£65
24 Aug - 25 Aug
includes taxes & fees
8/10 Very Good! (284 reviews)
"Breakfast was a nice addition."

Reviewed on 7 Aug 2025

The Oasis Hotel & Bar
See all 458 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Downtown Sheboygan travel package cost?
Get your credit card ready, because a trip to Downtown Sheboygan starts from only £691. When you combine your hotels, flights and car rentals into a package, you'll pick up great deals.
If I'm not able to travel, can I cancel my Downtown Sheboygan travel package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to Downtown Sheboygan?
Simply by bundling. Flights, hotels and rental cars — combine whatever you need into a Downtown Sheboygan travel package to save loads of cash. Score even more discounts when you include extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to customize your trip your way. We offer more than 550 air carriers and 1,000,000 hotel options all over the world, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Downtown Sheboygan holidays?
We do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply pick the payment plan that suits you best during the checkout process and take the stress out of budgeting for your trip. Remember to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can book that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in Downtown Sheboygan?
With interesting attractions such as Blue Harbour Resort & Conference Centre Water Park and University of Wisconsin-Sheboygan in this neighbourhood, try to find a hotel situated near either of them. Stefanie H. Weill Centre for the Performing Arts is another sight that travellers flock to.
What are the top hotels in Downtown Sheboygan?
La Quinta Inn by Wyndham Sheboygan and Super 8 by Wyndham Sheboygan WI are two of the most popular hotels in Downtown Sheboygan. Why not look up the amenities and facilities at each and then make a decision?
How far in advance should I book my Downtown Sheboygan holiday?
To bag cheap prices, book as early as you can. Airlines generally release flights, along with some of the lowest fares, nearly a year prior to departure. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in Downtown Sheboygan, there are always plenty of great deals on Expedia. Book your escape today!
What does an Expedia Downtown Sheboygan travel package include?
Rental cars, flights and hotels, or any combination of them — it's your choice. Whether you're venturing to Downtown Sheboygan with the entire family or adventuring with your friends, there's a bundle to match every budget and style. Once you've made your booking, why not add on one or two tours or activities?
What should I know before booking a Downtown Sheboygan travel package?
When you book your flights, hotels and car rentals together, you'll score awesome discounts. Whether you're planning a beach escape in a villa or would rather stay in a cosy apartment in the city, Expedia will help make it happen.
Can I choose my airline with a Downtown Sheboygan Expedia travel package?
The choice is all yours! We offer more than 550 airlines worldwide, so you can tailor your Downtown Sheboygan trip according to your needs and budget.

Things to do

Sheboygan Showdown Scavenger Hunt

Sheboygan Showdown Scavenger Hunt

£21
per adult
Sheboygan Showdown Scavenger Hunt
Sheboygan Arts & Water Segway Tour w/ Private Tour Option

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

£74
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

£163
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. Flight-inclusive packages are ATOL protected.