Sheboygan Holidays from £700

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Your Sheboygan Holiday

With a Sheboygan holiday package, discovering the best of this coastal city is simple. From its lively atmosphere and rich history to its family-friendly attractions, this destination has something for everyone to enjoy. Every trip to Sheboygan needs a well-designed itinerary. Fill yours with famous sights like Blue Harbour Resort & Conference Centre Water Park, Kohler Design Centre and John Michael Kohler Arts Centre. Whoever you're heading away with and whatever the size of your budget, your dream Sheboygan holiday is just a few clicks away with Expedia.

Top Sheboygan Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Chalet Motel Mequon

Chalet Motel Mequon

2.5 out of 5
per person
25 Aug - 1 Sept
found 1 day ago
Return direct flight included
London (LHR) to Milwaukee (MKE)
8.8/10 Excellent! (1,007 reviews)
We always enjoy staying here when we visit the cedarburg area.

Reviewed on 5 Jul 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
25 Aug - 1 Sept
found 1 day ago
Return direct flight included
London (LHR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,365 reviews)
Absolutely fantastic! Cool vibe. Beautiful and unique facility. Great staff. Excellent restaurant for breakfast. Room and entire area super clean

Reviewed on 5 Jul 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
per person
25 Aug - 1 Sept
found 1 day ago
Return direct flight included
London (LHR) to Milwaukee (MKE)
9.6/10 Exceptional! (1,649 reviews)
This is a truly fine hotel with excellent amenities as well as an exceptional collection of art.

Reviewed on 6 Jul 2025

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
per person
25 Aug - 1 Sept
found 1 day ago
Return direct flight included
London (LHR) to Milwaukee (MKE)
8.6/10 Excellent! (1,350 reviews)
By the marina and view

Reviewed on 5 Jul 2025

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
per person
25 Aug - 1 Sept
found 1 day ago
Return direct flight included
London (LHR) to Milwaukee (MKE)
9.6/10 Exceptional! (263 reviews)
Unique, boutique hotel. Very nice

Reviewed on 2 Jul 2025

Sheboygan Essential Information

Language
English
Currency
U.S dollars
Population
48,800
Max Temp Winter
-1.11ºC
Max Temp Summer
21ºC
Top Sights
Blue Harbour Resort & Conference Centre Water Park, John Michael Kohler Arts Centre and Stefanie H. Weill Centre for the Performing Arts

Top hotels in Sheboygan

Watershed Hotel
Watershed Hotel
3 out of 5
838 N 15th St, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is £138 per night from 10 Jul to 11 Jul
£138
10 Jul - 11 Jul
includes taxes & fees
9.6/10 Exceptional! (348 reviews)
"Great views from the Riverview room. Nice staff. Lots of room in the hotel and outside on the grounds to hang out. Would stay again."

Reviewed on 2 Jul 2025

Watershed Hotel
Comfort Inn & Suites Sheboygan I-43
Comfort Inn & Suites Sheboygan I-43
2.5 out of 5
3912 Motel Rd, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is £67 per night from 13 Jul to 14 Jul
£67
13 Jul - 14 Jul
includes taxes & fees
8.4/10 Very Good! (42 reviews)
"I liked my stay"

Reviewed on 2 Jul 2025

Comfort Inn & Suites Sheboygan I-43
Quality Inn
Quality Inn
2.5 out of 5
4332 N 40th St, Sheboygan, WI
Fully refundableReserve now, pay when you stay
The price is £67 per night from 13 Jul to 14 Jul
£67
13 Jul - 14 Jul
includes taxes & fees
8/10 Very Good! (625 reviews)
"Updated room, very clean, brand-new looking, easy parking. Perfect location for RoadAmerca races at an excellent price. Convenient to Sheboygan downtown."

Reviewed on 29 Jun 2025

Quality Inn
See all 658 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

What to do in Sheboygan

Sheboygan Showdown Scavenger Hunt

Sheboygan Showdown Scavenger Hunt

£16
per adult
Sheboygan Showdown Scavenger Hunt
Sheboygan Arts & Water Segway Tour w/ Private Tour Option

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

£75
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

£161
per adult
Private Professional Golf Experience in American Club Wisconsin
See all activities in Sheboygan

Frequently asked questions

Why should I book my Sheboygan holiday with Expedia?
Expedia has your back for every detail of your upcoming Sheboygan getaway. You'll always get the best deals, but when you bundle your accommodation, flights and/or car hire into a holiday package, you'll score even bigger savings. Want to really make the most of your break? Add some tours and activities to your customised package. We offer flexible cancellation policies on almost all bookings, so you won't need to worry if your plans change. Visit our Customer Service Portal link to find out more.
When is the best time of year to holiday in Sheboygan?
If you want to experience the excitement of Sheboygan during peak season, lock in your trip for April, May and August. December, January and February are usually the quietest months of the year. With average daytime temperatures of -5ºC, January is the coolest period in Sheboygan. The warmest time of year is July, when you can expect averages of 21ºC during the day. Whatever the temperature, you'll find plenty of things to keep you busy here.
What are the top hotels for my holiday in Sheboygan?
If you're thinking of staying in the Ellis Historical District neighbourhood, Blue Harbour Resort and Conference Centre and Grandstay Residential Suites Hotel - Sheboygan are terrific options. Downtown Sheboygan is also a favourite Sheboygan area. We recommend Fairfield Inn & Suites by Marriott Sheboygan or Super 8 by Wyndham Sheboygan WI if you choose this part of town.
How do I get a cheap holiday to Sheboygan?
Secure flights that suit your busy schedule, add a hotel to your booking and watch the savings stack up with a Sheboygan holiday. It's that easy! From hotels and flights to tours and hire cars, Expedia makes travelling on a budget easy. And with more than 400 partner airlines and 321,000 hotel options across the globe to pick from, you'll never be short of choice. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Sheboygan holiday?
There are plenty of things to explore during your holiday in Sheboygan. Blue Harbour Resort & Conference Centre Water Park, Whistling Straits Golf Course, Stefanie H. Weill Centre for the Performing Arts and John Michael Kohler Arts Centre are just some of this city's major attractions.
What is the best area to stay in when on holiday in Sheboygan?
If you plan to visit Blue Harbour Resort & Conference Centre Water Park, maximise your time sightseeing and book a stay nearby. It's one of the best attractions in Sheboygan.
Do I need a visa for my Sheboygan holiday?
Official government websites are the best source of information on visa requirements, application procedures and any necessary documentation. Your nationality and reason for visiting, whether it be for work or pleasure, will determine if you'll need a visa for Sheboygan. Also ensure your passport is up to date and has at least six months validity remaining beyond the date of your intended return. Finalise all your travel planning well ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Sheboygan holiday?
First, consider the types of things you'll be doing during your Sheboygan trip and bring versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, look up style blogs or social media accounts. Pack with confidence by checking the weather conditions in Sheboygan. July brings the warmest temperatures, with daytime averages of 21ºC, while January days average -5ºC, making it the coolest month.
What does an Expedia Sheboygan holiday include?
Expedia has everything you need to lock in your Sheboygan trip, but what goes into your package is entirely up to you. Select from a combination of hotels, flights and hire cars. Searching for some tours or experiences to fill in your time? Once you've made your booking, you can add them too. Whatever your style or budget, there's a deal to meet your needs. Explore a huge range of property types and pick one that suits your group size. The most popular rentals here are private holiday homes and condos. With Expedia, it's a breeze to tailor your Sheboygan escape any way you want.
Does Expedia offer Book Now, Pay Later Sheboygan holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on your budget. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits your budget. Browse these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's manageable instalment plans. If paying across multiple instalments sounds right for you, choose this option at checkout.
  • No-deposit holidays: If not paying upfront for your trip makes hitting that "book now" button easier, go for a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Sheboygan Expedia holiday?
With a holiday package, you're the boss. Whether you'd like to fly to Sheboygan in economy or first class, simply select from the available airline options. Expedia has access to more than 400 partner airlines across the world.

* 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.