How much does a Sheboygan vacation package cost?

You'll find cheap prices from $486 on Expedia for your Sheboygan break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Sheboygan costs.

What are the cheapest months to go to Sheboygan?

If you're hoping to score a cheap Sheboygan vacation package, consider planning a trip in December, January and February. You're likely to find lower prices on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.

How many days is enough for Sheboygan?

Sheboygan vacations come in many shapes and sizes, but to really sink your teeth into this place, we'd say 2 days is about right. In this timeframe, you can fit in major attractions like Stefanie H. Weill Center for the Performing Arts and Sheboygan County Historical Museum and seek out some lesser-known gems. Don't forget to visit neighborhoods such as Downtown Sheboygan and Ellis Historical District either. If you plan wisely, you can even allow for a day trip or two from Sheboygan too.

Is it worth booking a vacation package to Sheboygan?

Sheboygan has all the ingredients you need for the perfect getaway — family-friendly attractions, cycling and watersports are just the start. Whether you'd like to visit attractions like Blue Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center , or venture off the beaten track, you'll find plenty to do on your Sheboygan vacation.

How to find the best Sheboygan package deals?

Use Expedia's handy filters to find some unbeatable Sheboygan package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Sheboygan package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.

Is it cheaper to book a Sheboygan vacation as a package?

An Expedia vacation package could score you significant savings when compared to booking stays and flights individually. Better still, you can tailor your Sheboygan trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.

When to book a vacation package to Sheboygan?

If you have your Sheboygan travel dates finalized, book as soon as you can to snap up some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.

How to plan a trip to Sheboygan?

Pick your travel dates: What you plan to do in Sheboygan and your favorite season can help you decide when to get away. Plan your budget wisely: In addition to the cost of your stay, you should factor in other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that may arise during your trip to Sheboygan. Discover Sheboygan using our trip planning tool : Gain insights into the most popular attractions and best stays for your trip to Sheboygan. You can also save your favorite places, collaborate with your group and organize all your plans in one place. Decide how long to go away for: Now that you're up to speed on Sheboygan, you can work out the ideal length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the perfect Sheboygan vacation package for you. Add on experiences and excursions: Read our travel guide to find some awesome things to do in Sheboygan . Book tickets or make reservations before you go to save time and avoid the hassle of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Sheboygan vacation packages?

If you're like us, you love going away but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Sheboygan vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

Sheboygan Vacation Packages 2025/2026 from $360

Your Sheboygan Vacation

With a Sheboygan vacation 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 Harbor Resort & Conference Center Water Park, Kohler Design Center and John Michael Kohler Arts Center. Whoever you're heading away with and whatever the size of your budget, your dream Sheboygan vacation is just a few clicks away with Expedia.

The Latest Sheboygan vacation packages

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

Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee

$486

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Milwaukee (MKE)

18/10 Exceptional! (1,002 reviews)

Le daría un 5 estrellas. Pero como es general le quito la estrella que falta por no tener el agua caliente de la ducha. Está tibia ni caliente. Recuerdan donde vivimos y el frío que hace para no tener un ma ducha caliente que darte. Por todo lo demás me encantó

Reviewed on Nov 14, 2025

Saint Kate - The Arts Hotel

Downtown Milwaukee

Save 100% on your flight

$768

per person

Dec 24 - Dec 31

found 24 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Milwaukee (MKE)

19.6/10 Exceptional! (2,425 reviews)

What a beautiful hotel! And definitely a notch above the rest in hospitality.

Reviewed on Nov 17, 2025

Dubbel Dutch

Downtown Milwaukee

$513

per person

Jan 29 - Feb 1

found 6 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Milwaukee (MKE)

18.4/10 Exceptional! (145 reviews)

There is a bar in the building that is loud until midnight. The parking fee was higher than the site warranted. The sofa couch was not suitable for any over 5' tall. It all depends on the room you get in terms of the experience. I would not stay there again, as it was more costly and had little to recommend it. No microwave in the room. Fridge froze my food overnight, making it useless and uneatable. NOT appropriate if you cannot walk up steps easily. I think a regular hotel room would have offered better service at a more reasonable price.

Reviewed on Oct 28, 2025

Kinn Guesthouse Bay View

Bay View

$497

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Milwaukee (MKE)

19.2/10 Exceptional! (428 reviews)

The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

County Clare Irish Hotel & Pub

Downtown Milwaukee

$780

per person

Dec 24 - Dec 31

found 24 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Milwaukee (MKE)

19.2/10 Exceptional! (1,003 reviews)

Clean room, friendly staff and local regulators at the pub. Especially Barry from Dublin. Had an awesome time and this will be my "Inn" whenever I'm in Milwaukee.

Reviewed on Nov 15, 2025

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Sheboygan Hotel Deals

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI

Fully refundableReserve now, pay when you stay

$119 nightly

$136 total

Nov 26 - Nov 27

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

Nice and convenient. Right in downtown so very convenient to surrounding areas.

Reviewed on Nov 14, 2025

Watershed Hotel

838 N 15th St Sheboygan WI

Fully refundableReserve now, pay when you stay

$120 nightly

$136 total

Nov 19 - Nov 20

Total with taxes and fees

9.6/10 Exceptional! (450 reviews)

We stayed here for a little mini-vacation before our baby joins our family. We stayed on the first floor with a river view, and it had direct access to a cute little bench and grass area outside our room. This was GREAT as our pups joined us (for a small, but very fair additional cost). The room ...

Reviewed on Nov 17, 2025

La Quinta Inn by Wyndham Sheboygan

2932 Kohler Memorial Dr Sheboygan WI

Fully refundableReserve now, pay when you stay

$77 nightly

$88 total

Dec 1 - Dec 2

Total with taxes and fees

8/10 Very Good! (1,000 reviews)

Yes- everything was in great order and well kept. Breakfast was outstanding.

Reviewed on Nov 12, 2025

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.

Things to do in and around Sheboygan

Sheboygan offers a delightful blend of outdoor adventures and romantic scenery, perfect for a getaway. Enjoy a day trip to its water park or recreational areas, and don’t miss out on the local events that showcase the community spirit. For surf enthusiasts, Sheboygan is known for its great surfing conditions and vibrant surf crowd. Golf lovers will also find excellent golf courses to enjoy, making it an ideal destination for various activities.

Shopping

For a delightful shopping experience in Sheboygan, check out Evans, located only 5 miles away. If you're up for a drive, the Farmers Market, 16 miles away, offers vibrant local goods. Additionally, Deer Trace Mall in Sheboygan provides a mix of entertainment and family-friendly vibes.

Recreation

Experience the lush greens of Whistling Straits Golf Course, perfect for golf enthusiasts seeking outdoor adventure. Enjoy a cultural evening at the Stefanie H. Weill Center for the Performing Arts, offering romantic entertainment for families. Play a round at Blackwolf Run, just 3 miles away, for a scenic golf experience.

Adventure

At Blue Harbor Resort & Conference Center Water Park, enjoy thrilling water slides and relaxing pools perfect for family fun. Explore the scenic Mariners Trail & Rawley Point Bike Trails, offering breathtaking views and outdoor adventure. For more water excitement, visit Manitowoc Family Aquatic Center, ideal for all ages.

Nightlife

Sheboygan's nightlife offers a vibrant mix of pubs and live music venues. Enjoy a craft beer at The Blind Horse or catch a live band at The Stefanie H. Weidner Center. For a laid-back vibe, visit The 8th Street Ale Haus for great drinks and friendly locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Sheboygan

Sheboygan, Wisconsin, is perfect for outdoor enthusiasts and those seeking a romantic getaway, offering a mix of scenic beauty and cultural experiences. Visitors can explore local attractions like art museums, landmarks, and botanical gardens. For family-friendly activities, the Sheboygan County Museum and the scenic lakes provide great options for all ages. Whether you're after culture or outdoor adventures, Sheboygan has something to offer every traveler.

John Michael Kohler Arts Center: Immerse yourself in a vibrant cultural hub featuring contemporary art, unique exhibitions, and engaging performances. The center showcases diverse artistic expressions and offers a serene environment for art lovers to explore.
Bookworm Gardens: Wander through this enchanting botanical garden designed for families and romantics alike. With themed gardens, whimsical sculptures, and interactive storytelling areas, it's a perfect spot for enjoying nature and creating lasting memories.
North Side Municipal Beach: Relax at this beautiful beach, located just 0.6 miles from Sheboygan, where you can soak up the sun, play in the sand, and enjoy stunning views of Lake Michigan. It's an ideal spot for swimming and beach activities.

Best time to go to Sheboygan

The best time to visit Sheboygan can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Sheboygan falls in July and August. August has moderately high visitor numbers and mostly sunny weather. The coolest average temperature in Sheboygan falls in January, visitor numbers are moderately low and weather is mostly with no rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.6°F (-5.2°C)	No Rain	Mostly	Moderately Low	Slightly Low
February	22.8°F (-5.1°C)	No Rain	Mostly	Moderately Low	Slightly Low
March	32.7°F (0.4°C)	Light Rain	Mostly	Average	Slightly Low
April	40.8°F (4.9°C)	Light Rain	Mostly	Average	Average
May	51.4°F (10.8°C)	Light Rain	Mostly Sunny	Average	Average
June	62.2°F (16.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	70.0°F (21.1°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	70.0°F (21.1°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	63.9°F (17.7°C)	Light Rain	Mostly Sunny	Average	Average
October	52.0°F (11.1°C)	Light Rain	Mostly Sunny	Average	Average
November	39.9°F (4.4°C)	Light Rain	Mostly Sunny	Average	Average
December	30.0°F (-1.1°C)	Light Rain	Mostly	Moderately Low	Average

Tips to save on your trip to Sheboygan

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Sheboygan during the low season (January to March) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	English
Currency	U.S dollars
Population	48,800
Max Temp Winter	30ºF
Max Temp Summer	70ºF
Top Sights	Blue Harbor Resort & Conference Center Water Park, John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts

Language

English

Currency

U.S dollars

Population

48,800

Max Temp Winter

30ºF

Max Temp Summer

70ºF

Top Sights

Blue Harbor Resort & Conference Center Water Park, John Michael Kohler Arts Center and Stefanie H. Weill Center for the Performing Arts