Sheboygan Falls Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Stephanie Kay

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Your Sheboygan Falls Vacation

Lock in a Sheboygan Falls vacation package that includes only the things you need and nothing you don't. Great for history, walking and watersports, think about basing yourself in the neighborhood of Ellis Historical District. Love to venture out and explore? Blue Harbor Resort & Conference Center Water Park, Kohler Design Center and John Michael Kohler Arts Center are just three of the leading places to visit during a trip to Sheboygan Falls. Don't delay visiting this destination any longer. The ultimate Sheboygan Falls vacation is just a few clicks away with Expedia.

Top Sheboygan Falls Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
per person
Oct 9 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.4/10 Very Good! (1,000 reviews)
Older property, friendly staff

Reviewed on Jul. 14, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Oct 9 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,379 reviews)
Loved having record player in room

Reviewed on Aug. 4, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
per person
Oct 9 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (1,677 reviews)
A great experience!

Reviewed on Jul. 31, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
per person
Oct 9 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,003 reviews)
This place has gone downhill. I order food from The Yard. It was terrible. The $14 brat was microwaved and ha

Reviewed on Aug. 4, 2025

Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

3 out of 5
Westown
per person
Oct 9 - Oct 12
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.4/10 Very Good! (1,007 reviews)
Very nice hotel, within close walking distance of Fiserv and many restaurants

Reviewed on Jul. 30, 2025

Ready to book your vacation to Sheboygan Falls?

 

Choose your dates

Sheboygan Falls Hotel Deals

The Oasis Hotel & Bar

The Oasis Hotel & Bar

2.5 out of 5
600 N Main St, Sheboygan Falls, WI
The price is CA $98 per night from Aug 24 to Aug 25
CA $98
CA $108 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (277 reviews)
"Nice hotel"

Reviewed on Jul. 31, 2025

The Oasis Hotel & Bar
6 Bedroom house on 7 acres

6 Bedroom house on 7 acres

Sheboygan Falls
9.6/10 Exceptional! (32 reviews)
50th wedding anniversary celebration
"The outside area worked perfect for a Vow Renewal!!My six-year-old granddaughter declared the property a mansion when she got there!!!"

Reviewed on Jul. 30, 2025

Get rates
6 Bedroom house on 7 acres
Harbor Town Inn

Harbor Town Inn

2.5 out of 5
4004 Calumet Ave., Manitowoc, WI
The price is CA $104 per night from Aug 6 to Aug 7
CA $104
CA $118 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"It is very convenient to restaurants and shopping. Beds are comfortable. Requested a different pillow and they were helpful to accommodate."

Reviewed on Aug. 3, 2025

Harbor Town Inn
See all 579 properties in Sheboygan Falls
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Sheboygan Falls

The Bull at Pinehurst Farms Golf Course

Enjoy a round of golf in Sheboygan Falls at The Bull at Pinehurst Farms Golf Course. While you're in the area, stroll along the lakeside.

The Bull at Pinehurst Farms Golf Course

Frequently asked questions

How much does a Sheboygan Falls vacation package cost?
Offering great value package deals from CA $906 on Expedia, you'll be surprised at how little a vacation to Sheboygan Falls costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sheboygan Falls?
If you're hoping to snag a cheap Sheboygan Falls vacation package, consider travelling in February, October and November. You'll usually find better rates on hotels and flights during these months — perfect for travellers wishing to save money.
How many days is enough for Sheboygan Falls?
With about 2 days, you'll have enough time to visit popular neighbourhoods like Downtown Sheboygan and Ellis Historical District during your Sheboygan Falls vacation. Be sure to also add Kohler Design Centre and John Michael Kohler Arts Centre to your must-see list. In the mood for more adventures? Consider exploring outside of Sheboygan Falls on tours and day trips.
How to find the best Sheboygan Falls package deals?
Begin your search for a Sheboygan Falls package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Sheboygan Falls package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Sheboygan Falls escape underway.
Is it cheaper to book a Sheboygan Falls vacation as a package?
You can enjoy significant savings on your next Sheboygan Falls retreat by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Sheboygan Falls?
Secure incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Sheboygan Falls escape.
How to plan a trip to Sheboygan Falls?

  1. Choose your dates: The things you want to do in Sheboygan Falls and your preferred season can help you decide when to go.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may arise during your trip to Sheboygan Falls.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to experience in Sheboygan Falls. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the right Sheboygan Falls vacation package for you.

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