Sheboygan Falls Vacations from $576

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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.

The Latest Sheboygan Falls vacation packages

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

Plymouth Suites Hotel

$576
per person
Dec 23 - Dec 28
found 3 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
7.4/10 Good! (73 reviews)
While the room was clean there was no one available at the front desk 24-7. My room was never cleaned during my entire stay, no fresh towels were ever delivered even though there was a door hanger which allowed me to indicate “please make up room”, the trash was never removed during the 7 day stay. As advertised as a bed and breakfast, there was no breakfast provided. I also noticed that my rate doubled for the Friday and Saturday stay and it seemed that the hotel was not even close to being full. I am part of a very large racing community that goes to Road America and I will make sure that racers I know do not consider this hotel.

Reviewed on Oct 4, 2026

The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
$724
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.2/10 Wonderful! (1,353 reviews)
Drink prices are wild. Staff was good.

Reviewed on Oct 7, 2026

Washington House Inn

Washington House Inn

$799
per person
Dec 23 - Dec 28
found 3 hours ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.2/10 Wonderful! (1,001 reviews)
Loved our stay!

Reviewed on Oct 5, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
$631
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.8/10 Exceptional! (2,725 reviews)
Wonderful unique hotel, with great good, very helpful and friendly staff. The rooms are gorgeous with quirky art and decorations. Room was spacious and bed very comfortable. Wish I could have stayed longer.

Reviewed on Oct 6, 2026

The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
$714
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.6/10 Exceptional! (2,283 reviews)
Great historic hotel. Enjoyed with my family

Reviewed on Oct 7, 2026

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Stay near popular Sheboygan Falls attractions

The Bull at Pinehurst Farms Golf Course

8.0/10 (2 reviews)
Wisconsin's only Jack Nicklaus Signature Golf Course weaves through 400 acres of wetlands and woodlands. Golfers tackle strategic hazards and elevation changes on this Golf Digest-recognized masterpiece.
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Evans

8.2/10 (21 reviews)
Evans Store offers a nostalgic five-and-dime experience with modern and vintage treasures. Wander through aisles of toys, games, and plants while discovering unexpected finds in this family-owned Wisconsin gem.
See properties

Sheboygan Falls Hotel Deals

The Oasis Hotel & Bar

The Oasis Hotel & Bar

600 N Main St Sheboygan Falls WI
$69 nightly
$76 total
Nov 3 - Nov 4
Total with taxes and fees
8/10 Very Good! (437 reviews)
"Was clean and is very close to downtown amenities!"

Reviewed on Oct 6, 2026

The Oasis Hotel & Bar
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

708 Niagara Avenue Sheboygan WI
Fully refundableReserve now, pay when you stay
$127 nightly
$144 total
Nov 3 - Nov 4
Total with taxes and fees
8.6/10 Excellent! (1,105 reviews)
"😊"

Reviewed on Oct 7, 2026

Grandstay Residential Suites Hotel - Sheboygan
Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

4004 Calumet Ave. Manitowoc WI
$73 nightly
$83 total
Nov 1 - Nov 2
Total with taxes and fees
Harbor Town, BW Signature Collection
See all 601 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.

Find the Best Sheboygan Falls Vacation Packages

Sheboygan Falls Essential Information

Language
English
Currency
U.S dollars
Population
7,800
Max Temp Winter
25ºF
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

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Frequently asked questions

How much does a Sheboygan Falls vacation package cost?
Offering great value package deals from $576 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?
You can generally find lower rates and greater availability in February, October and November. Browse our cheap Sheboygan Falls vacation packages and you could score some excellent off-season deals.
How many days is enough for Sheboygan Falls?
The ideal duration for your Sheboygan Falls vacation depends on what you'd like to do and see. Generally, a few days to a week will give you time to visit all the leading attractions and discover some hidden gems along the way.
How to find the best Sheboygan Falls package deals?
Begin your search for a Sheboygan Falls package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Sheboygan Falls package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Sheboygan Falls getaway off to a flying start.
Is it cheaper to book a Sheboygan Falls vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Sheboygan Falls vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Sheboygan Falls?
If you're planning a spur-of-the-moment Sheboygan Falls trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Sheboygan Falls vacation packages?
Your Sheboygan Falls trip should be an escape from your daily routine, not a reason for money-related stress. So to give you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.