Sheboygan Falls Vacation Packages
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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.
Top Sheboygan Falls Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Chalet Motel Mequon
Price was CA $1,010, price is now CA $896 per person
CA $896
per person
Jul 24 - Jul 26
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,005 reviews)
We have stayed at the Chalet Motel numerous times, however have not been there the past two. We were very happy to see all the work they have done on this property, both outside and inside. The rooms always were nice, but they have updated everything. Very nice and friendly staff. We will continue to stay when we are in Mequon, Wisconsin.
Reviewed on May 18, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,493, price is now CA $1,269 per person
CA $1,269
per person
Jul 24 - Jul 26
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,639 reviews)
Loved the vibe, the atmosphere at the Lobby bar, the music!
Reviewed on May 22, 2026
Kinn Guesthouse Bay View
Bay View
Price was CA $1,537, price is now CA $1,372 per person
CA $1,372
per person
Jul 17 - Jul 19
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.4/10 Exceptional! (461 reviews)
Love the decor. Felt like home! Walking distance to coffee & dinner places was great!
Reviewed on May 8, 2026
The Brewhouse Inn & Suites
Westown
Price was CA $1,716, price is now CA $1,536 per person
CA $1,536
per person
Jul 24 - Jul 26
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (1,058 reviews)
This was our 4th time staying here and it never disappoints! We love the unique property and rooms, and the fact that there is so much in a walkable distance.
The staff is also wonderful, front desk, valet and restaurant staff. We had fun getting to know Chris in the restaurant/bar.
We will be back!
Reviewed on May 21, 2026
Sheboygan Falls Hotel Deals
The Oasis Hotel & Bar
600 N Main St Sheboygan Falls WI
The price is CA $94 per night from May 26 to May 27
CA $94
CA $104 total
May 26 - May 27
includes taxes & fees
8/10 Very Good! (367 reviews)
"Had a two queen bed room, 1st bed was probably 1 of the most uncomfortable beds I've ever been in, (I'm in a lot of hotel beds) 2nd night tried the other bed was much better. Was disappointed hot tub was out of order."
Reviewed on May 10, 2026
Watershed Hotel
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from May 26 to May 27
CA $180
CA $205 total
May 26 - May 27
includes taxes & fees
9.6/10 Exceptional! (547 reviews)
"Room was clean and spacious"
Reviewed on May 23, 2026
The American Club
419 Highland Drive Kohler WI
Fully refundableReserve now, pay when you stay
The price is CA $836 per night from Jun 7 to Jun 8
CA $836
CA $923 total
Jun 7 - Jun 8
includes taxes & fees
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.
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.
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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.
