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.
Sheraton Milwaukee Brookfield Hotel
Price was CA $1,055, price is now CA $923 per person
CA $923
per person
Jun 15 - Jun 18
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.4/10 Very Good! (775 reviews)
Getting here was easy, right off the freeway by the mall. The lobby is nice, and check in was easy. Worth noting to check conferences happening here, was very busy during my stay.
Reviewed on May 5, 2026
Potawatomi Hotel & Casino
Menomonee River Valley
Price was CA $1,992, price is now CA $1,656 per person
CA $1,656
per person
Jun 15 - Jun 18
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,452 reviews)
I decided on a whim to stay at this hotel instead of closer to my venue. After my stay, I wish I could’ve stayed multiple nights. The room was absolutely gorgeous. I don’t think I’ve ever stayed in as nice as clean or as fancy of a hotel as this room was if I could give it 10 stars, I would definitely five the staff was friendly. The place was extremely clean. The elevators were even friendly as they had a very soothing voice and took me right to the level I needed to just by scanning my badge. I really didn’t wanna leave.
Reviewed on May 8, 2026
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Avenues West
Price was CA $1,558, price is now CA $1,347 per person
CA $1,347
per person
Jun 15 - Jun 18
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9/10 Wonderful! (1,322 reviews)
The bar was great! Reasonable drink prices and 1/2 price apps. The bartender was very friendly. We used the shuttle to go to the Brewers game and that was great! I also felt safe at this property. I liked the gated parking and it was easily accessible. We will stay here again.
Reviewed on May 4, 2026
Home2 Suites by Hilton Milwaukee Downtown
Downtown Milwaukee
Price was CA $1,649, price is now CA $1,438 per person
CA $1,438
per person
Jun 15 - Jun 18
found 10 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.6/10 Excellent! (1,002 reviews)
The front desk staff was super friendly and helpful! The room was clean and breakfast far surpassed my expectations!
Reviewed on May 8, 2026
Sheboygan Falls Hotel Deals
The Oasis Hotel & Bar
600 N Main St Sheboygan Falls WI
The price is CA $106 per night from May 24 to May 25
CA $106
CA $117 total
May 24 - May 25
includes taxes & fees
8.2/10 Very Good! (365 reviews)
Hot tub was out of order, eggs that were served for breakfast were gray in color, rooms were not cleaned doesn’t look like they changed the sheets on bed I would not recommend staying here if u don’t have to it was so disgusting
Reviewed on Apr 16, 2026
Watershed Hotel
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from May 13 to May 14
CA $178
CA $202 total
May 13 - May 14
includes taxes & fees
9.6/10 Exceptional! (535 reviews)
The room was fabulous--beautiful view, clean, and comfortable. Breakfast was very basic. Parking was extremely convenient. This was our second time here and we will stay again. Really lovely accommodations.
Reviewed on May 7, 2026
The American Club
419 Highland Drive Kohler WI
Fully refundable
The price is CA $673 per night from May 17 to May 18
CA $673
CA $744 total
May 17 - May 18
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.
