Kohler Vacation Packages

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Your Kohler Vacation

Lock in a Kohler vacation package and get set to experience all this lively city has to offer. Think about staying in the neighborhood of Ellis Historical District, which is great for history, walking and watersports. You'll want to take in the sights during your trip to Kohler. Carve out some time for leading attractions such as Blue Harbor Resort & Conference Center Water Park, Kohler Design Center and John Michael Kohler Arts Center. Browse Expedia's wide range of travel options and book your dream vacation to Kohler today.

Top Kohler Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

4 out of 5
Wauwatosa
Price was CA $1,799, price is now CA $1,617 per person
CA $1,617
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
10/10 Exceptional! (4 reviews)
Instructions to find the Serenity apartments at Wauwatosa Wisconsin weren't great but once we found the actual apartment, it exceeded our expectations. It was truly a home away from home, as it was immaculately clean and had everything needed for a fuss free stay. Shops and restaurants witin walking distance. We highly recommend staying here and will definitely be returning for a longer extended stay!

Reviewed on May 21, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,746, price is now CA $1,836 per person
CA $1,836
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.6/10 Exceptional! (2,139 reviews)
Staff were extremely friendly and helpful!

Reviewed on Jul 4, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,967, price is now CA $1,655 per person
CA $1,655
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,645 reviews)
We loved the location and the "uniqueness" of this hotel. The staff was also some of the nicest we have ever encountered!! Thank you for a great stay, we will be back!!

Reviewed on Jul 4, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,978, price is now CA $1,687 per person
CA $1,687
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,176 reviews)
Beautiful property! I like the outdoor bar and restaurant on site. Rooms are very nice and very clean!. Comfortable beds.

Reviewed on Jul 4, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was CA $2,042, price is now CA $1,847 per person
CA $1,847
per person
Aug 28 - Aug 31
found 20 hours ago
Roundtrip non-stop flight included
Regina (YQR) to Milwaukee (MKE)
9.4/10 Exceptional! (369 reviews)
Loved our stay! And want to go back!

Reviewed on Jun 30, 2026

Ready to book your vacation to Kohler?

 

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Kohler Hotel Deals

The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Fully refundable
The price is CA $831 per night from Jul 19 to Jul 20
CA $831
CA $918 total
Jul 19 - Jul 20
includes taxes & fees
9.6/10 Exceptional! (254 reviews)
"AMAZING stay, can't wait to come back!!"

Reviewed on Jun 28, 2026

The American Club
Inn On Woodlake

Inn On Woodlake

3.5 out of 5
705 Woodlake Rd Kohler WI
The price is CA $453 per night from Jul 5 to Jul 6
CA $453
CA $501 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (275 reviews)
"We loved it here, the best little getaway!"

Reviewed on Jun 22, 2026

Inn On Woodlake
AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

3 out of 5
3664 S Taylor Dr Sheboygan WI
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 28 to Jul 29
CA $150
CA $170 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Overall a good experience. Good breakfast with hot food options. The bathtub had grime in it tho. It was also missing shampoo but someone brought some on request."

Reviewed on Jul 3, 2026

AmericInn by Wyndham Sheboygan
See all 512 properties in Kohler
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.
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Stay near popular Kohler attractions

The Waelderhaus

10.0/10 (2 reviews)
Find out about the history of Kohler when you spend time at The Waelderhaus. While you're in the area, stroll along the lakeside.
See properties

What to do in Kohler

Sheboygan Arts & Water Segway Tour w/ Private Tour Option

Sheboygan Segway Tour w/ Private Tour Option

CA $140
per adult
Sheboygan Segway Tour w/ Private Tour Option
Sheboygan Showdown Scavenger Hunt

Sheboygan Showdown Scavenger Hunt

CA $32
per adult
Sheboygan Showdown Scavenger Hunt
Private Professional Golf Experience in American Club Wisconsin

Private Professional Golf Experience in American Club Wisconsin

CA $304
per adult
Private Professional Golf Experience in American Club Wisconsin
See all activities in Kohler

Frequently asked questions

How much does a Kohler vacation package cost?
You'll find cheap prices from CA $1,617 on Expedia for your Kohler escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Kohler costs.
What are the cheapest months to go to Kohler?
You can typically find lower rates and greater availability in January, February and March. Take a look at our cheap Kohler vacation packages and you could get some great off-season deals.
How many days is enough for Kohler?
Dedicate around 2 days for your Kohler vacation to take in all that makes this destination unique. Explore key neighbourhoods, including Downtown Sheboygan and Ellis Historical District. Then check out top attractions like Kohler Design Centre and John Michael Kohler Arts Centre. With a clever itinerary, you'll be kept busy with room for some rest time too. Want to go beyond Kohler? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Kohler?
Boasting a host of highlights starting with its top-notch golfing, Kohler is a good vacation destination. Whether you'd like to explore attractions such as Blackwolf Run and The Waelderhaus or venture off the beaten track, you'll find plenty to see and do on your Kohler vacation.
How to find the best Kohler package deals?
Start your search for a Kohler package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Kohler package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Kohler escape underway.
Is it cheaper to book a Kohler vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Kohler getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Kohler?
Score amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Kohler break.
How to plan a trip to Kohler?

  1. Choose your travel dates: What you'd like to do in Kohler and your preferred season can help you decide when to travel.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when calculating how much to save for your trip to Kohler. Then, select a property that suits your budget, whether that's a low-cost stay or a more upscale retreat.
  3. Decide how long to go away for: Now that you're up to speed on Kohler, you can figure out the right length of your break. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Kohler vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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