Okauchee Lake Vacation Packages

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Your Okauchee Lake Vacation

From its highlights to its hidden gems, this city is best experienced with a Okauchee Lake vacation package. Check out hotels located in Halls Park, which is good for nature, watersports and views. Any trip to Okauchee Lake needs a well-crafted itinerary. Fill yours with attractions like Fowler Lake Park, Oconomowoc Arts Center and Oconomowoc Golf Club. A few clicks is all it takes to create the perfect Okauchee Lake vacation on Expedia.

Top Okauchee Lake Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,544, price is now CA $1,382 per person
CA $1,382
per person
Dec 25 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,378 reviews)

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,702, price is now CA $1,441 per person
CA $1,441
per person
Dec 25 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Perfection! The location is a walkable distance to restaurants and culture. The lobby is sumptuous, with comfortable furniture, a pianist, and a fireplace that took away the autumn chill. Our room was gorgeous! Small, but well-appointed with a glorious bathroom. The staff were incredibly friendly and efficient. It was the best valet experience we've ever had at a hotel--Noelia greeted us immediately and unloaded our bags, not a moment of waiting. We stayed here back in 2010 with our young children and loved the Pfister then. Sixteen years later with the kids grown and flown, it is even better! It will definitely be a destination for us in our future travels.

Reviewed on Nov 6, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was CA $1,694, price is now CA $1,552 per person
CA $1,552
per person
Dec 25 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.4/10 Exceptional! (444 reviews)
Nice hotel downtown. Never talked to a person did everything by text which ended up being super useful because we came in late and left early. The code works great gets you in and out and very convenient. Rooms were wonderful and the hotel is centrally located. Loved it.

Reviewed on Nov 5, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,739, price is now CA $1,598 per person
CA $1,598
per person
Dec 25 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,816 reviews)

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,560, price is now CA $1,439 per person
CA $1,439
per person
Dec 25 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.8/10 Exceptional! (2,742 reviews)

Ready to book your vacation to Okauchee Lake?

 

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Okauchee Lake Hotel Deals

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 15 to Nov 16
CA $122
CA $141 total
Nov 15 - Nov 16
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Nov 9 to Nov 10
CA $112
CA $130 total
Nov 9 - Nov 10
includes taxes & fees
AmericInn by Wyndham Brookfield
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

3 out of 5
1250 S Moorland Rd Brookfield WI
Fully refundable
The price is CA $136 per night from Nov 17 to Nov 18
CA $136
CA $157 total
Nov 17 - Nov 18
includes taxes & fees
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
See all 284 properties in Okauchee Lake
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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Frequently asked questions

How much does an Okauchee Lake vacation package cost?
You'll find cheap prices from CA $1,382 on Expedia for your Okauchee Lake getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Okauchee Lake costs.
What are the cheapest months to go to Okauchee Lake?
You can typically find lower prices and better availability in January, February and March. Explore our cheap Okauchee Lake vacation packages and you could score some excellent off-season deals.
How many days is enough for Okauchee Lake?
Okauchee Lake vacations come in many shapes and sizes, but to get a true feel for this place, we think 2 days is a good ballpark. With this timeframe, you can visit top sights like Oconomowoc Historical Museum and Theatre On Main along with lesser-known gems. Don't skip neighbourhoods such as Summit Corners and Maplewood either. If you're smart with your time, you can even take a day trip outside of Okauchee Lake too.
How to find the best Okauchee Lake package deals?
Begin your search for an Okauchee Lake package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Okauchee Lake package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Okauchee Lake escape off to a flying start.
Is it cheaper to book an Okauchee Lake vacation as a package?
You can enjoy significant savings on your Okauchee Lake getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a neat 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 Okauchee Lake?
If you're considering a spur-of-the-moment Okauchee Lake trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Okauchee Lake?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Okauchee Lake.
  2. Plan your budget wisely: Besides the price of your accommodations, you should factor in other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Okauchee Lake.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in Okauchee Lake. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodations: Once you've nailed down your dates and duration, lock in the perfect Okauchee Lake 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.