Okauchee Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Okauchee Vacation
The best way to experience this lively city is with a custom-made Okauchee vacation package. Base yourself in the neighborhood of Halls Park, which is good for nature, watersports and views or choose someplace else — our packages are all about you. If your trip to Okauchee includes some sightseeing, take in well-known attractions like Fowler Lake Park, Nagawaukee County Park and Beach and Lapham Peak. Your ultimate Okauchee vacation is just a few clicks away. Explore hotels, airfares and more on Expedia for a trip that's tailored just for you.
Top Okauchee Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel
Downtown Milwaukee
CA $1,780
per person
Sep 18 - Sep 21
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.6/10 Exceptional! (2,200 reviews)
All staff were helpful and friendly. Lobby is beautiful. Food at the Mason Street grill was delicious.
Reviewed on Aug 16, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
CA $1,263
per person
Sep 18 - Sep 21
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.8/10 Exceptional! (2,658 reviews)
⭐⭐⭐⭐⭐
We had such a wonderful stay at Saint Kate! The hotel is beautiful, unique, and has such a fun artsy atmosphere that makes it feel completely different from a typical hotel. Our room was clean, comfortable, and well-appointed, and the entire property felt upscale while still being welcoming and relaxed.
The location was perfect for exploring Milwaukee and made it easy for us to get around without having a car. The staff was friendly and helpful throughout our stay, and we loved all of the little artistic touches throughout the hotel.
Saint Kate was the perfect place for our weekend in Milwaukee, and we would absolutely stay here again. Highly recommend!
Reviewed on Aug 16, 2026
Kinn Guesthouse Downtown
Downtown Milwaukee
CA $1,320
per person
Sep 18 - Sep 21
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9.4/10 Exceptional! (391 reviews)
Such an amazing property! Parking safe, rooms beautifully decorated, clean, and comfy beds!
Reviewed on Aug 16, 2026
The Westin Milwaukee
Downtown Milwaukee
CA $1,312
per person
Sep 18 - Sep 21
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
9/10 Wonderful! (963 reviews)
Wow. What a disappointment. Room was not great but bathroom space so poorly designed and towels were like mine I use for dog baths or car washes. Not plush and clean and non even matched. The headboards of beds were damaged and so creepy. Maids left new towels 2 nd day on back lid of toilet not sanitary. Yesterday we left room and returned at 4:00 pm still no service. It’s a miss and a never return for me
Reviewed on Aug 11, 2026
Ready to book your vacation to Okauchee?
Okauchee Hotel Deals
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $111
CA $128 total
Aug 18 - Aug 19
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
CA $154
CA $178 total
Aug 23 - Aug 24
includes taxes & fees
8.4/10 Very good! (1,116 reviews)
"The only complaint I have is the beds were really hard! Other than that it was a great stay."
Reviewed on Aug 16, 2026
Embassy Suites by Hilton Milwaukee Brookfield
1200 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $170
CA $196 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (1,346 reviews)
"This was my favorite hotel stay of this year by far. Check-in was smooth and friendly. Room was clean and large, quiet and welcoming. No hallway or traffic noise. Great (big) atrium area. Breakfast was solid, hot stuff, cold stuff, the usual things. But also made to order omelettes which looked popular. ..."
Reviewed on Aug 16, 2026
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.
Frequently asked questions
How much does an Okauchee vacation package cost?
You'll find cheap prices from CA $1,262 on Expedia for your Okauchee escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Okauchee costs.
What are the cheapest months to go to Okauchee?
If you're looking to score a cheap Okauchee vacation package, consider travelling in January, February and November. You're likely to find better rates on airfares and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Okauchee?
Allow at least 2 days for your Okauchee vacation in order to immerse yourself in all that makes this place special. Wander around popular neighbourhoods, including Summit Corners and Maplewood. Then head to the top attractions like Oconomowoc Arts Centre and Maple Wayside Trailhead. With a good itinerary, you'll be kept busy with room for some relaxation too. Want to travel beyond Okauchee? Consider an excursion or two.
How to find the best Okauchee package deals?
Finding a cheap Okauchee package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Okauchee package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Okauchee vacation as a package?
You can enjoy significant savings on your Okauchee retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Okauchee?
If you've got your Okauchee vacation dates confirmed, book as soon as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Okauchee?
- Choose when to go: Check your diary and get your bags packed. Your favourite season and the available activities will also help you decide when to vacation in Okauchee.
- Budget wisely: Besides the price of your hotel, you'll need to factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may come up during your trip to Okauchee.
- Set the duration of your trip: Start by listing all the attractions you want to get to in Okauchee. Then, estimate how long you'll need for each, including any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Okauchee vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
