Okauchee Vacation Packages
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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 Ingleside Hotel
CA $859
per person
Nov 27 - Nov 30
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.6/10 Excellent! (958 reviews)
Nice staff & nice room. Loved bathroom and bed was super comfy! Bar area was a fun place to grab a few drinks, an app & watch sports (GO Brewers!).
Reviewed on Oct 16, 2026
The Iron Horse Hotel
Fifth Ward
CA $1,074
per person
Nov 27 - Nov 30
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,353 reviews)
I have stayed at Iron Horse Hotel several times. Celebrated a birthday and an anniversary there. I have recommended it to many people. When I had a very delayed flight into Milwaukee and I needed a place to stay at the last minute, I was very excited to see I could get a room at the Iron Horse. Sadly, it seems to have gone downhill since my last visit. Every interaction with staff in the past was friendly and aimed at making our stay memorable and enjoyable. This time the staff was unfriendly and only the bare minimum of communication. There are no amenities in the room aside from a keurig. There is a musty smell in the rooms and overly scented smell in the lobby area. The fun bar area at a big curtain across it and the restaurant was a ghost town. When I asked for a late checkout because of my very late arrival, the front desk person begrudgingly allowed for me to stay but only for an hour max. It's a small thing but there was no coffee available in the lobby and the water that was out was only available with paper cone shaped cups. That does not reflect a 4 start hotel experience. I really loved all my previous experiences at the Iron Horse. I'm so sad to see that it is no longer up to the same standards.
Reviewed on Oct 15, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
CA $1,453
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,725 reviews)
Nice hotel and convenient to a lot of things to do. Guest parking was a bit of a walk through the complex.
Reviewed on Oct 17, 2026
Ready to book your vacation to Okauchee?
Okauchee Hotel Deals
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $90
CA $104 total
Nov 1 - Nov 2
includes taxes & fees
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $113
CA $131 total
Oct 18 - Oct 19
includes taxes & fees
8/10 Very good! (1,686 reviews)
"Room was clean and comfortable. There were bags of garbage next to the garbage can outside that were there for 24 hours. That gave off a not clean or maintained feeling right away. Staff is not rude, but not friendly either. Coffee is terrible- should switch suppliers."
Reviewed on Oct 17, 2026
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
1250 S Moorland Rd Brookfield WI
Fully refundable
CA $141
CA $163 total
Nov 14 - Nov 15
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.
Frequently asked questions
How much does an Okauchee vacation package cost?
You'll find cheap prices from CA $859 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.
