Oconomowoc Vacation Packages

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Your Oconomowoc Vacation

Say goodbye to the hassle of planning and hello to a Oconomowoc vacation package. With the finer details organized before you go, you can focus on discovering this city, starting with Halls Park, which is good for nature, watersports and views. If a sightseeing tour is part of the plan during your trip to Oconomowoc, look around top attractions like Fowler Lake Park, Oconomowoc Arts Center and Oconomowoc Golf Club. Stop dreaming and start doing. Check out the broad range of options on Expedia today and finally put your Oconomowoc vacation plans into action!

Top Oconomowoc Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was CA $1,004, price is now CA $756 per person
CA $756
per person
Oct 10 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
8.4/10 Very Good! (1,000 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.

Reviewed on Aug. 15, 2025

Super 8 by Wyndham Sturtevant/Racine

Super 8 by Wyndham Sturtevant/Racine

2 out of 5
Price was CA $1,120, price is now CA $820 per person
CA $820
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
7.6/10 Good! (603 reviews)
We found our room very satisfactory except that the window curtain was hugely torn, hanging in tatters. They could just have taken the whole thing down and it would have looked 100% better. The rear entrance was heaped with piles of trash and was revolting. I would not have rented the room if I’d seen that first. I expected rats. The food next door was excellent and the staff was very cheerful and kind. This motel needs some cleaning and fixing up!

Reviewed on Aug. 17, 2025

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

Holiday Inn Express Hotel & Suites Milwaukee Airport by IHG

2.5 out of 5
College Heights
Price was CA $1,132, price is now CA $829 per person
CA $829
per person
Oct 10 - Oct 13
found 22 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
8/10 Very Good! (972 reviews)
Loved the cinnamon rolls and fresh ground coffee! Beds were comfortable and we slept great. Would stay again.

Reviewed on Aug. 1, 2025

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was CA $1,260, price is now CA $930 per person
CA $930
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.4/10 Very Good! (1,003 reviews)
Very limited breakfast time and no restaurant.

Reviewed on Aug. 18, 2025

Comfort Suites Milwaukee West

Comfort Suites Milwaukee West

3 out of 5
Price was CA $1,219, price is now CA $929 per person
CA $929
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
7.8/10 Good! (1,005 reviews)
Great customer service,

Reviewed on Aug. 21, 2025

Ready to book your vacation to Oconomowoc?

 

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Oconomowoc Hotel Deals

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG

3 out of 5
1141 Blue Ribbon Drive, Oconomowoc, WI
Fully refundable
The price is CA $154 per night from Sep 1 to Sep 2
CA $154
CA $174 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (785 reviews)
"Safe and ok"

Reviewed on Aug. 18, 2025

Staybridge Suites Milwaukee West-Oconomowoc by IHG
TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc

3 out of 5
1242 CORPORATE CENTER DRI, Oconomowoc, WI
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Sep 4 to Sep 5
CA $186
CA $211 total
Sep 4 - Sep 5
includes taxes & fees
9.2/10 Wonderful! (125 reviews)
"Easily accessible off I-94 and central to other places that we wanted to visit. Quality of rooms and breakfast was excellent!"

Reviewed on Jul. 18, 2025

TownePlace Suites by Marriott Oconomowoc
Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc

3 out of 5
1443 Pabst Farms Cir, Oconomowoc, WI
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Sep 1 to Sep 2
CA $178
CA $201 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (636 reviews)
"Great place"

Reviewed on Aug. 18, 2025

Hilton Garden Inn Oconomowoc
See all 506 properties in Oconomowoc
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.
All Inclusive Vacations
All Inclusive Vacations
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Discover the most popular places to visit in Oconomowoc

Fowler Lake Park

Explore the great outdoors at Fowler Lake Park, a lovely green space in Oconomowoc. Visit the shops or attend a sporting event in this family-friendly area.

Fowler Lake Park

Frequently asked questions

How much does an Oconomowoc vacation package cost?
You can pick up a vacation package to this popular destination from CA $756 on Expedia. However, how much your vacation to Oconomowoc costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Oconomowoc?
February, March and April are the best times to search for cheap Oconomowoc vacation packages. Travelling in quieter months means you can generally find better prices on flights and accommodations.
How many days is enough for Oconomowoc?
Oconomowoc vacations can be as short or long as you like, but to really get a feel for this destination, we'd say 3 days is a good ballpark. This will mean you can fit in major attractions like Oconomowoc Historical Museum and Theatre On Main along with underrated gems. Don't skip neighbourhoods such as Summit Corners and Maplewood either. If you plan wisely, you can even take a day trip outside of Oconomowoc too.
Is it worth booking a vacation package to Oconomowoc?
It's easy to see why an Oconomowoc vacation is on the must-do list of many travellers. Leading attractions like Oconomowoc Arts Centre are just the start of what you can explore here.
How to find the best Oconomowoc package deals?
Begin your search for an Oconomowoc package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Oconomowoc package deal straight away, just 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 Oconomowoc escape off to a flying start.
Is it cheaper to book an Oconomowoc vacation as a package?
You can enjoy significant savings on your next Oconomowoc escape by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse 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 Oconomowoc?
If you have your Oconomowoc vacation dates confirmed, book as early as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Oconomowoc?

  1. Choose your dates: The things you want to do in Oconomowoc and your preferred season will help you decide when to go.
  2. Plan your budget wisely: On top of the price of your hotel, you should factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Oconomowoc.
  3. Decide how many days away: Start by making a list of all the activities and sights you want to experience in Oconomowoc. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Oconomowoc vacation package.

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