Oconomowoc Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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!

Ready to book your vacation to Oconomowoc?

 

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Oconomowoc Hotel Deals

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 $173 per night from Jul 20 to Jul 21
CA $173
CA $196 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (631 reviews)
"Great bartender, attentive and accommodating and muddles the old-fashioned without being asked."

Reviewed on Jun. 16, 2025

Hilton Garden Inn Oconomowoc
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 $152 per night from Jul 20 to Jul 21
CA $152
CA $172 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (756 reviews)
"Clean, easy, convenient amenities and the kindest and helpful staff. Great experience."

Reviewed on Jul. 12, 2025

Staybridge Suites Milwaukee West-Oconomowoc by IHG
Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle
Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle
Oconomowoc
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Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle
See all 504 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

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 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.