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.
Lake Lawn Resort
CA $1,400
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9/10 Wonderful! (1,013 reviews)
The Lakeside part of the resort is tucked away from the rest, but we enjoyed having a quiet pool right there. It’s very dated, but well maintained. There are good enough amenities onsite, but the activities and staff involvement could definitely be better. You have to prompt staff and be extremely specific with what you are looking for in order to get anything. For example, despite there being a schedule of activities to participate in, there was never anything going on. Music schedules were off and there was no notice so we had to figure it out on our own. There was supposed to be food and beverage service at the main pool, but there was not. Do not expect anyone to go above and beyond and you will be content. The views were beautiful! Food was ok.
Overall not a bad place to stay at all for the price. I think if staff was more involved and less passive it would be much more pleasurable and we would have spent more time and money on site than we did.
Reviewed on Aug 24, 2026
Where to stay in Oconomowoc
Find the best Oconomowoc areas and neighborhoods for the activities you enjoy most. Learn more about Oconomowoc
Maplewood
Though Maplewood might not have many top sights, you can venture to the surrounding area to see attractions like Oconomowoc Golf Club and Lake Okauchee.
Lac La Belle Manor
Lac La Belle Manor might not have many top sights, but Lac La Belle and Fowler Lake Park are two attractions nearby that you can check out.
Peninsular Park
Peninsular Park might not have many top sights, but Upper Nemahbin Lake and Hawks Inn are two attractions nearby that you can check out.
Ready to book your vacation to Oconomowoc?
Oconomowoc Hotel Deals
Staybridge Suites Milwaukee West-Oconomowoc by IHG
1141 Blue Ribbon Drive Oconomowoc WI
Fully refundable
CA $147
CA $166 total
Sep 7 - Sep 8
includes taxes & fees
Hilton Garden Inn Oconomowoc
1443 Pabst Farms Cir Oconomowoc WI
Fully refundableReserve now, pay when you stay
CA $157
CA $177 total
Sep 7 - Sep 8
includes taxes & fees
TownePlace Suites by Marriott Oconomowoc
1242 CORPORATE CENTER DRI Oconomowoc WI
Fully refundableReserve now, pay when you stay
CA $172
CA $194 total
Sep 14 - Sep 15
includes taxes & fees
9.2/10 Wonderful! (211 reviews)
"Great stat. Easy access to the highways. I would definitely stay again!"
Reviewed on Aug 18, 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.
Stay near popular Oconomowoc attractions
Lac La Belle
9.6/10 (14 reviews)
Commune with nature and explore the great outdoors at Lac La Belle during your travels in Oconomowoc. Visit the shops or attend a sporting event in this family-friendly area.
Fowler Lake Park
9.6/10 (9 reviews)
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.
Oconomowoc Golf Club
8.0/10 (6 reviews)
Enjoy a round of golf in Oconomowoc at Oconomowoc Golf Club. Visit the shops in this relaxing area, or simply enjoy its restaurants.
Upper Nemahbin Lake
Commune with nature and explore the great outdoors at Upper Nemahbin Lake during your travels in Summit.
Oconomowoc Arts Center
9.4/10 (6 reviews)
You can enjoy a show at Oconomowoc Arts Center during your trip to Oconomowoc. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
Theatre On Main
10.0/10 (1 review)
You can get tickets for a performance at Theatre On Main during your stay in Oconomowoc. Visit the shops in this relaxing area, or simply enjoy its restaurants.
Lower Nemahbin Lake
Commune with nature and explore the great outdoors at Lower Nemahbin Lake during your travels in Summit.
Middle Genesee Lake
Commune with nature and explore the great outdoors at Middle Genesee Lake during your travels in Summit.
Frequently asked questions
How much does an Oconomowoc vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,086 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?
- Choose your dates: The things you want to do in Oconomowoc and your preferred season will help you decide when to go.
- 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.
- 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.
- 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.
