Oconomowoc Lake Vacation Packages

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Your Oconomowoc Lake Vacation

Reserve a Oconomowoc Lake vacation package that has everything you need and no unnecessary extras. Good for nature, watersports and views, consider basing yourself in the neighborhood of Halls Park. Love to start exploring your surroundings? Fowler Lake Park, Oconomowoc Arts Center and Oconomowoc Golf Club are just three of the leading places to visit during your trip to Oconomowoc Lake. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Oconomowoc Lake vacation is simple with Expedia.

Top Oconomowoc Lake Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
CA $1,214
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.6/10 Exceptional! (2,283 reviews)
Kind staff and gorgeous interiors. Truly a classic hotel.

Reviewed on Oct 12, 2026

The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $1,364
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,353 reviews)
The coffee maker wasn't working during my stay, and I couldn't get help.

Reviewed on Oct 13, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
CA $1,909
per person
Nov 13 - Nov 16
found 5 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,725 reviews)
Saint Kate fell significantly short of what we expected from an approximately $860 2-night stay at a 4-star hotel. The most serious issue was discovering that the bed had visibly soiled linens upon check-in, which my child unknowingly slept in overnight. We arrived at night & only noticed the sheets the next day in better lighting When I raised the linen issue, I was told, “I’m not going to bother my GM who just had their first grandkid over a sheet,” among other comments. Given that this involved a sanitation concern, the response felt dismissive and inappropriate. Other issues - hair left in the sink after housekeeping, another hair (not from of our party)on the bathroom counter, - discarded candy/wrapper from a prior guest left in room - no shower gel mid-shower. After calling & being told a replacement would be sent immediately, nothing arrived for ~ 25 min, so I found one myself on a housekeeping cart. The hotel’s replacement arrived ~ 45 min after my call. - a non-working safe -no trash can in the main room until requested -no water replenished after housekeeping - housekeeping knocked twice in the AM day of checkout, despite a 12pm checkout The hotel initially offered a $50 credit & ultimately comped the cheaper second night (~$213). I requested the affected 1st night be credited instead, but were told no. Being a frequent traveler, my expectations are reasonable. Clean linens, a properly inspected room, & professional handling of concerns are basic expectations

Reviewed on Oct 12, 2026

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

Downtown Milwaukee
CA $1,461
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.4/10 Exceptional! (432 reviews)
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

Menomonee River Valley
CA $1,274
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,808 reviews)
great location ...

Reviewed on Oct 13, 2026

Ready to book your vacation to Oconomowoc Lake?

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Oconomowoc Lake Hotel Deals

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $91
CA $105 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (1,245 reviews)
"I have had solid experiences here before, especially at this price point. This time, however, my room simply didn't seem ready. When I arrived, the door was being held open by the deadbolt. The cleaning staff gestured that I could go in but we had a language barrier. The soap was empty in my shower, ..."

Reviewed on Oct 13, 2026

Sheraton Milwaukee Brookfield Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $114
CA $132 total
Oct 14 - Oct 15
includes taxes & fees
8/10 Very good! (1,679 reviews)
"There was a disturbance in the room next to mine. I called the front desk and they only called to check in. The noises were so much louder with a person crying out for help, so I called the police to help."

Reviewed on Oct 13, 2026

AmericInn by Wyndham Brookfield
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

1250 S Moorland Rd Brookfield WI
CA $141
CA $163 total
Nov 13 - Nov 14
includes taxes & fees
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
See all 272 properties in Oconomowoc Lake
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 Lake attractions

Oconomowoc Lake

Commune with nature and explore the great outdoors at Oconomowoc Lake during your travels in Oconomowoc Lake.
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Frequently asked questions

How much does an Oconomowoc Lake vacation package cost?
Offering great value package deals from CA $1,214 on Expedia, you'll be surprised at how little a vacation to Oconomowoc Lake costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oconomowoc Lake?
January, February and March are the best times to look for cheap Oconomowoc Lake vacation packages. Opting to travel in quieter periods means you can typically find lower prices on flights and hotels.
How many days is enough for Oconomowoc Lake?
Oconomowoc Lake vacations can be short or long, but to get a true feel for this destination, we'd suggest 2 days is about right. With this timeframe, you can fit in top attractions like Oconomowoc Historical Museum and Theatre On Main as well as underrated gems. Don't miss out on neighbourhoods such as Summit Corners and Maplewood either. If you're clever with your time, you can even schedule a day trip from Oconomowoc Lake too.
How to find the best Oconomowoc Lake package deals?
Begin your search for an Oconomowoc Lake package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Oconomowoc Lake package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oconomowoc Lake adventure underway.
Is it cheaper to book an Oconomowoc Lake vacation as a package?
You can enjoy significant savings on your Oconomowoc Lake getaway by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oconomowoc Lake?
If you've got your Oconomowoc Lake travel dates confirmed, book as soon 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 spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Oconomowoc Lake?
  1. Choose when to get away: Check your schedule and pack your bags. Your favourite season and the type of activities available will also help you decide when to escape to Oconomowoc Lake.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Oconomowoc Lake.
  3. Work out your trip length: Think about how much time you want to spend discovering Oconomowoc Lake. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Oconomowoc Lake vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.