Oconomowoc Vacations

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Find the Best Oconomowoc Vacation Packages

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 ₩154,166 per night from Aug 24 to Aug 25
₩154,166
₩174,207 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (781 reviews)
"Our stay was wonderful. The happy hour and free use of washing machine and dryer was a great bonus!"

Reviewed on Aug 15, 2025

Staybridge Suites Milwaukee West-Oconomowoc by IHG
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 ₩177,971 per night from Aug 24 to Aug 25
₩177,971
₩201,106 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (635 reviews)
"Clean and modern! Bed is very comfy!"

Reviewed on Aug 10, 2025

Hilton Garden Inn Oconomowoc
Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is ₩126,249 per night from Sep 6 to Sep 7
₩126,249
₩146,323 total
Sep 6 - Sep 7
includes taxes & fees
7.4/10 Good! (1,573 reviews)
"Great experience"

Reviewed on Aug 14, 2025

Sonesta Milwaukee West Wauwatosa
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.

Discover the most popular places to visit in Oconomowoc

Imagination Station

3/5(2 reviews)

Imagination Station is just one of the places to see in Oconomowoc, so why not enjoy the other things to explore during your travels? Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Imagination Station

Frequently asked questions

How much does an Oconomowoc vacation package cost?
You'll find cheap prices on Expedia for your Oconomowoc escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oconomowoc costs.
What are the cheapest months to go to Oconomowoc?
February, March and April are great times to look for cheap Oconomowoc vacation packages. Traveling in quieter periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Oconomowoc?
To get the most out of your Oconomowoc vacation, we suggest staying for 3 days. Divide your time between visiting Lac La Belle, Fowler Lake Park and other well-known attractions, in addition to exploring neighborhoods like Summit Corners and Maplewood. If you've got some spare time, add a day trip to your Oconomowoc vacation itinerary.
Is it worth booking a vacation package to Oconomowoc?
Oconomowoc is a good vacation destination with attractions like Oconomowoc Arts Center among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, an Oconomowoc vacation promises a good time for everyone.
How to find the best Oconomowoc package deals?
Bagging a cheap Oconomowoc package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Oconomowoc package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book an Oconomowoc vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Oconomowoc vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Oconomowoc?
If you've got your Oconomowoc travel dates confirmed, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Oconomowoc?

  1. Choose when to get away: Check your diary and pack your bags. Your favorite season and the type of activities on offer will also help you decide when to escape to Oconomowoc.
  2. Set your budget: Factor in expenses such as flights, transportation and food when calculating how much to save for your trip to Oconomowoc. Then, select a hotel that fits your budget, whether that's an affordable stay or a lavish getaway.
  3. Decide how long to go away for: Now that you're more familiar with Oconomowoc, you can work out the right length of your break. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights 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.