Oconomowoc Packages (Flight + Hotel)

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Top hotels in 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 ฿4,360 per night from 31 Jul to 1 Aug
฿4,360
฿4,926 total
31 Jul - 1 Aug
includes taxes & fees
8.8/10 Excellent! (633 reviews)
"Easy parkinh great check in"

Reviewed on 13 Jul 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 ฿3,581 per night from 3 Aug to 4 Aug
฿3,581
฿4,046 total
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (763 reviews)
"The bathtubs should have some slip free adhesives on the bottom. Every time we stay here, both my wife and I (ages 66 and 72) find them VERY slippery and have trouble not falling, but we haven't fallen yet."

Reviewed on 20 Jul 2025

Staybridge Suites Milwaukee West-Oconomowoc by IHG
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is ฿2,710 per night from 13 Aug to 14 Aug
฿2,710
฿3,130 total
13 Aug - 14 Aug
includes taxes & fees
8/10 Very Good! (1,187 reviews)
Beautiful Hotel
"It was comfortable, quiet, beautiful modern decorated open spaces & bedrooms. Easy check in .. great pool space (no hot tub) & clean clear water. King room with sleeper sofa... nice room space"

Reviewed on 24 Jul 2025

Sonesta Select Milwaukee Brookfield
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.

Frequently asked questions

How much does an Oconomowoc holiday 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 holiday to Oconomowoc costs.
What are the cheapest months to go to Oconomowoc?
February, March and April are great times to look for cheap Oconomowoc holiday packages. Travelling in quieter periods means you can usually find reduced prices on accommodation and flights.
How many days is enough for Oconomowoc?
To get the most out of your Oconomowoc holiday, 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 neighbourhoods like Summit Corners and Maplewood. If you've got some spare time, add a day trip to your Oconomowoc holiday itinerary.
Is it worth booking a holiday package to Oconomowoc?
Oconomowoc is a good holiday destination with attractions like Oconomowoc Arts Centre among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, an Oconomowoc holiday 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 customise 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 travelling on a weekday, when prices are generally lower.
Is it cheaper to book an Oconomowoc holiday as a package?
Expedia holiday 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 personalised Oconomowoc holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 travelling on a whim.
How to plan a trip to Oconomowoc?

  1. Choose when to get away: Check your diary and pack your bags. Your favourite 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 personalised Oconomowoc holiday package.

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