Oconomowoc Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in 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 S$161 per night from 1 Sept to 2 Sept
S$161
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (773 reviews)
"Good place to,stay in a convenient location."

Reviewed on 4 Aug, 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
The price is S$184 per night from 17 Aug to 18 Aug
S$184
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (634 reviews)
"Beds were comfortable and a clean bathroom. As a whole, the room was very nice"

Reviewed on 3 Aug, 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 S$141 per night from 14 Aug to 15 Aug
S$141
14 Aug - 15 Aug
includes taxes & fees
7.4/10 Good! (1,532 reviews)
"Beds were comfortable. There was little breakfast food - no eggs, no fruit but apples, no yogurt. One had to go somewhere else to get a good breakfast."

Reviewed on 6 Aug, 2025

Sonesta Milwaukee West Wauwatosa
See all 507 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.