Oconomowoc Holidays from £645

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 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

    Packages with flights are ATOL protected

Your Oconomowoc Holiday

Say goodbye to the hassle of planning and hello to a Oconomowoc holiday package. With the finer details organised 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 Centre and Oconomowoc Golf Club. Stop dreaming and start doing. Check out the broad range of options on Expedia today and finally put your Oconomowoc holiday plans into action!

Top Oconomowoc Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

4 out of 5
per person
16 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LON) to Milwaukee (MKE)
8.8/10 Excellent! (892 reviews)
Very quiet. Comfortable bed. Everything was great exceot the refrigerator smelled like old fish.

Reviewed on 12 Jul 2025

Oconomowoc Essential Information

Language
English
Currency
U.S dollars
Population
16,400
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Oconomowoc Historical Museum, Fowler Lake Park and The Octagon House

Top hotels in Oconomowoc

Hilton Garden Inn Oconomowoc
Hilton Garden Inn Oconomowoc
3 out of 5
1443 Pabst Farms Cir, Oconomowoc, WI
The price is £106 per night from 20 Jul to 21 Jul
£106
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (631 reviews)
"Great bartender, attentive and accommodating and muddles the old-fashioned without being asked."

Reviewed on 16 Jun 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 £93 per night from 20 Jul to 21 Jul
£93
20 Jul - 21 Jul
includes taxes & fees
9/10 Wonderful! (754 reviews)
"It was lovely and clean and easy to navigate. Plus the coffee was awesome"

Reviewed on 11 Jul 2025

Staybridge Suites Milwaukee West-Oconomowoc by IHG
Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle
Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle
Oconomowoc, WI
Get rates
Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle
See all 501 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Oconomowoc travel package cost?
From as little as £645. Yes, you read that right. Our Oconomowoc travel packages are a simple way to make your dollars go much further. Bundle your hotels, flights and rental car and discover this fabulous destination.
If I'm not able to travel, can I cancel my Oconomowoc travel package?
We totally get that unexpected stuff happens. If you've locked in an Oconomowoc travel package and need to cancel or amend it, we're here to help. It's always worth taking a look at our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Oconomowoc?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities --- we've got it all. Select a combination that suits your style and see your savings pile up. Of course, a travel package is never one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotel options across the globe, which lets you customize your Oconomowoc getaway.
Does Expedia offer Book Now, Pay Later Oconomowoc holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: If you'd prefer to pay for your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is much easier with this option. Simply put down a small deposit on your escape and then start working on your travel itinerary.

Where should I stay in Oconomowoc?
With popular attractions like Oconomowoc Golf Club and Oconomowoc Arts Centre in this neighbourhood, see if you can find a hotel near either one. Imagination Station is another Oconomowoc sight that people flock to.
What are the top hotels in Oconomowoc?
If you'd like to stay in the Maplewood neighbourhood, some top options are Hilton Garden Inn Oconomowoc and Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel. Peninsular Park is another favourite Oconomowoc area. We recommend Hilton Garden Inn Oconomowoc or Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel if you prefer this part of town.
How far in advance should I book my Oconomowoc holiday?
It's hard to pick the perfect time for airfares, but we generally say the earlier, the better. Plenty of international flights on Expedia become available to compare up to a year in advance. If you're booking late, don't fret. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia Oconomowoc travel package include?
Flights, hotels and a cool set of wheels for all your road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on some activities and tours and watch your savings pile up. When it comes to crafting your Oconomowoc getaway, you're in charge!
What should I know before booking an Oconomowoc travel package?
Our prices are always low. However, you'll snap up even more savings if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with an Oconomowoc Expedia travel package?
You can. We have more than 550 airline partners all over the world, so fly with the carrier that's a good fit for your travel preferences.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.