Oconomowoc Vacations from $285

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Your Oconomowoc Vacation

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

The Latest Oconomowoc vacation packages

Price found within the past 48 hours. Click for updated prices.
Grandstay Residential Suites Hotel - Sheboygan
The Pfister Hotel
Washington House Inn
Saint Kate - The Arts Hotel
Super 8 by Wyndham Sturtevant/Racine
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Discover the most popular places to visit in Oconomowoc

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
$111 nightly
The price is $125 total per night from Sep 1 to Sep 2
$125 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (785 reviews)
"Safe and ok"

Reviewed on Aug 18, 2025

Staybridge Suites Milwaukee West-Oconomowoc by IHG
TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc

3 out of 5
1242 CORPORATE CENTER DRI, Oconomowoc, WI
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $141 total per night from Sep 1 to Sep 2
$141 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (125 reviews)
"Easily accessible off I-94 and central to other places that we wanted to visit. Quality of rooms and breakfast was excellent!"

Reviewed on Jul 18, 2025

TownePlace Suites by Marriott 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
$120 nightly
The price is $135 total per night from Sep 7 to Sep 8
$135 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (636 reviews)
"Great place"

Reviewed on Aug 18, 2025

Hilton Garden Inn 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.

Things to do in and around Oconomowoc

Oconomowoc, Wisconsin, is perfect for outdoor and romantic getaways, boasting stunning scenery and a variety of activities. Visitors can enjoy recreational areas, a picturesque golf course, and community events such as family festivals, outdoor festivities, and lawn parties. Whether you're looking for fun events or a relaxing day in nature, Oconomowoc has something to offer everyone.

Shopping

In Oconomowoc, you can enjoy unique local shops and boutiques for gifts and souvenirs. If you're up for a drive, visit the Johnson Creek Premium Outlets for a variety of brands, or check out Brookfield Square Mall for an extensive shopping experience.

Recreation

Experience tranquility at Lac La Belle, where you can unwind in nature's embrace. For golf enthusiasts, Erin Hills Golf Course offers a scenic outdoor challenge just 11 miles away. Families can enjoy quality time at Imagination Station, a delightful playground that encourages fun and exploration.

Adventure

At Springs Water Park, located 12 miles from Oconomowoc, enjoy thrilling water slides and family-friendly attractions for a splash-tastic day. For arcade fun, Sussex Bowl, 13 miles away, offers a vibrant atmosphere with games for all ages. Experience winter sports at Heiliger Huegel Ski Club, 14 miles from Oconomowoc, perfect for skiing enthusiasts.

Nightlife

Oconomowoc offers a vibrant nightlife with a mix of bars and live music. Visit the Oconomowoc Lake Club for upscale cocktails, or unwind at the Beechwood Grill for a casual vibe. For live entertainment, check out The Pavilion for local bands and events.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Oconomowoc

Oconomowoc, Wisconsin, is perfect for outdoor enthusiasts and romantic getaways, featuring urban parks, beautiful lakes, and charming churches. Explore the Oconomowoc Historical Museum and the Oconomowoc Arts Center for a taste of local culture. Don't miss seasonal events like Christmas music performances. Whether you seek family experiences or a deeper understanding of the town's history, Oconomowoc offers a delightful blend of attractions for every traveler.

  • Fowler Lake Park: Enjoy a serene escape in this urban park nestled in Oconomowoc. With beautiful lake views, walking paths, and picnic areas, it’s perfect for families looking to relax and embrace nature while enjoying the vibrant city atmosphere.
  • Oconomowoc Historical Museum: Delve into the rich culture and history of Oconomowoc at this engaging museum. Featuring exhibits that showcase the area’s past, it's a great place to learn about local heritage and community stories.
  • Pewaukee Lake: Located 11 miles from Oconomowoc, Pewaukee Lake offers stunning scenery and a romantic beach vibe. Whether you're swimming, picnicking, or enjoying a sunset, it’s the ideal spot for outdoor fun and relaxation.

Best time to go to Oconomowoc

The best time to visit Oconomowoc can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Oconomowoc falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Oconomowoc falls in January, visitor numbers are average and weather is mostly with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.8°F (-6.8°C)No RainMostlyAverageSlightly Low
February21.7°F (-5.7°C)No RainMostlyAverageSlightly Low
March34.5°F (1.4°C)Light RainMostlyAverageAverage
April44.6°F (7.0°C)Light RainMostlySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June66.7°F (19.3°C)Light RainMostly SunnySlightly HighSlightly High
July71.4°F (21.9°C)Light RainMostly SunnySlightly HighSlightly High
August69.8°F (21.0°C)Light RainMostly SunnyAverageSlightly High
September63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
October50.2°F (10.1°C)Light RainMostly SunnySlightly LowAverage
November37.6°F (3.1°C)Light RainMostly SunnySlightly LowAverage
December27.5°F (-2.5°C)Light RainMostlySlightly LowSlightly Low

Tips to save on your trip to Oconomowoc

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Oconomowoc.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Oconomowoc.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does an Oconomowoc vacation package cost?
You'll find cheap prices from $285 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?
You can generally find reduced prices and better availability in January, June and September. Take a look at our cheap Oconomowoc vacation packages and you could score some great off-season discounts.
How many days is enough for Oconomowoc?
With around 3 days, you'll have plenty of time to experience popular neighborhoods like Summit Corners and Maplewood during your Oconomowoc vacation. Remember to also add Fowler Lake Park and Oakbrook-Eser Studios and Gallery to your list of must-sees. Looking for more adventures? Consider venturing outside of Oconomowoc on tours and day trips.
Is it worth booking a vacation package to Oconomowoc?
Oconomowoc offers everything you need for a wonderful escape. Get your Oconomowoc vacation off to a flying start by visiting top attractions like Oconomowoc Golf Club.
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.
Does Expedia offer Book Now, Pay Later Oconomowoc vacation packages?
Your Oconomowoc break is meant to be an escape from your busy life, not a reason for money-related stress. So to give you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.