Book Exclusive Oconomowoc Vacation Packages

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Oconomowoc flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
per person
Jan. 28 - Feb. 4
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Stay at this 4-star business-friendly hotel in Brookfield. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Mayfair Mall and The Corners of Brookfield are located nearby.
Hilton Garden Inn Milwaukee Downtown

Hilton Garden Inn Milwaukee Downtown

3.5 out of 5
Downtown Milwaukee
per person
Jan. 28 - Feb. 4
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Milwaukee Art Museum and Harley-Davidson Museum are located nearby.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
per person
Jan. 28 - Feb. 4
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Fiserv Forum and Milwaukee Art Museum are located nearby.
Holiday Inn Express Hotel & Suites Milwaukee Airport, an IHG Hotel

Holiday Inn Express Hotel & Suites Milwaukee Airport, an IHG Hotel

2.5 out of 5
College Heights
per person
Jan. 28 - Feb. 4
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
per person
Jan. 28 - Feb. 4
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, 2 bars/lounges, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Milwaukee Art Museum and Harley-Davidson Museum are located nearby.

Top Oconomowoc hotels deals

Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel

Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel

3 out of 5
1141 Blue Ribbon Drive, Oconomowoc, WI
Free cancellation
The price is CA $183 per night
CA $183
CA $206 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 3-star hotel in Oconomowoc. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oconomowoc Arts Center and Imagination Station are located nearby.
Pool
Breakfast included
Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc

3 out of 5
1443 Pabst Farms Cir, Oconomowoc, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $155 per night
CA $155
CA $175 total
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star business-friendly hotel in Oconomowoc. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Oconomowoc Arts Center and Imagination Station are located nearby.
Pool
Hot tub
TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc

2.5 out of 5
1242 CORPORATE CENTER DRI, Oconomowoc, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
CA $171 total
includes taxes & fees
12 Jan - 13 Jan 2025
Stay at this hotel in Oconomowoc. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oconomowoc Arts Center and Imagination Station are located nearby.
Pool
Breakfast included
Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $119 per night
CA $119
CA $138 total
includes taxes & fees
23 Dec - 24 Dec
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mayfair Mall and American Family Field are located nearby.
Pool
Pet-friendly
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

3 out of 5
1250 S Moorland Rd, Brookfield, WI
Free cancellation
The price is CA $137 per night
CA $137
CA $158 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 3-star business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Mayfair Mall and Brookfield Square Mall are located nearby.
Pool
Hot tub
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $112 per night
CA $112
CA $129 total
includes taxes & fees
2 Jan - 3 Jan 2025
Stay at this 3-star business-friendly hotel in Brookfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mayfair Mall and Brookfield Square Mall are located nearby.
Pool
Pet-friendly
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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.

Popular places to visit

Lac La Belle

Commune with nature and explore the great outdoors at Lac La Belle during your travels in Oconomowoc. Visit the shops or attend a sporting event in this relaxing area.

Lac La Belle

Aurora Medical Center Summit

Though Aurora Medical Center Summit might be what brings you to town, perhaps you'll have a chance to explore more of Summit while you are here.

Aurora Medical Center Summit

Oconomowoc Memorial Hospital

Though Oconomowoc Memorial Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Oconomowoc while you are here.

Oconomowoc Memorial Hospital

Oconomowoc Vacations

Have more fun, worry less and wander wisely in Oconomowoc! Get your travels off to a fabulous start by acquainting yourself with this unique destination.

To help get you oriented, Oconomowoc is 30 miles (48 kilometers) to the west of the notable city of Milwaukee.

Forget the big-name sights — it's the locals that make a place tick. In this part of Wisconsin, you'll find 16,000 of them.

Places to visit in Oconomowoc

Don your khakis and pick up your favorite driver. If you'd love to spend an afternoon on the green, book in a tee time at Oconomowoc Golf Club. Like some more ideas? History is full of lessons. Drink in the knowledge and gain an insight into the past at Oconomowoc Historical Museum. But that's not all there is. Are your youngest travelers getting a bit bored? Then why not let them run around and play on the equipment at Imagination Station? They'll burn off that excess energy fast!

Where do you fly into for Oconomowoc?

Get ready for some unforgettable new experiences! The center of Oconomowoc is approximately 30 miles (48 kilometers) west of General Mitchell International Airport (MKE).

Frequently asked questions

How much are vacation packages to Oconomowoc?
With vacation packages on offer for only CA $819, you won’t need to max out the credit card for your trip to Oconomowoc. Travelocity can help. Combine hotels, flights and tours into a package and land impressive discounts. The more you book, the more you save.
How long should my Oconomowoc vacation be?
Around 2 nights is the average amount of time travelers spend in Oconomowoc. But the perfect trip length comes down to how many cherished memories you want to make. Why not stay a little longer and uncover some hidden gems?
Where can I get the best vacation package deals for Oconomowoc?
There are fantastic Oconomowoc package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the globe? Keep this in mind when you’re ready to check another destination off your bucket list.
Why should I book my Oconomowoc vacation package with Travelocity?
By booking your hotel, flights, car rental and activities altogether, you’ll save both time and money. We offer an expert team of customer service specialists available 24/7, and you’ll know that you’re always getting the best deal in town with our Price Match Guarantee. So, what’s stopping you? Book that dream vacation today and get packing!
Can I save on my Oconomowoc car rental if I bundle it with my hotel or flight?
You certainly can — combine your car, flight and hotel into an Oconomowoc vacation package and you’ll save a ton. With so many places to explore in Oconomowoc, that set of wheels will more than come in handy. Once you’re behind the wheel, get out on the wide open road and head toward Wrigley Field, a must-see attraction roughly 145 kilometers from Oconomowoc.
Which airport is best for Oconomowoc?
Oconomowoc has two airports to select from — General Mitchell Intl. Airport (MKE) (48 kilometers away from the city center) and Dane County Regional Airport (MSN) (72 kilometers away from central Oconomowoc).
What is there to do in Oconomowoc?
While veering off the tourist trail is rewarding, you really shouldn’t miss the popular sights that make a destination famous. Oconomowoc Arts Center and Oakbrook-Eser Studios and Gallery are a couple of them in Oconomowoc.
Where should I stay when visiting Oconomowoc?
The Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel is the first choice of many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Oconomowoc vacation photos for more inspiration