Book Exclusive Oconomowoc Vacation Packages

Choose one or more items to build your trip:

Oconomowoc flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 out of 5
Price was CA $678, price is now CA $641 per person
CA $641
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions America's Action Territory Family Fun Park and Cinemark Tinseltown USA Kenosha are located nearby.
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
Downtown Sheboygan
Price was CA $982, price is now CA $955 per person
CA $955
per person
Dec 27 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this business-friendly aparthotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stefanie H. Weill Center for the Performing Arts and Above & Beyond Children's Museum are located nearby.
AmericInn by Wyndham Manitowoc

AmericInn by Wyndham Manitowoc

2.5 out of 5
Price was CA $1,085, price is now CA $1,071 per person
CA $1,071
per person
Dec 27 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this family-friendly hotel in Manitowoc. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Silver Lake and Capitol Civic Centre are located nearby.
Watershed Hotel

Watershed Hotel

3 out of 5
Price was CA $1,044, price is now CA $1,031 per person
CA $1,031
per person
Dec 27 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Stay at this 3-star business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Above & Beyond Children's Museum and Stefanie H. Weill Center for the Performing Arts are located nearby.
Quality Inn Sheboygan North I-43

Quality Inn Sheboygan North I-43

2.5 out of 5
Price was CA $884, price is now CA $879 per person
CA $879
per person
Dec 27 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sheboygan County Historical Museum and Old Plank Road Trail Head are located nearby.

Top Oconomowoc hotels deals

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 $167 per night
CA $167
CA $189 total
Nov 2 - Nov 3
includes taxes & fees
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

3 out of 5
1242 CORPORATE CENTER DRI, Oconomowoc, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $187 per night
CA $187
CA $211 total
Oct 9 - Oct 10
includes taxes & fees
Stay at this 3-star 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
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

Get rates
Book a stay at this golf vacation home in Oconomowoc. Enjoy free breakfast, free WiFi, and private pools. Popular attractions Lac La Belle and Knollward are located nearby.
Pool
Hot tub
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
Get rates
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 Milwaukee County Zoo and Mayfair Mall are located nearby.
Pool
Pet-friendly
Holiday Inn Express Milwaukee-West Medical Center by IHG

Holiday Inn Express Milwaukee-West Medical Center by IHG

2.5 out of 5
11111 W North Ave, Milwaukee, WI
Free cancellation
The price is CA $130 per night
CA $130
CA $151 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mayfair Mall and Milwaukee County Zoo are located nearby.
Breakfast included
Pet-friendly
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd, Brookfield, WI
Free cancellation
Reserve now, pay when you stay
The price is CA $155 per night
CA $155
CA $179 total
Oct 9 - Oct 10
includes taxes & fees
Stay at this 3.5-star golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Mayfair Mall are located nearby.
Pool
Free airport shuttle
Don't see what you're looking for?
See all available properties in Oconomowoc
View all properties
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

Fowler Lake Park

Explore the great outdoors at Fowler Lake Park, a lovely green space in Oconomowoc. Visit the shops or attend a sporting event in this family-friendly area.

Fowler Lake Park

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 $641, 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