Oconomowoc Vacation Packages 2026 from $659

Oconomowoc flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Saint Kate - The Arts Hotel

Downtown Milwaukee

$659

per person

Jul 3 - Jul 5

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Milwaukee (MKE)

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$762

per person

Jul 3 - Jul 5

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Milwaukee (MKE)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.

Sheraton Milwaukee Brookfield Hotel

$730

per person

Aug 4 - Aug 11

found 1 day ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Milwaukee (MKE)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.

Potawatomi Hotel & Casino

Menomonee River Valley

$1,040

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.

The Iron Horse Hotel

Fifth Ward

$1,688

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

This boutique hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi in public areas is free.

Top Oconomowoc hotels deals

Staybridge Suites Milwaukee West-Oconomowoc by IHG

1141 Blue Ribbon Drive Oconomowoc WI

Free Cancellation

$111 nightly

$125 total

May 24 - May 25

Total with taxes and fees

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and a picnic area are also on offer.

Hilton Garden Inn Oconomowoc

1443 Pabst Farms Cir Oconomowoc WI

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$138 total

May 25 - May 26

Total with taxes and fees

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

TownePlace Suites by Marriott Oconomowoc

1242 CORPORATE CENTER DRI Oconomowoc WI

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$141 total

May 24 - May 25

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a garden, and a picnic area are also on offer.

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI

Free Cancellation

Reserve now, pay when you stay

$103 nightly

$119 total

May 24 - May 25

Total with taxes and fees

Embassy Suites by Hilton Milwaukee Brookfield

1200 S Moorland Rd Brookfield WI

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$141 total

May 24 - May 25

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Studio 6 Extended Stay Milwaukee Brookfield WI

325 N Brookfield Rd Brookfield WI

Get rates

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.

Pet friendly

Parking included

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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

The veteran memorial site gives honor and remembrance to all the brave men and women that have fought.

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 family-friendly area.

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 relaxing area.

Oconomowoc Historical Museum

You can spend time browsing the exhibits at Oconomowoc Historical Museum in Oconomowoc. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Frequently asked questions

How much are vacation packages to Oconomowoc?

With vacation packages on offer for only $659, 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 90 mi from Oconomowoc.

Which airport is best for Oconomowoc?

Oconomowoc has two airports to select from — General Mitchell Intl. Airport (MKE) (30 mi away from the city center) and Dane County Regional Airport (MSN) (45 mi 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.