Oconomowoc Vacation Packages 2026 from $281

Oconomowoc flight + hotel vacation packages

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

Super 8 by Wyndham Sturtevant/Racine

$281

per person

Jun 5 - Jun 7

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Milwaukee (MKE)

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Kinn Guesthouse Bay View

Bay View

$554

per person

May 21 - May 24

found 20 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Milwaukee (MKE)

A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

My Place Hotel - Mount Pleasant

$288

per person

Jun 5 - Jun 7

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Milwaukee (MKE)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Free parking, a snack bar/deli, and a grocery/convenience store are also offered.

Comfort Inn Mount Pleasant – Racine

$326

per person

Jun 5 - Jun 7

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Milwaukee (MKE)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and laundry facilities and free newspapers are also offered.

Antioch Hotel & Suites

$320

per person

Jun 5 - Jun 7

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Milwaukee (MKE)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like full breakfast and free self parking.

Top Oconomowoc hotels deals

TownePlace Suites by Marriott Oconomowoc

1242 CORPORATE CENTER DRI Oconomowoc WI

Free Cancellation

Reserve now, pay when you stay

$141 total

per night

Apr 19 - Apr 20

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.

Pool

Breakfast included

Hilton Garden Inn Oconomowoc

1443 Pabst Farms Cir Oconomowoc WI

Free Cancellation

Reserve now, pay when you stay

$129 total

per night

Apr 23 - Apr 24

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.

Pool

Hot Tub

Staybridge Suites Milwaukee West-Oconomowoc by IHG

1141 Blue Ribbon Drive Oconomowoc WI

$116 total

per night

Apr 19 - Apr 20

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.

Pool

Breakfast included

Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

Oconomowoc WI

Get rates

This vacation home features a gym and a hot tub. Families will appreciate the arcade/game room and onsite laundry facilities. A garden and barbecue grills are also provided.

Hot Tub

Kitchen

Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle

Oconomowoc WI

Get rates

This vacation home features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.

Pool

Hot Tub

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI

$119 total

per night

May 10 - May 11

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.

Pool

Free airport shuttle

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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 relaxing 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 family-friendly area.

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.

Frequently asked questions

How much are vacation packages to Oconomowoc?

With vacation packages on offer for only $281, 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.