Oconomowoc Vacation Packages 2026 from $596

Oconomowoc flight + hotel vacation packages

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

DoubleTree by Hilton Milwaukee - Brookfield

$596

per person

Jun 4 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Huntsville (HSV) to Milwaukee (MKE)

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

Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee

$961

per person

Jun 4 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Huntsville (HSV) to Milwaukee (MKE)

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

The Iron Horse Hotel

Fifth Ward

$881

per person

Jun 4 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Huntsville (HSV) to Milwaukee (MKE)

This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.

Potawatomi Hotel & Casino

Menomonee River Valley

$854

per person

Jun 4 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Huntsville (HSV) 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.

Wildwood Lodge

$612

per person

Jun 4 - Jun 8

found 19 hours ago

Roundtrip non-stop flight included

Huntsville (HSV) to Milwaukee (MKE)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Top Oconomowoc hotels deals

Hilton Garden Inn Oconomowoc

1443 Pabst Farms Cir Oconomowoc WI

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$120 total

Mar 29 - Mar 30

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.

Pool

Hot Tub

TownePlace Suites by Marriott Oconomowoc

1242 CORPORATE CENTER DRI Oconomowoc WI

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$131 total

Apr 5 - Apr 6

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.

Pool

Breakfast included

Staybridge Suites Milwaukee West-Oconomowoc by IHG

1141 Blue Ribbon Drive Oconomowoc WI

Free Cancellation

$99 nightly

$112 total

Mar 29 - Mar 30

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.

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

Sheraton Milwaukee Brookfield Hotel

375 S Moorland Rd Brookfield WI

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$110 total

Mar 29 - Mar 30

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, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.

Pool

Free airport shuttle

Sonesta Select Milwaukee Brookfield

16865 W Bluemound Rd Brookfield WI

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$85 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

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

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 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 $596, 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.