Deals on vacations and trips to Oconomowoc

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Oconomowoc flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Milwaukee - Brookfield, an IHG Hotel

Holiday Inn Express & Suites Milwaukee - Brookfield, an IHG Hotel

2.5 out of 5
per person
Dec 12 - Dec 15
found 13 hours ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Staff at the 24-hour front desk can provide around-the-clock assistance.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
Downtown Kenosha
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
per person
Dec 12 - Dec 15
found 13 hours ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like English breakfast and free self parking.
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
per person
Dec 12 - Dec 15
found 13 hours ago
Roundtrip flight included
Detroit (DTW) to Milwaukee (MKE)
This hotel features self parking and free WiFi in public areas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in, express check-out, and luggage storage are also on offer.

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 $146 per night
$146
includes taxes & fees
$129 per night
Dec 1 - Dec 2
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
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 $133 per night
$133
includes taxes & fees
$117 per night
Nov 24 - Nov 25
This hotel features an indoor pool, a spa 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

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 $127 per night
$127
includes taxes & fees
$112 per night
Dec 1 - Dec 2
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking. A 24-hour business center, a coffee shop, and free WiFi in public areas are also on offer.
Pool
Breakfast included
Holiday Inn Express Milwaukee-West Medical Center, an IHG Hotel

Holiday Inn Express Milwaukee-West Medical Center, an IHG Hotel

2.5 out of 5
11111 W North Ave, Milwaukee, WI
Free Cancellation
The price is $114 per night
$114
includes taxes & fees
$98 per night
Nov 10 - Nov 11
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling for business? Take advantage of the business center, laundry service, and conference space. There's a 24-hour gym on site, and a 24-hour front desk and a garden are also provided.
Breakfast included
Pet friendly
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 $103 per night
$103
includes taxes & fees
$89 per night
Nov 6 - Nov 7
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. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
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 $112 per night
$112
includes taxes & fees
$97 per night
Nov 7 - Nov 8
This smoke-free hotel includes 2 restaurants, 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. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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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

Image for Lac La Belle

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.

Lac La Belle
Image for Oconomowoc Memorial Hospital

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
Image for Aurora Medical Center Summit

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

Frequently asked questions

How much are vacation packages to Oconomowoc?
With vacation packages on offer for only $507, 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.

Photos of local treasures

Browse Oconomowoc vacation photos for more inspiration