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.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,094, price is now $615 per person
$615
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) 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. Relax with a drink at one of the 3 bars/lounges and enjoy the 24-hour gym.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $1,132, price is now $813 per person
$813
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
This boutique hotel features 2 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.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $1,306, price is now $965 per person
$965
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Kimpton Journeyman Hotel by IHG

Kimpton Journeyman Hotel by IHG

4.5 out of 5
Downtown Milwaukee
Price was $1,022, price is now $809 per person
$809
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
The hotel's gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, concierge services, and free newspapers are also provided.
Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

4 out of 5
Wauwatosa
Price was $834, price is now $661 per person
$661
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Milwaukee (MKE)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area and pet grooming services. A 24-hour gym and a virtual front desk are also provided.

Top Oconomowoc hotels deals

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG

3 out of 5
1141 Blue Ribbon Drive Oconomowoc WI
Free Cancellation
$107 nightly
The price is $121 total per night
$121 total
Aug 16 - Aug 17
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
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
$124 nightly
The price is $140 total per night
$140 total
Sep 6 - Sep 7
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

TownePlace Suites by Marriott Oconomowoc

3 out of 5
1242 CORPORATE CENTER DRI Oconomowoc WI
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $141 total per night
$141 total
Sep 6 - Sep 7
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
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $93 total per night
$93 total
Aug 16 - Aug 17
Total with taxes and fees
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. Guests will appreciate freebies like daily breakfast and free self parking.
Pool
Breakfast included
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
$87 nightly
The price is $100 total per night
$100 total
Aug 16 - Aug 17
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 gym and perks like free self parking.
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
$105 nightly
The price is $122 total per night
$122 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental 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 snack bar/deli are also provided.
Breakfast included
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.

Stay near popular Oconomowoc attractions

The entrance to Veterans Memorial Park with stone archways and flags.

Lac La Belle

9.6/10 (14 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Oconomowoc?
With vacation packages on offer for only $615, 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

A boat on a calm lake with a forested shoreline in the background.
A large lake surrounded by residential areas and a bridge crossing the water.
An aerial view of a lakeside residential area with houses, docks, and boats.
An aerial view of a riverside community with houses, docks, and boats.
A stone archway with 'Veterans Memorial Park' written above it, leading to a body of water with people around.

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