Deals on vacations and trips to Oconomowoc Lake

Save when you book Oconomowoc Lake package deals

Choose two or more items and save on your trip:

Oconomowoc Lake flight + hotel vacation packages

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

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was $965, price is now $702 per person
$702
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $1,721, price is now $943 per person
$943
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $1,090, price is now $798 per person
$798
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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 Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $1,176, price is now $902 per person
$902
per person
Sep 2 - Sep 7
found 8 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Milwaukee (MKE)
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, dry cleaning, and luggage storage are also on offer.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $1,116, price is now $875 per person
$875
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 Lake hotels deals

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
$103 nightly
The price is $119 total per night
$119 total
Jun 28 - Jun 29
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
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $141 total per night
$141 total
Jun 30 - Jul 1
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.
Pool
Breakfast included
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $134 total per night
$134 total
Jun 14 - Jun 15
Total with taxes and fees
A water park and an indoor pool are featured at this traditional hotel. Traveling on business? Take advantage of the 20 conference rooms, free WiFi in public areas, and express check-out. Enjoy the gym and 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
$105 nightly
The price is $122 total per night
$122 total
Jun 21 - Jun 22
Total with taxes and fees
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 hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
18155 W Bluemound Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $136 total per night
$136 total
Jul 5 - Jul 6
Total with taxes and fees
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.
Pool
Parking included
Hampton Inn Milwaukee/Brookfield

Hampton Inn Milwaukee/Brookfield

2.5 out of 5
575 N Barker Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $118 total per night
$118 total
Jul 5 - Jul 6
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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Oconomowoc Lake
View all properties
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.

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

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.

Fowler Lake Park

Oconomowoc Golf Club

3/5(2 reviews)

Enjoy a round of golf in Oconomowoc at Oconomowoc Golf Club. Visit the shops in this relaxing area, or simply enjoy its restaurants.

Oconomowoc Golf Club

Frequently asked questions

How much are vacation packages to Oconomowoc Lake?
Enjoy an unforgettable travel experience in Oconomowoc Lake with a vacation package starting from as low as $702. Organizing your hotels, flights and tours through Travelocity is simple. And even better, our package deals will leave you with more cash in your pocket for fun activities.
Where can I get the best vacation package deals for Oconomowoc Lake?
No matter your adventure, Travelocity can help you snap up the perfect Oconomowoc Lake package deal. All you need to do is mix and match from our 400 air carriers and 1,000,000 properties worldwide.
Why should I book my Oconomowoc Lake vacation bundle via Travelocity?
Nothing beats the peace of mind knowing you've bagged the best deal in town — that's our Price Match Guarantee. Add to that our impressive range of magical destinations and 24/7 team of customer service professionals and you've got the formula for an unforgettable vacation.
Can I save money on my Oconomowoc Lake car rental if I book it with hotels and flights?
Certainly — combine your car, flight and hotel into an Oconomowoc Lake vacation package and you can save tons. With so many things to do in Oconomowoc Lake, that rental vehicle will make exploring easy. Once you're behind the wheel, crank up the tunes and find your way to Wrigley Field, an unmissable sight around 90 mi from Oconomowoc Lake.
Which airport is best for Oconomowoc Lake?
Oconomowoc Lake has two major airports you can fly to — General Mitchell Intl. Airport (MKE) (30 mi away from the city center) and Dane County Regional Airport (MSN) (45 mi away from central Oconomowoc Lake).

Photos of local treasures

Browse Oconomowoc Lake vacation photos for more inspiration