Oconomowoc Vacation Packages

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Your Oconomowoc Vacation

Say goodbye to the hassle of planning and hello to a Oconomowoc vacation package. With the finer details organized before you go, you can focus on discovering this city, starting with Halls Park, which is good for nature, watersports and views. If a sightseeing tour is part of the plan during your trip to Oconomowoc, look around top attractions like Fowler Lake Park, Oconomowoc Arts Center and Oconomowoc Golf Club. Stop dreaming and start doing. Check out the broad range of options on Expedia today and finally put your Oconomowoc vacation plans into action!

Top Oconomowoc Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 out of 5
per person
Feb. 6 - Feb. 9
just found
Roundtrip flight included
Calgary (YYC) to Milwaukee (MKE)
7/10 Good! (241 reviews)
Used to come here when it was a La quinta, was very happy with new renovations. Ease of access to highway. Clean rooms

Reviewed on Nov. 14, 2024

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Dec. 26 - Jan. 2
found 10 hours ago
Roundtrip flight included
Ottawa (YOW) to Milwaukee (MKE)
9.8/10 Exceptional! (1,917 reviews)
We loved everything about this hotel.

Reviewed on Nov. 22, 2024

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
Downtown Kenosha
per person
Dec. 26 - Dec. 29
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
9.4/10 Exceptional! (999 reviews)
Perfect place to spend the weekend.

Reviewed on Nov. 17, 2024

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
per person
Feb. 4 - Feb. 8
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.2/10 Very Good! (1,010 reviews)
Clean, quiet and comfortable. Everything you need in a hotel

Reviewed on Nov. 19, 2024

Super 8 by Wyndham Sturtevant/Racine

Super 8 by Wyndham Sturtevant/Racine

2 out of 5
per person
Feb. 4 - Feb. 8
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
7.8/10 Good! (530 reviews)
Excelente propiedad y muy buena ubicación

Reviewed on Oct. 17, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

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Oconomowoc Hotel 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
Fully refundable
The price is CA $150 per night from Dec. 1 to Dec. 2
CA $150
CA $169 total
includes taxes & fees
Dec 1 - Dec 2
9/10 Wonderful! (680 reviews)
"The front desk workers were so friendly and helpful!!"

Reviewed on Nov. 21, 2024

Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel
Hilton Garden Inn Oconomowoc
Hilton Garden Inn Oconomowoc
3 out of 5
1443 Pabst Farms Cir, Oconomowoc, WI
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Dec. 22 to Dec. 23
CA $160
CA $181 total
includes taxes & fees
Dec 22 - Dec 23
8.8/10 Excellent! (595 reviews)
"Excellent"

Reviewed on Nov. 20, 2024

Hilton Garden Inn Oconomowoc
TownePlace Suites by Marriott Oconomowoc
TownePlace Suites by Marriott Oconomowoc
2.5 out of 5
1242 CORPORATE CENTER DRI, Oconomowoc, WI
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Dec. 1 to Dec. 2
CA $162
CA $183 total
includes taxes & fees
Dec 1 - Dec 2
8.8/10 Excellent! (76 reviews)
"Its a safe and quiet place to stay"

Reviewed on Nov. 15, 2024

TownePlace Suites by Marriott Oconomowoc
See all 476 properties in Oconomowoc
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oconomowoc vacation package cost?
Get set to book, because a getaway to Oconomowoc starts from an affordable CA $457. When you combine your hotels, flights and car rentals into a package, you’ll walk away with the biggest bargains.
How do I get a cheap travel package to Oconomowoc?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we’ve got them all covered. Choose a combination that suits your style and watch your savings stack up. We know a package deal is never one-size-fits-all. That’s why we offer over 550 air carriers and 1,000,000 hotels across the globe, which lets you customize your Oconomowoc getaway.
Where should I stay in Oconomowoc?
With fascinating attractions such as Fowler Lake Park and Aurora Medical Center Summit in this neighborhood, look for a hotel located near either of them. Oconomowoc Memorial Hospital is another sight in Oconomowoc that draws the crowds.
What are the top hotels in Oconomowoc?
If you’re planning to stay in the Maplewood neighborhood, some quality options are Hilton Garden Inn Oconomowoc and Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel. Peninsular Park is another popular Oconomowoc area. We recommend Spacious Private Home Close To Restaurants And Shopping or Waterfront Lake Cottage - Upper Nemahbin Lake if you choose this part of the city.
How far in advance should I book my Oconomowoc vacation?
The earlier, the better. Air carriers usually release flight tickets nearly 12 months prior to departure, and this is a great opportunity to score some of the lowest prices. Just been told you need to take your vacation time in a few weeks? That’s fine too — Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Oconomowoc travel package include?
It all depends on what type of trip you’re thinking about. Oconomowoc vacation deals can include car rentals, hotels and flights. You can mix and match to create the package that works for you! You can also add on activities and experiences after you’ve booked to land even bigger discounts.
What should I know before booking an Oconomowoc travel package?
You’ll score impressive savings when you bundle your hotels, flights and rental cars into a travel package. Not only that, booking everything in one place simply makes planning easier. So why waste your time or money? Whether you’re putting together a ritzy romantic getaway or a low-cost family road trip, browse our vacation packages today.
Can I choose my airline with an Oconomowoc Expedia vacation package?
You can, and with more than 550 airlines to select from across the globe, you have plenty of choice. Search the available options and find out which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Oconomowoc vacation package?
Your situation can change unexpectedly, so yes, you can. You may be able to change or cancel your Oconomowoc vacation package for free within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your hotel, car rental company or airline may charge a fee. Looking for more information? Have a look at our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.