Oconomowoc Vacations from $439

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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!

The Latest Oconomowoc Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Nov 21 - Nov 24
found 1 hour ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.8/10 Exceptional! (1,906 reviews)
This hotel is like no other. I barely looked up anything before so has such a fun surprise when I saw the free champagne, art galleries, and artist themes in the rooms. This is truly my favorite hotel I’ve ever visited. I can’t wait to go back!

Reviewed on Sep 22, 2024

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
per person
Nov 21 - Nov 24
found 1 hour ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.6/10 Exceptional! (216 reviews)
It's a mostly self-service property, though friendly and helpful staff were there when we checked in. The rooms are beautiful, as was the shower and bathroom. A very comfortable place to stay!

Reviewed on Sep 24, 2024

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
per person
Nov 21 - Nov 24
found 1 hour ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9.4/10 Exceptional! (1,004 reviews)
Incredible property in an incredible historic building in an incredible historic district to yourself a favor and go to the 2nd floor to see all the original copper kettles from the brewery and watch televised history plane in loops on the walls. The staff was incredibly accommodating especially Eddie and Chloe at the front desk. Update yourself a favor and take PABST tour Just down the block it's worth it. Also make sure you stop at Central waters just next door for some great food and even better beer and a wonderful atmosphere 10 out of 10 recommend

Reviewed on Sep 17, 2024

The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
Downtown Milwaukee
per person
Nov 21 - Nov 24
found 1 hour ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
8.4/10 Very Good! (1,004 reviews)
Very historic cool doors.

Reviewed on Sep 16, 2024

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
per person
Nov 21 - Nov 24
found 1 hour ago
Roundtrip non-stop flight included
Houston (IAH) to Milwaukee (MKE)
9/10 Wonderful! (1,406 reviews)
Great upgrades.. no smoking part of the casino was great! Sports book amazing and ok staff

Reviewed on Sep 23, 2024

Oconomowoc Essential Information

Language
English
Currency
U.S dollars
Population
16,400
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Oconomowoc Historical Museum, Fowler Lake Park and Oconomowoc Golf Club

Ready to book your vacation to Oconomowoc?

 

Choose your dates

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
The price is $157 per night from Sep 29 to Sep 30
$157
includes taxes & fees
$139 per night
Sep 29 - Sep 30
9/10 Wonderful! (667 reviews)
"The rooms are spacious and clean. Breakfast has great options and the use of the washer/dryers were invaluable to us. We will definitely stay again."

Reviewed on Sep 20, 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
The price is $134 per night from Oct 6 to Oct 7
$134
includes taxes & fees
$118 per night
Oct 6 - Oct 7
8.8/10 Excellent! (585 reviews)
"Great place. Love the room. Beautiful property."

Reviewed on Sep 11, 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 $141 per night from Sep 29 to Sep 30
$141
includes taxes & fees
$125 per night
Sep 29 - Sep 30
8.8/10 Excellent! (70 reviews)
"Great property. Clean"

Reviewed on Jul 27, 2024

TownePlace Suites by Marriott Oconomowoc
See all 471 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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Oconomowoc vacation package cost?
You’ll find cheap prices from $439 on Expedia for your Oconomowoc escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oconomowoc costs.
What are the cheapest months to go to Oconomowoc?
You can generally find reduced prices and better availability in January, June and September. Take a look at our cheap Oconomowoc vacation packages and you could score some great off-season discounts.
How many days is enough for Oconomowoc?
With around 3 days, you’ll have plenty of time to experience popular neighborhoods like Summit Corners and Maplewood during your Oconomowoc vacation. Remember to also add Fowler Lake Park and Oakbrook-Eser Studios and Gallery to your list of must-sees. Looking for more adventures? Consider venturing outside of Oconomowoc on tours and day trips.
Is it worth booking a vacation package to Oconomowoc?
Oconomowoc has everything you need for an unforgettable trip. Begin your Oconomowoc vacation on a high note by exploring popular attractions like Oconomowoc Golf Club.
How to find the best Oconomowoc package deals?
Use Expedia’s filter tool to find some great Oconomowoc package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your adventure for midweek, or look for Oconomowoc package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s usually best to book your vacation package as soon as possible.
Is it cheaper to book an Oconomowoc vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You’ll usually score a better deal than booking each component individually. And you’ll still enjoy the freedom to create a personalized Oconomowoc vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Oconomowoc?
If you’re considering a spur-of-the-moment Oconomowoc adventure, browse our last-minute deals that can be booked up to a week before you go. Don’t want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Oconomowoc?

  1. Choose your travel dates: What you want to do in Oconomowoc and your preferred season will help you decide when to travel.
  2. Plan your budget wisely: Besides the price of your hotel, you’ll need to consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Oconomowoc.
  3. Organize your Oconomowoc getaway with our trip planning tool: Search for and book stays and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Oconomowoc together.
  4. Decide how many days away: Start by making a list of all the attractions you’d like to experience in Oconomowoc. Then, estimate how long you’ll need for each, including any travel time.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that’s left is to choose an Oconomowoc vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it’s a ticket to a big attraction or a day trip in nature, you won’t have to worry about missing out on Oconomowoc’s highlights. Find all the incredible things to do in Oconomowoc with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Oconomowoc vacation packages?
Your Oconomowoc break is meant to be an escape from your busy life, not a reason for money-related stress. So to give you a little more flexibility, we’ve partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren’t any late payment fees or hidden costs to worry about.

Discover the most popular places to visit in Oconomowoc

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 relaxing area.

Lac La Belle
Image for Fowler Lake Park

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
Image for Oconomowoc Golf Club

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

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.