Pewaukee Packages (Flight + Hotel)

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Where to stay in Pewaukee

Find the best Pewaukee areas and neighborhoods for the activities you enjoy most. Learn more about Pewaukee
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Lakeview

Lakeview might not have many top sights, but Pewaukee Lake Beach and Pewaukee Golf Club are two attractions nearby that you can check out.

Find hotels in Lakeview

Top hotels in Pewaukee

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road, Pewaukee, WI
The price is ฿3,472 per night from 14 Aug to 15 Aug
฿3,472
฿3,923 total
14 Aug - 15 Aug
includes taxes & fees
8.4/10 Very Good! (674 reviews)
"Very flexible and friendly. Staff was awesome!"

Reviewed on 11 Aug 2025

The Ingleside Hotel
Best Western Waukesha Grand

Best Western Waukesha Grand

2.5 out of 5
2840 N Grandview Boulevard, Pewaukee, WI
Fully refundableReserve now, pay when you stay
The price is ฿2,481 per night from 1 Sept to 2 Sept
฿2,481
฿2,804 total
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,006 reviews)
"Need more parking, got 1 of 3 spots left on a Saturday. The 4 times we went to the desk we had to wait for the desk worker to finish an email or call before getting help."

Reviewed on 10 Aug 2025

Best Western Waukesha Grand
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
The price is ฿5,993 per night from 2 Sept to 3 Sept
฿5,993
฿7,066 total
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (1,684 reviews)
"Excellent option for couples"

Reviewed on 10 Aug 2025

The Pfister Hotel
See all 1,401 properties in Pewaukee
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

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(3 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum

University of Wisconsin-Milwaukee

4/5(1 review)

Walk around the campus at University of Wisconsin-Milwaukee as part of your travels around Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

University of Wisconsin-Milwaukee

What to do in Pewaukee

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

฿164
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

฿294
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

฿852
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
See all activities in Pewaukee

Frequently asked questions

How much does a Pewaukee holiday package cost?
You can grab a holiday package to this destination on Expedia. However, how much your holiday to Pewaukee costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Pewaukee?
You can usually find lower prices and greater availability in January, February and November. Explore our cheap Pewaukee holiday packages and you could score some great off-season deals.
How many days is enough for Pewaukee?
To fully enjoy your Pewaukee holiday, we suggest staying for 2 days. Divide your time between visiting Pewaukee Lake, Naga-Waukee War Memorial Golf Course and other leading sights, on top of experiencing neighbourhoods like Starke Peninsula and Five Fields. If you've got some spare time, add a day trip or tour to your Pewaukee holiday itinerary.
Is it worth booking a holiday package to Pewaukee?
Pewaukee is a good holiday destination with attractions like Pewaukee Lake among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Pewaukee holiday promises a good time for everyone.
How to find the best Pewaukee package deals?
Use Expedia's handy filters to find some of the best Pewaukee package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Pewaukee package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Pewaukee holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still have the freedom to create a tailored Pewaukee holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Pewaukee?
Secure amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Pewaukee holiday.
How to plan a trip to Pewaukee?

  1. Pick your travel dates: The things you'd like to do in Pewaukee and your preferred season can help you decide when to get away.
  2. Budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could arise during your trip to Pewaukee.
  3. Decide your trip length: Consider how long you'd like to spend discovering Pewaukee. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customised Pewaukee holiday package.

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