Pewaukee Holidays

    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Pewaukee

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

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

Wildwood Lodge
Wildwood Lodge
2.5 out of 5
N14 W24121 Tower Place, Pewaukee, WI
Fully refundable
8.2/10 Very Good! (1,006 reviews)
"The property is nice, run fown abit and very under staffed Hot tub was cold, cleaning was half ass. We stayed 5 nights never changed sheets , hair on the bathroom floor. Just not very clean. The the advertise free beer and wine everydsy from 5 to 6. But saturday and add Sunday nothing because no ..."

Reviewed on 17 Jun, 2025

Get rates
Wildwood Lodge
The Ingleside Hotel
The Ingleside Hotel
4 out of 5
2810 Golf Road, Pewaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 22 Jun to 23 Jun
S$156
22 Jun - 23 Jun
includes taxes & fees
8.4/10 Very Good! (636 reviews)
"Check was quick and easy , property is nice, easy parking , and room was spacious. Will definitely be returning"

Reviewed on 16 Jun, 2025

The Ingleside Hotel
Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$227 per night from 22 Jun to 23 Jun
S$227
22 Jun - 23 Jun
includes taxes & fees
9.6/10 Exceptional! (1,776 reviews)
"We love staying at the Drury Plaza. We wouldn't stay anywhere else. Our experience with the staff is second to none. I can't remember the last time I was so relaxed. Can't wait to visit again."

Reviewed on 16 Jun, 2025

Drury Plaza Hotel Milwaukee Downtown
See all 1,445 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.

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.

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

Henry W. Maier Festival Park

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Henry W. Maier Festival Park

Harley Davidson Factory

Take the family on an outing to Harley Davidson Factory during your trip to Menomonee Falls. Experience the area's lively festivals or attend a sporting event.

Harley Davidson Factory

What to do in Pewaukee

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$6
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
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

S$31
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

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

S$12
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
See all activities in Pewaukee

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.