Pewaukee Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Pewaukee

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

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! (1,002 reviews)
"Great stay continental breakfast was great and staff was super nice"

Reviewed on 20 Jun 2025

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 2.798.630 ₫ per night from 29 Jun to 30 Jun
2.798.630 ₫
3.162.453 ₫ total
29 Jun - 30 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 3.331.441 ₫ per night from 8 Jul to 9 Jul
3.331.441 ₫
3.927.489 ₫ total
8 Jul - 9 Jul
includes taxes & fees
9.6/10 Exceptional! (1,784 reviews)
"Very clean and well maintained property. Good location."

Reviewed on 21 Jun 2025

Drury Plaza Hotel Milwaukee Downtown
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.

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