Pewaukee Packages (Flight + Hotel)

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Top hotels in Pewaukee

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 ฿3,566 per night from 19 Jul to 20 Jul
฿3,566
฿4,029 total
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (869 reviews)
"Front desk employee, Ceasar, should train better to understand customers need. We asked for plain sheet but they didn’t send until we call second time. The room phones rang 3 times after midnight with no reason."

Reviewed on 11 Jul 2026

The Ingleside Hotel
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is ฿3,031 per night from 14 Jul to 15 Jul
฿3,031
฿3,425 total
14 Jul - 15 Jul
includes taxes & fees
8.8/10 Excellent! (1,034 reviews)
"Helpful, friendly staff. Safe, easy parking. Continental Brkfst had good quality hot food. Room had faint smell of deodorizer. Frig made a lot of noise. Had to unplug to sleep. Freezer section needed defrosting."

Reviewed on 11 Jul 2026

Wildwood Lodge
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ฿7,072 per night from 27 Jul to 28 Jul
฿7,072
฿8,338 total
27 Jul - 28 Jul
includes taxes & fees
9.6/10 Exceptional! (2,171 reviews)
"My husband and I loved the Pfister. It is centrally located. Has a good variety of restaurants and bars. Loved the penthouse bar"Blu" great views and good cocktails. Breakfast restaurant was good too. Cony beds.! Lovely art collection and beautifully decorated. Will stay again!"

Reviewed on 11 Jul 2026

The Pfister Hotel
See all 1,335 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.

Stay near popular Pewaukee attractions

Pewaukee Lake

7.8/10 (25 reviews)
Waukesha County's largest lake offers premier muskie fishing and vibrant water recreation across 2,437 acres. Enjoy the sandy beach, waterfront dining, and free summer weekend water ski shows.
See properties

What to do in Pewaukee

Picture 2 for Activity Milwaukee Ghosts: Macabre Milwaukee Haunted Walking Tour

Milwaukee Morbid Mirrorlight Ghost Tours

฿1,051
per adult
100% of travellers recommend
Milwaukee Morbid Mirrorlight Ghost Tours
Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

฿164
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
2-Hour Bus Tour in Milwaukee City

2-Hour Bus Tour in Milwaukee City

฿1,314
per adult
2-Hour Bus Tour in Milwaukee City
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.

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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.