Pewaukee Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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 S$156 per night from 19 Jul to 20 Jul
S$156
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (876 reviews)
"It is not the freshly renovated big name brand but I still think it was better (& I love the many of those too). The staff was great. Amenities were on point and the courtyard with fire pits, s’mores and yard games were something you just don’t find other places. It gave you an vaca rental vibe. ..."

Reviewed on 18 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 S$133 per night from 21 Jul to 22 Jul
S$133
21 Jul - 22 Jul
includes taxes & fees
8.8/10 Excellent! (1,038 reviews)
"The room smelled like stale smoke"

Reviewed on 18 Jul, 2026

Wildwood Lodge
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 S$115 per night from 29 Jul to 30 Jul
S$115
29 Jul - 30 Jul
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Clean room, free breakfast, indoor pool and friendly staff"

Reviewed on 17 Jul, 2026

Best Western Waukesha Grand
See all 1,332 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

Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$6
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Milwaukee Morbid Mirrorlight Ghost Tours

Milwaukee Morbid Mirrorlight Ghost Tours

S$41
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
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

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.

Explore a world of travel with Expedia

* 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.