Pewaukee Vacations

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Find the Best Pewaukee Vacation Packages

Pewaukee Hotel Deals

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 ₩143,174 per night from Nov 16 to Nov 17
₩143,174
₩161,785 total
Nov 16 - Nov 17
includes taxes & fees
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 ₩104,914 per night from Nov 29 to Nov 30
₩104,914
₩118,553 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (1,159 reviews)
"Breakfast was very good. It was nice to have water available all day long. (It is in the lobby area) It was nice to have coffee available all day long. The staff were very friendly. I will visit again!"

Reviewed on Nov 13, 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 ₩102,320 per night from Nov 16 to Nov 17
₩102,320
₩115,622 total
Nov 16 - Nov 17
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Checked in and booked two rooms at this hotel. Upon entering the rooms I found both rooms had a substantial amount of old dried pee all over the toilet seats. When asked to transfer rooms for a clean room, the receptionist indicated they were booked for the night and had no other rooms available. ..."

Reviewed on Nov 12, 2026

Best Western Waukesha Grand
See all 1,294 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

Frequently asked questions

How much does a Pewaukee vacation package cost?
You can grab a vacation package to this destination on Expedia. However, how much your vacation 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 vacation packages and you could score some great off-season deals.
How many days is enough for Pewaukee?
To fully enjoy your Pewaukee vacation, 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 neighborhoods like Starke Peninsula and Five Fields. If you've got some spare time, add a day trip or tour to your Pewaukee vacation itinerary.
Is it worth booking a vacation package to Pewaukee?
Pewaukee is a good vacation destination with attractions like Pewaukee Lake among the many things to keep you busy. Whether you're traveling with the family or getting away with friends, a Pewaukee vacation 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 vacation package as early as possible.
Is it cheaper to book a Pewaukee vacation as a package?
Expedia vacation 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 vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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 vacation.
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 customized Pewaukee vacation package.

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