Pewaukee Vacation Packages
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Your Pewaukee Vacation
Say bye-bye to the worries of planning and hello to a Pewaukee vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Halls Park, which is good for nature, watersports and views. Fill your free time with visits to Springs Water Park, Pewaukee Lake and Carroll University, some of the attractions you simply have to see during your trip to Pewaukee. Expedia has what you need to escape your daily routine. Tailor your vacation to Pewaukee to suit your style of travel, whatever that may look like.
Top Pewaukee Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Saint Kate - The Arts Hotel
Downtown Milwaukee
CA $1,671
per person
Oct 17 - Oct 19
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,651 reviews)
Fantastic hotel. We really enjoyed our stay. Will stay there again if we find ourselves back in Milwaukee.
Reviewed on Aug 9, 2026
Ready to book your vacation to Pewaukee?
Pewaukee Hotel Deals
The Ingleside Hotel
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
CA $149
CA $169 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (902 reviews)
"I went to a two day conference at the hotel. It was easy to find off the highway. The room was a good size for two people and was very clean. I also liked the coffee station that was available 24 hours a day. I don’t like the coffee in the room so it was nice to be able to get a full sized cup of ..."
Reviewed on Aug 8, 2026
Wildwood Lodge
N14 W24121 Tower Place Pewaukee WI
Fully refundableReserve now, pay when you stay
CA $138
CA $155 total
Aug 16 - Aug 17
includes taxes & fees
9/10 Wonderful! (1,065 reviews)
"This whole place is just fantastic."
Reviewed on Aug 9, 2026
Best Western Waukesha Grand
2840 N Grandview Boulevard Pewaukee WI
Fully refundableReserve now, pay when you stay
CA $114
CA $129 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"This hotel was OK. Don't set your expectations too high. The room smelled weird, the sheets were stained, you couldn't stream on the TV, the bathroom was not very clean and the toilet was LOUD. Breakfast was fine - it was a free hotel breakfast. The pool was also fine, my kiddo was happy. For a night ..."
Reviewed on Aug 8, 2026
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 Beach
8.2/10 (36 reviews)
If a restful vacation is part of your travel plans, Pewaukee Lake Beach might be the perfect place to seek out during your trip to Pewaukee.
Pewaukee Lake
7.8/10 (25 reviews)
Commune with nature and explore the great outdoors at Pewaukee Lake during your travels in Pewaukee. While in this family-friendly area, you can savor the top-notch restaurants.
Pewaukee Golf Club
6.2/10 (13 reviews)
Enjoy a round of golf in Pewaukee at Pewaukee Golf Club. While in this family-friendly area, you can savor the top-notch restaurants.
Naga-Waukee War Memorial Golf Course
6.6/10 (12 reviews)
Enjoy a round of golf in Pewaukee at Naga-Waukee War Memorial Golf Course. While in this family-friendly area, you can savor the top-notch restaurants.
What to do in Pewaukee
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
CA $143
per adult
Small Group Kayak Tour of Skyline in Milwaukee
CA $117
per adult
Frequently asked questions
How much does a Pewaukee vacation package cost?
You can pick up a vacation package to this top destination from CA $1,072 on Expedia. However, how much your vacation to Pewaukee costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Pewaukee?
If you'd like to book a cheap Pewaukee vacation package, consider visiting in January, February and November. You'll generally find better prices on airfares and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Pewaukee?
Dedicate around 2 days for your Pewaukee vacation if you're hoping to discover everything that makes this destination special. Stroll around popular areas, including Starke Peninsula and Five Fields. Then head to the top attractions such as Centre Court Sports Complex and The Corners of Brookfield. With a good itinerary, you can keep busy with room for some rest and relaxation too. Want to travel outside of Pewaukee? Consider a day trip or two.
Is it worth booking a vacation package to Pewaukee?
It's no wonder a Pewaukee vacation is on the must-do list of many travellers. Leading attractions like Pewaukee Lake are just the start of things to keep you busy here.
How to find the best Pewaukee package deals?
Begin your search for a Pewaukee package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Pewaukee package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pewaukee escape off to a flying start.
Is it cheaper to book a Pewaukee vacation as a package?
You can enjoy significant savings on your Pewaukee retreat by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pewaukee?
If you've got your Pewaukee vacation dates locked in, book as early as you can to bag some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Pewaukee?
- Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Pewaukee.
- Set your budget: Factor in expenses like transportation, flights and meals when calculating how much to put aside for your trip to Pewaukee. Then, pick a hotel that fits your budget, whether that's a wallet-friendly option or a lavish retreat.
- Decide your trip length: Consider how long you want to spend exploring Pewaukee. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the perfect Pewaukee vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
