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.
Norwood Inn & Suites Milwaukee

Norwood Inn & Suites Milwaukee

2.5 out of 5
per person
Jun. 11 - Jun. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
4/10 (398 reviews)
No breakfast at all and check in was weird.

Reviewed on Apr. 22, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
per person
Jun. 11 - Jun. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.4/10 Exceptional! (1,007 reviews)
All the staff were extremely friendly. The room and overall aesthetic were gorgeous. It's amazing the transformation from the old brewhouse to the hotel.

Reviewed on Apr. 28, 2025

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
per person
Jun. 11 - Jun. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (375 reviews)
This is a cool place for stay, close to lots of great places to eat and shop (if you like comic books, vintage, small businesses). It was a bit much to be in one room with our 2 teenagers, with only one bathroom with a hanging door that didn’t provide privacy (doesn’t close entirely) and no bathroom fan. The room got super warm during our second night and we couldn’t get it to cool down, so sleeping was kind of miserable for us—and because there are no staff on duty, we couldn’t do anything about it. I would say this is the perfect place for a single adult or a couple, but not amazing for a family sharing one room.

Reviewed on Apr. 1, 2025

Holiday Inn Milwaukee Brookfield by IHG

Holiday Inn Milwaukee Brookfield by IHG

3 out of 5
per person
Jun. 11 - Jun. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
7.2/10 Good! (1,000 reviews)
This property is in need of good management. The staff was helpful and gracious with the group we had but they seemed to lack the amount of front desk staff necessary for a smooth check in process.

Reviewed on Apr. 27, 2025

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
per person
Jun. 11 - Jun. 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.4/10 Very Good! (1,004 reviews)
Staff was the best! Very helpful and accommodating. Best hotel we’ve stayed at in a long time!

Reviewed on Apr. 18, 2025

Where to stay in Pewaukee

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

Though Lakeview might not have many top sights, you can venture to the surrounding area to see attractions like Pewaukee Lake Beach and Pewaukee Golf Club.

Find hotels in Lakeview

Ready to book your vacation to Pewaukee?

 

Choose your dates

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 CA $148 per night from May 18 to May 19
CA $148
CA $167 total
includes taxes & fees
May 18 - May 19
8.4/10 Very Good! (614 reviews)
Awesome family trip!
"Took my family of four here after our time at the water park and I loved it! The man who helped me to check in was so nice and helpful! The suite I had was clean, spacious, and very beautiful! I wanted to take the bathroom home with me lol my son had an accident in the middle of the night and the ..."

Reviewed on Apr. 28, 2025

The Ingleside Hotel
Wildwood Lodge
Wildwood Lodge
2.5 out of 5
N14 W24121 Tower Place, Pewaukee, WI
Fully refundable
The price is CA $153 per night from May 13 to May 14
CA $153
CA $172 total
includes taxes & fees
May 13 - May 14
8.2/10 Very Good! (1,002 reviews)
"Na"

Reviewed on Apr. 26, 2025

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 CA $117 per night from May 21 to May 22
CA $117
CA $132 total
includes taxes & fees
May 21 - May 22
7.8/10 Good! (1,003 reviews)
"Always enjoy our stay here. Comfortable beds and facility. Good breakfast."

Reviewed on Apr. 12, 2025

Best Western Waukesha Grand
See all 1,426 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Pewaukee vacation package cost?
You can pick up a vacation package to this top destination from CA $685 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?

  1. 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.
  2. 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.
  3. 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.
  4. Bundle your airfare and accommodations: After you’ve nailed down your dates and duration, book the perfect Pewaukee vacation package for you.

Discover the most popular places to visit in Pewaukee

Harley-Davidson Museum featuring interior views

Harley-Davidson Museum

5/5(13 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum
Milwaukee Art Museum

Milwaukee Art Museum

5/5(12 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Potawatomi Bingo Casino

Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Potawatomi Bingo Casino

What to do in Pewaukee

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

CA $7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

CA $36
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

CA $10
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
See all activities in Pewaukee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.