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.
La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

3 out of 5
per person
Oct 4 - Oct 11
found 8 hours ago
Roundtrip flight included
Fort Saint John (YXJ) to Milwaukee (MKE)
7.4/10 Good! (1,008 reviews)
Convenient to Milwaukee Airport. Very friendly staff. Paola was a jewel. This is an older facility in the process of upgrade. It is located in an older OK area. There are several restaurants within an easy drive. Breakfast was nice.

Reviewed on Aug. 11, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
per person
Oct 4 - Oct 11
found 8 hours ago
Roundtrip flight included
Fort Saint John (YXJ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,015 reviews)
The first room we were placed in smelled terrible but they put us in another room right away. Staff was excellent. The patio was awesome.

Reviewed on Aug. 11, 2025

Wildwood Lodge

Wildwood Lodge

2.5 out of 5
per person
Oct 4 - Oct 11
found 8 hours ago
Roundtrip flight included
Fort Saint John (YXJ) to Milwaukee (MKE)
8.4/10 Very Good! (1,025 reviews)
We were there with baseball group and everyone was very accommodating

Reviewed on Aug. 11, 2025

Four Points by Sheraton Milwaukee Airport

Four Points by Sheraton Milwaukee Airport

3 out of 5
per person
Oct 4 - Oct 11
found 8 hours ago
Roundtrip flight included
Fort Saint John (YXJ) to Milwaukee (MKE)
7.8/10 Good! (1,001 reviews)
I like everything. It was quit and just comfortable. I love the cleaning staff they was so respectful

Reviewed on Aug. 8, 2025

Comfort Suites Milwaukee West

Comfort Suites Milwaukee West

3 out of 5
per person
Oct 4 - Oct 11
found 8 hours ago
Roundtrip flight included
Fort Saint John (YXJ) to Milwaukee (MKE)
7.8/10 Good! (1,005 reviews)
The second night we stayed the fire alarms in our room continues to go off for most of the night. I do understand there was a bad storm I just wish there was a battery we could have pulled to prevent the alarm going off most the night. There was an Indian women working the front desk who was amazing. Nice and helpful.

Reviewed on Aug. 11, 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 $147 per night from Sep 11 to Sep 12
CA $147
CA $167 total
Sep 11 - Sep 12
includes taxes & fees
8.4/10 Very Good! (671 reviews)
"Very nice staff and clean rooms. Comfortable beds!"

Reviewed on Jul. 31, 2025

The Ingleside Hotel
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 $105 per night from Aug 17 to Aug 18
CA $105
CA $119 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Need more parking, got 1 of 3 spots left on a Saturday. The 4 times we went to the desk we had to wait for the desk worker to finish an email or call before getting help."

Reviewed on Aug. 10, 2025

Best Western Waukesha Grand
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
The price is CA $255 per night from Sep 2 to Sep 3
CA $255
CA $300 total
Sep 2 - Sep 3
includes taxes & fees
9.4/10 Exceptional! (1,680 reviews)
"The Beauty,Historic feel and Display of Art and support for Artists around the County"

Reviewed on Aug. 8, 2025

The Pfister Hotel
See all 1,395 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
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Family Vacations
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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
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

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

CA $12
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
A Romantic Journey Through Milwaukee

A Romantic Journey Through Milwaukee

CA $1,078
per adult
A Romantic Journey Through Milwaukee
See all activities in Pewaukee

Frequently asked questions

How much does a Pewaukee vacation package cost?
You can pick up a vacation package to this top destination from CA $1,276 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.

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