Pewaukee Vacations from $222

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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.

The Latest Pewaukee vacation packages

Price found within the past 48 hours. Click for updated prices.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Save 100% on your flight
Price was $301, price is now $222 per person
$222
per person
Dec 13 - Dec 16
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9/10 Wonderful! (1,006 reviews)
We had a couple small issues but over all the stay was amazing. The grounds are beautiful and we always have such a great time!

Reviewed on Oct 7, 2025

Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was $641, price is now $481 per person
$481
per person
Dec 13 - Dec 16
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
9.4/10 Exceptional! (298 reviews)
Beautifully designed rooms. Very clean.

Reviewed on Sep 29, 2025

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $1,123, price is now $848 per person
$848
per person
Nov 7 - Nov 10
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,014 reviews)
Nice place! Great location, lots of parking. Love the atmosphere in the lobby!!

Reviewed on Oct 7, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $646, price is now $498 per person
$498
per person
Dec 4 - Dec 8
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.4/10 Exceptional! (1,028 reviews)
Always a great place to stay.

Reviewed on Oct 6, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $716, price is now $555 per person
$555
per person
Nov 7 - Nov 10
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,405 reviews)
Rooms very clean. Staff friendly. Walkable with lots of things near by.

Reviewed on Oct 3, 2025

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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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Downtown Pewaukee

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Pewaukee, Pewaukee Lake Beach and Two Brothers Wines are top sights worth seeing.

Find hotels in Downtown Pewaukee

Discover the most popular places to visit in Pewaukee

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(337 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 County Zoo featuring interior views and zoo animals as well as a small group of people

Milwaukee County Zoo

4.5/5(217 reviews)

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Milwaukee County Zoo
Milwaukee Art Museum

Milwaukee Art Museum

4.5/5(400 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

What to do in Pewaukee

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

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

$9
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
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

$32
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Private Professional Photoshoot in Milwaukee

Private Professional Photoshoot in Milwaukee

$223
per adult
Private Professional Photoshoot in Milwaukee
See all activities in Pewaukee

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
$119 nightly
The price is $134 total per night from Oct 9 to Oct 10
$134 total
Oct 9 - Oct 10
Total with taxes and fees
8.6/10 Excellent! (724 reviews)
"In need of refresh in common areas. Room clean."

Reviewed on Oct 5, 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
$77 nightly
The price is $86 total per night from Nov 2 to Nov 3
$86 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (1,008 reviews)
"Very clean"

Reviewed on Oct 5, 2025

Best Western Waukesha Grand
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $242 total per night from Nov 6 to Nov 7
$242 total
Nov 6 - Nov 7
Total with taxes and fees
9.4/10 Exceptional! (1,762 reviews)
"Historic hotel, beautiful interior design showcasing artwork. Artist Sasha was talented, friendly and a great person to meet. Rooftop interior pool and luxe condition and quality was outstanding. Highly recommend this hotel for a first visit to Milwaukee."

Reviewed on Oct 6, 2025

The Pfister Hotel
See all 1,314 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.

Pewaukee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
8,200
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Milwaukee County Zoo, Springs Water Park and AMF Bowlero Lanes

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Frequently asked questions

How much does a Pewaukee vacation package cost?
You can grab a vacation package to this destination from $222 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?
November, December and January are great times to search for cheap Pewaukee vacation packages. Choosing to travel in less busy months means you'll typically find better prices on hotels and flights.
How many days is enough for Pewaukee?
With around 2 days, you'll have enough time to experience popular neighborhoods like Starke Peninsula and Five Fields during your Pewaukee vacation. Be sure to also add Pewaukee Lake and Naga-Waukee War Memorial Golf Course to your sightseeing itinerary. Up for some more adventures? Consider venturing outside of Pewaukee on tours and day trips.
Is it worth booking a vacation package to Pewaukee?
It's no wonder a Pewaukee vacation is on the to-do list of many travelers. Well-known attractions like Springs Water Park are just the beginning of things to keep you busy here.
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.
Does Expedia offer Book Now, Pay Later Pewaukee vacation packages?
If you're anything like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Pewaukee break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

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.