Pewaukee Vacation Packages 2026 from $497

Pewaukee flight + hotel vacation packages

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

Wildwood Lodge

$497

per person

May 14 - May 18

found 9 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Milwaukee (MKE)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Kinn Guesthouse Bay View

Bay View

$570

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Milwaukee (MKE)

A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

Potawatomi Hotel & Casino

Menomonee River Valley

$644

per person

Apr 3 - Apr 6

found 12 hours ago

Roundtrip flight included

Baltimore (BWI) to Milwaukee (MKE)

A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.

Beautiful Luxury Suite B Shorewood Home

Shorewood

$782

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Milwaukee (MKE)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.

Hampton Inn & Suites Milwaukee Downtown

Westown

$655

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Milwaukee (MKE)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Top Pewaukee hotels deals

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$95 total

Mar 16 - Mar 17

Total with taxes and fees

Pool

Hot Tub

The Ingleside Hotel

2810 Golf Road Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$134 total

Mar 5 - Mar 6

Total with taxes and fees

A water park and an indoor pool are featured at this traditional hotel. Traveling on business? Take advantage of the 20 conference rooms, free WiFi in public areas, and express check-out. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

Saint Kate - The Arts Hotel

139 E Kilbourn Ave Milwaukee WI

$145 nightly

$170 total

Mar 15 - Mar 16

Total with taxes and fees

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.

Pet friendly

Free WiFi

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI

$100 nightly

$118 total

Mar 10 - Mar 11

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Pool

Hot Tub

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$165 nightly

$195 total

Mar 8 - Mar 9

Total with taxes and fees

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

2308 W Wisconsin Ave Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$90 total

Mar 23 - Mar 24

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Guests will appreciate perks like free WiFi and a free area shuttle. Self parking, a 24-hour business center, and a coffee shop are also offered.

Pet friendly

Free WiFi

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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.

Popular places to visit

American Family Field

Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.

Harley-Davidson Museum

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.

Milwaukee County Zoo

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

Frequently asked questions

How much are vacation packages to Pewaukee?

Prepare to be pleasantly surprised — you can unwind in Pewaukee for just $497. Here at Travelocity, we save you time and money with our awesome vacation package deals. With flights, hotels and experiences all ready to be snapped up, why put it off?

How long should my Pewaukee vacation be?

Many travelers lock in a hotel for 2 nights in Pewaukee. But that doesn't mean you have to follow in their footsteps. How long you choose to stay all comes down to what sorts of things you want to do on your vacation. If you want to familiarize yourself with every inch of this wonderful destination, stay another few nights (or even longer!).

Where can I get the best vacation package deals for Pewaukee?

There are incredible Pewaukee package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Remember this the next time you're ready to check another place off your must-visit list.

Why should I book my Pewaukee vacation bundle via Travelocity?

Nothing beats the satisfaction of knowing you've just scored the best price around — that's our Price Match Guarantee. Add to that our incredibly broad range of magical destinations and 24/7 team of customer service professionals and you've got the formula for a hassle-free vacation.

Will I save money on my Pewaukee car rental if I combine it with a hotel or flight?

You most certainly can — bundle your hotel, car and flight into a Pewaukee vacation package and you'll save tons. With so many places to explore in the Pewaukee area, having your own ride will more than come in handy. Once you're in the driver's seat, turn up the stereo and head toward Wrigley Field, a top attraction around 85 mi from Pewaukee.

Which airport is best for Pewaukee?

General Mitchell Intl. Airport (MKE), 20 mi southeast of the city center, is where many visitors begin their adventures in Pewaukee. But it's possible that Dane County Regional Airport (MSN) (55 mi away from central Pewaukee) could be more convenient for you.

What is there to do in Pewaukee?

Pewaukee is full of places to explore, such as Pewaukee Lake and Pewaukee Lake Beach. These two fantastic attractions are at the top of most people's must-see lists.

Where should I stay when visiting Pewaukee?

Many visitors stay at the Best Western Waukesha Grand. It's an excellent base for your Pewaukee escape.