Pewaukee Vacation Packages 2026 from $411

Pewaukee flight + hotel vacation packages

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

Comfort Inn & Suites Kenosha-Pleasant Prairie

$411

per person

Feb 12 - Feb 16

found 2 days ago

Roundtrip flight included

San Francisco (SFO) to Milwaukee (MKE)

This hotel features an indoor pool and a gym. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Guests will appreciate freebies like buffet breakfast and free self parking.

The Stella Hotel & Ballroom

Downtown Kenosha

$446

per person

Feb 12 - Feb 16

found 2 days ago

Roundtrip flight included

San Francisco (SFO) to Milwaukee (MKE)

This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee

$833

per person

Mar 26 - Mar 29

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Milwaukee (MKE)

This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

The Brewhouse Inn & Suites

Westown

$832

per person

Mar 26 - Mar 29

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Milwaukee (MKE)

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, dry cleaning, and luggage storage are also on offer.

Saint Kate - The Arts Hotel

Downtown Milwaukee

$839

per person

Mar 26 - Mar 29

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Milwaukee (MKE)

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.

Top Pewaukee hotels deals

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$95 total

Jan 12 - Jan 13

Total with taxes and fees

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.

Pool

Hot Tub

The Ingleside Hotel

2810 Golf Road Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$134 total

Jan 12 - Jan 13

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

avid hotel Milwaukee West Waukesha by IHG

2101 Meadow Lane Pewaukee WI

Free Cancellation

$88 nightly

$99 total

Jan 13 - Jan 14

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a convenience store are also provided.

Breakfast included

Parking included

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$189 total

Jan 19 - Jan 20

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.

Saint Kate - The Arts Hotel

139 E Kilbourn Ave Milwaukee WI

$128 nightly

$151 total

Jan 28 - Jan 29

Total with taxes and fees

Drury Plaza Hotel Milwaukee Downtown

700 N. Water Street Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$118 total

Jan 15 - Jan 16

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.

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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

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.

Veteran's Park

Explore the great outdoors at Veteran's Park, a lovely green space in Milwaukee. Discover the area's top-notch restaurants and its great live music.

Frequently asked questions

How much are vacation packages to Pewaukee?

Prepare to be pleasantly surprised — you can unwind in Pewaukee for just $411. 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.