Pewaukee Vacation Packages 2026 from $548

Pewaukee flight + hotel vacation packages

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

Residence Inn by Marriott Milwaukee Brookfield at Poplar Creek

$548

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

This hotel features an indoor pool, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour 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.

The Pfister Hotel

Downtown Milwaukee

Save 100% on your flight

$1,104

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

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. Relax with a drink at one of the 3 bars/lounges and enjoy the 24-hour gym.

Residence Inn By Marriott Milwaukee Brookfield

$583

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Saint Kate - The Arts Hotel

Downtown Milwaukee

$762

per person

Sep 17 - Sep 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Landing Apartments at Mayfair Collection

Wauwatosa

$793

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Milwaukee (MKE)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area and pet grooming services. A 24-hour gym and a virtual front desk are also provided.

Top Pewaukee hotels deals

The Ingleside Hotel

2810 Golf Road Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$134 total

per night

Aug 16 - Aug 17

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

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$114 total

per night

Aug 17 - Aug 18

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

avid hotel Milwaukee West Waukesha by IHG

2101 Meadow Lane Pewaukee WI

Free Cancellation

$119 total

per night

Aug 19 - Aug 20

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

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI

Free Cancellation

Reserve now, pay when you stay

$93 total

per night

Aug 16 - Aug 17

Pool

Breakfast included

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

$176 total

per night

Aug 23 - Aug 24

Pool

Spa

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$206 total

per night

Aug 17 - Aug 18

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.

Parking included

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.

Stay near popular Pewaukee attractions

Pewaukee Lake Beach

8.2/10 (36 reviews)

If a restful vacation is part of your travel plans, Pewaukee Lake Beach might be the perfect place to seek out during your trip to Pewaukee.

See properties

Frequently asked questions

How much are vacation packages to Pewaukee?

Prepare to be pleasantly surprised — you can unwind in Pewaukee for just $548. 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.