Pewaukee Vacation Packages 2026 from $507

Pewaukee flight + hotel vacation packages

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

County Clare Irish Hotel & Pub

Downtown Milwaukee

$507

per person

May 31 - Jun 4

found 15 hours ago

Roundtrip flight included

Boston (BOS) to Milwaukee (MKE)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. Dry cleaning and luggage storage are also provided.

Potawatomi Hotel & Casino

Menomonee River Valley

$629

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Holiday Inn Express Milwaukee Downtown by IHG

Downtown Milwaukee

$643

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) 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 Iron Horse Hotel

Fifth Ward

Save 100% on your flight

$1,062

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Milwaukee (MKE)

This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.

Home2 Suites by Hilton Milwaukee Downtown

Downtown Milwaukee

$732

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Boston (BOS) 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. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Top Pewaukee hotels deals

The Ingleside Hotel

2810 Golf Road Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$134 total

Apr 26 - Apr 27

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

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$105 total

Apr 22 - Apr 23

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

avid hotel Milwaukee West Waukesha by IHG

2101 Meadow Lane Pewaukee WI

Free Cancellation

$100 nightly

$113 total

Apr 26 - Apr 27

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

Best Western Waukesha Grand

2840 N Grandview Boulevard Pewaukee WI

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$89 total

Apr 26 - Apr 27

Total with taxes and fees

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 hot tub and free perks like full breakfast and free self parking.

Pool

Hot Tub

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$223 total

May 17 - May 18

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.

Pool

Spa

Potawatomi Hotel & Casino

1611 West Canal Street Milwaukee WI

Free Cancellation

Reserve now, pay when you stay

$165 nightly

$195 total

Apr 27 - Apr 28

Total with taxes and fees

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.

Popular places to visit

American Family Field

4.5/5(777 reviews)

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

4.5/5(342 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.

Henry W. Maier Festival Park

4.5/5(132 reviews)

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Frequently asked questions

How much are vacation packages to Pewaukee?

Prepare to be pleasantly surprised — you can unwind in Pewaukee for just $507. 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.