Deals on vacations and trips to Pewaukee

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Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

2.5 out of 5
Price was $226, price is now $203 per person
$203
per person
Jan 28 - Jan 30
found 1 day ago
Roundtrip flight included
Houston (IAH) 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 self-serve breakfast and free self parking.
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was $756, price is now $687 per person
$687
per person
Jan 21 - Jan 24
found 18 hours ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
This hotel features self parking and free WiFi in public areas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in, express check-out, and luggage storage are also on offer.
Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown

3 out of 5
Westown
Price was $905, price is now $827 per person
$827
per person
Jan 21 - Jan 24
found 18 hours ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.
Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend

2.5 out of 5
Price was $493, price is now $461 per person
$461
per person
Jan 21 - Jan 24
found 18 hours ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Country Inn & Suites by Radisson, West Bend, WI

Country Inn & Suites by Radisson, West Bend, WI

2.5 out of 5
Price was $468, price is now $441 per person
$441
per person
Jan 21 - Jan 24
found 18 hours ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's an indoor pool on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

Top Pewaukee hotels deals

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $134 total per night
$134 total
Dec 14 - Dec 15
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.
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place Pewaukee WI
Free Cancellation
$93 nightly
The price is $105 total per night
$105 total
Dec 24 - Dec 25
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.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $199 total per night
$199 total
Jan 2 - Jan 3, 2026
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

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $151 total per night
$151 total
Dec 28 - Dec 29
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.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $183 total per night
$183 total
Dec 15 - Dec 16
Total with taxes and fees
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.
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $118 total per night
$118 total
Jan 1 - Jan 2, 2026
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
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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 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

Frequently asked questions

How much are vacation packages to Pewaukee?
Prepare to be pleasantly surprised — you can unwind in Pewaukee for just $203. 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.

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