Deals on vacations and trips to Pewaukee

Save when you book Pewaukee package deals

Choose two or more items and save on your trip:

Pewaukee flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Woodspring Suites Milwaukee - Menomonee Falls

Woodspring Suites Milwaukee - Menomonee Falls

2.5 out of 5
Park Place
Price was $293, price is now $227 per person
$227
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A gym and laundry facilities are also provided.
The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
Downtown Kenosha
Price was $527, price is now $427 per person
$427
per person
Mar 28 - Apr 1
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was $419, price is now $340 per person
$340
per person
Mar 27 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Milwaukee (MKE)
This resort features a golf course, a full-service spa, and a marina. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus. Enjoy a meal in one of the 2 restaurants and free perks like free self parking and WiFi in public areas.
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
College Heights
Price was $434, price is now $356 per person
$356
per person
Mar 28 - Apr 1
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
Westown
Price was $580, price is now $477 per person
$477
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This luxury hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a garden are also offered.

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
Jan 15 - Jan 16
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

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place Pewaukee WI
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $95 total per night
$95 total
Jan 15 - Jan 16
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

avid hotel Milwaukee West Waukesha by IHG

2.5 out of 5
2101 Meadow Lane Pewaukee WI
Free Cancellation
$88 nightly
The price is $99 total per night
$99 total
Jan 16 - Jan 17
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

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $177 total per night
$177 total
Feb 3 - Feb 4
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
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
$109 nightly
The price is $128 total per night
$128 total
Jan 28 - Jan 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.
Pet friendly
Free WiFi
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $169 total per night
$169 total
Jan 27 - Jan 28
Total with taxes and fees
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.
Spa
Pet friendly
Don't see what you're looking for?
See all available properties in Pewaukee
View all properties
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 $227. 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.

Photos of local treasures

Browse Pewaukee vacation photos for more inspiration

Explore More Ways to Travel with Travelocity