Pewaukee Vacations from $601

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Your Pewaukee Vacation

Say bye-bye to the worries of planning and hello to a Pewaukee vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Halls Park, which is good for nature, watersports and views. Fill your free time with visits to Springs Water Park, Pewaukee Lake and Carroll University, some of the attractions you simply have to see during your trip to Pewaukee. Expedia has what you need to escape your daily routine. Tailor your vacation to Pewaukee to suit your style of travel, whatever that may look like.

The Latest Pewaukee vacation packages

Price found within the past 48 hours. Click for updated prices.
The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
$601
per person
Dec 18 - Dec 21
just found
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.2/10 Wonderful! (1,353 reviews)
The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
$602
per person
Dec 18 - Dec 21
just found
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.6/10 Exceptional! (2,283 reviews)
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

Downtown Milwaukee
$664
per person
Dec 18 - Dec 21
just found
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.4/10 Exceptional! (432 reviews)
Plymouth Suites Hotel

Plymouth Suites Hotel

$619
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
7.4/10 Good! (73 reviews)
There is no staff just the room cleaning person who gets the rooms ready and she was nice. Otherwise it is all done by smart phone

Reviewed on Oct 10, 2026

Kimpton Journeyman Hotel by IHG

Kimpton Journeyman Hotel by IHG

Downtown Milwaukee
$956
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.4/10 Exceptional! (1,000 reviews)
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Stay near popular Pewaukee attractions

Pewaukee Lake

7.8/10 (25 reviews)
Waukesha County's largest lake offers premier muskie fishing and vibrant water recreation across 2,437 acres. Enjoy the sandy beach, waterfront dining, and free summer weekend water ski shows.
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Springs Water Park

7.4/10 (40 reviews)
This indoor aquatic paradise offers thrilling slides, a lazy river, and activity pools for year-round family fun. Reserve a private cabana at The Ingleside Hotel's water park for a more exclusive splash experience.
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Naga-Waukee War Memorial Golf Course

6.6/10 (12 reviews)
This Larry Packard-designed course challenges golfers with dramatic elevation changes and Pewaukee Lake views. Enjoy strategic play across wide fairways and large greens while navigating through natural wooded areas.
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Pewaukee Golf Club

6.2/10 (13 reviews)
This welcoming 18-hole course offers a balanced layout for both novice and seasoned golfers. Enjoy a round followed by refreshments at the clubhouse restaurant with panoramic course views.
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What to do in Pewaukee

Milwaukee Morbid Mirrorlight Ghost Tours

Milwaukee Morbid Mirrorlight Ghost Tours

$26
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
View of E. Wisconsin Ave. looking towards Lake Michigan

Downtown Milwaukee Walking Tour

$16
per adult
Downtown Milwaukee Walking Tour
Historic Third Ward Walking Tour

Historic Third Ward Walking Tour

$16
per adult
Historic Third Ward Walking Tour
See all activities in Pewaukee

Pewaukee Hotel Deals

Wildwood Lodge

Wildwood Lodge

N14 W24121 Tower Place Pewaukee WI
Fully refundableReserve now, pay when you stay
$91 nightly
$103 total
Nov 2 - Nov 3
Total with taxes and fees
Wildwood Lodge
The Ingleside Hotel

The Ingleside Hotel

2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
$119 nightly
$134 total
Oct 11 - Oct 12
Total with taxes and fees
The Ingleside Hotel
Best Western Waukesha Grand

Best Western Waukesha Grand

2840 N Grandview Boulevard Pewaukee WI
Fully refundableReserve now, pay when you stay
$79 nightly
$89 total
Oct 13 - Oct 14
Total with taxes and fees
Best Western Waukesha Grand
See all 1,319 properties in Pewaukee
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.

Find the Best Pewaukee Vacation Packages

Pewaukee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
8,200
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Milwaukee County Zoo, Springs Water Park and AMF Bowlero Lanes

More vacations you might like

Frequently asked questions

What is the best time to go to Pewaukee?
The best time to go for a Pewaukee vacation package is during the summer months, particularly July, which sees the highest demand. June through August are generally the busiest months, ideal for enjoying outdoor activities around the lakes.For travelers seeking a quieter experience and potentially lower prices, January is typically the month with the lowest demand, followed by November and February.
How can I save money on a Pewaukee vacation package?
When you bundle, you can save up to 30%*. To save money on a Pewaukee package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Pewaukee vacation package?
A Pewaukee vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Many hotels in the area offer free breakfast, and several properties also provide airport shuttle services. Given Pewaukee's focus as an outdoor and nature destination, packages often provide convenient access to natural attractions like Pewaukee Lake.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Pewaukee?
For couples seeking romantic getaways, a Pewaukee vacation package with a stay at The Ingleside Hotel is a strong choice. This 4-star property, rated 8.2 out of 10 and costing around $170 per night, offers a bar, restaurant, and indoor pool, with travelers frequently praising its comfortable location and great staff.Families will find the Wildwood Lodge ideal for their Pewaukee vacation package. Rated 8.7 out of 10 and available for around $130 per night, it features family rooms, a game room, hot tub, and indoor pool, creating a cozy overall feel in a convenient location.If you're looking for the best value vacation packages in Pewaukee, consider a stay at the Best Western Waukesha Grand. This hotel, rated 7.7 out of 10 and priced around $100 per night, includes a hot tub, indoor pool, and free breakfast, with travelers often highlighting its good-sized rooms and well-loved pool.*Package availability and prices may change depending on dates and demand.
What are the top things to do in Pewaukee?
Pewaukee, an outdoor and nature destination, offers a variety of activities centered around its lakes and natural beauty for your Pewaukee vacation:Browse and book things to do in Pewaukee on Expedia.
Do you need to rent a car in Pewaukee, or is public transport enough?
For a Pewaukee vacation package, renting a car offers the most flexibility, especially since it's an outdoor and nature destination outside a major city. Attractions like Pewaukee Lake, Nagawaukee County Park and Beach (about 11 miles away), and Erin Hills Golf Course (about 15 miles away) are spread out, making a car ideal for exploring at your own pace.While local taxis or ride-share apps can cover shorter distances, a rental car is recommended for those planning to explore the wider area or enjoy various outdoor activities. For Pewaukee beach vacation packages centered around the lake, a car allows easy access to different lakeside spots and scenic drives.
Are Pewaukee vacation package hotels conveniently located?
Pewaukee vacation package hotels are generally located a few miles from the central area and Pewaukee Lake, offering convenient access to the region's outdoor attractions.For instance, The Ingleside Hotel, a 4-star property rated 8.2 out of 10, is about 2 miles from central Pewaukee and also about 2 miles from Pewaukee Lake. Wildwood Lodge, rated 8.7 out of 10, sits about 3 miles from central Pewaukee and about 4 miles from Pewaukee Lake. These locations provide a good base for exploring the area's natural beauty and activities.
Can I change or cancel my Pewaukee vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Pewaukee vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Pewaukee vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Pewaukee vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Pewaukee?
To find last-minute vacation packages to Pewaukee, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Pewaukee vacation packages?
Free cancellation on a Pewaukee vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Pewaukee vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Pewaukee getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Pewaukee vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.