Waukesha Vacations from $264

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Your Waukesha Vacation

Say bye-bye to the stress of planning and hello to a Waukesha vacation package. With your travel details organized before you leave, you can focus on discovering this city, starting with Halls Park, which is great for nature, watersports and views. Every trip to Waukesha needs a well-planned itinerary. Fill yours with big-name attractions like Springs Water Park, Pewaukee Lake and Carroll University. Browse Expedia's wide range of travel options and start organizing your ultimate vacation to Waukesha now.

The Latest Waukesha vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $330, price is now $264 per person
$264
per person
Jan 26 - Jan 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
Breakfast was advertised as free but it was $15

Reviewed on Dec 7, 2025

Antioch Hotel & Suites

Antioch Hotel & Suites

3 out of 5
Price was $582, price is now $459 per person
$459
per person
Jan 14 - Jan 20
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9/10 Wonderful! (454 reviews)
Nice room and very friendly staff.

Reviewed on Nov 30, 2025

Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Westown
Price was $589, price is now $468 per person
$468
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
6.6/10 (1,003 reviews)
Very accommodating staff!

Reviewed on Dec 6, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $675, price is now $547 per person
$547
per person
Mar 6 - Mar 8
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
Very fun artsy hotel in Milwaukee theater district. Good live music in the bar. An abundance of original art work on display. Very good restaurant.

Reviewed on Dec 10, 2025

Hilton Garden Inn Milwaukee Downtown

Hilton Garden Inn Milwaukee Downtown

3.5 out of 5
Downtown Milwaukee
Price was $554, price is now $450 per person
$450
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,000 reviews)
Room was great, convenient location, well-priced. Staff was friendly and helpful. Love that they were able to use an old building so effectively.

Reviewed on Dec 2, 2025

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Discover the most popular places to visit in Waukesha

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

What to do in Waukesha

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

$9
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Milwaukee Morbid Mirrorlight Ghost Tours

$32
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
Milwaukee : Best Street Food Private Tour With A Local Guide

Milwaukee Best Street Food Tour With A Local Guide

$107
per adult
Milwaukee Best Street Food Tour With A Local Guide
See all activities in Waukesha

Waukesha Hotel Deals

Tru By Hilton Milwaukee Brookfield

Tru By Hilton Milwaukee Brookfield

2.5 out of 5
20925 Watertown Road Waukesha WI
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from Dec 21 to Dec 22
$90 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (748 reviews)
Comfortable bed, nice size room, big walk in shower. The mirror in the bathroom was pretty streaky, the floor by the shower still had debris and along side of the bed frames. The corner bed frames are really wicked if you bump them with your knee ouch.

Reviewed on Dec 6, 2025

Tru By Hilton Milwaukee Brookfield
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $199 total per night from Jan 1 to Jan 2
$199 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.4/10 Exceptional! (1,794 reviews)
Brian got us to our room and set the tone for this fabulous, gorgeous hotel stay. Everyone was very helpful and made our stay special.

Reviewed on Dec 7, 2025

The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $151 total per night from Dec 28 to Dec 29
$151 total
Dec 28 - Dec 29
Total with taxes and fees
9.6/10 Exceptional! (2,451 reviews)
We always enjoy our stay at St Kate’s

Reviewed on Dec 4, 2025

Saint Kate - The Arts Hotel
See all 1,391 properties in Waukesha
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 Waukesha Vacation Packages

Waukesha Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
72,000
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Milwaukee County Zoo, Springs Water Park and AMF Bowlero Lanes

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Frequently asked questions

How much does a Waukesha vacation package cost?
Offering excellent value package deals from $264 on Expedia, you'll be surprised at how little a vacation to Waukesha costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Waukesha?
If you'd like to snag a cheap Waukesha vacation package, consider visiting in February, September and December. You'll generally find lower rates on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Waukesha?
With about 2 days, you'll have plenty of time to experience popular neighborhoods like Five Fields and Starke Peninsula during your Waukesha vacation. Remember to also add Carroll University and Center Court Sports Complex to your sightseeing itinerary. In the mood for more adventures? Consider venturing outside of Waukesha on day trips and tours.
Is it worth booking a vacation package to Waukesha?
Waukesha is a good vacation destination with attractions like Center Court Sports Complex among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Waukesha vacation promises a good time for everyone.
How to find the best Waukesha package deals?
Start your search for a Waukesha package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Waukesha package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Waukesha adventure underway.
Is it cheaper to book a Waukesha vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Waukesha vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Waukesha?
If you're planning an impromptu Waukesha vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Waukesha?

  1. Choose when to get away: Check your diary and get packing. Your preferred time of year and the type of activities available will also help you decide when to visit Waukesha.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to experiences and flights. Your hotel will probably be the biggest expense during your trip to Waukesha.
  3. Use Expedia's trip planning tool to discover Waukesha: Research every aspect of your trip to Waukesha with this handy planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you're up to speed on Waukesha, you can figure out the perfect length of your break. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  5. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the right Waukesha vacation package for you.
  6. Book any day trips or activities: Now to the fun part — locking in everything you want to do and see. Browse some of the exciting things to do in Waukesha and reserve your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Waukesha vacation packages?
Set off on your dream getaway to Waukesha with our Book Now, Pay Later vacations. No need to scrimp and save or hold off until the next payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up bargains before they sell out.

Explore a world of travel with Expedia

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