Waukesha Vacations from $583
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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.
The Iron Horse Hotel
Fifth Ward
$930
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,353 reviews)
I have stayed at Iron Horse Hotel several times. Celebrated a birthday and an anniversary there. I have recommended it to many people. When I had a very delayed flight into Milwaukee and I needed a place to stay at the last minute, I was very excited to see I could get a room at the Iron Horse. Sadly, it seems to have gone downhill since my last visit. Every interaction with staff in the past was friendly and aimed at making our stay memorable and enjoyable. This time the staff was unfriendly and only the bare minimum of communication. There are no amenities in the room aside from a keurig. There is a musty smell in the rooms and overly scented smell in the lobby area. The fun bar area at a big curtain across it and the restaurant was a ghost town. When I asked for a late checkout because of my very late arrival, the front desk person begrudgingly allowed for me to stay but only for an hour max. It's a small thing but there was no coffee available in the lobby and the water that was out was only available with paper cone shaped cups. That does not reflect a 4 start hotel experience. I really loved all my previous experiences at the Iron Horse. I'm so sad to see that it is no longer up to the same standards.
Reviewed on Oct 15, 2026
Stay near popular Waukesha attractions
Photo by TWEST
Frame Park Formal Gardens
7.4/10 (10 reviews)
Stroll through meticulously maintained flowerbeds and scenic river views at Frame Park's enchanting formal gardens. Enhance your visit by exploring the Fox River or enjoying the Saturday farmers' market in summer.
Fox River Park
8.4/10 (16 reviews)
Spanning 257 acres of woodlands and wetlands, Fox River Park offers a tranquil escape with miles of scenic trails. Explore the riverside paths, launch a canoe, or let children discover the unique nature play area.
Carroll University
8.2/10 (36 reviews)
Carroll University, Wisconsin's first four-year college, blends historic architecture with modern academic facilities on its Waukesha campus. The Todd Wehr Memorial Library's Ganfield Browsing Room offers a peaceful retreat.
Waukesha County Expo Center
8.4/10 (29 reviews)
This versatile Wisconsin event venue hosts everything from trade shows to the popular Waukesha County Fair. Explore 135 acres of indoor and outdoor spaces designed for gatherings of all sizes.
Center Court Sports Complex
6.8/10 (5 reviews)
Wisconsin's premier sports facility offers 50,000 square feet with top-of-the-line suspended wood flooring. Hosts basketball and volleyball tournaments, sports camps, and can be configured into five full courts.
Minooka Park
8.2/10 (19 reviews)
Waukesha County's largest park offers 579 acres of diverse landscapes from woodlands to wetlands. Explore well-maintained trails year-round, swim in the 3.5-acre pond, or enjoy cross-country skiing in winter.
Infinity Fields Baseball Park
6.0/10 (5 reviews)
Infinity Fields Baseball Park offers five premium diamonds for youth baseball and softball tournaments in Waukesha, featuring well-maintained facilities with seating and on-site amenities during seasonal events.
Waukesha Springs Park
You can learn about the history of Waukesha when you stop by Waukesha Springs Park. Visit the shops or attend a sporting event in this family-friendly area.
What to do in Waukesha
Waukesha Hotel Deals
Baymont by Wyndham Waukesha
2111 E Moreland Blvd Waukesha WI
Fully refundableReserve now, pay when you stay
$75 nightly
$85 total
Oct 22 - Oct 23
Total with taxes and fees
Tru By Hilton Milwaukee Brookfield
20925 Watertown Road Waukesha WI
Fully refundableReserve now, pay when you stay
$89 nightly
$101 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$84 nightly
$99 total
Nov 9 - Nov 10
Total with taxes and fees
8.6/10 Excellent! (1,545 reviews)
"This is a handy hotel for downtown Milwaukee, and it did not hurt the our Brewers were playing!"
Reviewed on Oct 17, 2026
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
What is the best time to go to Waukesha?
The best time to go for a Waukesha vacation package is during the peak months from June to August. These months see the highest demand for travel to Waukesha, indicating popular conditions for enjoying the area's outdoor and nature attractions.For travelers seeking a quieter experience or potentially more affordable rates, the months from January to February, and in November tend to be the least busy.
How can I save money on a Waukesha vacation package?
When you bundle, you can save up to 30%*. To save money on a Waukesha 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 Waukesha vacation package?
A Waukesha vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Many hotels in Waukesha offer free breakfast, and a selection of properties provide airport shuttle service to and from Milwaukee, WI (MKE-General Mitchell Intl.). These packages provide a convenient base for exploring Waukesha's lakes and parks, which are central to its outdoor appeal.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 Waukesha?
For families, the best vacation packages in Waukesha often center around hotels that offer convenience and space. A package with a stay at Comfort Inn Waukesha, rated 7.9 out of 10, is a strong choice, featuring family rooms, free breakfast, and kitchenettes that make longer stays easier. Travelers frequently highlight the spacious rooms and accommodating staff, offering a comfortable base for exploring Waukesha's family-friendly attractions like Springs Water Park, about 5 miles from central Waukesha.Couples seeking a romantic getaway in Waukesha might consider a package that includes a stay at the 3.5-star Marriott Milwaukee West. Rated 9 out of 10, this hotel offers a hot tub, indoor pool, and a bar/lounge, creating a relaxing atmosphere. Guests often praise its peaceful location and overall pleasant experience, perfect for unwinding after a day exploring the scenic views around Pewaukee Lake, about 6 miles from central Waukesha.Travelers looking for the best value vacation packages in Waukesha can find great options that combine affordability with essential amenities. A package featuring Baymont by Wyndham Waukesha provides a comfortable stay with free breakfast and pet-friendly options. This hotel is often noted by travelers for its friendly staff and good breakfast, offering a solid base for your Waukesha vacation package without breaking the bank.
Is Waukesha a good choice for a family vacation package?
Waukesha is a strong choice for family vacation packages, primarily known for its family-friendly attractions. Hotels like Comfort Inn Waukesha, rated 7.9 out of 10 by travelers, offer amenities such as family rooms and an indoor pool, catering to the needs of those traveling with children.For activities, families can visit Springs Water Park, about 5 miles from central Waukesha, for aquatic fun. Additionally, Pewaukee Lake, about 6 miles from central Waukesha, provides opportunities for boating, fishing, and other outdoor water activities suitable for all ages.
What are the top things to do in Waukesha?
A Waukesha vacation offers a mix of outdoor recreation and local attractions, making it an appealing outdoor and nature destination.Browse and book things to do in Waukesha on Expedia.
Do you need to rent a car in Waukesha, or is public transport enough?
For a Waukesha vacation package, a rental car offers the most flexibility, especially since Waukesha is an outdoor and nature destination with attractions spread across the area. The city is easily navigable by car, making it convenient to explore at your own pace.Within the city, local bus service is provided by Waukesha Metro Transit, with a main transfer point downtown. There are also bus connections available to the Milwaukee County Transit System for travel to Milwaukee County and surrounding areas. However, for exploring the wider region and its natural sights, a car is generally recommended.
Are Waukesha vacation package hotels conveniently located?
Waukesha vacation package hotels offer a range of convenient locations, with many properties situated close to the central area.For instance, Cobblestone Hotel & Suites - Waukesha/West Milwaukee, rated 8.7 out of 10, is about a 5-minute walk from central Waukesha, providing easy access to local points of interest. Other options like the 3.5-star Marriott Milwaukee West, rated 9 out of 10, and Tru By Hilton Milwaukee Brookfield, rated 8.7 out of 10, are both about 3 miles from central Waukesha. This allows travelers to choose between being right in the heart of the area or a short drive away, depending on their preference for exploring Waukesha's outdoor and nature attractions.
Can I change or cancel my Waukesha 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 Waukesha 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 Waukesha vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Waukesha 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 Waukesha?
To find last-minute vacation packages to Waukesha, 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 Waukesha vacation packages?
Free cancellation on a Waukesha 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 Waukesha vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Waukesha 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 Waukesha 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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- Fox River Park
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- Basilica of Saint Josaphat
- Brookfield Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.