Waukesha Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Waukesha

Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

2.5 out of 5
2111 E Moreland Blvd Waukesha WI
Fully refundableReserve now, pay when you stay
The price is ฿2,596 per night from 13 Nov to 14 Nov
฿2,596
฿2,934 total
13 Nov - 14 Nov
includes taxes & fees
7/10 Good! (1,000 reviews)
"Price was good, room was clean and staff was very helpful."

Reviewed on 26 Oct 2026

Baymont by Wyndham Waukesha
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
The price is ฿3,014 per night from 19 Nov to 20 Nov
฿3,014
฿3,406 total
19 Nov - 20 Nov
includes taxes & fees
9/10 Wonderful! (889 reviews)
"Easy, friendly check-in and checkout. Actually were able to check in early to get to the Brewer World Series game early."

Reviewed on 25 Oct 2026

Tru By Hilton Milwaukee Brookfield
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ฿2,832 per night from 23 Nov to 24 Nov
฿2,832
฿3,340 total
23 Nov - 24 Nov
includes taxes & fees
Hyatt Regency Milwaukee
See all 1,411 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.

Stay near popular Waukesha attractions

A red metal bridge over a calm river, surrounded by lush green trees and grass.

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.
See properties

What to do in Waukesha

2-Hour Bus Tour in Milwaukee City

2-Hour Bus Tour in Milwaukee City

฿1,335
per adult
2-Hour Bus Tour in Milwaukee City
Picture 2 for Activity Milwaukee Ghosts: Macabre Milwaukee Haunted Walking Tour

Milwaukee Morbid Mirrorlight Ghost Tours

฿801
per adult
100% of travellers recommend
Milwaukee Morbid Mirrorlight Ghost Tours
Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

฿167
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
See all activities in Waukesha

Frequently asked questions

How much does a Waukesha holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Waukesha costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Waukesha?
January, February and November are great times to look for cheap Waukesha holiday packages. Choosing to travel in less busy months means you can usually find reduced prices on flights and accommodation.
How many days is enough for Waukesha?
Dedicate at least 2 days for your Waukesha holiday in order to immerse yourself in everything that makes this place unique. Wander around key areas, including Five Fields and Starke Peninsula. Then tick off major sights such as Centre Court Sports Complex and Infinity Fields Baseball Park. With a clever itinerary, you'll be kept busy with room for some rest time too. Want to venture beyond Waukesha? Consider an excursion or two.
Is it worth booking a holiday package to Waukesha?
It's easy to see why a Waukesha holiday is on the to-do list of many travellers. Major attractions like Centre Court Sports Complex are just the beginning of things to keep you busy here.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Waukesha?
If you're planning an impromptu Waukesha holiday, 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. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Waukesha.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Waukesha.
  3. Decide your trip length: Consider how much time you want to spend exploring Waukesha. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Waukesha holiday package.

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