Waukesha Holidays

Book a Hotel + Flight or Car together to unlock savings

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 2.090.480 ₫ per night from 15 Jul to 16 Jul
2.090.480 ₫
2.362.243 ₫ total
15 Jul - 16 Jul
includes taxes & fees
7/10 Good! (1,000 reviews)
"The pool is smaller than it looks in the picture. No hot tub. The hotel is located in the weird street and it’s hard for the tourists that don’t know how to drive around here. Not many restaurants nearby only McDonald and Taco bell but the gas station nearby offers many take home food which is nice. ..."

Reviewed on 30 Jun 2025

Baymont by Wyndham Waukesha
Sonesta Select Milwaukee Brookfield
Sonesta Select Milwaukee Brookfield
3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is 2.142.742 ₫ per night from 28 Jul to 29 Jul
2.142.742 ₫
2.474.867 ₫ total
28 Jul - 29 Jul
includes taxes & fees
8/10 Very Good! (1,124 reviews)
Nice hotel, reasonable price
"Everything was good. My only complaint was that there was a large sticky spot on the carpet."

Reviewed on 1 Jul 2025

Sonesta Select Milwaukee Brookfield
Four Points by Sheraton Milwaukee North Shore
Four Points by Sheraton Milwaukee North Shore
3 out of 5
8900 N Kildeer Ct, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is 2.796.017 ₫ per night from 13 Jul to 14 Jul
2.796.017 ₫
3.240.585 ₫ total
13 Jul - 14 Jul
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Stayed here for one night when we went to summer fest. Check in was fast, 5 mins or so. Hotel was clean and the bed was really comfortable. They have a breakfast buffet but it’s not complimentary. We didn’t eat there. Would stay here again"

Reviewed on 26 Jun 2025

Four Points by Sheraton Milwaukee North Shore
See all 1,523 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.

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.

Popular places to visit

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(3 reviews)

You can spend an afternoon browsing the exhibits at Harley-Davidson Museum in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Harley-Davidson Museum
Milwaukee Art Museum

Milwaukee Art Museum

You can spend time exploring the galleries in Milwaukee Art Museum in Milwaukee. Discover the area's top-notch restaurants and its lively festivals.

Milwaukee Art Museum
Milwaukee River Walk

Milwaukee River Walk

4.5/5(8 reviews)

After visiting Milwaukee River Walk, make a plan to see the other sights and activities in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Milwaukee River Walk