Waukesha Holidays

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Top hotels in Waukesha

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

2 out of 5
704 N Grand Ave Waukesha WI
Fully refundableReserve now, pay when you stay
The price is 3.759.094 ₫ per night from 13 Jul to 14 Jul
3.759.094 ₫
4.247.777 ₫ total
13 Jul - 14 Jul
includes taxes & fees
8/10 Very good! (19 reviews)
"The only downside was that the pool wasn't open last weekend :( We really wanted to swim while staying here. Everything else was just perfect. I hope they can get the pool opened soon !"

Reviewed on 30 Jun 2026

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Marriott Milwaukee West

Marriott Milwaukee West

3.5 out of 5
W231n1600 Corporate Ct Waukesha WI
Fully refundableReserve now, pay when you stay
The price is 3.326.969 ₫ per night from 26 Jul to 27 Jul
3.326.969 ₫
3.759.474 ₫ total
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"N"

Reviewed on 12 Jul 2026

Marriott Milwaukee West
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 2.994.141 ₫ per night from 26 Jul to 27 Jul
2.994.141 ₫
3.383.379 ₫ total
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (848 reviews)
"Excellent property and attitude."

Reviewed on 11 Jul 2026

Tru By Hilton Milwaukee Brookfield
See all 1,432 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 duck with ducklings on a rock by a body of water.
Photo by TWEST
Open 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.
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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.

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