Waukesha Holidays
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Top hotels in Waukesha
Baymont by Wyndham Waukesha
2111 E Moreland Blvd Waukesha WI
Fully refundableReserve now, pay when you stay
S$113
20 Sept - 21 Sept
includes taxes & fees
7/10 Good! (1,005 reviews)
"The bedsheets were dirty! The staff wasn’t as helpful. When you ask them a question they give you a short and cold answer. My friend came in and I was going out to get her her and the front desk person thought I was coming to ask him something and he ran and hide in the back. That’s just unacceptable ..."
Reviewed on 31 Aug, 2026
Marriott Milwaukee West
W231n1600 Corporate Ct Waukesha WI
Fully refundableReserve now, pay when you stay
S$158
6 Sept - 7 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"The room was very clean, but the furniture and fabrics were dated. The A/C was undependable; at times we were appreciating the thick quilted cover, and at other times we were cooking!"
Reviewed on 30 Aug, 2026
Tru By Hilton Milwaukee Brookfield
20925 Watertown Road Waukesha WI
Fully refundableReserve now, pay when you stay
S$152
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (868 reviews)
"The property was modern, updated and clean. I appreciated that the room and dining area was clean and well kept. The breakfast was fresh in flavor and appearance. This was my first visit to the Milwaukee area and I would definitely love to stay here again in the future."
Reviewed on 31 Aug, 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.
Stay near popular Waukesha attractions
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.
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.
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.
Waukesha County Museum
6.2/10 (10 reviews)
This historic courthouse features the "Les Paul: The Wizard of Waukesha" exhibit celebrating the legendary musician. Explore artefacts chronicling Waukesha County's heritage in a beautifully restored setting.
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.
Glacial Drumlin Bike Trail
7.8/10 (12 reviews)
This 52-mile trail winds through Wisconsin's farmlands, wetlands, and charming towns. Cycle past abundant wildlife and diverse landscapes, stopping in quaint villages for local refreshments along your journey.
What to do in Waukesha
Skip the Line: Museum Admission Ticket - Grohmann Museum
S$6
per adult
Small Group Kayak Tour of Skyline in Milwaukee
S$105
per adult
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?
- 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.
- 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.
- 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.
- 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
