Waukesha Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.

Top Waukesha Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Delavan - Lake Geneva Area

Comfort Suites Delavan - Lake Geneva Area

2.5 out of 5
Price was CA $988, price is now CA $928 per person
CA $928
per person
Jan 24 - Jan 30
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,000 reviews)
Awesome location and staff!

Reviewed on Nov 10, 2026

AmericInn by Wyndham Elkhorn Near Lake Geneva

AmericInn by Wyndham Elkhorn Near Lake Geneva

3 out of 5
Price was CA $1,162, price is now CA $1,140 per person
CA $1,140
per person
Jan 24 - Jan 30
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Milwaukee (MKE)
8.4/10 Very good! (978 reviews)

Ready to book your vacation to Waukesha?

 

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Waukesha Hotel Deals

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 CA $106 per night from Nov 18 to Nov 19
CA $106
CA $120 total
Nov 18 - Nov 19
includes taxes & fees
7/10 Good! (1,001 reviews)
"I got bed bug bites and was given a used sleeve for my room key. The room smelled musty and had dust bunnies on the ceiling. Breakfast was not kept warm."

Reviewed on Nov 11, 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 CA $127 per night from Nov 19 to Nov 20
CA $127
CA $143 total
Nov 19 - Nov 20
includes taxes & fees
9/10 Wonderful! (898 reviews)
"The room was clean, and the staff was nice and accommodating; however, the bed and pillows were very uncomfortable. I am unsure how to replace the mattress and pillows, but there needs to be a process, and it should be followed. The breakfast food selection was subpar; there were many options."

Reviewed on Nov 9, 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 CA $112 per night from Nov 23 to Nov 24
CA $112
CA $132 total
Nov 23 - Nov 24
includes taxes & fees
8.6/10 Excellent! (1,589 reviews)
"Frustrating experience. Overbooked and moved to Hyatt Place. Charged for parking for the first place and then 2 additional charges I had to call 4 times to get them to remove the additional random charges."

Reviewed on Nov 12, 2026

Hyatt Regency Milwaukee
See all 1,395 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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)
Explore the great outdoors at Fox River Park, a lovely green space in Waukesha. Experience the lively festivals or attend a sporting event in this family-friendly area.
See properties

What to do in Waukesha

Milwaukee: Original Ghost Tour

Milwaukee: Original Ghost Tour

CA $69
per adult
Milwaukee: Original Ghost Tour
Milwaukee Historic Downtown Self Guided Walking Tour

Milwaukee Historic Downtown Self Guided Walking Tour

CA $14
per adult
Milwaukee Historic Downtown Self Guided Walking Tour
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee

City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee

CA $11
per adult
City of Neighborhoods: A Self-Guided Audio Tour in Milwaukee
See all activities in Waukesha

Frequently asked questions

How much does a Waukesha vacation package cost?
You'll find cheap prices from CA $928 on Expedia for your Waukesha break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Waukesha costs.
What are the cheapest months to go to Waukesha?
If you're looking to book a cheap Waukesha vacation package, consider planning a trip in January, February and November. You'll generally find lower prices on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Waukesha?
With around 2 days, you'll have plenty of time to visit popular neighbourhoods such as Five Fields and Starke Peninsula during your Waukesha vacation. Make sure to also add Centre Court Sports Complex and The Corners of Brookfield to your sightseeing list. Searching for more adventures? Consider exploring outside of Waukesha on day trips and tours.
Is it worth booking a vacation package to Waukesha?
It's no wonder a Waukesha vacation is on the must-do list of many travellers. Well-known attractions like Centre Court Sports Complex are just the start of what you can explore here.
How to find the best Waukesha package deals?
Use Expedia's filters to help you find some great Waukesha package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Waukesha package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Waukesha vacation as a package?
You can enjoy significant savings on your Waukesha escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Waukesha?
If you've got your Waukesha travel dates locked in, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Waukesha?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Waukesha.
  2. Set your budget: Consider expenses such as flights, meals and transportation when calculating how much to put aside for your trip to Waukesha. Then, pick a hotel that fits your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how many days away: Start by listing all the activities and sights you want to get to in Waukesha. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Waukesha vacation package.

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