Waukesha County Vacations & Trips from NT$21,422

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Top destinations in Waukesha County

FlightsFlightsHotelsHotels

Milwaukee

Milwaukee
Man kayaking on Phantom Lake at Sunset. Phantom Lake, Mukwonago, Wisconsin, USA
FlightsFlightsHotelsHotels

Mukwonago

Mukwonago

The Latest Waukesha County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$35,224, price is now NT$21,422 per person
NT$21,422
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
the only issue i had it was that they didn’t do room service in the room, no new towels , no toilet paper and stuff like that

Reviewed on 2026/6/12

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$52,166, price is now NT$34,672 per person
NT$34,672
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,119 reviews)
Great staff and property!

Reviewed on 2026/6/10

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$53,294, price is now NT$37,677 per person
NT$37,677
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,888 reviews)
The fitness center & spa was top notch. The on site restaurant had amazing food and service.

Reviewed on 2026/6/12

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$32,046, price is now NT$23,517 per person
NT$23,517
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,634 reviews)
It is well placed. Good breakfasts

Reviewed on 2026/6/13

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was NT$37,067, price is now NT$27,292 per person
NT$27,292
per person
Jul 23 - Jul 26
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,799 reviews)
Pro: Good gym, good room size, 676 restaurant. Con: room 1610 by the elevator is extremely noisy. Plus slow elevators. Late checkout charge, even though I'm a member. Shower pressure was like a fire hose, water everywhere.

Reviewed on 2026/6/12

Waukesha County Hotel Deals

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is NT$3,346 per night from Jun 28 to Jun 29
NT$3,346
NT$3,865 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very Good! (885 reviews)
"Sheraton Hotel and had a really great experience. I accidentally selected a room designed for special needs, but it still turned out to be perfect for my one-night stay. The room was very clean, comfortable, and everything was well taken care of. Overall, I truly enjoyed my stay and would definitely ..."

Reviewed on 2026/6/13

Sheraton Milwaukee Brookfield Hotel
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is NT$4,520 per night from Jul 13 to Jul 14
NT$4,520
NT$5,220 total
Jul 13 - Jul 14
includes taxes & fees
9/10 Wonderful! (1,287 reviews)
"Great location, convenient to all activities that we engaged in. All the amenities were great. When we are in the area again would book again."

Reviewed on 2026/6/13

Embassy Suites by Hilton Milwaukee Brookfield
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is NT$3,388 per night from Jun 18 to Jun 19
NT$3,388
NT$3,828 total
Jun 18 - Jun 19
includes taxes & fees
8.6/10 Excellent! (825 reviews)
"Had a wonderful stay! Staff was very helpful and attentive. Plenty of parking, and great food from the restaurant. Not far from the MKE airport and was very close to the venue in Oconomowoc I attended for an event. Would absolutely stay here again!"

Reviewed on 2026/6/13

The Ingleside Hotel
See all 2,182 properties in Waukesha County
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 County vacation package cost?
Discover the best of Waukesha County from as low as NT$21,422. We offer a wonderful selection of hotels, flights and rental cars to suit your travel style. You can score even better deals when you add a couple of tours or activities to your vacation package.
How do I get a cheap travel package to Waukesha County?
Combine your flight and hotel bookings, add extras such as activities, and save with a Waukesha County vacation package. You won't just pick up awesome discounts on your escape — you'll have plenty of choice too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 properties throughout the world. Your next big adventure begins right here, right now!
What are the top hotels in Waukesha County?
For properties in Oconomowoc with comfy beds and friendly service, look up Mt. Olympus Water & Theme Park Resort and The Madison Concourse Hotel and Governors Club. If you plan to visit Mukwonago as well, you can look forward to a wonderful night's sleep at Embassy Suites by Hilton Milwaukee Brookfield or La Quinta Inn & Suites by Wyndham Milwaukee SW New Berlin.
How far in advance should I book my Waukesha County vacation?
It depends on the airline, but it's usually possible to browse through international airfares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky travelers will occasionally score a cheaper ticket just weeks before the date of departure.
What does an Expedia Waukesha County travel package include?
That mostly depends on you. You can choose from a range of Waukesha County packages, such as a flight, hotel and rental car. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your ideal Waukesha County vacation looks like, you'll save!
What should I know before booking a Waukesha County travel package?
You'll enjoy amazing savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything in one place makes trip planning easier. So why waste your money or time? Whether you're putting together a fancy romantic getaway or a low-cost family road trip, browse our vacation packages today.
Can I choose my airline with a Waukesha County Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines all over the world, so you have options galore when arranging your Waukesha County adventure.
If I'm not able to travel, can I cancel my Waukesha County vacation package?
Don't worry if you're rethinking your Waukesha County vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know life can sometimes throw you a curveball, so look up our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

Stay near popular Waukesha County attractions

Photo by Scott D. Irwin
Open Photo by Scott D. Irwin

The Corners of Brookfield

4.4/5 (131 reviews)
You can browse for the perfect souvenirs at The Corners of Brookfield during your trip to Brookfield. Check out the shops and top-notch restaurants in this family-friendly area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.