Waukesha County Vacations & Trips from NT$15,110

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Top destinations in Waukesha County

Milwaukee Art Museum featuring art and modern architecture
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Milwaukee

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

Mukwonago

The Latest Waukesha County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
Downtown Chicago
Price was NT$18,984, price is now NT$15,110 per person
NT$15,110
per person
Apr 28 - May 1
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
8.6/10 Excellent! (3,039 reviews)
Centrally located, beautiful old hotel.

Reviewed on 2026/3/6

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was NT$24,563, price is now NT$17,225 per person
NT$17,225
per person
Apr 28 - May 1
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Staff was very courteous and helpful

Reviewed on 2026/3/13

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was NT$32,671, price is now NT$25,681 per person
NT$25,681
per person
Apr 28 - May 1
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Very cool, gorgeous hotel. The rooms offered a lot of amenities and had a fun industrial vibe. The bed was very comfortable, and we slept great! The staff was incredibly helpful. I would definitely stay at The Emily again.

Reviewed on 2026/3/7

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was NT$23,315, price is now NT$18,434 per person
NT$18,434
per person
Apr 28 - May 1
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9.4/10 Exceptional! (2,002 reviews)
Friendly staff, very helpful and approachable. The rooms were clean and I pay attention to these things, the room was immaculate upon checkin. I appreciated the lovely in-room espresso machine too. Good breakfast from the onsite restaurant. There’s also coffee, donuts and bubble tea cafes right across Michigan ave. Close to the art institute, the orange and red lines, and more I am sure. Highly recommend the Arlo for your stay in downtown Chicago.

Reviewed on 2026/3/9

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was NT$22,978, price is now NT$18,760 per person
NT$18,760
per person
Apr 28 - May 1
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Loved how it was next to all the things you might need during a stay A grocery store convenience store and even a Walgreens down the street

Reviewed on 2026/3/12

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$2,566 per night from Mar 22 to Mar 23
NT$2,566
NT$2,963 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (622 reviews)
Love this hotel.

Reviewed on 2026/3/12

Sheraton Milwaukee Brookfield Hotel
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 NT$2,349 per night from Mar 15 to Mar 16
NT$2,349
NT$2,713 total
Mar 15 - Mar 16
includes taxes & fees
8/10 Very Good! (1,372 reviews)
Property is undergoing renovation so the lobby was not open. Very badic breakfast offering. Clean and wuiet.

Reviewed on 2026/3/12

Sonesta Select Milwaukee Brookfield
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$3,621 per night from Mar 22 to Mar 23
NT$3,621
NT$4,183 total
Mar 22 - Mar 23
includes taxes & fees
9/10 Wonderful! (1,119 reviews)
Good

Reviewed on 2026/3/12

Embassy Suites by Hilton Milwaukee Brookfield
See all 2,161 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$15,110. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.