Waukesha County Vacations & Trips from ₩2,932,260

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Top destinations in Waukesha County

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Milwaukee

Milwaukee

The Latest Waukesha County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ₩3,767,963, price is now ₩2,932,260 per person
₩2,932,260
per person
Sep 27 - Oct 1
found 20 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was ₩3,990,495, price is now ₩3,191,002 per person
₩3,191,002
per person
Sep 27 - Oct 1
found 20 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.2/10 Wonderful! (523 reviews)
Will be back great experience room was amazing.

Reviewed on Jul 23, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ₩4,207,374, price is now ₩3,433,406 per person
₩3,433,406
per person
Sep 27 - Oct 1
found 20 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.4/10 Exceptional! (3,801 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ₩4,528,852, price is now ₩3,719,796 per person
₩3,719,796
per person
Sep 27 - Oct 1
found 20 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.6/10 Exceptional! (1,934 reviews)
Super Clean room

Reviewed on Jul 23, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was ₩3,818,992, price is now ₩3,210,295 per person
₩3,210,295
per person
Sep 27 - Oct 1
found 20 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
8.8/10 Excellent! (2,271 reviews)
I enjoyed my stay here with my first time in Chicago. It was nearby every single thing I needed. I walked pretty much everywhere. The only problems were the shower door didn’t close, but they reassigned my room immediately :) Next, the TV shut down and upgraded itself, but it worked faster after that. Lastly, I would have loved a pool other than the exercise pool. Overall, a great stay!

Reviewed on Jul 24, 2026

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 ₩156,078 per night from Jul 26 to Jul 27
₩156,078
₩180,276 total
Jul 26 - Jul 27
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is ₩118,188 per night from Aug 2 to Aug 3
₩118,188
₩136,506 total
Aug 2 - Aug 3
includes taxes & fees
8/10 Very Good! (1,429 reviews)
"Just wasn’t great. Shower didn’t work and room smelled of marijuana."

Reviewed on Jul 23, 2026

AmericInn by Wyndham 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 ₩158,026 per night from Aug 2 to Aug 3
₩158,026
₩178,580 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (882 reviews)
"The hotel was great but needed to do laundry and was shocked to see such a nice hotel especially with its size that they only had 1 washer and 1 dryer and someone actually left there clothes in both"

Reviewed on Jul 23, 2026

The Ingleside Hotel
See all 2,224 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 ₩2,932,260. 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

A plate with ham, scrambled eggs, hash browns, and a slice of bread on a Hollander's branded plate.
Photo by Scott D. Irwin
Open Photo by Scott D. Irwin

The Corners of Brookfield

8.8/10 (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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.