Waukesha Vacation Packages

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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.
The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
Downtown Milwaukee
per person
Aug. 2 - Aug. 4
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
8.4/10 Very Good! (1,002 reviews)
Fantastic location and clean and comfortable room. We liked the modern updates, but also appreciated how the more historical aspects of the room were maintained. We could hear a lot from our next door neighbors during the early morning hours, which was a little disruptive to our sleep. There was a strong cooking smell in the hallway, but that is to be expected since this accommodation is also home to permanent residents. All-in-all, we had a pleasant stay and will definitely consider The Knickerbocker again in the future!

Reviewed on May 10, 2024

Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
per person
Aug. 2 - Aug. 4
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.4/10 Exceptional! (87 reviews)
Zero street parking in neighborhood due to numerous apartments, etc. Had to pay well above average amount per night staid to park in hotel lot. Which in my estimation should be included as is notncut rate lodging.

Reviewed on May 15, 2024

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Aug. 2 - Aug. 4
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.8/10 Exceptional! (1,623 reviews)
Beautiful hotel and great service

Reviewed on May 16, 2024

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
per person
Aug. 2 - Aug. 4
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.4/10 Exceptional! (1,002 reviews)
Very cute hotel located near a lot of breweries

Reviewed on May 16, 2024

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
per person
Aug. 2 - Aug. 4
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.4/10 Exceptional! (1,296 reviews)
I liked the fancy environment and how my bellman was very knowledgeable but I wish the front desk had more answers and were more helpful about questions. Anyways so far a great stay and clean!

Reviewed on May 17, 2024

Waukesha Hotel Deals

Extended Stay America Suites Milwaukee Waukesha
Extended Stay America Suites Milwaukee Waukesha
2.5 out of 5
2520 Plaza Ct, Waukesha, WI
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from May 31 to Jun. 1
CA $104
CA $118 total
includes taxes & fees
May 31 - Jun 1
7.2/10 Good! (702 reviews)
"Price"

Reviewed on May 13, 2024

Extended Stay America Suites Milwaukee 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 $118 per night from May 26 to May 27
CA $118
CA $133 total
includes taxes & fees
May 26 - May 27
8.8/10 Excellent! (527 reviews)
In town for Brewers game
"In town to watch Brewers game .. it was close enough to stadium & in a new growing business complex area. Clean & safe!"

Reviewed on May 12, 2024

Tru By Hilton Milwaukee Brookfield
Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from May 20 to May 21
CA $180
CA $212 total
includes taxes & fees
May 20 - May 21
9.6/10 Exceptional! (1,627 reviews)
"Art and vibe"

Reviewed on May 14, 2024

Saint Kate - The Arts Hotel
See all 1,378 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

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Family Vacations

Frequently asked questions

How much does a Waukesha vacation package cost?
Starting from as low as CA $776, you can create your own Waukesha vacation package. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Waukesha?
Combine your bookings with Expedia to save big on your next getaway. With over 550 airlines and 1,000,000 properties across the globe, your Waukesha vacation package can be tailored exactly to suit your budget. With all that extra cash, why not add one or two exciting tours and activities? It’s an easy way to unlock even more bargains. That dream vacation to Waukesha is closer than you thought!
Where should I stay in Waukesha?
With fascinating attractions like Carroll University and Waukesha County Expo Center in this neighborhood, try to find a hotel near them. Infinity Fields Baseball Park is another sight in Waukesha that visitors flock to.
What are the top hotels in Waukesha?
Reserve a room at The Clarke Hotel. It’s one of the neighborhood’s most in-demand hotels. Another highly rated option in Waukesha is Baymont by Wyndham Waukesha.
How far in advance should I book my Waukesha vacation?
Get rewarded with the biggest variety at the cheapest prices by booking your vacation to Waukesha nice and early. Airlines tend to release flights anywhere up to a year prior to departure, so start locking things in as soon as you can. Having said that, Expedia is constantly working to give you the best deals around, so there’s never a bad time to book your dream vacation!
What does an Expedia Waukesha travel package include?
From hotels and flights to car rentals, Expedia can help you put together a Waukesha package that fits you. Vacationing for a few weeks? Consider a hotel, rental car and flight bundle. If you’re taking a short break, a hotel and airfare deal could suit you better. Tours and activities can be added once you’ve made your booking. Our travel packages make it easy to save and plan.
What should I know before booking a Waukesha travel package?
Our prices are always low. However, you’ll score even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll get transparent pricing and a great range of choice.
If I'm not able to travel, can I cancel my Waukesha vacation package?
It’s difficult to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your Waukesha vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Discover the most popular places to visit in Waukesha

Image for Harley-Davidson Museum

Harley-Davidson Museum

5/5(13 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum
Image for Milwaukee County Zoo

Milwaukee County Zoo

5/5(2 reviews)

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

Milwaukee County Zoo
Image for Milwaukee Art Museum

Milwaukee Art Museum

5/5(12 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

What to do in Waukesha

Image for Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

CA $41
Per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
See all activities in Waukesha
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.