Greendale Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Greendale Vacation
Say farewell to planning hassles and hello to a Greendale vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with Historic Third Ward, which is great for shopping, festivals and history. Every trip to Greendale needs a well-thought-out itinerary. Fill yours with major attractions such as American Family Field, Wisconsin State Fair Park and The Rock Sports Complex. Stop dreaming and start doing. Explore the multitude of options on Expedia today and put your Greendale vacation plans into motion!
Top Greendale Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Comfort Suites Delavan - Lake Geneva Area
Price was CA $1,072, price is now CA $937 per person
CA $937
per person
May 15 - May 20
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.8/10 Excellent! (1,000 reviews)
The breakfast was excellent. The staff was friendly and kind.
Reviewed on Mar 29, 2026
Lake Lawn Resort
Price was CA $1,478, price is now CA $1,231 per person
CA $1,231
per person
May 15 - May 20
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,007 reviews)
Lakeside view and patio are very peaceful, great for enjoying early morning coffee or late night glass of wine!
Reviewed on Apr 12, 2026
The Pfister Hotel
Downtown Milwaukee
Price was CA $1,704, price is now CA $1,439 per person
CA $1,439
per person
May 13 - May 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (2,047 reviews)
Great staff other than The Blu Room. Will probably come here again.
Reviewed on Apr 12, 2026
Antioch Hotel & Suites
Price was CA $1,187, price is now CA $1,028 per person
CA $1,028
per person
May 15 - May 20
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.8/10 Excellent! (543 reviews)
easy check in and check out, very clean and nice pool
Reviewed on Mar 16, 2026
Sky Lodge Inn & Suites
Price was CA $1,158, price is now CA $1,010 per person
CA $1,010
per person
May 15 - May 20
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.2/10 Very Good! (1,001 reviews)
Did not have towels stocked for us, fridge was unplugged, and garbage found behind tv/microwave
Reviewed on Mar 19, 2026
Greendale Hotel Deals
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
The price is CA $306 per night from Apr 19 to Apr 20
CA $306
CA $360 total
Apr 19 - Apr 20
includes taxes & fees
9.6/10 Exceptional! (2,069 reviews)
The staff is so attentive and accommodating. The breakfast in the cafe was absolutely delicious.
Reviewed on Apr 13, 2026
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Apr 20 to Apr 21
CA $193
CA $228 total
Apr 20 - Apr 21
includes taxes & fees
9.2/10 Wonderful! (1,434 reviews)
Nice
Reviewed on Apr 13, 2026
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $275 per night from Apr 19 to Apr 20
CA $275
CA $324 total
Apr 19 - Apr 20
includes taxes & fees
9.8/10 Exceptional! (2,630 reviews)
Beautiful and friendly, but expensive.
Reviewed on Apr 13, 2026
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.
Discover the most popular places to visit in Greendale
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.
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.
Potawatomi Bingo Casino
Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.
What to do in Greendale
Milwaukee,Harley-Davidson Museum Day Trip from Chicago
CA $171
per traveller
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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.
