Greendale Vacations from $383
Book a Hotel + Flight or Car together to unlock savings
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!
The Latest Greendale vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was $957, price is now $681 per person
$681
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Milwaukee (MKE)
9/10 Wonderful! (1,002 reviews)
The cleanness of the room, the staff accessibility to everything that was a very nice stay.
Reviewed on Jan 1, 2026
County Clare Irish Hotel & Pub
Downtown Milwaukee
Price was $681, price is now $506 per person
$506
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Milwaukee (MKE)
9.6/10 Exceptional! (1,003 reviews)
Made to order omelets were wonderful! We have stayed here many times and love this boutique hotel. In room whirlpool is definitely a plus!!
Reviewed on Jan 6, 2026
Holiday Inn Express Milwaukee-West Medical Center by IHG
Wauwatosa
Price was $615, price is now $465 per person
$465
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Milwaukee (MKE)
7.8/10 Good! (1,001 reviews)
Fantastic stay from start to finish. The room was spotless, comfortable, and well-maintained. The staff were friendly, welcoming, and helpful throughout our visit. The location is convenient, especially for medical center visits, and the hotel felt quiet and well-organized. Breakfast was a great bonus, and everything felt efficient and stress-free. Would absolutely stay here again and highly recommend it.
Reviewed on Jan 5, 2026
The Brewhouse Inn & Suites
Westown
Price was $918, price is now $695 per person
$695
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
Clean room, spacious, no issues checking in. Affordable secure parking near by in parking garage
Reviewed on Jan 9, 2026
Discover the most popular places to visit in Greendale
Harley-Davidson Museum
4.5/5(337 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 County Zoo
4.5/5(217 reviews)
This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.
Milwaukee Art Museum
4.5/5(400 reviews)
Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.
What to do in Greendale
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
$9
per adult
80% of travellers recommend
Milwaukee Best Street Food Tour With A Local Guide
$109
per adult
Greendale Hotel Deals
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $189 total per night from Jan 19 to Jan 20
$189 total
Jan 19 - Jan 20
Total with taxes and fees
9.4/10 Exceptional! (1,870 reviews)
Staff amazing
Reviewed on Jan 6, 2026
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $151 total per night from Jan 29 to Jan 30
$151 total
Jan 29 - Jan 30
Total with taxes and fees
9.6/10 Exceptional! (2,519 reviews)
Hotel was clean, unique and fun. Can't be anymore conveniently located for a downtown hotel. Staff was pleasant. Smallest note would be not a fan of the pillows. Also, ice tongs would be great. There was a bottle opener and cork screw, so tongs would be great too to round out the convenience of the ...
Reviewed on Jan 5, 2026
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from Jan 15 to Jan 16
$118 total
Jan 15 - Jan 16
Total with taxes and fees
9.6/10 Exceptional! (2,020 reviews)
Everything is top tier, would definitely stay here again.
Reviewed on Jan 5, 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.
Find the Best Greendale Vacation Packages
Greendale Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | General Mitchell Intl. Airport (MKE) |
Population | 14,300 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Harley-Davidson Museum, Milwaukee County Zoo and Milwaukee Art Museum |
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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.