Greendale Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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!

Ready to book your vacation to Greendale?

 

Choose your dates

Greendale Hotel Deals

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 CA $115 per night from Aug 13 to Aug 14
CA $115
CA $132 total
Aug 13 - Aug 14
includes taxes & fees
8/10 Very Good! (1,182 reviews)
"Great place to stay nice and quiet"

Reviewed on Jul. 23, 2025

Sonesta Select Milwaukee Brookfield
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd, Brookfield, WI
The price is CA $119 per night from Aug 3 to Aug 4
CA $119
CA $137 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (329 reviews)
GREAT ROOM
"Great stay and wonderful clean quiet room. Stayed two nights and would defined stay again. Also close to variety of good restaurants-all within walking distance"

Reviewed on Jul. 21, 2025

Sheraton Milwaukee Brookfield Hotel
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

3 out of 5
8900 N Kildeer Ct, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Aug 3 to Aug 4
CA $141
CA $163 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"I had a lovely evening. Thank you."

Reviewed on Jul. 10, 2025

Four Points by Sheraton Milwaukee North Shore
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

What to do in Greendale

Frequently asked questions

How much does a Greendale vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Greendale costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Greendale?
Plan your trip for the low season and you're likely to get cheap Greendale vacation packages. Keep in mind that public holidays and local festivals and events can have an impact on prices, so do your research before you go.
How many days is enough for Greendale?
Dedicate at least 6 days for your Greendale vacation to discover everything that makes this destination special. Wander around key neighbourhoods, including Mitchell West and College Heights. Then make a beeline for major sights such as The Rock Sports Complex and Milwaukee Mile. With a well-organized itinerary, you can keep busy with room for some rest time too. Want to venture outside of Greendale? Consider squeezing in an excursion or two.
How to find the best Greendale package deals?
Use Expedia's filters to help you find some of the best Greendale package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Greendale package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Greendale vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can tailor your Greendale trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Greendale?
If you're planning an impromptu Greendale adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Greendale?

  1. Pick your travel dates: What you plan to do in Greendale and your preferred season can help you decide when to go.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to save for your trip to Greendale. Then, select a property that suits your budget, whether that's a wallet-friendly option or a deluxe retreat.
  3. Determine how many days away: Start by making a list of all the attractions and activities you want to get to in Greendale. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Greendale vacation package.

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