Greendale Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Greendale

Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is 3.330.039 ₫ per night from 8 Jul to 9 Jul
3.330.039 ₫
3.925.836 ₫ total
8 Jul - 9 Jul
includes taxes & fees
9.6/10 Exceptional! (1,777 reviews)
A++++
"Everything was perfect, clean room, loved the breakfast/dinner set up, we will def be staying there in the future!"

Reviewed on 24 Jun 2025

Drury Plaza Hotel Milwaukee Downtown
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 2.272.440 ₫ per night from 6 Jul to 7 Jul
2.272.440 ₫
2.624.668 ₫ total
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (286 reviews)
"overall good experience"

Reviewed on 20 Jun 2025

Sheraton Milwaukee Brookfield Hotel
Motel 6 Oak Creek, WI
Motel 6 Oak Creek, WI
2 out of 5
1201 W College Ave, Oak Creek, WI
Fully refundableReserve now, pay when you stay
The price is 1.436.339 ₫ per night from 29 Jun to 30 Jun
1.436.339 ₫
1.679.081 ₫ total
29 Jun - 30 Jun
includes taxes & fees
6.6/10 (1,012 reviews)
"The staff is really great the property however has much to be desired. It needs lots of work done like simply replacing the hallways carpet would do wonders cause the current carpet is so old and dingyy looking and new would just brighten up the place tons"

Reviewed on 27 Jun 2025

Motel 6 Oak Creek, WI
See all 1,406 properties in Greendale
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 Greendale holiday package cost?
You'll find cheap prices on Expedia for your Greendale break. However, factors like the length of stay, hotel choice and season will influence how much your holiday to Greendale costs.
What are the cheapest months to go to Greendale?
To pick up cheap Greendale holiday packages, plan your getaway outside of peak times like public holidays and major festivals. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Greendale?
The ideal length for your Greendale holiday depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to check out all the main attractions and explore some hidden gems along the way.
How to find the best Greendale package deals?
Use Expedia's filter tool to help you find some fabulous 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're looking to save, plan your trip for midweek, or look for Greendale package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a Greendale holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and accommodation individually. Better still, you can customise your Greendale trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Greendale?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Greendale break.
How to plan a trip to Greendale?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Greendale.
  2. Plan your budget wisely: As well as the cost of your accommodation, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Greendale.
  3. Decide your trip length: Consider how long you want to spend discovering Greendale. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised Greendale holiday package.

Popular places to visit

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(3 reviews)

You can spend an afternoon browsing the exhibits at Harley-Davidson Museum in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Harley-Davidson Museum
Milwaukee Art Museum

Milwaukee Art Museum

You can spend time exploring the galleries in Milwaukee Art Museum in Milwaukee. Discover the area's top-notch restaurants and its lively festivals.

Milwaukee Art Museum
Milwaukee River Walk

Milwaukee River Walk

4.5/5(8 reviews)

After visiting Milwaukee River Walk, make a plan to see the other sights and activities in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Milwaukee River Walk