Deals on vacations and trips to Greendale

Save when you book Greendale package deals

Choose two or more items and save on your trip:

Greendale flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Chalet Motel Mequon

Chalet Motel Mequon

2.5 out of 5
Price was $607, price is now $504 per person
$504
per person
Jul 23 - Jul 26
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this motel. Guests will appreciate free perks like free self parking and WiFi in public areas. The front desk is staffed around-the-clock and laundry facilities are on offer.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,756, price is now $1,202 per person
$1,202
per person
Jul 23 - Jul 26
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $1,175, price is now $863 per person
$863
per person
Jul 23 - Jul 26
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $896, price is now $719 per person
$719
per person
Jul 23 - Jul 26
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $1,127, price is now $928 per person
$928
per person
Jul 23 - Jul 26
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
This boutique hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi in public areas is free.

Top Greendale hotels deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $195 total per night
$195 total
May 21 - May 22
Total with taxes and fees
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.
Parking included
Free WiFi
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $223 total per night
$223 total
Jun 14 - Jun 15
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Spa
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $223 total per night
$223 total
May 31 - Jun 1
Total with taxes and fees
This boutique hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi in public areas is free.
Spa
Pet friendly
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $131 total per night
$131 total
May 25 - May 26
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.
Pool
Hot Tub
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $119 total per night
$119 total
May 24 - May 25
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.
Pool
Free airport shuttle
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $129 total per night
$129 total
May 24 - May 25
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Guests will appreciate perks like free WiFi and a free area shuttle. Self parking, a 24-hour business center, and a coffee shop are also offered.
Pet friendly
Free WiFi
Don't see what you're looking for?
See all available properties in Greendale
View all properties
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.

Popular places to visit

American Family Field

American Family Field

Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.

American Family Field
Harley-Davidson Museum

Harley-Davidson Museum

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
Milwaukee County Zoo

Milwaukee County Zoo

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

Milwaukee County Zoo

Frequently asked questions

How much are vacation packages to Greendale?
You can pick up a great flight + hotel bundle for a mere $504. With a Travelocity vacation package, a trip to Greendale has never looked more irresistible! Save your time and money and then start packing those bags.
Where can I get the best vacation package deals for Greendale?
There are fantastic Greendale package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the globe? Remember this when you're ready to cross another destination off your bucket list.
Why should I book my Greendale vacation package with Travelocity?
Whether you're on the hunt for the ultimate unplugged escape or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, hassle and money. No need to sift through countless websites looking for the best deal — our Price Match Guarantee ensures you'll always get the lowest price, and our professional customer service experts are available for you round-the-clock.
Can I save money on my Greendale car rental if I bundle it with my hotel or flight?
You most certainly can — bundle your car, hotel and flight into a Greendale vacation package and you can save tons. With so much to uncover in Greendale, having your own wheels will make it easy to explore. Once you've slid into the driver's seat, hit the wide open road and head toward Wrigley Field, a renowned sight around 70 mi from Greendale.
Which airport is best for Greendale?
General Mitchell Intl. Airport (MKE) is the best airport if you're flying to Greendale. Once you arrive, you'll find yourself 5 mi east of the center of town.
Where should I stay when visiting Greendale?
The The Villager on Arrowhead | Historic Greendale is recommended by many visitors. Book as soon as possible before it's too late.

Photos of local treasures

Browse Greendale vacation photos for more inspiration