Deals on vacations and trips to Greendale

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Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $540, price is now $415 per person
$415
per person
Feb 20 - Feb 23
found 19 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $764, price is now $570 per person
$570
per person
Feb 20 - Feb 23
found 19 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Milwaukee (MKE)
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $718, price is now $544 per person
$544
per person
Feb 20 - Feb 23
found 19 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Hampton Inn & Suites Milwaukee Downtown

Hampton Inn & Suites Milwaukee Downtown

2.5 out of 5
Westown
Price was $629, price is now $489 per person
$489
per person
Feb 20 - Feb 23
found 19 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. There's an indoor pool on site, and laundry facilities and free newspapers are also offered.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $575, price is now $450 per person
$450
per person
Feb 20 - Feb 23
found 19 hours ago
Roundtrip non-stop flight included
Tampa (TPA) 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.

Top Greendale hotels deals

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
$169 nightly
The price is $199 total per night
$199 total
Jan 8 - Jan 9, 2026
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
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $151 total per night
$151 total
Dec 28 - Dec 29
Total with taxes and fees
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.
Pet friendly
Free WiFi
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
$100 nightly
The price is $118 total per night
$118 total
Jan 1 - Jan 2, 2026
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
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
$155 nightly
The price is $183 total per night
$183 total
Dec 22 - Dec 23
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 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
$134 nightly
The price is $158 total per night
$158 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.
Spa
Pet friendly
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
$74 nightly
The price is $87 total per night
$87 total
Jan 2 - Jan 3, 2026
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
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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

Harley-Davidson Museum showing interior views

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 featuring interior views and zoo animals as well as a small group of people

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
Milwaukee Art Museum

Milwaukee Art Museum

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Frequently asked questions

How much are vacation packages to Greendale?
You can pick up a great flight + hotel bundle for a mere $415. 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

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