Search Deals onPossibility Playground Vacation Packages
Possibility Playground Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Four Points by Sheraton Milwaukee Airport
Price was $540, price is now $465 per person
$465
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 3-star hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and South Milwaukee Performing Arts Center are located nearby.

DoubleTree by Hilton Milwaukee - Brookfield
Price was $779, price is now $662 per person
$662
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Stay at this 4-star business-friendly hotel in Brookfield. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Milwaukee County Zoo and Mayfair Mall are located nearby.

Wildwood Lodge
Price was $710, price is now $636 per person
$636
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Center Court Sports Complex and Pewaukee Golf Club are located nearby.

Sonesta Milwaukee West Wauwatosa
Price was $696, price is now $628 per person
$628
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Mayfair Mall are located nearby.

The Brewhouse Inn & Suites
Price was $825, price is now $649 per person
$649
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 3.5-star boutique hotel in Milwaukee. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and The Rave-Eagles Club are located nearby.

Kinn Guesthouse Bay View
Price was $715, price is now $584 per person
$584
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.

Hilton Garden Inn Milwaukee Airport
Price was $622, price is now $514 per person
$514
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 3-star hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.

Aloft Milwaukee Downtown
Price was $693, price is now $573 per person
$573
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Price was $620, price is now $514 per person
$514
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions The Rave-Eagles Club and Fiserv Forum are located nearby.

Dubbel Dutch
Price was $805, price is now $670 per person
$670
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 3-star hotel in Milwaukee. Enjoy free WiFi, parking (surcharge), and housekeeping. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.

Potawatomi Hotel & Casino
Price was $631, price is now $528 per person
$528
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Rave-Eagles Club and Harley-Davidson Museum are located nearby.

Hilton Milwaukee
Price was $801, price is now $672 per person
$672
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
Stay at this 4-star luxury hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
3-4 Night Vacations in Possibility Playground
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Possibility Playground
Price found within the past 48 hours. Click for updated prices.



Possibility Playground Last Minute Hotel Deals

The Harborview on Lake Michigan, Ascend Hotel Collection
135 E Grand Ave, Port Washington, WI
Book a stay at this business-friendly hotel in Port Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff ...

Chalet Motel Mequon
10401 North Port Washington Rd, Mequon, WI
Stay at this motel in Mequon. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Baymont by Wyndham Mequon Milwaukee Area
10330 N Port Washington Road, Mequon, WI
Book a stay at this business-friendly hotel in Mequon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Four Points by Sheraton Milwaukee North Shore
8900 N Kildeer Ct, Milwaukee, WI
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...

Sybaris Pool Suites Mequon
10240 Cedarburg Rd, Hwy. 57, Mequon, WI
Stay at this hotel in Mequon. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Walter Schroeder Aquatic Center and Lynden Sculpture Garden ...

Holiday Inn Express Milwaukee North Brown Deer/Mequon by IHG
4443 W Schroeder Drive, Milwaukee, WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Candlewood Suites Milwaukee Brown Deer by IHG
4483 W Schroeder Dr, Milwaukee, WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Walter Schroeder Aquatic Center ...

AmericInn by Wyndham Glendale/Milwaukee
5110 N Port Washington Rd, (772), Milwaukee, WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 Other Travel Deals
- Legoland Florida
- Universal Studios Hollywood®
- Legoland California
- Broadway New York
- The Wizarding World of Harry Potter
- Sanibel Captiva Island
- Paseo de España
- Universal Studios Florida
- San Antonio SeaWorld
- Siargao Island
- Australia Zoo
- Busch Gardens Tampa Bay
- SeaWorld® Orlando
- Tolantongo Caves
- Eleuthera and Harbour Island
- Biltmore Estate
- Blue Lagoon
- Swiss Alps
- Silver Dollar City
- Lackland Air Force Base
- Grand Teton National Park
- San Diego Zoo
- Holy Land Experience
- Grand Ole Opry
- Ark Encounter
- Levi's Stadium
- Breckenridge Ski Resort
- Alcatraz Island
- Six Flags Magic Mountain
- Walt Disney World®
- Dollywood
- Kalahari Waterpark Resort
- Giza Pyramid Complex
- Casino at Don Laughlin's Riverside Resort
- Hoover Dam
- Hollywood Beach
- Faisalabad Clock Tower
- Venice Beach Boardwalk
- Blue Lagoon Beach
- Moraine Lake
- Hotels with a Pool in Port Washington
- Hotels with Hot Tubs in Port Washington
- Historic Hotels in Port Washington
- Resorts & Hotels with Spas in Port Washington
- Hotels with Free Parking in Port Washington
- Romantic Hotels in Port Washington
- Hotels with an Indoor Pool in Port Washington
- Family Hotels in Port Washington
- Luxury Hotels in Port Washington
- Winery Hotels in Port Washington