Search Deals onPossibility Playground Vacation Packages
Possibility Playground Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Wildwood Lodge
Price was $768, price is now $605 per person
$605
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) 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 K1 Speed and Center Court Sports Complex are located nearby.
The Rochester Inn, A Historic Hotel
Price was $2,386, price is now $1,965 per person
$1,965
per person
May 28 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
Stay at this B&B in Sheboygan Falls. Enjoy free WiFi, free parking, and a garden. Popular attractions Evans and The Bull at Pinehurst Farms Golf Course are located nearby.
The Pfister Hotel
Save 100% on your flight
Price was $1,645, price is now $1,083 per person
$1,083
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and Henry W. Maier Festival Park are located nearby.
Potawatomi Hotel & Casino
Price was $1,156, price is now $849 per person
$849
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this 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 Potawatomi Bingo Casino and Harley-Davidson Museum are located nearby.
Kinn Guesthouse Bay View
Price was $1,007, price is now $749 per person
$749
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this 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 Henry W. Maier Festival Park and Harley-Davidson Museum are located nearby.
Saint Kate - The Arts Hotel
Price was $1,405, price is now $1,058 per person
$1,058
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fiserv Forum and Milwaukee Art Museum are located nearby.
Holiday Inn Express Milwaukee Downtown by IHG
Price was $1,147, price is now $868 per person
$868
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee Art Museum and Henry W. Maier Festival Park are located nearby.
The Brewhouse Inn & Suites
Price was $1,335, price is now $1,019 per person
$1,019
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
Hampton Inn & Suites Milwaukee Downtown
Price was $1,189, price is now $911 per person
$911
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, a fitness center, and parking (surcharge). Popular attractions Fiserv Forum and Harley-Davidson Museum are located nearby.
Sheraton Milwaukee Brookfield Hotel
Price was $863, price is now $667 per person
$667
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
The Iron Horse Hotel
Price was $1,312, price is now $1,018 per person
$1,018
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Potawatomi Bingo Casino are located nearby.
Homewood Suites By Hilton Milwaukee Downtown
Price was $1,362, price is now $1,060 per person
$1,060
per person
Jun 18 - Jun 22
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Milwaukee Art 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 ...
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 ...
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. ...
Country Inn & Suites By Radisson, Brown Deer - Milwaukee North
5200 West Brown Deer Road Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Walter Schroeder Aquatic Center ...
Four Points by Sheraton Milwaukee North Shore
8900 N Kildeer Ct Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
AmericInn by Wyndham Glendale/Milwaukee
5110 N Port Washington Rd 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 ...
Hilton Garden Inn Milwaukee Northwest Conference Center
11600 W Park Pl Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
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.
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