Search Deals onPossibility Playground Vacation Packages
Possibility Playground Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Mequon Milwaukee Area
Price was $623, price is now $551 per person
$551
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
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. Popular attractions Lynden Sculpture Garden and Walter Schroeder Aquatic Center are located nearby.
Saint Kate - The Arts Hotel
Price was $1,974, price is now $1,420 per person
$1,420
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 American Family Field and Riverside Theater are located nearby.
The Pfister Hotel
Price was $1,997, price is now $1,458 per person
$1,458
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 American Family Field and Fiserv Forum are located nearby.
Lake Lawn Resort
Price was $1,041, price is now $888 per person
$888
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this beach resort in Delavan. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lake Lawn Resort Marina and Delavan Lake are located nearby.
Aloft by Marriott Milwaukee Downtown
Price was $928, price is now $812 per person
$812
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this 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 American Family Field and Fiserv Forum are located nearby.
The Ingleside Hotel
Price was $653, price is now $575 per person
$575
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Springs Water Park and Pewaukee Golf Club are located nearby.
Kinn Guesthouse Downtown
Price was $1,291, price is now $1,148 per person
$1,148
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions American Family Field and Riverside Theater are located nearby.
Tru By Hilton Milwaukee Downtown, WI
Price was $819, price is now $731 per person
$731
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 breakfast and the helpful staff in our reviews. Popular attractions American Family Field and Riverside Theater are located nearby.
Hawthorn Extended Stay by Wyndham Milwaukee Airport
Price was $665, price is now $596 per person
$596
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Oak Creek. Enjoy free breakfast, free WiFi, and free parking. Popular attractions South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.
The Iron Horse Hotel
Price was $1,408, price is now $1,074 per person
$1,074
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Harley-Davidson Museum are located nearby.
Kinn Guesthouse Bay View
Save 100% on your flight
Price was $1,406, price is now $1,090 per person
$1,090
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 American Family Field and Henry W. Maier Festival Park are located nearby.
Home2 Suites by Hilton Milwaukee Downtown
Price was $870, price is now $709 per person
$709
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 breakfast and the helpful staff in our reviews. Popular attractions American Family Field 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, an Ascend Collection Hotel
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. ...
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 ...
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. ...
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 ...
Fairfield Inn & Suites by Marriott Milwaukee North
7035 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 helpful staff and the clean ...
Motel 6 Milwaukee, WI - Glendale
5485 N Port Washington Rd Milwaukee WI
Stay at this motel in Milwaukee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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 ...
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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