Search Deals on
Possibility Playground Vacation Packages

Possibility Playground Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $584, price is now $497 per person
$497
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Brookfield. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions The Corners of Brookfield and Brookfield Square Mall are located nearby.
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Price was $754, price is now $633 per person
$633
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip 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 helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Fiserv Forum are located nearby.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Price was $798, price is now $694 per person
$694
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Fiserv Forum are located nearby.
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
Price was $953, price is now $837 per person
$837
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this 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.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Price was $752, price is now $664 per person
$664
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this 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.
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was $665, price is now $593 per person
$593
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
Price was $644, price is now $576 per person
$576
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Brookfield Square Mall and The Corners of Brookfield are located nearby.
Ramada by Wyndham Milwaukee

Ramada by Wyndham Milwaukee

3.5 out of 5
Price was $597, price is now $535 per person
$535
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a free area shuttle. Popular attractions The Rave-Eagles Club and Fiserv Forum are located nearby.
Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

3 out of 5
Price was $607, price is now $547 per person
$547
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Harley-Davidson Museum and Fiserv Forum are located nearby.
Hampton Inn & Suites Milwaukee/Franklin

Hampton Inn & Suites Milwaukee/Franklin

2.5 out of 5
Price was $610, price is now $555 per person
$555
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Stay at this hotel in Franklin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rock Snow Park and Crystal Ridge are located nearby.
Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown

3 out of 5
Price was $769, price is now $702 per person
$702
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Fiserv Forum and Harley-Davidson Museum are located nearby.
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
Price was $553, price is now $506 per person
$506
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this business-friendly 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 South Milwaukee Performing Arts Center and South Milwaukee Downtown Market are located nearby.

3-4 Night Vacations in Possibility Playground

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was $584, price is now $497 per person
$497
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $754, price is now $633 per person
$633
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $798, price is now $694 per person
$694
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
Westown
Price was $953, price is now $837 per person
$837
per person
Jan 14 - Jan 18
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)

Possibility Playground Last Minute Hotel Deals

The Harborview on Lake Michigan, Ascend Hotel Collection

The Harborview on Lake Michigan, Ascend Hotel Collection

3 out of 5
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 ...
The Harborview on Lake Michigan, Ascend Hotel Collection
Baymont by Wyndham Mequon Milwaukee Area

Baymont by Wyndham Mequon Milwaukee Area

2.5 out of 5
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. ...
Baymont by Wyndham Mequon Milwaukee Area
Chalet Motel Mequon

Chalet Motel Mequon

2.5 out of 5
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. ...
Chalet Motel Mequon
Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon

2.5 out of 5
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 ...
Sybaris Pool Suites Mequon
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

3 out of 5
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. ...
Four Points by Sheraton Milwaukee North Shore
Courtyard by Marriott Milwaukee Brown Deer

Courtyard by Marriott Milwaukee Brown Deer

3 out of 5
5200 W Brown Deer Rd 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 ...
Courtyard by Marriott Milwaukee Brown Deer
Hampton Inn Glendale Milwaukee, WI

Hampton Inn Glendale Milwaukee, WI

2.5 out of 5
7065 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 in our reviews. ...
Hampton Inn Glendale Milwaukee, WI
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
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 ...
The Pfister Hotel
See all 1,577 properties in Possibility Playground
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