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Possibility Playground Vacation Packages

Possibility Playground Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn by Hilton Milwaukee Northwest

Hampton Inn by Hilton Milwaukee Northwest

2.5 out of 5
Price was $568, price is now $522 per person
$522
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
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. Popular attractions Mayfair Mall and Milwaukee County Zoo are located nearby.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Price was $2,808, price is now $2,131 per person
$2,131
per person
Sep 1 - Sep 8
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Riverside Theater are located nearby.
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Price was $1,914, price is now $1,588 per person
$1,588
per person
Sep 1 - Sep 8
found 10 hours ago
Roundtrip 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.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was $1,284, price is now $1,097 per person
$1,097
per person
Sep 1 - Sep 8
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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 American Family Field and Potawatomi Bingo Casino are located nearby.
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
Price was $917, price is now $783 per person
$783
per person
Sep 1 - Sep 8
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Brookfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Mayfair Mall are located nearby.
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
Price was $829, price is now $721 per person
$721
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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 Milwaukee County Zoo and Mayfair Mall are located nearby.
Hawthorn Extended Stay by Wyndham Milwaukee Airport

Hawthorn Extended Stay by Wyndham Milwaukee Airport

3 out of 5
Price was $793, price is now $690 per person
$690
per person
Sep 1 - Sep 8
found 13 hours ago
Roundtrip 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.
La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek

3 out of 5
Price was $771, price is now $672 per person
$672
per person
Sep 1 - Sep 8
found 13 hours ago
Roundtrip 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. 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.
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was $970, price is now $846 per person
$846
per person
Sep 1 - Sep 8
found 10 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.
Comfort Suites Milwaukee West

Comfort Suites Milwaukee West

3 out of 5
Price was $674, price is now $607 per person
$607
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
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 staff in our reviews. Popular attractions Mayfair Mall and Milwaukee County Zoo are located nearby.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Price was $1,316, price is now $1,198 per person
$1,198
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Phoenix (PHX) 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 Plaza Hotel

The Plaza Hotel

3 out of 5
Price was $1,408, price is now $1,290 per person
$1,290
per person
Sep 1 - Sep 8
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Stay at this aparthotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions American Family Field and Riverside Theater are located nearby.

3-4 Night Vacations in Possibility Playground

Price found within the past 48 hours. Click for updated prices.
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

2.5 out of 5
Downtown Milwaukee
Price was $732, price is now $649 per person
$649
per person
Aug 24 - Aug 27
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $1,339, price is now $1,091 per person
$1,091
per person
Aug 24 - Aug 27
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $1,260, price is now $1,103 per person
$1,103
per person
Aug 24 - Aug 27
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

3 out of 5
Downtown Milwaukee
Price was $1,091, price is now $960 per person
$960
per person
Aug 24 - Aug 27
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)

5-7 Night Vacations in Possibility Playground

Price found within the past 48 hours. Click for updated prices.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,284, price is now $1,097 per person
$1,097
per person
Sep 1 - Sep 8
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $2,808, price is now $2,131 per person
$2,131
per person
Sep 1 - Sep 8
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was $1,914, price is now $1,588 per person
$1,588
per person
Sep 1 - Sep 8
found 10 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 $1,631, price is now $1,368 per person
$1,368
per person
Sep 1 - Sep 8
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)

Possibility Playground Last Minute Hotel Deals

The Harborview on Lake Michigan, an Ascend Collection Hotel

The Harborview on Lake Michigan, an Ascend Collection Hotel

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, an Ascend Collection Hotel
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
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
Country Inn & Suites By Radisson, Brown Deer - Milwaukee North

Country Inn & Suites By Radisson, Brown Deer - Milwaukee North

3 out of 5
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 Milwaukee River Walk and Walter ...
Country Inn & Suites By Radisson, Brown Deer - Milwaukee North
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
Fairfield Inn & Suites by Marriott Milwaukee North

Fairfield Inn & Suites by Marriott Milwaukee North

3 out of 5
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 ...
Fairfield Inn & Suites by Marriott Milwaukee North
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
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

3 out of 5
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 ...
AmericInn by Wyndham Glendale/Milwaukee
See all 1,591 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.

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