Exclusive Possibility Playground Vacation Deals

Possibility Playground vacation package deals

Price found within the past 48 hours. Click for updated prices.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $815, price is now $629 per person
$629
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,457, price is now $896 per person
$896
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 3 bars/lounges and enjoy the 24-hour gym.
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,213, price is now $830 per person
$830
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
This hotel features self parking and free WiFi in public areas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in, express check-out, and luggage storage are also on offer.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,140, price is now $836 per person
$836
per person
Aug 5 - Aug 8
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $880, price is now $707 per person
$707
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
This boutique hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi in public areas is free.
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,762, price is now $1,421 per person
$1,421
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Self parking and express check-out are also offered on site.

Frequently asked questions

How much are vacation packages to Possibility Playground?
Bag an express ticket to an awesome deal with Travelocity's $629 Possibility Playground vacation package. Not only can you save serious money on your hotel and return flights, you can also add on one or two fun local experiences or even a rental car.
Where can I get the best vacation package deals for Possibility Playground?
Travelocity is the place to go to score an incredible Possibility Playground package deal. Choose from 400 partner airlines and 1,000,000 hotels worldwide and craft a vacation package that's perfect for you. With this amount of choice, you'll have plenty of inspiration for your next exciting getaway.
Why should I purchase my Possibility Playground vacation bundle via Travelocity?
Whether you're searching for the ultimate unplugged escape or you crave the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, hassle and money. No need to comb through countless websites looking for the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our professional customer service experts are available for you round-the-clock.

Top Possibility Playground 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
Free Cancellation
$178 nightly
The price is $202 total per night
$202 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, 24-hour business center, and laundry service. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Pool
Pet friendly
Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon

2.5 out of 5
10240 Cedarburg Rd, Hwy. 57 Mequon WI
Free Cancellation
Reserve now, pay when you stay
$279 nightly
The price is $292 total per night
$292 total
Jun 15 - Jun 16
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Parking included
Free WiFi
Chalet Motel Mequon

Chalet Motel Mequon

2.5 out of 5
10401 North Port Washington Rd Mequon WI
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $95 total per night
$95 total
Jun 21 - Jun 22
Total with taxes and fees
A restaurant and a bar/lounge are featured at this motel. Guests will appreciate free perks like free self parking and WiFi in public areas. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
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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.