Exclusive Possibility Playground Vacation Deals

Possibility Playground vacation package deals

Price found within the past 48 hours. Click for updated prices.
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,015, price is now $667 per person
$667
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,624, price is now $847 per person
$847
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,693, price is now $1,002 per person
$1,002
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) 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.
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was $1,426, price is now $1,090 per person
$1,090
per person
Jul 16 - Jul 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $1,064, price is now $815 per person
$815
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Milwaukee (MKE)
A casino, 7 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking. Free self parking, a 24-hour business center, and a coffee shop are also offered.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $1,176, price is now $902 per person
$902
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Milwaukee (MKE)
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, dry cleaning, and luggage storage are also on offer.

Frequently asked questions

How much are vacation packages to Possibility Playground?
Bag an express ticket to an awesome deal with Travelocity's $667 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
$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 14 - Jun 15
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 14 - Jun 15
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.
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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.