Exclusive Possibility Playground Vacation Deals

Possibility Playground vacation package deals

Price found within the past 48 hours. Click for updated prices.
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
Price was CA $1,349, price is now CA $1,168 per person
CA $1,168
per person
Aug 10 - Aug 15
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,836, price is now CA $2,277 per person
CA $2,277
per person
Aug 10 - Aug 15
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) 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 Fiserv Forum and Henry W. Maier Festival Park are located nearby.
Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was CA $1,628, price is now CA $1,424 per person
CA $1,424
per person
Aug 10 - Aug 15
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) 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 Henry W. Maier Festival Park and Harley-Davidson Museum are located nearby.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was CA $1,376, price is now CA $1,237 per person
CA $1,237
per person
Aug 10 - Aug 15
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $2,166, price is now CA $1,954 per person
CA $1,954
per person
Aug 10 - Aug 15
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) 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 Henry W. Maier Festival Park are located nearby.
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
Price was CA $1,464, price is now CA $1,324 per person
CA $1,324
per person
Aug 10 - Aug 15
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions K1 Speed and Center Court Sports Complex are located nearby.

Frequently asked questions

How much are vacation packages to Possibility Playground?
Bag an express ticket to an awesome deal with Travelocity's CA $1,168 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 665,000 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.
Can I go on vacation to Possibility Playground at this time?
Don't take off to Possibility Playground without the facts about travel restrictions and quarantine policies. Travelocity's Covid-19 Travel Advisor will fill in the blanks. Our local experts have pulled together all the information you need to make your flight and vacation as stress-free as possible.

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
The price is CA $217 per night
CA $217
CA $283 total
Jun 7 - Jun 8
includes taxes & fees
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 and the clean rooms in our reviews. Popular attractions The Chocolate Chisel and Port Washington Ghost Walk are located nearby.
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
The price is CA $330 per night
CA $330
CA $403 total
Jun 2 - Jun 3
includes taxes & fees
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 are located nearby.
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
The price is CA $112 per night
CA $112
CA $118 total
May 27 - May 28
includes taxes & fees
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. Popular attractions Lynden Sculpture Garden and Walter Schroeder Aquatic Center are located nearby.
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.