Port Washington Possibility Playground Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Possibility Playground hotels

Free daily continental breakfast
The Port Hotel

The Port Hotel

The Port Hotel
2.0 star property
0.9 km from Possibility Playground
9.4 out of 10, Exceptional, (141)
"Well maintained old building with plenty of parking in lot or on the street. Right in downtown, so east to get to shops and restaurants. "
United States
Randy
The price is HK$1,193
HK$1,355 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Port Hotel
Property amenity
The Harborview on Lake Michigan, Ascend Hotel Collection

The Harborview on Lake Michigan, Ascend Hotel Collection

The Harborview on Lake Michigan, Ascend Hotel Collection
3.0 star property
0.9 km from Possibility Playground
9.2 out of 10, Wonderful, (579)
" Very nice stay over Thanksgiving. Room was clean and comfortable. Included breakfast was tasty and served quickly "
United States
Tom
The price is HK$832
HK$1,150 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Harborview on Lake Michigan, Ascend Hotel Collection
Exterior
Holiday Inn Express & Suites Port Washington by IHG

Holiday Inn Express & Suites Port Washington by IHG

Holiday Inn Express & Suites Port Washington by IHG
2.5 star property
1.8 km from Possibility Playground
8.6 out of 10, Excellent, (1003)
"The breakfast menu was good "
United States
Sharon
The price is HK$801
HK$987 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Port Washington by IHG
Dining
Hampton Inn & Suites Grafton

Hampton Inn & Suites Grafton

Hampton Inn & Suites Grafton
2.5 star property
9.7 km from Possibility Playground
8.8 out of 10, Excellent, (662)
"Rooms were very clean. Breakfast was great"
United States
Edith
The price is HK$922
HK$1,038 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn & Suites Grafton
Terrace/patio
The Stagecoach Inn Bed & Breakfast and Five20 Social Stop

The Stagecoach Inn Bed & Breakfast and Five20 Social Stop

The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
2.5 star property
14.9 km from Possibility Playground
9.6 out of 10, Exceptional, (435)
"Fantastic location! Charming Inn and great bar atmosphere and wonderful staff. Would come back!"
United States
Heather
The price is HK$1,014
HK$1,121 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Stagecoach Inn Bed & Breakfast and Five20 Social Stop
Exterior
TownePlace Suites by Marriott Milwaukee Grafton

TownePlace Suites by Marriott Milwaukee Grafton

TownePlace Suites by Marriott Milwaukee Grafton
3.0 star property
9.9 km from Possibility Playground
8.8 out of 10, Excellent, (372)
"Great location and staff "
United States
Lisa
The price is HK$1,081
HK$1,216 total
includes taxes & fees
16 Jan - 17 Jan 2026
TownePlace Suites by Marriott Milwaukee Grafton
Exterior
Washington House Inn

Washington House Inn

Washington House Inn
4.0 star property
14.8 km from Possibility Playground
9.2 out of 10, Wonderful, (1002)
"Location and beautiful room"
United States
Shawn
Washington House Inn
Lobby
Comfort Inn & Suites Grafton - Cedarburg

Comfort Inn & Suites Grafton - Cedarburg

Comfort Inn & Suites Grafton - Cedarburg
2.5 star property
9.9 km from Possibility Playground
7.8 out of 10, Good, (960)
"Clean room, nice property. Workout room had broken elliptical, no cold water, no wipes and no towels, keys repeatedly had trouble opening doors, and remote in room was not paired to TV, but overall a nice place and a nice stay. "
United States
Steven
The price is HK$743
HK$836 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn & Suites Grafton - Cedarburg
Lobby
Motel 6 Saukville, WI

Motel 6 Saukville, WI

Motel 6 Saukville, WI
2.0 star property
5.4 km from Possibility Playground
6.8 out of 10, (809)
"Very dirty room. Exceptional staff. "
United States
Emilee
The price is HK$505
HK$568 total
includes taxes & fees
3 Jan - 4 Jan 2026
Motel 6 Saukville, WI
Reception
Belgium Inn & Suites

Belgium Inn & Suites

Belgium Inn & Suites
2.5 star property
11.8 km from Possibility Playground
6.6 out of 10, (294)
"Great place to stay for a trip"
United States
Jasmine
The price is HK$504
HK$567 total
includes taxes & fees
31 Dec - 1 Jan 2026
Belgium Inn & Suites
Reception
Wisconsin-Aire Motel By OYO Random Lake

Wisconsin-Aire Motel By OYO Random Lake

Wisconsin-Aire Motel By OYO Random Lake
2.5 star property
19.2 km from Possibility Playground
7.8 out of 10, Good, (240)
"The woman at the front desk was extremely nice and it was quick & easy to get checked into our room"
United States
Rebecca
The price is HK$621
HK$718 total
includes taxes & fees
10 Jan - 11 Jan 2026
Wisconsin-Aire Motel By OYO Random Lake
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.
View all properties

Top Possibility Playground Hotel Reviews

Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

10/10 Excellent
"great service"
Charles 1-night trip
Posted 3 days ago
Holiday Inn Milwaukee Riverfront by IHG

Hotels near other Possibility Playground attractions

1860 Light Station and Museum

You can spend time browsing the exhibits at 1860 Light Station and Museum during your travels in Port Washington. Stroll along the waterfront or experience the area's festivals.
See properties

Nicky Boy Charters

Enjoy an outing to Nicky Boy Charters during your stay in Port Washington. Stroll along the waterfront or experience the area's festivals.
See properties

Frequently asked questions

What's the area like around Possibility Playground?
Possibility Playground is located in an area of Port Washington that travellers like for its lakeside setting. If you're looking for a convenient place to stay, take a look at the 18 hotels and other accommodation options you'll find within a mile.
What's the best place to stay close to Possibility Playground?
The Harborview on Lake Michigan, Ascend Hotel Collection is one of the top choices for your stay based on our traveller data, and this hotel offers a restaurant and an indoor pool. It's located just a short 0.6 mi (0.9 km) from Possibility Playground. Other good choices around the area include Baymont by Wyndham Mequon Milwaukee Area and Chalet Motel Mequon.
How many hotels will I find near Possibility Playground?
Expedia has 18 hotels and other accommodation options within a mile from Possibility Playground.
If I need to cancel the hotel reservation for my stay near Possibility Playground, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then filter by "fully refundable" to get the best deals near Possibility Playground.