2022 Entertainment Schedule
Daily Schedule
The Daily Schedule is subject to change
Please check back regularly for the latest updates for this years fair events & entertainment.
During the Fair
You can get quick access to this schedule on your mobile device at any of the QR stations around the fair.
- OR -
Navigate to "Portlandfair.com/Entertainment"
Daily Events - Great Entertainment Every Day
Bwana Jim's Wildlife Show
Crazy and wild show featuring exotic animals
Pirate Man Dan Show
Comedy, Magic, Variety and Danger Show
Coleman's Midway
Featuring Rides and Games
High Point Archery Shoot
Hat City Axes
Axe throwing
Wine Tasting and Seminar
Think you know wine? Think again...
Records & Burpee Children's Zoo
Petting Zoo & all sorts of different feathered and furred friends to make
Sickline Carving
Chainsaw carving demonstrations
Schedule
Friday
5:00 PM
Antique Tractor Pull
Big Pull Ring
5:00 PM
Small Town Roots
Entertainment Tent
5:45 PM
Opening Cermonies
Entertainment Tent
6:15 PM
Bwana Jim Wildlife Show
Grounds
7:00 PM
Pirate Man Dan Comedy, Magic Show
Grounds
8:00 PM
Hazzard County
Entertainment Tent
8:15 PM
Bwana Jim Wildlife Show
Grounds
Saturday
10:00 AM
Middlesex Country Garden Tractor Pullers
Big Pull Ring
10:00 AM
Dairy Cattle Show
Cattle Barn
10:00 AM
Goat Show & Youth Sheep Show
Livestock Tent
11:00 AM
Band - TBD
Entertainment Tent
12:00 PM
Bwana Jim's Wildlife Show
Grounds
1:00 PM
Pirate Man Dan Show
Grounds
1:30 PM
That 70's Project
Entertainment Tent
2:00 PM
Draft Horse Drawing Contest
Small Pull Ring
2:00 PM
Beef Cattle Show
Cattle Barn
2:30 PM
Bwana Jim's Wildlife Show
Grounds
3:15 PM
Wine Tasting and Seminar
Entertainment Tent
3:30 PM
Pirate Man Dan Show
Grounds
4:00 PM
Karaoke hosted by Rob Valli
Entertainment Tent
4:00 PM
Truck Pull
Big Pull Ring
5:00 PM
Bwana Jim's Wildlife Show
Grounds
6:00 PM
Pirate Man Dan Show
Grounds
6:00 PM
Wine Tasting and Seminar
Entertainment Tent
7:00 PM
Jimmy Kenny and the Pirate Beach Band
Entertainment Tent
7:30 PM
Bwana Jim's Wildlife Show
Grounds
Sunday
TBD
Sargent Jim Kelley K9 Demonstration
Grounds
TBD
Dog Star Rescue
Grounds
10:00 AM
Open and Youth Sheep Show
Livestock Tent
10:00 AM
Carting and Pack Goat & Sheep Show
Livestock Tent
11:00 AM
Oxen Drawing Contest
Small Pull Ring
11:00 AM
Cattle Drawing Contest
Cattle Barn
11:00 AM
Bwana Jim's Wildlife Show
Grounds
12:00 PM
Pirate Man Dan Show
Grounds
12:00 PM
Livestock Obstacle Course
Cattle Barn
12:00 PM
Trivia
Entertainment Tent
1:00 PM
The Savvy Swap Fashion Show
Entertainment Tent
1:00 PM
Rabbit Showmanship & Spinning Exhibit
Livestock Tent
1:00 PM
Sports Ticket - NFL Football & Nascar
Entertainment Tent
1:00 PM
Cornhole Tournament
Entertainment Tent
1:00 PM
Bwana Jim's Wildlife Show
Grounds
1:30 PM
Wine Tasting and Seminar
Entertainment Tent
2:00 PM
Pirate Man Dan Show
Grounds
2:00 PM
Poultry Showmanship
Livestock Tent
3:00 PM
Wine Tasting and Seminar
Entertainment Tent
3:00 PM
Bwana Jim's Wildlife Show
Grounds
4:00 PM
Pirate Man Dan Show
Grounds
4:30 PM
Wine Tasting and Seminar
Entertainment Tent