2021 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
Rosaire's Racing Pigs
Pick a pig win a prize, Great fun for all ages
Coleman's Midway
Featuring Rides and Games
High Point Archery Shoot
Did you watch Archery in the Olympics? Time to give it a try who knows if Katie Ledecky can do it you can too
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
Schedule
Friday
5:00 PM
Antique Tractor Pull
Big Pull Ring
5:00 PM
70's Project
Entertainment Tent
5:45 PM
Opening Ceremonies
Entertainment Tent
6:15 PM
Bwana Jim's Wildlife Show
Grounds
7:00 PM
Rosaire's Royal Racers - Racing Pigs
Grounds
8:00 PM
Hazzard County
Entertainment Tent
8:15 PM
Bwana Jim's Wildlife Show
Grounds
9:00 PM
Rosaire's Royal Racers - Racing Pigs
Grounds
Saturday
TBD
Dog Star Rescue
Grounds
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
Rosaire's Royal Racers - Racing Pigs
Grounds
1:30 PM
Band - TBD
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
Rosaire's Royal Racers - Racing Pigs
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
Rosaire's Royal Racers - Racing Pigs
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
8:30 PM
Rosarie's Royal Racers - Racing Pigs
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
Rosarie's Royal Racers - Racing Pigs
Grounds
12:00 PM
Livestock Obstacle Course
Cattle Barn
12:00 PM
Trivia
Entertainment Tent
12:00 PM
New Englad Lawn Mower Racing Assoc.
Big Pull Ring
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
Rosarie's Royal Racers - Racing Pigs
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
Rosarie's Royal Racers - Racing Pigs
Grounds
4:30 PM
Wine Tasting and Seminar
Entertainment Tent