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.

Good Stuff you don't want to miss....

Dog Costume Contest

Dress Up your Pup, see the Exhibits & Truck Pull tab then Contests for more info  including prizes - Sunday at 2:00 

 

Karaoke hosted by Rob Valli

Do you have what it takes to get up on the big stage in the Entertainment Tent (I know I don't, I can't even whistle) - Saturday at 4:00

Trick or Treat for Kids

Kids 12 and under at participating vendors, you provide the costume we will  provide the bag - Saturday 4 - 7 

Cornhole Tournament

Cash Prizes - Sunday at 1:00

Bwana Jim's Wildlife Show

Crazy and Wild Show featuring Exotic Animals - all 3 days

Pirate Man Dan Show

Comedy, Magic, Variety and Danger Show - all 3 days

Sunday Sports 

3 Big Screen TVs with Football, Post Season Baseball and NASCAR - Sunday 1:00

Coleman's Midway

Featuring Rides and Games - all 3 days (not included in the price of admission)

Hat City Axes

Axe throwing - all 3 days (not included with the price of admission)

Wine Tasting and Seminar

Think you know wine?  Think again... - Sat & Sun

Records & Burpee Children's Zoo

Petting Zoo & all sorts of different feathered and furred friends to make - all 3 days

Sickline Carving

Chainsaw carving demonstrations - all 3 days

Helicopter Rides

Saturday and Sunday  (not included with the price of admission)

PHS Class of 1967

The Portland Fair welcomes the class of 1967

Entertainment Tent

The Portland Fair has partnered with Eli Cannons Tap Room and Concentric Brewing. They will be pouring an excellent selection of draft beer in addition to wines and hard seltzers.

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

7:15 PM

Pirate Man Dan Comedy, Magic Show

Grounds

8:00 PM

Hazzard County

Entertainment Tent

8:15 PM

Bwana Jim Wildlife Show

Grounds

Saturday

10:30 AM   

Helicopter Rides

All Day

10:30 AM   

Middlesex Country Garden Tractor Pullers

Big Pull Ring

10:30 AM

Dairy Cattle Show

Cattle Barn

10:30 AM

Goat Show & Youth Sheep Show

Livestock Tent

12:00 PM

Trivia - Disney

Entertainment Tent

12:00 PM

Bwana Jim's Wildlife Show

Grounds

12:45 PM

Wine Tasting & Seminar

Entertainment Tent

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

3:30 PM

Pirate Man Dan Show

Grounds

4:00 PM

Trick or Treat for Kids 

 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

10:30 AM

Dog Star Rescue

Grounds

10:30 AM

Helicopter Rides

All Day

10:30 AM  

Open and Youth Sheep Show

Livestock Tent

10:30 AM  

Carting and Pack Goat & Sheep Show

Livestock Tent

11:00 AM

Bwana Jim's Wildlife Show

Grounds

11:00 AM

Square Dancing 

Entertainment Tent

11:00 AM

Oxen Drawing Contest

Small Pull Ring

12:00 AM

Sargent Jim Kelley K9 Demonstration

Grounds

12:30 PM

Pirate Man Dan Show

Grounds

12:30 PM

Livestock Obstacle Course

Cattle Barn

1:00 PM

Truck Pull

Big Pull Ring

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

1:30 PM

Bwana Jim's Wildlife Show

Grounds

2:00 PM

Wine Tasting and Seminar

Entertainment Tent

2:00 PM

Dog Costume Contest

Grounds

2:00 PM

Poultry Showmanship

Livestock Tent

2:30 PM

Pirate Man Dan Show

Grounds

3:00 PM

Wine Tasting and Seminar

Entertainment Tent

3:30 PM

Bwana Jim's Wildlife Show

Grounds

4:30 PM

Pirate Man Dan Show

Grounds

4:30 PM

Wine Tasting and Seminar

Entertainment Tent