Featured Entertainment
From live music and magic shows to family-friendly performances, there's something happening all weekend long at the Sterling Fair.
Live Music & Entertainment
Friday
7pm • Critical Mass Band
9:45pm • Fireworks
Saturday
10:30 • Sterling Sr. Ukeleles
12pm • Keegan Stranding
Magic Show
3pm • Early August
7pm • Electrik Soul
Sunday
12pm • Dan Kirouac
Magic Show
3pm • Little Black Dress
Pulling Events & Competitions
Saturday
Livestock Judging: Youth Beef/Dairy • Rabbits • Goats • Sheep
9am • Tractor Pulls
10am • Oxen Pull
1pm • Frog Jumping Contest
2pm • Magic Show
4:30pm • Skillet Toss
5pm • Magic Show
Sunday
Livestock Judging: Beef/Dairy • Youth Sheep • Chickens
10am • Lawn & Garden Pull
10am • Horse Pull
11am • Magic Show
12pm• Kiddie Tractor Pull (3 & 4yr old)
1pm• Kiddie Tractor Pull (5 & 6yr old)
2pm • Magic Show
Demonstrations & Learning
Saturday
12pm • Native Plant Talk
1pm • Horse Show
3pm • Sheep Dog Show
4pm • Native Plant Talk
Sunday
12pm • Composting Talk
1pm • Horse Show
3pm • Sheep Dog Show
Meet the Performers
From live music and magic shows to family-friendly performances, there's something happening all weekend long at the Sterling Fair.
Friday • 7pm - 9:30pm
Classic rock cover band playing favorites from the 70s, 80s, 90s and beyond.
Saturday • 12pm -2pm
Keegan Stranding
Classic rock cover band playing favorites from the 70s, 80s, 90s and beyond.
Saturday • 3pm -5pm
Central Massachusetts area based acoustic duo performing a great mix of country, pop, and classic rock.
Saturday • 7pm - 10pm
Electrik Soul is a high-energy five-piece band, delivering an electrifying blend of R&B, soul, and rock that gets every crowd on their feet.
Sunday • 12pm -2pm
Dan Kirouac
Classic rock cover band playing favorites from the 70s, 80s, 90s and beyond.
Sunday • 3pm -5pm
Little Black Dress blends jazz standards and modern favorites into a unique, lounge-style performance with a rich full-band sound.
Family Entertainment
From live music and magic shows to family-friendly performances, there's something happening all weekend long at the Sterling Fair.
Saturday • 2pm | 5pm Sunday • 11am | 2pm
Magic of Steve Charette
Magic, comedy, and plenty of surprises! Steve Charette’s interactive show is guaranteed to entertain fairgoers of all ages.
Saturday • 2pm | 5pm Sunday • 2pm
The Dale Perkins Horse Show combines exciting equine entertainment with music, showcasing skilled horsemanship while emphasizing the care and well-being of the horse.
Saturday • 2pm | 5pm Sunday • 2pm
Sheep Round-Up with Ivy
Experience the excitement of a live sheepdog demonstration as Ivy showcases the instincts, training, and precision that make working dogs so extraordinary.