Many counties claim to have America's Oldest Fair, but the true winner is the Topsfield Fair in Topsfield, Massachusetts.

Below are five must-try foods that MassLive ate at the Topsfield Fair. Five balls for $14 is what you get at Chompers Crunchy ...

Mrs. Essex County 2023 Lori Burke stands with the new Jr. Queen Macie Crossley, 7, of Middleton, left, and Jr. King Bryce ...

The arrival of fall means it’s fair season in New England. Fairgoers will find food, games, rides, and animals at the Topsfield Fair. While it’s easy to have fun, general manager Jim O’Brien says ...

Steve Connolly of Sharon, Massachusetts, claimed victory at the 40th Annual All New England Giant Pumpkin Weigh-Off on Monday night at the Topsfield Fair, with his massive pumpkin tipping the scales ...

Colin Coates of East Hampstead, N.H., took home the top prize at the 6th Annual Topsfield Fair Hot Dog Eating Contest on Saturday, Oct. 5. Coates received a $206 check, representing the 206th ...

TOPSFIELD - For 206 years and counting, the Topsfield Fair has been an iconic October event for Massachusetts residents.

For 206 years and counting, the Topsfield Fair has been an iconic October event for Massachusetts residents. WBZ's Levan Reid ...

The signature Topsfield Fair is a perfect way for families to enjoy fall fun.

TOPSFIELD — Sharon resident Steve Connolly has won the most giant pumpkin growing contests in Topsfield Fair history.