Massachusetts Fairs & FestivalsMassachusettsFairs & Festivals

Essex County Fairs & Festivals 2026

15 events across 9 towns in Essex County, Massachusetts.

Topsfield Fair, Topsfield, Massachusetts
Featured
AgriculturalFamilySeasonal

Topsfield Fair

America’s oldest agricultural fair, 10 days of livestock, rides, and giant pumpkins.

Oct 2–12Topsfield
Rockport Celtic Festival, Rockport, MassachusettsRecurring
MusicCultural

Rockport Celtic Festival

September celebration of traditional Celtic music featuring performances at Shalin Liu Performance Center.

Sep 1–30Rockport
Gloucester Schooner Festival, Gloucester, MassachusettsRecurring
CulturalFamilyFood Festival

Gloucester Schooner Festival

42nd Annual Labor Day maritime heritage celebration with historic schooner parades, races, deck tours, and fireworks.

Sep 4–7Gloucester
Bread & Roses Heritage Festival, Lawrence, MassachusettsFree
CulturalMusicFamily

Bread & Roses Heritage Festival

A free Labor Day festival of labor history, world music, and immigrant culture.

Mon, Sep 7Lawrence
Oysterfest In The Port, Newburyport, MassachusettsRecurring
Food FestivalFamily

Oysterfest In The Port

Waterfront oyster festival featuring 20+ oyster farms with fresh-shucked oysters, craft beer, wine, and live music.

Sat, Sep 26Newburyport
Peabody International Festival, Peabody, MassachusettsRecurring
CulturalFood Festival

Peabody International Festival

Signature 40-year festival featuring 65+ international food vendors, live performances, and cultural celebrations.

Sun, Sep 27Peabody
Salem Haunted Happenings, Salem, MassachusettsRecurringFree
SeasonalCulturalFamily

Salem Haunted Happenings

The Witch City’s month-long Halloween festival of tours, a parade, and haunted houses.

Oct 1–31Salem