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find Halloween events for every vibe.

Holiday events in Gloucester, MA

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Milford 2nd Annual Fall Craft Fair
Sat, Oct 11, 11:00 AM
South Milford · VFW
Milford 2nd Annual Fall Craft Fair
Sat, Oct 11, 11:00 AM
South Milford · VFW
Nearly full
SCBA's 19th Annual New Bedford Oktoberfest 2025
Today at 3:00 PM
Oxford · Popes Island
Nearly full
SCBA's 19th Annual New Bedford Oktoberfest 2025
Today at 3:00 PM
Oxford · Popes Island
3rd Annual Winter Wonderland Craft Market & Psychic Fair
Sat, Dec 13, 11:00 AM
Hooksett · Hooksett American Legion, Post 37
3rd Annual Winter Wonderland Craft Market & Psychic Fair
Sat, Dec 13, 11:00 AM
Hooksett · Hooksett American Legion, Post 37
Milford 3rd Annual Holiday Fair
Sat, Nov 22, 11:00 AM
South Milford · VFW
Milford 3rd Annual Holiday Fair
Sat, Nov 22, 11:00 AM
South Milford · VFW
Family Fun Day & Walk
Sun, Oct 19, 10:00 AM
Pope Beach · Fairhaven Recreation Department
Family Fun Day & Walk
Sun, Oct 19, 10:00 AM
Pope Beach · Fairhaven Recreation Department
Third Annual Princesses in the Pumpkin Patch at Appleland Orchards
Sun, Oct 12, 1:00 PM
West Greenville · 135 Smith Avenue, Greenville, RI, USA
Third Annual Princesses in the Pumpkin Patch at Appleland Orchards
Sun, Oct 12, 1:00 PM
West Greenville · 135 Smith Avenue, Greenville, RI, USA
Nearly full
Brown & Hopkins - Witches' Night Out 2025
Fri, Oct 24, 4:30 PM
Spring Grove · Brown & Hopkins Country Store
Nearly full
Brown & Hopkins - Witches' Night Out 2025
Fri, Oct 24, 4:30 PM
Spring Grove · Brown & Hopkins Country Store
The 11th Annual Fez-tival of Trees
Sat, Nov 29, 11:00 AM
Pawtuxet · Rhodes On The Pawtuxet Inc
The 11th Annual Fez-tival of Trees
Sat, Nov 29, 11:00 AM
Pawtuxet · Rhodes On The Pawtuxet Inc
Fall Farm Field Day!
Sun, Oct 26, 11:00 AM + 3 more
Rhode Island · 255 W Greenville Rd
Fall Farm Field Day!
Sun, Oct 26, 11:00 AM + 3 more
Rhode Island · 255 W Greenville Rd
Halloween Craft Fair
Sat, Oct 11, 10:00 AM
Whittenton · Old Colony YMCA - Taunton
Halloween Craft Fair
Sat, Oct 11, 10:00 AM
Whittenton · Old Colony YMCA - Taunton
Taunton YMCA's Annual Spooktacular
Fri, Oct 24, 5:30 PM
Whittenton · Old Colony YMCA - Taunton
Taunton YMCA's Annual Spooktacular
Fri, Oct 24, 5:30 PM
Whittenton · Old Colony YMCA - Taunton
Cape Cod Christmas Market
Sun, Nov 23, 11:00 AM + 4 more
Pine Tree Corner · 4 Job's Fishing Rd
Cape Cod Christmas Market
Sun, Nov 23, 11:00 AM + 4 more
Pine Tree Corner · 4 Job's Fishing Rd
Downtown Trick or Treat
Sat, Oct 18, 2:00 PM
Dodgeville · 74 N Main St
Downtown Trick or Treat
Sat, Oct 18, 2:00 PM
Dodgeville · 74 N Main St
2025 Halloween Touch a Truck!
Sun, Oct 26, 9:00 AM
Oaklawn · Garden City Center
2025 Halloween Touch a Truck!
Sun, Oct 26, 9:00 AM
Oaklawn · Garden City Center
Peanut's 4th Annual Trick or Treat Fest
Sat, Oct 25, 5:00 PM
Dodgeville · Thompson Realty Group
Peanut's 4th Annual Trick or Treat Fest
Sat, Oct 25, 5:00 PM
Dodgeville · Thompson Realty Group
8th Annual Kringle Mart Holiday Stroll
Sat, Nov 22, 2:00 PM
Massachusetts · The Preservation Framer
8th Annual Kringle Mart Holiday Stroll
Sat, Nov 22, 2:00 PM
Massachusetts · The Preservation Framer
Pelham Oktoberfest 2025!
Sun, Oct 26, 12:00 PM
Dennis Port · Pelham House Resort
Pelham Oktoberfest 2025!
Sun, Oct 26, 12:00 PM
Dennis Port · Pelham House Resort
Shrewsbury Holiday Craft and Vendor Fair
Sat, Dec 13, 11:00 AM
Great Brook Valley · Shrewsbury Sportsman Club
Shrewsbury Holiday Craft and Vendor Fair
Sat, Dec 13, 11:00 AM
Great Brook Valley · Shrewsbury Sportsman Club
Selling quickly
Zaharafest 2025
Sat, Oct 25, 12:00 PM
Dodgeville · 70 Frank Mossberg Dr
Selling quickly
Zaharafest 2025
Sat, Oct 25, 12:00 PM
Dodgeville · 70 Frank Mossberg Dr
Wicked at Wicks: A Children’s Halloween Celebration at the Falmouth Museums
Fri, Oct 24, 4:00 PM
Falmouth Heights · Falmouth Historical Society
Wicked at Wicks: A Children’s Halloween Celebration at the Falmouth Museums
Fri, Oct 24, 4:00 PM
Falmouth Heights · Falmouth Historical Society

Trends in Gloucester

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Frequently asked questions about Gloucester

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

3rd Annual Winter Wonderland Craft Market & Psychic Fair

Milford 3rd Annual Holiday Fair

Family Fun Day & Walk

Brown & Hopkins - Witches' Night Out 2025

Which events are currently trending in Gloucester?

The trending searches this month in Gloucester are:

stage fort park

north shore happenings

Which festival events are coming up?

Discover the best festival events happening soon – you don't want to miss them:

SCBA's 19th Annual New Bedford Oktoberfest 2025

Halloween Craft Fair

Milford 2nd Annual Fall Craft Fair

Third Annual Princesses in the Pumpkin Patch at Appleland Orchards