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Festivals in Gloucester

Search for something you love or check out popular events in your area.

Milford 3rd Annual Fall Craft Fair
Sun, Oct 18, 11:00 AM
Milford · VFW Post 4368
Milford 3rd Annual Fall Craft Fair
Sun, Oct 18, 11:00 AM
Milford · VFW Post 4368
Milford 4th Annual Holiday Craft Fair
Sat, Dec 12, 10:00 AM
Milford · VFW Post 4368
Milford 4th Annual Holiday Craft Fair
Sat, Dec 12, 10:00 AM
Milford · VFW Post 4368
Sales end soon
Food Truck Friday Roger Williams Park
Friday at 5:00 PM + 20 more
Providence · Roger Williams Park Carousel Village
Sales end soon
Food Truck Friday Roger Williams Park
Friday at 5:00 PM + 20 more
Providence · Roger Williams Park Carousel Village
The Best Little Food Truck Festival SAVE THE DATE
Sat, Jun 20, 12:00 PM
Milford · DoubleTree by Hilton Hotel Boston - Milford
The Best Little Food Truck Festival SAVE THE DATE
Sat, Jun 20, 12:00 PM
Milford · DoubleTree by Hilton Hotel Boston - Milford
Just added
New England Artist Showcase
Sat, Jul 18, 6:00 PM
Fall River · The Eagle Event Center
Just added
New England Artist Showcase
Sat, Jul 18, 6:00 PM
Fall River · The Eagle Event Center
YOUNGHO:FREAKNIK
Fri, May 22, 9:00 PM
Providence · 727 Cranston St
YOUNGHO:FREAKNIK
Fri, May 22, 9:00 PM
Providence · 727 Cranston St
FOODEESFEST Wrentham, Massachusetts (40+ food trucks and craft vendors!)
Fri, Jul 10, 1:00 PM
Wrentham · Wrentham Village Premium Outlets
FOODEESFEST Wrentham, Massachusetts (40+ food trucks and craft vendors!)
Fri, Jul 10, 1:00 PM
Wrentham · Wrentham Village Premium Outlets
2nd Annual Johnny Cake Hill Wine Festival
Sun, Sep 27, 1:00 PM
New Bedford · Johnny Cake Hill
2nd Annual Johnny Cake Hill Wine Festival
Sun, Sep 27, 1:00 PM
New Bedford · Johnny Cake Hill
Hooksett Holiday Craft Market & Psychic Fair
Sat, Nov 7, 11:00 AM
Hooksett · Hooksett American Legion, Post 37
Hooksett Holiday Craft Market & Psychic Fair
Sat, Nov 7, 11:00 AM
Hooksett · Hooksett American Legion, Post 37
WildHaven Market at The Soulful Palette
Sun, May 24, 11:00 AM
Middleborough · The Soulful Palette
WildHaven Market at The Soulful Palette
Sun, May 24, 11:00 AM
Middleborough · The Soulful Palette
Happily Ever Expo - Wedding Expo - Falmouth, MA - October 18
Sun, Oct 18, 12:30 PM
Falmouth · Sea Crest Beach Resort
Happily Ever Expo - Wedding Expo - Falmouth, MA - October 18
Sun, Oct 18, 12:30 PM
Falmouth · Sea Crest Beach Resort
14th Annual Cape Cod Food Truck & Craft Beverage Festival
Sat, Aug 8, 12:00 PM
Falmouth · Cape Cod Fairgrounds
14th Annual Cape Cod Food Truck & Craft Beverage Festival
Sat, Aug 8, 12:00 PM
Falmouth · Cape Cod Fairgrounds
SummerVeil Market at The Soulful Palette
Sun, Jun 28, 11:00 AM
Middleborough · The Soulful Palette
SummerVeil Market at The Soulful Palette
Sun, Jun 28, 11:00 AM
Middleborough · The Soulful Palette
Harvest Moon Market at The Soulful Palette
Sun, Sep 27, 11:00 AM
Middleborough · The Soulful Palette
Harvest Moon Market at The Soulful Palette
Sun, Sep 27, 11:00 AM
Middleborough · The Soulful Palette
Magical Wonders Market at The Soulful Palette
Sun, Oct 11, 11:00 AM
Middleborough · The Soulful Palette
Magical Wonders Market at The Soulful Palette
Sun, Oct 11, 11:00 AM
Middleborough · The Soulful Palette
8th Annual Maypole Ceremony
Sat, May 23, 6:00 PM
Westport · The Heron Center
8th Annual Maypole Ceremony
Sat, May 23, 6:00 PM
Westport · The Heron Center
Just added
Tiny Home Open House/Party
Sat, May 23, 1:00 PM
Leominster · 25 Mohawk Dr
Just added
Tiny Home Open House/Party
Sat, May 23, 1:00 PM
Leominster · 25 Mohawk Dr
New Bedford Oysterfest 2026
Sat, Jun 6, 12:00 PM
New Bedford · Cisco Brewers New Bedford
New Bedford Oysterfest 2026
Sat, Jun 6, 12:00 PM
New Bedford · Cisco Brewers New Bedford
DREADFEST 2026
Sun, Jun 7, 12:00 PM
Bristol · Vigilant Brewing, Ballou Boulevard, Bristol, RI, USA
DREADFEST 2026
Sun, Jun 7, 12:00 PM
Bristol · Vigilant Brewing, Ballou Boulevard, Bristol, RI, USA
Mashpee Farmers Market
Sun, May 24, 11:00 AM + 29 more
Mashpee · 4 Job's Fishing Rd
Mashpee Farmers Market
Sun, May 24, 11:00 AM + 29 more
Mashpee · 4 Job's Fishing Rd

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:

Milford 3rd Annual Fall Craft Fair

Milford 4th Annual Holiday Craft Fair

The Best Little Food Truck Festival SAVE THE DATE

New England Artist Showcase

Which events are currently trending in Gloucester?

The trending searches this month in Gloucester are:

north shore happenings

kids events today

Which festival events are coming up?

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

Food Truck Friday Roger Williams Park

YOUNGHO:FREAKNIK

Tiny Home Open House/Party

8th Annual Maypole Ceremony