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Holiday Events and Things to do in Derby, CT

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2026 East Haven Fall Festival - Crafting Vendors
Friday at 5:30 PM
East Shore · East Haven Town Green
2026 East Haven Fall Festival - Crafting Vendors
Friday at 5:30 PM
East Shore · East Haven Town Green
Harvest Hoedown
Sun, Oct 11, 12:00 PM
Terryville · 118 Allen St
Harvest Hoedown
Sun, Oct 11, 12:00 PM
Terryville · 118 Allen St
Spooky Woods & Trick O' Treat
Fri, Oct 23, 5:30 PM
Village of the Branch · Smithtown Historical Society
Spooky Woods & Trick O' Treat
Fri, Oct 23, 5:30 PM
Village of the Branch · Smithtown Historical Society
2026 Annual Pumpkin Fest
Sat, Oct 17, 12:00 PM
Connecticut · 256 Spielman Hwy
2026 Annual Pumpkin Fest
Sat, Oct 17, 12:00 PM
Connecticut · 256 Spielman Hwy
Valley Fest
Sat, Sep 26, 9:00 AM
Canton Valley · The Shops at Farmington Valley
Valley Fest
Sat, Sep 26, 9:00 AM
Canton Valley · The Shops at Farmington Valley
Trick or Treat at Stew Leonard's!
Tue, Oct 27, 4:00 PM
The Green · Stew Leonard's 100 Westport Ave
Trick or Treat at Stew Leonard's!
Tue, Oct 27, 4:00 PM
The Green · Stew Leonard's 100 Westport Ave
Holiday Trail of Lights 2026
Fri, Dec 4, 5:30 PM + 2 more
Village of the Branch · 239 E Main St
Holiday Trail of Lights 2026
Fri, Dec 4, 5:30 PM + 2 more
Village of the Branch · 239 E Main St
Annual Fall Festival at Madison Beach Hotel, Madison, Connecticut
Sun, Oct 4, 11:00 AM
Middle Beach · Madison Beach Hotel, Curio Collection by Hilton
Annual Fall Festival at Madison Beach Hotel, Madison, Connecticut
Sun, Oct 4, 11:00 AM
Middle Beach · Madison Beach Hotel, Curio Collection by Hilton
Flannel Fest at Great South Bay Brewery
Saturday at 1:00 PM
Pine Aire · Great South Bay Brewery of Bay Shore
Flannel Fest at Great South Bay Brewery
Saturday at 1:00 PM
Pine Aire · Great South Bay Brewery of Bay Shore
Winter Candy Barns
Sun, Dec 13, 10:00 AM
Whitehall Corners · Muscoot Farm
Winter Candy Barns
Sun, Dec 13, 10:00 AM
Whitehall Corners · Muscoot Farm
Holiday Lights on the Farm
Fri, Dec 4, 5:00 PM + 5 more
Whitehall Corners · Muscoot Farm
Holiday Lights on the Farm
Fri, Dec 4, 5:00 PM + 5 more
Whitehall Corners · Muscoot Farm
Yuletide @ Hilltop Hanover Farm
Sat, Dec 19, 12:00 PM
New York · Hilltop Hanover Farm, Yorktown Heights, NY, USA
Yuletide @ Hilltop Hanover Farm
Sat, Dec 19, 12:00 PM
New York · Hilltop Hanover Farm, Yorktown Heights, NY, USA
Fall into Favorites
Sun, Nov 15, 11:00 AM
South Farms · 44 Maynard St
Fall into Favorites
Sun, Nov 15, 11:00 AM
South Farms · 44 Maynard St
Jingle All the Way- Holiday Vendor Event 12/13, 11-5p
Sun, Dec 13, 11:00 AM
South Farms · 44 Maynard St
Jingle All the Way- Holiday Vendor Event 12/13, 11-5p
Sun, Dec 13, 11:00 AM
South Farms · 44 Maynard St
The Great Pupkin Howl-O-Ween Festival
Sat, Oct 24, 1:00 PM
South End · Harbor Point Commons Park
The Great Pupkin Howl-O-Ween Festival
Sat, Oct 24, 1:00 PM
South End · Harbor Point Commons Park
Spooktacular Oktoberfest at Edith G. Read Wildlife Sanctuary
Sat, Oct 17, 1:00 PM + 1 more
Rye Beach · Edith G. Read Wildlife Sanctuary
Spooktacular Oktoberfest at Edith G. Read Wildlife Sanctuary
Sat, Oct 17, 1:00 PM + 1 more
Rye Beach · Edith G. Read Wildlife Sanctuary
Country Village Halloween Parade 2026
Sun, Oct 25, 12:00 PM
North Great River · Marilynn Street
Country Village Halloween Parade 2026
Sun, Oct 25, 12:00 PM
North Great River · Marilynn Street
The Witches Bizarre
Thu, Oct 22, 6:30 PM
Pine Aire · 25 Drexel Dr
The Witches Bizarre
Thu, Oct 22, 6:30 PM
Pine Aire · 25 Drexel Dr
Haunt & Gather
Sun, Oct 25, 11:00 AM
South Wethersfield · Mill Street Marketplace
Haunt & Gather
Sun, Oct 25, 11:00 AM
South Wethersfield · Mill Street Marketplace
Origins of All Hallows Eve
Thu, Oct 29, 6:00 PM
Farnhams · Connecticut Valley Brewing Company
Origins of All Hallows Eve
Thu, Oct 29, 6:00 PM
Farnhams · Connecticut Valley Brewing Company

Trends in Derby

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Frequently asked questions about Derby

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Harvest Hoedown

Spooky Woods & Trick O' Treat

2026 Annual Pumpkin Fest

Trick or Treat at Stew Leonard's!

Which events are currently trending in Derby?

The trending searches this month in Derby are:

tequila tasting

Which festival events are coming up?

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

2026 East Haven Fall Festival - Crafting Vendors

Flannel Fest at Great South Bay Brewery

Annual Fall Festival at Madison Beach Hotel, Madison, Connecticut