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Holiday Events in Connecticut 2021–2022.

Attend the Most Exciting Holiday Events This Year.

If you’re looking for holiday events in Connecticut, we’ve got you covered. Browse through dozens of updated events to add a touch of festivity, fun, and spontaneity to the holidays! If you don’t have something planned, you’ll manage to turn things around at the last minute and make your holidays extra special. At FestivalNet, we don’t just cover Christmas and New Year’s. You’ll also find countless exciting events, shows, festivals, and fairs for the Fourth of July, Halloween, Thanksgiving, Valentine’s Day, and a wide range of other exciting celebrations! Whether you’re looking for the perfect holiday event to enjoy as a couple, with friends, or with your family, you’ll find a plethora of options here. Ready to get started? Browse through some of the most anticipated holiday events of the year to let the merrymaking begin!

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Holiday Events — upcoming

Show Canceled Events
October 10, 2021

Halloween Psychic Fair

Wyndham Southbury Hotel, Southbury, CT

Status: Updated 3/22/2021

November 13, 2021

Saint Paul Christmas Fair

St. Paul Lutheran Church, Old Saybrook, CT

Status: Updated 8/3/2021

November 13, 2021

Saint James Christmas Fair

St James School, Stratford, CT

Status: Updated 9/21/2021

November 13, 2021

Continuum Holiday Bazaar

Continuum of Care, Inc., New Haven, CT

Status: Updated 5/10/2021

November 20, 2021

Cookie Express Christmas Fair

Church of the Good Shephard Parish Hall, Shelton, CT

Status: Updated 7/13/2021

November 26 - December 30, 2021


Connecticut Trolley Museum, East Windsor, CT

Status: Updated 7/13/2021

November 27, 2021

Holiday Vendor Fair

Sheehan High School, Wallingford, CT

Status: Updated 11/30/2020

December 2, 2021

Holidays on Main

Main Street, Old Wethersfield, Wethersfield, CT

Status: Updated 8/5/2021

December 3 - 4, 2021

Christmas Town Festival

The Town Green, Bethlehem, CT

Status: Updated 12/1/2020

December 4, 2021

Christmas Craft Fair and Boutique

Woodbury Middle School, Woodbury, CT

Status: Updated 11/23/2020

December 4 - 5, 2021

Christmas in the Mansion

Lauralton Hall, Milford, CT

Status: Updated 7/6/2021

December 11 - 12, 2021

Christmas Market at the Stamford Town Center

Stamford Town Center, Stamford Town Center, CT

Status: Updated 5/21/2021