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Holiday Events in Massachusetts 2021–2022.

Attend the Most Exciting Holiday Events This Year.

If you’re looking for holiday events in Massachusetts, 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!

Featured Events

October 23 - 24, 2021

castleberryfairs.com

This is a VIP Promoter
(603) 332-2616
Shriners Auditorium - Wilmington, MA

Celebrate the changing season at the Castleberry Fall Craft Festival, taking place at the Shriners Auditorium, in Wilmington MA. Over 125 Booths of American made arts, crafts, specialty foods and live music. Adult Admission: $8.00. Under age 14 Free. Rain or Shine. Hours: Sat. 10-5/ Sun. 10-4

November 6 - 7, 2021

castleberryfairs.com

This is a VIP Promoter
(603) 332-2616
DCU Center - Worcester, MA

Over 150 Booths overflowing with American made arts and crafts. Enjoy sampling dozens of specialty foods and live holiday music.

November 12 - 14, 2021

castleberryfairs.com

This is a VIP Promoter
(603) 332-2616
Topsfield Fairgrounds Arena - Topsfield, MA

The Arena at the Topsfield Fairgrounds, in Topsfield Massachusetts will host the New England Craft and Specialty Food Fair. Over 250 Booths of juried American made arts, crafts, specialty foods and live music. Indoor rain, snow or shine. Ample free parking. Admission $10.00, under 14 free. One admission is good of all 3 days!

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Holiday Events — upcoming

Show Canceled Events
October 16, 2021

Holiday Bazaar and Craft Fair

Heritage Hall Campus, Agawam, MA

Status: Updated 10/6/2021

November 11 - 14, 2021

Mill 77's Holiday Vintage Marketplace

Mill 77 Trading Company, Newburyport, MA

Status: Updated 9/14/2021

November 20, 2021

Sleigh Bell Artisan Fair

Wenham Museum, Wenham, MA

Status: Updated 10/9/2021

November 20 - 21, 2021

Deerfield Holidiay Sampler Craft Fair

Eastern States Expo, West Springfield, MA

Status: Updated 9/14/2020

November 26 - 28, 2021

Twenty-Sixth Original Castleberry Faire

Shriners Auditorium, Wilmington, MA

Status: Updated 3/22/2021

This is a VIP Promoter
November 27, 2021

Christmas Gallery of Arts & Crafts

Milford High School, Milford, MA

Status: Updated 10/6/2021

November 27, 2021

Saint Basil Salvatorian Center Christmas Fair

St. Basil Salvatorian Center, Methuen, MA

Status: Updated 9/29/2021

December 3 - 5, 2021

Nantucket Christmas Stroll Weekend

Downtown, Nantucket, MA

Status: Updated 11/23/2020

December 3 - 12, 2021

Sowa Winter Festival

SoWa Power Station, Boston, MA

Status: Updated 8/4/2021

December 4, 2021

Fifth Win-Ter Won-Derland Holiday Fair

The Loft at Plainridge Park Casino, Plainville, MA

Status: Updated 7/9/2021

December 4, 2021

Holiday Market & Craft Fair

Danvers YMCA, Danvers, MA

Status: Updated 9/21/2021

December 4 - 5, 2021

New England Holiday Craft Spectacular

Starland Sportsplex, Hanover, MA

Status: Updated 3/22/2021

This is a VIP Promoter
December 4 - 5, 2021

Fall River Christmas Arts and Crafts Fair

Durfee High School, Fall River, MA

Status: Updated 8/4/2021

December 5, 2021

Christmas on the Common

Bridgewater Town Common, Bridgewater, MA

Status: Updated 10/14/2021

December 11, 2021

Great Burke Light Stroll & Vendor Fair

Burke Elementary School, Peabody, MA

Status: Updated 11/28/2020

December 11, 2021

Christmas in New Braintree Craft Fair

New Braintree Grade School and Town Hall, New Braintree, MA

Status: Updated 7/12/2021