Holiday Events

2nd Annual Ugly Sweater Pub Crawl


Thursday, December 6th

The second annual Ugly Sweater Pub Crawl will be taking over the downtown streets again for a fun night of downtown bar hopping and holiday shenanigans. Ugly sweaters are a MUST. The walking pub crawl will begin on Market Street as we team up with New Belgium Brewing followed by stops at Nadim’s, Art e’ Pizza, Theodore’s, and The Fort.

Festival of Trees


November 23rd - December 9th

We invite you to celebrate the holidays at the Springfield Boys & Girls Club’s 18th Annual Festival of Trees located at their new location, the MassMutual Center.  Trees donated and decorated by businesses, civic and social organizations, schools, hospitals, families, and individuals are raffled off at the conclusion of the event. Try your luck at winning your favorite!

Skating on the Plaza

December - January

December through January, MGM Springfield’s Plaza will transform into a winter wonderland. Visitors of all ages will welcome the snow’s arrival at The Plaza’s ice skating rink and enjoy pop-up activations—from a hot chocolate stand to photo opportunities with Santa Claus.

Wonderland Workshop


Saturday, December 8th

From 10 am – 6 pm enjoy crafts, holiday vendors, live ice carvings, and more at the MassMutual Center and the Shops at Marketplace

Events at the Springfield Museums


All Month Long

Experience the holiday season at the Museums! Starting the day after Thanksgiving, the Springfield Museums will offer dozens of programs. From The Lighting of the Quadrangle to the Holiday Gala and much more. Most events are free with museums admission!

Holiday Concerts


All Month Long

Nothing like getting all dressed up with your family and watching an unforgettable show. Continue or make new traditions and enjoy a concert at Symphony Hall or Citystage this holiday season. Holiday Celebration with the Springfield Symphony Orchestra, Albany Berkshire Ballet presents The Nutcracker, Jim Brickman A Joyful ChristmasMoondance – The Ultimate Van Morrison Tribute and more.

Breakfast with Santa at the Springfield Sheraton


December 2nd and December 9th

Sheraton’s Breakfast with Santa is back on December 2nd and December 9th! Enjoy a full buffet, free passes to The Festival of Trees, photos with Santa, and much more. Call The Springfield Sheraton at 413-263-2009 to make your reservations.

Springfield Santacon


Saturday, December 8th

Calling All Santas! Join The Young Professional Society of Greater Springfield and The Springfield Thunderbirds on Friday, December 8th for the second annual Springfield Santacon. Each ticket includes entry to the Springfield Thunderbirds game and a donation to charity. Dress Festive!

The Shops at Marketplace


All Month Long

This holiday season,  head to The Shops at Marketplace for unique and gorgeous gifts, a little self-pampering with a mini manicure or yoga, weekly events, and much more.

215th Army Band Holiday Concert


December 9th

The Spirit of Springfield proudly presents a FREE holiday concert by the 215th Army Band of the Massachusetts Army National Guard on Sunday, December 9th at 2pm in Symphony Hall. Tickets are available at Big Y World Class Markets, 1350 Main Street Security Desk, and the William C Sullivan Visitor Center.

Holiday Celebrations and Libations

Celebrate the holidays with your family and loved ones at any of our wonderful downtown restaurants. Whether it’s continuing your tradition at the Student Prince and enjoying their holiday carolers, reserving the large table in the front of Art e’ Pizza to watch the Christmas lights, or trying one of Max’s Tavern’s holiday drink specials. Come on down here and start making memories.