From Crunchy Leaves to Snowy Eve: Holiday Events

Ashland:

• The Holiday Stroll at the Corner Spot – Saturday, December 6^th 12pm-4pm
  Celebrate the season in the heart of Ashland at The Corner Spot’s annual Holiday Stroll! It’s the perfect way to kick off the holidays—family-friendly, free, and full of small-town magic.

Boylston:

• Night Lights – New England Botanic Garden at Tower Hill – November 22^nd – January 4^th, 2026 4-10pm daily.
  Revel in the wonder of the winter season with friends, family, and half a million lights! Enter an illuminated world where stars of the botanic garden shine, and where sparkling experiences and one-of-a-kind light displays inspire joy to last all year. It’s a celebration of nature like you’ve never seen before—bright, bold, and full of dazzle.

Framingham:

• 2025 Turkey Classic Trot – Thursday, November 27^th

Franklin:

• Turkey Trot – Thursday, November 27^th – 91 Jordan Road, Franklin
• A “Wreath of Franklin” – Saturday, December 13^th featuring an artisanal holiday pop-up market
• Hanukkah Car Parade & Menorah Lighting – Sunday, December 14^th 4:15pm – Franklin Town Common

Holliston: 

• 2025 Turkey Trot – Thursday, November 27^th 8am – 370 Hollis Street.
• Holliston Holiday Stroll – Saturday, November 29^th 12pm Downtown Holliston. Snowy the Snowman, Santa, Chili Content, Tree Lighting and more!

Hopedale:

• 9th annual Hopedale Fire & Police 5K Gobble Wobble – Thursday, November 27^th 8am
• 14^th annual Hopedale Winter Stroll & Shop Hop – Saturday, December 6^th Noon – 7pm along Hopedale and Dutcher Streets.
  Features local vendors, historic buildings, food & drinks and ending with a tree lighting and visit from Santa.

Hopkinton:

• The Santa Experience at Hopkinton Center for the Arts – Saturday, December 6^th 10am-3:30pm
  Set in the delightful Santa’s Workshop housed in HCA’s white farmhouse, this event promises to capture the holiday spirit through great photo opp’s and engaging activities that will enchant families and inspire creativity.
• The Nucracker at Hopkinton Center for the Arts – Saturday, December 13^th and Sunday, December 14^th
  This holiday, let your imagination soar as HCA Dance proudly presents The Nutcracker Ballet—a timeless tale of wonder, brought to life by a cast of over 35 talented dancers under the graceful direction of Dance Director Jessica Wilson.
• Treblemakers Holiday Concert at Hopkinton Center for the Arts – Saturday, December 13^th and Sunday, December 14^th
  The holiday season wouldn’t be complete without music that warms the heart and brings people together. Join the Treblemakers Community Chorus for their beloved Annual Holiday Concert at HCA.

Marlborough:

• Tough 10 & Fast 5 Turkey Trot – Sunday, November 30^th 9am – Ghiloni Park

Medway:

• Annual Turkey Trot – Thursday, November 27^th 7:30am – 88 Summer Street
• Christmas Parade – Saturday, November 29^th 5:30pm – Starts at Medway High School, 88 Summer Street
• Hanukkah Car Parade & Menorah Lighting – Sunday, December 14^th 3:30pm – Starts at Choate Park

Mendon:

• Southwick’s Zoo Winter Wonderland – November 21^st – December 29^th (Thursday – Sunday) 5pm – Close.
  Take a magical journey through Southwick’s Zoo with friends and family to view spectacular holiday lights and handcrafted displays.

Milford:

• Turkey Trot – Thursday, November 27^th 7:15am – 31 West Fountain Street
• Chanukkah Party & Dinner – Chabad House – Thursday, December 25^th 3 – 5pm
  Enjoy an afternoon filled with games, delicious chinese dinner and menorah Lighting!

Natick:

• Santa’s Elevator Express – Natick Mall – November 1 – December 24
  Don’t miss an exciting and immersive holiday experience unlike anything else. Take Santa’s magical Elevator Express to the North Pole. Once you arrive, meet Santa, take photos, and make lasting memories your family will cherish for years to come.
• Storm Large: Holiday Ordeal Concert – TCAN – December 20^th 8pm
  What better way to spend a holiday than with Storm Large? Holiday Ordeal is a night of music, gags and gifts, with songs ranging from 2000 Miles, Hallelujah, Sock it to Me Santa, and the greatest holiday song never written for the holidays, Somebody to Love.
• Matt Heaton’s Holiday Hootenanny – TCAN – December 21^st 12pm
  This lively, family-friendly show brings the spirit of the season to life with a mix of Christmas classics, original tunes, and kid-friendly rock ‘n’ roll.

Northborough:

• Turkey Trot – Thursday, November 27^th 8am – 33 Howard Street

Southborough:

• 19^th annual Gobble Wobble – Thursday, November 27^th 8:30am

Sturbridge:

• Christmas by Candlelight at Old Sturbridge Village – November 28^th – December 30^th (check website for days/times)
  Relish old traditions and create new ones as you watch demonstrations of classic Christmas projects, stroll through the decorated Village and Christmas Tree Trail, listen to stories and live music, sample sweet treats, and more.

Wellesley:

• Festival of Trees – Garden at Elm Bank – November 28^th – December 28^th (check website for days/times)
  Celebrate the season with sparkling lights, festive trees, model trains, and cozy holiday fun.