2025 Guide to Lexington, MA Holiday Events

November 20, 2025

The holiday season in Lexington, Massachusetts is one of the most magical times of the year! From joyous community celebrations and dazzling lights to festive concerts and seasonal shopping, Lexington’s holiday events offer something for everyone. Whether you’re visiting friends and family or simply planning for the season’s celebrations, this guide highlights some of the most memorable holiday experiences the town has to offer.

Lighting Up Lexington: Tree & Menorah Lighting

Kick off the holiday season with Lighting Up Lexington! The tree lighting and holiday celebration is set for Friday, November 28, 2025, in Depot Square with live music, hot cocoa, cookies, and the lighting of the town’s holiday tree. Events begin at 6:00 PM, and Santa arrives at 6:30 PM.

This year’s Menorah lighting will happen on Thursday, December 18 at 6:00 PM. Join as locals and visitors come together to share in the joy of the holidays and celebrate as a community with the lighting of the fifth candle. Find details on this year’s Lighting Up Lexington events here.

Taste of Lexington: Explore the local food scene

Taste of Lexington is a beloved event that celebrates local flavors and seasonal cheer. Dine downtown on Thursday, December 4, 2025, and join a festive holiday stroll filled with dining specials, local business deals, and seasonal promotions.

This event is perfect for those looking to shop local, enjoy special menus, and support Lexington’s vibrant restaurant and retail community all in one evening. Find participating shops and restaurants here.

Holiday POPS!: Lexington Symphony’s most festive performance

For many locals, the Holiday POPS! concert is a hallmark of the season. Performed by the Lexington Symphony at Cary Hall, this annual musical celebration brings together the Lexington Children’s Chorus, the New World Chorale, and even a special appearance by Santa Claus! The concert blends classic holiday melodies with orchestral magic, making it a perfect night out for families and music lovers.

This year, Holiday POPS! takes place the first weekend of December, with both evening and afternoon performances, including a family-friendly Kids POPS! show. Learn more and find ticket information here.

Holiday shopping: Find gifts for everyone on your list

Lexington’s seasonal market scene offers plenty of opportunities for holiday shopping and unique gifts.

LexArt’s Annual Holiday Marketplace is a local favorite event running from November 30 to December 24, filled with handcrafted gifts, art, and artisanal goods perfect for holiday gift lists.

Be sure to explore downtown boutiques and seasonal storefront displays throughout December to find that perfect holiday gift while supporting local businesses. Lexington’s shopping scene truly has something for everyone with a local shoe store, comic shop, home decor, and more.

From rich musical traditions and festive lights to delicious local food and one-of-a-kind gifts, Lexington’s holiday event lineup offers a variety of ways to celebrate the season. Mark your calendar to join in these events, and stay up to date with everything happening this season on Facebook and Instagram.