Holiday Tree Walk in LIGHT UP LENOX! 15 White, 6 foot trees will be on display on Main Street, decorated by local businesses and artists, for the winter season.

Friday, December 3rd: Lilac Park Annual Tree Lighting at 6:00 pm. Santa will arrive by firetruck and light the tree! Gather at 5:30 pm for the Lenox Community Center Choir, performing at 5:45 pm. Pictures with Santa at the Gazebo following the tree lighting! Children can bring a letter for Santa. Hot chocolate & cookies.

Saturday, December 4th: Jolly Poker Run 5K to Benefit Berkshire Bounty. Runners will convene at the Lenox Community Center. Walkers are welcome too, and can register in person on the day. Runners: REGISTER or DONATE.

Saturday, December 4th: Holiday Pajama Night (Virtual) with the Lenox Library! 6:00-7:00 pm. Stop by the Library on 12/3 or 12/4, between 10:00-5:00 p.m. to pick up a goodie bag to enjoy during the event. Learn More.

Sunday, December 5th: Christmas at Trinity-Choral & Instrumental Music & Readings for the Season with Cantilena Chamber Choir and Guest Speakers. 3:00 pm, 88 Walker Street, Lenox. Tickets.

Lenox Winterland is comprised of holiday events presented in partnership by the Town of Lenox, The Lenox Chamber of Commerce and the Lenox Community Center.