Holiday Festival & Tree Lighting

Holiday Festival & Tree Lighting

Saturday, December 2

10:00am - 4:00pm

A day of merriment! A variety of holiday happenings throughout the day at various locations around Settlers Green. The event culminates at 4 p.m. when we light the Christmas Tree at The Gazebo.

Christmas Tree Lighting & $500 Shopping Spree Raffle
Entries Open 12-3:30 p.m.; Tree Lighting at 4 p.m. at The Gazebo

We light the tree at 4 p.m. at The Gazebo near JCrew Factory Store and Talbots. Prior to that, enter to win a $500 spree, 12-3:30pm at The Gazebo. The winner will be announced before the tree is lit! Must be present to win. 

Cranmore Mini Tubing Park
Open 11 a.m. to 2 p.m. on The Green

It's back! After a few years of a hiatus, Cranmore Mountain Resort returns to present its Mini Tubing Park on The Green from 11am-2pm. Complimentary tubing with signature of a waiver with the Cranmore Staff. Plus, special bounce-back coupons and a visit from C-More the Penguin!

Photos With Santa
Open 10 a.m. to 4 p.m. at Suite B18

Sponsored by the Kiwanis Club of the Mt. Washington Valley. Learn More

Festival of Trees
Open 10 a.m. to 7 p.m. at Suite D32
Sponsored by the Carroll County RSVP. Learn More

Peppermint Guessing Game
Entries Open 12-3:30 p.m. at The Gazebo
Guess the number of peppermints in the mason jar and be entered to win a $100 Settlers Green Gift Card. Come see our table near The Gazebo from 12-3:30 p.m.

Jackson's Jingle Bell Jackpot
Available to purchase 12-3:30 p.m.
 at The Gazebo
In collaboration with the Jackson Area Chamber of Commerce, we will be selling Jingle Bells for $5, while supplies last. Each bell has a unique number inside of it that you register here to be entered to win $1000 cash! Come see our table near The Gazebo from 12-3:30 p.m.

Live Caroling

Look for strolling carolers!

12-1 p.m. Kennett High School Choir
3-4 p.m. DaCapo

Holiday Light Show & Light Tunnel
Starts nightly at 4:30 p.m. through New Year's at The Gazebo
The Holiday Light Show starts at 4;30 p.m. at the Gazebo! This 20-minute show includes all of your favorite holiday songs with the lights at the Gazebo "dancing" to the music. Also check out our latest holiday addition, the Holiday Light Tunnel, which begins near Timberland and journeys onto The Green. Share a moment using #seenatsettlers on Instagram.

So much more to explore...

Immerse yourselves with arts, culture, delicious local flavor and a beautiful mountain setting. Settlers Green is an adventure the entire family will love!


Savor delicious food and drinks from one-of-a-kind local menus.

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From public gardens and art, to a community labyrinth, there’s so much to discover.

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