Settlers Green Fall 5

Events Calendar

IMG 20180928 135258
Sunday, September 28 - Monday, October 13, 2025

Return of the Pumpkin People

Jackson Area Chamber of Commerce is hosting the 41st year of the Return of the Pumpkin People! The Settlers Green Pumpkin People are located at The Gazebo in the center of the Courtyard near Talbots and Vera Bradley.

Learn More
Busker Festival
Saturday, October 11 - Sunday, October 12, 2025

Busker Festival

Discover music around every corner! Street musicians play throughout Settlers Green on Columbus Day Weekend.

Learn More
Boobash 19
Friday, October 24

Boo Bash

Settlers Green is hosting a family-friendly evening to celebrate Halloween! This year's event is sponsored by Ryan's, where all activities will take place.

Learn More
Bring A Friend25
Friday, November 7 - Sunday, November 16, 2025

Bring A Friend

Settlers Green’s signature shopping celebration, Bring A Friend, is one of New England’s most anticipated shopping events. Join us November 7–16, 2025, for this unforgettable 25th anniversary experience.

Learn More
Photos with Santa Facebook
Saturday, November 8 - Sunday, December 14, 2025

Photos With Santa

Step into Santa's Home Studio for memorable Photos With Santa, presented by the Kiwanis Club of Mt. Washington Valley.

Learn More
Black Friday Website
Friday, November 28

Black Friday

It's Black Friday! We’re bringing the fun with a special Early Bird Customer Service Event from 8 a.m. to 11 a.m. along with holiday festivities around the shopping center while you shop the biggest sales of the holiday season.

Learn More
Festival Of Trees Web Event
Friday, November 28 - Sunday, December 7, 2025

Festival of Trees

The Festival of Trees is an annual holiday event sponsored by the Carroll County Retired and Senior Volunteer Program (CCRSVP). Come few dozens of trees and bid on your favorites, all proceeds go to CCRSVP programs.

Learn More
SG Holiday 19 web
Saturday, December 6

Holiday Festival & Tree Lighting

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.

Learn More
Noon years eve
Wednesday, December 31

Noon Year's Eve

Why stay up until midnight when you can celebrate at Noon instead! Join us in front of Carter’s (B38) for our family-friendly Noon Year’s Eve Celebration!

Learn More

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!

Granite Mother

Culture

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

Learn More
BS Soup Beer Brussels

Taste

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

Learn More