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Events Calendar

Saturday, September 30 - Sunday, October 15, 2023

Return of the Pumpkin People

Jackson Area Chamber of Commerce is hosting the 38th 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.

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Saturday, September 30

Fall Festival

Experience the best of fall in the White Mountains with family-friendly fun at our annual Fall Festival.

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Saturday, October 7 - Sunday, October 8, 2023

7th Annual Busker Festival

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

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Saturday, October 7 - Sunday, October 8, 2023

Tuckerman Pop Up Beer Garden

The outdoor pop up beer garden is open 12-4 p.m. and will include seating areas and music.

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Friday, October 27

Boo Bash

Settlers Green is hosting a family-friendly evening outdoors to celebrate Halloween with a red carpet light tunnel, candy and craft stations and cool entertainment. It's sure to be a spooktacular evening!

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Friday, November 3 - Sunday, November 12, 2023

Bring A Friend

Bring A Friend is the perfect girls getaway! Shopping deals, great dining experiences, giveaways and entertainment make this the biggest event of the year.

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Friday, November 24

Black Friday

Discover the best deals of the season!

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Saturday, December 2

Holiday Festival & Tree Lighting

Holiday Festival is a wonderful event coupled with holiday shopping. Get entered to win a $500 shopping spree while taking in a day of merriment at Settlers Green!

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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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