Winter Holiday Celebrations - The Trustees of Reservations

A holiday wreath hangs from a lightpole

A holiday wreath hangs from a lightpole

Seasonal Celebration

2026 Winter Holidays

Winter can be fun for everyone when you spend it with the Trustees.

Photo by Holly Daze

Winter events from across Massachusetts will be posted soon. Stay tuned!

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Sunday, September 20

World's End sunset

Sunday, September 20

Autumn Equinox Sunset Hike at World's End

World’s End | Hingham

Welcome the autumn season with a sunset hike around beautiful World's End!

Monday, October 12

Father's Day Yoga

Monday, October 12

Art of Presence: Yoga at deCordova

deCordova Sculpture Park and Museum | Lincoln

Move, reflect, and connect with a yoga practice at deCordova!

Monday, October 12

deCordova Yoga for Kids

Monday, October 12

Art of Presence: Family Yoga at deCordova

deCordova Sculpture Park and Museum | Lincoln

Celebrate presence and place with family yoga at deCordova!

Tuesday, December 8

tea cup

Tuesday, December 8

Christmas Tea at Castle Hill

Castle Hill on the Crane Estate | Ipswich

Take a respite from the holiday rush by taking tea and a tour at Castle Hill.

Wednesday, December 9

tea cup

Wednesday, December 9

Christmas Tea at Castle Hill

Castle Hill on the Crane Estate | Ipswich

Take a respite from the holiday rush by taking tea and a tour at Castle Hill.

Thursday, December 10

tea cup

Thursday, December 10

Christmas Tea at Castle Hill

Castle Hill on the Crane Estate | Ipswich

Take a respite from the holiday rush by taking tea and a tour at Castle Hill.

Tuesday, December 15

tea cup

Tuesday, December 15

Christmas Tea at Castle Hill

Castle Hill on the Crane Estate | Ipswich

Take a respite from the holiday rush by taking tea and a tour at Castle Hill.

Wednesday, December 16

tea cup

Wednesday, December 16

Christmas Tea at Castle Hill

Castle Hill on the Crane Estate | Ipswich

Take a respite from the holiday rush by taking tea and a tour at Castle Hill.

Thursday, December 17

tea cup

Thursday, December 17

Christmas Tea at Castle Hill

Castle Hill on the Crane Estate | Ipswich

Take a respite from the holiday rush by taking tea and a tour at Castle Hill.

Holiday Gift Giving Guide

Give the gift of The Trustees! Unique, local gifts for the loved ones in your life.

A skier in a red jacket overlooks a mountain in the distance

Ski Notchview

Notchview is located in Windsor, MA and renowned for its Nordic skiing and snowshoeing.

2025 Winterlights at Naumkeag in Stockbridge, MA

Winterlights

Dazzling light displays, seasonal treats, and festive music spark holiday cheer in the Berkshires and South of Boston from November 27, 2026 –January 2...

Sledding on a Trustees hill

Winter Adventures

With full moon hikes, cozy cooking classes, cross-country skiing adventures, and more, this winter can be fun for everyone.

Winter Hikes

Some of our favorite properties for a winter hike.

Winter Solstice Events

Embrace the arrival of winter with candlelight strolls, sunrise hikes, campfires, winter suppers and more.