Seasonal Celebration

Winter Holiday Celebrations

With Christmas teas, cozy cocktails, artisan markets, and more, this winter can be fun for everyone when you spend it with the Trustees.

Looking for ways to celebrate the arrival of winter? With Christmas teas, cozy cocktails, artisan markets, and more, this winter can be fun for everyone when you spend it with the Trustees.

Christmas at Castle Hill
Castle Hill, Ipswich
Multiple dates: December

Visiting Castle Hill at Christmas is a time-honored tradition. Don’t miss this year’s fantastical An Enchanted Christmas. Each room in our 1920s mansion is decorated for the holidays drawing inspiration from favorite stories. Stop by the Castle Hill Gift Shop for unique gifts.

Timed entry will limit the number of guests for the comfort and safety of guests and staff. Advance reservations are strongly recommended. Ipswich residents: apply discount code “IPSWICH” for resident rate and show resident beach sticker or other identification at gate.

Castle Hill


Holiday Happenings
Powisset Farm, Dover
Multiple weekends in December

Haybale Tree Lighting. Pop-up holiday markets at the Farm Store. Holiday-themed cooking classes and workshops for all ages. Children’s holiday story hour at the Farm Store. Seasonal food & gifts. Powisset Farm’s December-long celebration of the season includes everything you need to have the perfect farm-inspired holidays. Some events are free, others require tickets and advance registration.

Learn More


Holiday on the Hill
Long Hill, Beverly
Multiple weekends in December

Come one, come all to Holidays on the Hill! This festive holiday celebration is jam-packed with activities to get the whole family in the holiday spirit, including: Explore the interior of the main house, which will be marvellously transformed with decorations including a fun, seasonal family photo area, an elf on the shelf display, firepits, treats, and more!

Holiday on the Hill


Eleanor Cabot Bradley Estate, Canton.
Naumkeag, Stockbridge
Stevens-Coolidge House & Gardens, North Andover
December & January

This holiday season, three of our beautiful garden properties sparkle with thousands of shimmering, artfully designed holiday lights. Bring the whole family for a magical, fun, and safe outdoor experience – with food, refreshments, and more.

Bradley Tickets


Naumkeag Tickets


SCH Tickets


Winter Fair & Wreath Raising
Weir River Farm, Hingham
December 3

Grab your friends and family and join us at Weir River Farm for a Winter Fair and Wreath Raising. Browse local artisans and vendors, visit farm animals in the barnyard, climb aboard a tractor, and make a winter craft! Help build and decorate a giant wreath, then watch the farm’s staff raise it onto the barn at the end of the afternoon. Local food trucks and beer vendors will be on hand and the Farm Store will be open for holiday shopping.

Wreath Raising


Fruitlands Holiday Artisan Market
Fruitlands Museum, Harvard
December 3 & 4

Join us for the Annual Fruitlands Museum Holiday Open House and Craft Fair on Saturday and Sunday, December 3-4. At this festive holiday market, shop for your family and friends while supporting local artisans.

Find vendors spread through the museum shop building and wayside gallery, shop high quality handmade local crafts: Jewelry, pottery, glass, wood, fiber arts, photography, mixed media, and much more!

Fruitlands Market


Holiday Cocktails by the Fire
Appleton Farms, Ipswich
December 3

Celebrate the holiday season at Appleton Farms at a special evening event complete with cocktails, caroling, and fire pits.

Your ticket provides a complimentary seasonal cocktail and a cozy place by a fire. Other beverages and food will be available for purchase separately. Fire pits will be set up in the paddock, providing a perfect spot to have your seasonal drinks and snacks while you sit by a fire and enjoy the holiday spirit.

Holiday Cocktails


Appleton Farms Winter Market
Appleton Farms, Ipswich
December 10

Join Appleton Farms for a celebration of the season at a special holiday farmers market, featuring Appleton’s Farm Store along with a selection of other local edibles & gifts from area artisans, crafters, and producers of fine foods. This free event will be in the historic Carriage Barn at Appleton Farms from 12:00 – 4:00PM. No tickets required.