Fall Family Fun

A variety of ways to get the whole crew outside during one of the best seasons in Massachusetts.

Fall is made for getting outside, and Trustees special places are the perfect spot to do it! With colorful landscapes as your backdrop, enjoy easy hikes, seasonal events, and hands-on outdoor learning fit for the whole family. No matter who’s in your crew, there’s an autumn adventure waiting.

2025 Incredible Naumkeag Pumpkin Show in Stockbridge

Halloween Events

Pumpkins, treats, and tricks take over our special places this Fall.

Events on Our Farms

Looking for some fun on a farm? Come explore the fields, meet the animals, and dis...

A woman lifting a baby in a field with trees in the background

Family Friendly Spots

Looking for a place young kids will love or only have time for a quick outing? The...

Full Moon Walks & Hikes

From Full Moon Hikes to Moonlit Meditations, you will find a nighttime experience ...

Favorite Fall Foliage Hikes

Our Stewardship Team shares their favorite Trustees places to hike and view New En...

Four children standing together in the woods looking at leaves

Hiking With Kids

Get your kids excited about hiking! We've rounded up tips to get them outside, our...

Stroller-Friendly Hikes

Strollers are good options for families with children not quite ready to explore t...

A smiling boy sitting on the ground beneath a tree wearing a blue shirt and hiking shoes

7 Places to Hike with Kids

Some of our favorite properties for hiking with little ones.

Outdoor Learning for Kids

Drop-off and parent-child programs for elementary age students at several properti...

Naumkeag Pumpkin Show

Naumkeag transforms into a celebration of autumn from October 1–31 with thousand...

Halloween on the Hill

From October 1–30, the gardens at Long Hill come alive with Halloween magic!

Concerts

Folk, jazz, Afropop, blues, and more. Whatever your tune, you’ll find your per...

More Family-Friendly Events

Sunday, September 13

Sunday, September 13

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Sunday, September 13

Sunday, September 13

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Crane Wildlife Refuge on the Crane Estate | Essex

Kayak and hike your way to the perfect day!

Sunday, September 13

Sunday, September 13

CraneOutdoors: Kayak Adventure on the Castle Neck River

Crane Wildlife Refuge on the Crane Estate | Essex

Experience the natural beauty of The Great Marsh by kayaking the Castle Neck River on the Crane Estate!

Sunday, September 13

Sunday, September 13

CraneOutdoors: Sunset Hike to Cedar Point

Castle Hill on the Crane Estate | Ipswich

Join us as we explore this hidden gem of the Crane Estate at sunset!

Sunday, September 13

Sunday, September 13

Open Books: Linocut Bookplate Workshop

The Old Manse | Concord

Create your own personalized bookplate inspired by the natural world!

Sunday, September 13

Sunday, September 13

Growing Together: Seed Saving and Collecting Workshop

Stevens-Coolidge House & Gardens | North Andover

Discover the timeless practice of seed saving and learn how gardeners have preserved plant diversity for generations.

Thursday, September 17

Thursday, September 17

Brush And Bloom at Windermere Community Garden

Windermere Community Garden | Dorchester, Boston

Paint with expert guidance in the tranquility of the garden!

Friday, September 18

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Saturday, September 19

Saturday, September 19

Fruitlands Fairy Forest

Fruitlands Museum | Harvard

Calling all woodland fairies and gnomes! The Fruitlands Fairy Forest is back!

Saturday, September 19

Saturday, September 19

Enchanted Forest at Weir River Farm

Weir River Farm | Hingham

Join us for a magical afternoon in our fairy-filled enchanted forest!

Saturday, September 19

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Saturday, September 19

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Crane Wildlife Refuge on the Crane Estate | Essex

Kayak and hike your way to the perfect day!

Saturday, September 19

CraneOutdoors: Kayak Adventure on the Castle Neck River

Crane Wildlife Refuge on the Crane Estate | Essex

Experience the natural beauty of The Great Marsh by kayaking the Castle Neck River on the Crane Estate!

Sunday, September 20

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Sunday, September 20

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Crane Wildlife Refuge on the Crane Estate | Essex

Kayak and hike your way to the perfect day!

Sunday, September 20

CraneOutdoors: Kayak Adventure on the Castle Neck River

Crane Wildlife Refuge on the Crane Estate | Essex

Experience the natural beauty of The Great Marsh by kayaking the Castle Neck River on the Crane Estate!

Sunday, September 20

Sunday, September 20

CraneOutdoors: The Castle Hill Hike

Castle Hill on the Crane Estate | Ipswich

Love the Crane Estate?...Have we got a hike for you!

Sunday, September 20

Sunday, September 20

Found Object Mosaic Drop-In Craft

Fruitlands Museum | Harvard

Create your own mosaic artwork inspired by our Eye of the Beholder exhibit!

Tuesday, September 22

Tuesday, September 22

Kiddos in the Kitchen

Powisset Farm | Dover

Mix up farm fresh recipes at Kiddos in the Kitchen! Expand your child's cooking skills with a hands-on learning experience after school.

Tuesday, September 22

Tuesday, September 22

Sunset Photography Walk at World’s End with Brian Sager

World’s End | Hingham

Bring a camera or smartphone and learn photography basics while exploring World’s End in golden hour light.

Friday, September 25

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Saturday, September 26

Fruitlands Fairy Forest

Fruitlands Museum | Harvard

Calling all woodland fairies and gnomes! The Fruitlands Fairy Forest is back!

Saturday, September 26

Saturday, September 26

CraneExplorer: Family Full Moon Hike in the Dunes

Crane Beach on the Crane Estate | Ipswich

See the dunes of the Crane Wildlife Refuge cast in a whole new light and listen for nighttime sounds as you hike under the full moon.

Saturday, September 26

Saturday, September 26

Choate Island Day

Crane Wildlife Refuge on the Crane Estate | Essex

Celebrate all that Choate Island has to offer with family-fun activities, hikes, and historical house tours.

Saturday, September 26

CraneOutdoors: Dunes by the Light of the Full Moon

Crane Beach on the Crane Estate | Ipswich

Enjoy a sunset on Crane Beach and see the dunes on Castle Neck cast in a whole new light as you hike under the full moon.

Saturday, September 26

Saturday, September 26

Sip and Stitch: Crocheted Coral Creations

deCordova Sculpture Park and Museum | Lincoln

Recreate nature's intricate patterns using beginner-friendly crochet techniques!

Saturday, September 26

Saturday, September 26

Fall Festival at Weir River Farm

Weir River Farm | Hingham

Celebrate fall with some good old-fashioned fun at one of the last working farms in Hingham!

Saturday, September 26

Sensory-Friendly Fall Festival Hour at Weir River Farm

Weir River Farm | Hingham

Join us for a sensory-friendly festival experience with activities, crafts, great food, local beer, farm animals, and more!

Sunday, September 27

CraneExplorer: Family Full Moon Hike in the Dunes

Crane Beach on the Crane Estate | Ipswich

See the dunes of the Crane Wildlife Refuge cast in a whole new light and listen for nighttime sounds as you hike under the full moon.

Sunday, September 27

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Sunday, September 27

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Crane Wildlife Refuge on the Crane Estate | Essex

Kayak and hike your way to the perfect day!

Sunday, September 27

CraneOutdoors: Kayak Adventure on the Castle Neck River

Crane Wildlife Refuge on the Crane Estate | Essex

Experience the natural beauty of The Great Marsh by kayaking the Castle Neck River on the Crane Estate!

Sunday, September 27

CraneOutdoors: Dunes by the Light of the Full Moon

Crane Beach on the Crane Estate | Ipswich

Enjoy a sunset on Crane Beach and see the dunes on Castle Neck cast in a whole new light as you hike under the full moon.

Friday, October 2

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Saturday, October 3

Fruitlands Fairy Forest

Fruitlands Museum | Harvard

Calling all woodland fairies and gnomes! The Fruitlands Fairy Forest is back!

Saturday, October 3

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Saturday, October 3

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Crane Wildlife Refuge on the Crane Estate | Essex

Kayak and hike your way to the perfect day!

Saturday, October 3

CraneOutdoors: The Castle Hill Hike

Castle Hill on the Crane Estate | Ipswich

Love the Crane Estate?...Have we got a hike for you!

Sunday, October 4

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Sunday, October 4

CraneOutdoors: Kayak Adventure on the Castle Neck River

Crane Wildlife Refuge on the Crane Estate | Essex

Experience the natural beauty of The Great Marsh by kayaking the Castle Neck River on the Crane Estate!

Sunday, October 4

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Crane Wildlife Refuge on the Crane Estate | Essex

Kayak and hike your way to the perfect day!

Sunday, October 4

CraneOutdoors: The Castle Hill Hike

Castle Hill on the Crane Estate | Ipswich

Love the Crane Estate?...Have we got a hike for you!

Friday, October 9

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Saturday, October 10

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Saturday, October 10

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Crane Wildlife Refuge on the Crane Estate | Essex

Kayak and hike your way to the perfect day!

Sunday, October 11

CraneOutdoors: Sunset Kayak in the Crane Wildlife Refuge

Crane Wildlife Refuge on the Crane Estate | Essex

End your day with a sunset kayak trip in the heart of the Crane Wildlife Refuge!

Sunday, October 11

CraneOutdoors: Choate Island Kayak and Hiking Adventure

Crane Wildlife Refuge on the Crane Estate | Essex

Kayak and hike your way to the perfect day!

Sunday, October 11

CraneOutdoors: The Castle Hill Hike

Castle Hill on the Crane Estate | Ipswich

Love the Crane Estate?...Have we got a hike for you!

Monday, October 12

Monday, October 12

Fall Foliage Hike with Adventure East

Chesterfield Gorge | Chesterfield

Join Adventure East for a relaxed, two hour guided hike through some of Western Massachusetts’ most beautiful fall landscapes.

Tuesday, October 13

Tuesday, October 13

Tots in the Kitchen

Powisset Farm | Dover

It's never too early to start cooking! Powisset Farm would love to welcome you and your tot to our kitchen.

Wednesday, October 14

Wednesday, October 14

MakeMobile: After School at deCordova

deCordova Sculpture Park and Museum | Lincoln

Create, explore, and make art after school!

Saturday, October 17

Fall Foliage Hike with Adventure East

Mount Warner | North Hadley

Join Adventure East for a relaxed, two hour guided hike through some of Western Massachusetts’ most beautiful fall landscapes.

Saturday, October 17

CraneOutdoors: The Castle Hill Hike

Castle Hill on the Crane Estate | Ipswich

Love the Crane Estate?...Have we got a hike for you!

Saturday, October 17

Saturday, October 17

Plant Based Dyeing Workshop

Leland St Cooperative Garden | Jamaica Plain

Learn how to use your harvest from the garden to make natural plant dyes!

Sunday, October 18

CraneOutdoors: The Castle Hill Hike

Castle Hill on the Crane Estate | Ipswich

Love the Crane Estate?...Have we got a hike for you!

Tuesday, October 20

Kiddos in the Kitchen

Powisset Farm | Dover

Mix up farm fresh recipes! It’s time for your kiddos to fall in love with cooking while learning autumn inspired recipes!

Wednesday, October 21

MakeMobile: After School at deCordova

deCordova Sculpture Park and Museum | Lincoln

Create, explore, and make art after school!

Saturday, October 24

Saturday, October 24

Creatures of the Night Hike in Whitney and Thayer Woods

Whitney and Thayer Woods | Hingham and Cohasset

Search for nocturnal wildlife with us in Whitney and Thayer Woods!

Saturday, October 24

CraneOutdoors: Sunset Hike to Cedar Point

Castle Hill on the Crane Estate | Ipswich

Join us as we explore this hidden gem of the Crane Estate at sunset!

Saturday, October 24

Saturday, October 24

Sip and Sculpt: Ceramic Planter with a Friendly Face

deCordova Sculpture Park and Museum | Lincoln

Create your own planter in the shape of a human face using beginner friendly techniques!

Sunday, October 25

CraneExplorer: Family Full Moon Hike in the Dunes

Crane Beach on the Crane Estate | Ipswich

See the dunes of the Crane Wildlife Refuge cast in a whole new light and listen for nighttime sounds as you hike under the full moon.

Sunday, October 25

CraneOutdoors: The Castle Hill Hike

Castle Hill on the Crane Estate | Ipswich

Love the Crane Estate?...Have we got a hike for you!

Sunday, October 25

CraneOutdoors: Dunes by the Light of the Full Moon

Crane Beach on the Crane Estate | Ipswich

Enjoy a sunset on Crane Beach and see the dunes on Castle Neck cast in a whole new light as you hike under the full moon.

Sunday, October 25

Sunday, October 25

Halloween in the Morning Mist

deCordova Sculpture Park and Museum | Lincoln

Have a spook-tacular morning with us at deCordova!

Monday, October 26

CraneExplorer: Family Full Moon Hike in the Dunes

Crane Beach on the Crane Estate | Ipswich

See the dunes of the Crane Wildlife Refuge cast in a whole new light and listen for nighttime sounds as you hike under the full moon.

Monday, October 26

CraneOutdoors: Dunes by the Light of the Full Moon

Crane Beach on the Crane Estate | Ipswich

Enjoy a sunset on Crane Beach and see the dunes on Castle Neck cast in a whole new light as you hike under the full moon.

Tuesday, October 27

Tuesday, October 27

Teen Test Kitchen

Powisset Farm | Dover

Does your teen love to cook? Teen Test Kitchen is the perfect place for all teens to elevate their culinary skills!

Saturday, November 14

Saturday, November 14

Sheep Stroll at Weir River Farm

Weir River Farm | Hingham

Walk alongside our friendly flock as we explore the farm’s beautiful trails, taking in the sights and sounds of the outdoors.

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