Trails & Sails 2022

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration.

Essex National Heritage Area sites will offer over 150 free family fun events from September 17-26, 2021 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in cultural experiences of all kinds. Find what makes Essex County like nowhere else during Trails & Sails! It’s all FREE and it’s all located within the 34 cities and towns of Essex County.

Enjoy a variety of guided walks, sails, historical tours and other adventures for all ages, skill levels and interests, that will connect you to the spectacular places, history and heritage that define the Essex National Heritage Area—the 34 cities and towns of Boston’s legendary North Shore. It’s all free and it’s all located within the 34 cities and towns of Essex County including the communities of Beverly, Salem, Gloucester, Newburyport, Lawrence, Saugus and more.

Most events will accommodate between 12 and 50 participants on a first-come, first-served basis, with the exception of a few reservation-required events. Here is the lineup of all 2021 events

Watch our site for our favorite upcoming Trails & Sails 2021 events!

When: 
Daily, September 16-25, 2022
Prices: 
Free
Phone: 
978.740.0444
Sports Camps, Speciality Camps, Day Camps in Danvers MA

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle in Gloucester Massachusetts
Enjoy the spirit of the holidays with Christmas Trees in nearly every room, numerous wreaths and candlelight throughout. Immerse yourself in a lost era of quiet luxury and holiday grandeur unlike any other on the North Shore.
10:00 am to 4:00 pm

Wednesday, November 30

We Walk the Woods!

Walk the trails in a group at Harold Parker State Forest Every Wednesday at 10am
Walk the trails with a group at Harold Parker State Forest every Wednesday at 10:00 a.m. – Meeting location varies weekly. Email trek.reef@mass.gov for location.
10:00 am to 12:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle in Gloucester Massachusetts
Enjoy the spirit of the holidays with Christmas Trees in nearly every room, numerous wreaths and candlelight throughout. Immerse yourself in a lost era of quiet luxury and holiday grandeur unlike any other on the North Shore.
10:00 am to 4:00 pm

Arts & Crafts for Little Ones with Colleen Apostolos

Art Classes for children with Colleen Apostolos
Certified Montessori teacher, artist and local mother, Colleen Apostolos-Marsh will guide your young artist in an exploration of color, shape, and texture. Using a variety of media, your child will be free to express their in a beautiful space while socializing and engaging in cooperative play....
10:30 am to 11:30 am

Stargazing at Mendel Observatory

Mendel Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night
The Observatory, with the support of volunteers from the North Shore Amateur Astronomy Club, hosts public stargazing every Wednesday night (weather permitting) starting at dusk or 7:30 pm, whichever is later.  When special astronomical events of interest occur (total lunar eclipses, etc.) the Obs
7:00 pm

Thursday, December 1

Marblehead Christmas Walk

The Marblehead Christmas Walk is several days of local Holiday events in Marblehead Massachusetts
The Marblehead Chamber of Commerce invites you to Marblehead to enjoy several days of holiday festivities, family events and activities!  Come for one or all days with highlights that include Santa's arrival by lobster boat,Festive shopping, Tree Lightings, a holiday parade, Artisan Markets,...
9:00 am to 9:00 pm

Sing & Dance with the Music Man

Sing & Dance with the Music Man Brian Doser in Hamilton visit Massachusetts
Come join the fun at Community House Of Hamilton & Wenham Monday, and Thursday mornings at 10 a.m. for 30 - 45 minutes of great music with Brian Doser! Sing and dance with the Music Man during a family concert, featuring familiar and original tunes, performed by local dad and musician, Brian...
10:00 am to 10:45 am

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle in Gloucester Massachusetts
Enjoy the spirit of the holidays with Christmas Trees in nearly every room, numerous wreaths and candlelight throughout. Immerse yourself in a lost era of quiet luxury and holiday grandeur unlike any other on the North Shore.
10:00 am to 4:00 pm

Arts & Crafts for Little Ones with Colleen Apostolos

Art Classes for children with Colleen Apostolos
Certified Montessori teacher, artist and local mother, Colleen Apostolos-Marsh will guide your young artist in an exploration of color, shape, and texture. Using a variety of media, your child will be free to express their in a beautiful space while socializing and engaging in cooperative play....
10:30 am to 11:30 am

Festival of Trees By the Sea in Salisbury

 Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more,
The Annual Sea Festival of Trees is open Weekends (Friday-Sunday) Saturday, Nov. 19- Sunday, Dec. 4 and Thursday, December 1.. Experience the joy and excitement of the Seacoast’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more! Enter to win a...
11:00 am to 8:00 pm

Festival of Trees By the Sea (Sundays) in Salisbury

 Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more,
The Annual Sea Festival of Trees is open Weekends (Friday-Sunday) Saturday, Nov. 19- Sunday, Dec. 4 and Thursday, December 1.. Experience the joy and excitement of the Seacoast’s most popular holiday tradition with glittering trees, indoor ice skating, Santa visits and more! Enter to win a...
11:00 am to 5:00 pm