All Ages

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm in Ipswich Massachusetts is a fun and unique charity event!

Come to Marini Farm for the Tree Jubilee fundraiser to benefit The Ipswich Humane Group.  Tour the gallery of uniquely decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! OVER 100 spectacularly decorated trees and wreaths will be raffled off (decorations and all!) at the end of the Jubilee. You never know what our donors will decorate their trees with! Proceeds benefit the Ipswich Humane Group to support the animals at the Ipswich Animal Shelter.

When: 
Fridays, November 28 & December 6, 2025 10am-8pm
Saturdays, November 29 & December 6, 2025 10am-8pm
Sunday, December 30, 2025 10am-7pm
Sunday, December 7, 2025 10am-3pm
Location: 

Turkey Trot at Breakheart Reservation

Come to Breakheart Reservation for a pre-Thanksgiving Turkey Trot in Saugus Massachusetts!

Breakheart Reservation invites you to a Thanksgiving run/walk! Join us for the annual Breakheart Turkey Trot, a fun-filled event for runners and walkers of all ages! Lace up your sneakers and get ready to hit the scenic trails of Breakheart Reservation in Saugus, Massachusetts. Whether you're a seasoned runner or just looking for a leisurely stroll, this event has something for everyone.

When: 
Sunday, November 23, 2025 9:30am-Noon

Marini Farm Corn Maze

The 2025 Marini Farm Corn Maze in Ipswich Massachusetts is themed for The Wizard of Oz

Come to Marini Farm for a fun journey through our corn maze! The Maze Park, corn maze, farm stand, bakery and other attractions provide a great destination for kids birthday parties, school trips, corporate team building, scout outings, and family activities. Marini Farm is located in beautiful Ipswich, Massachusetts - a pleasant drive from Boston.

When: 
Weekends, September 6-October 26, 2025 Times Vary
Fridays in October, 2025 4-10pm
Columbus Day, October 10, 2025 10am-6pm
Location: 

Middle Street Walk Gingerbread Contest 2025

Middle Street Walk Gingerbread Contest entries can take any shape.

Everybody is invited to enter the Gingerbread Contest for the Middle Street Walk in Gloucester this year! Groups and individuals are encouraged to get creative and come up with entries that can take any shape.  All entries will be judged prior to the start of the Middle Street at 10am. 

When: 
Saturday, December 13, 2025 10am - 3pm

Fall Foliage Cider & Donut Cruises

Take a guided tour of the Essex Massachusetts Marshes with Essex River Cruises this Autumn

Essex River Cruises hosts a narrated sightseeing tour that winds down the beautiful Essex River aboard Essex River Queen, a pontoon boat. We’ll cruise up close to Hog/Choate Island to get a view of the area's magnificent dark spruce forest. See the leaves change into brilliant hues of yellow and orange. Enjoy complimentary hot cider and donuts from Russell Orchard of Ipswich. Don’t miss this magnificent opportunity to view some of New England’s most spectacular fall foliage.

When: 
Saturdays & Sundays through October 2025 1-3 pm
Monday, October 13, 2025 1-3pm

Middle Street Walk in Gloucester

The lighting of the Lobster Trap Tree is part of Middle Street Walk's finale in Gloucester Massachusetts.

The Annual Middle Street Walk is a great way to experience Gloucester's Historic District and waterfront while having Holiday fun with the family. An updated schedule of this years walk will is available for download at this link.

When: 
Saturday, December 13, 2025 9am - 5pm

Trick or Treating Hayrides at Marini Farm

Trick or Treating by hayride at Marini Farm in Ipswich Massachusetts is Safe and Fun!

Come to Marini Farm for our most popular event of the year. Take a Hayride around our 7 acre corn maze. Your hayride driver will make some special stops along the way. Favorite costumed characters await the wagon to hand out Tricks and Treats. Hayrides run continuously from 10am to 4pm. Riders are welcome to wear costumes. Also includes admission to the Maze Park/Corn Maze area.

When: 
Saturday, October 18, 2025 10am-4pm
Sunday, October 19, 2025 10am-4pm
Location: 

Essex Turkey Trot 5K Race & Fun Walk

The Essex Massachusetts Lions host their annual 5k Turkey Trot!

The Essex Lion's Club hosts the annual turkey trot in beautiful Essex Massachusetts! This year the race is a 5K and a 5k fun walk.  Race starts at 11:00am for runners and 10am for walkers.  Registration is at Woodman’s Restaurant (upstairs), 121 Main Street, Essex, from 9:30 am to 10:30 am, or pre-register online.  

When: 
Sunday, November 23, 2025 10am
Location: 

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Summerquest Camp for kids aed 5-14 at the Crane Estate in Ipswich Massachusetts

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Middleton Turkey Trot

Thanksgiving Day Turkey Trot 5k Race in Middleton Massachusetts
Bringing the Middleton community together on Thanksgiving Morning since 2018! Our 7th Annual Middleton Turkey Trot was a big success!
8:00 am

Wild Turkey 5 Mile Road Race

Run like a turkey through downtown Salem MA on Thanksgiving Day! Proceeds benefit the Boys & Girls Club of Greater Salem.
Join the fun for the annual Wild Turkey 5 Mile Run in downtown Salem Massachusetts Thanksgiving morning and raise funds for the Boys & Girls Club of Greater Salem! This is the largest race on the North Shore, now in its 22nd year, with 2,000 anticipated participants.
8:00 am

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Run for the Pies in Ipswich

Burn some calories before the Thanksgiving Feast at Ipswich's Run for the Pies!
Start your turkey day by burning off some calories with a run or walk along the Ipswich River! Every 10th adult finisher receives a large Russell Orchards pie; every child Fun Run finisher receives a 4" Table Talk pie. and you'll have a chance to win a ready-to-bake pie! Racers, runners, walkers or...
8:00 am

Turkey Trot at Maudslay State Park

Turkey Trot at Maudslay State Park in Newburyport Massachusetts on Thanksgiving Day
Begin Thanksgiving Day running in one of Massachusett's most picturesque state parks by running the 35th Annual Newburyport Maudslay 3.1 mile X-Country Run/Walk.  Run with family, friends, and neighbors!  Organized by Turkeys for the 35th straight year.  Parking is FREE to runners on race day.
8:20 am

Will Run for Pie - Turkey Trot 5K Run/Walk

Winner's Circle Running Club Annual Thanksgiving 5k in Salisbury Massachusetts
Will Run for Pie 5K – Thanksgiving Morning Tradition. Kick off your holiday with speed, smiles, and slices! The Will Run for Pie 5K Turkey Trot is a flat, fast, and festive race along the beautiful Ghost Trail in Salisbury, MA. Whether you’re chasing a PR or just here for the pie, this is the...
8:30 am to 10:00 am

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

Saturday, November 29

Take a Trolley Ride with Scrooge!

Salem Trolley Christmas Carol, Fun Holiday Events north of Boston, Trolley Ride with Scrooge
Join Scrooge on the Salem Trolley as you ride through Salem Massachusetts in this rolling production performed by the Griffen Theater . Now entering into it's 39th Season, this humorous & whimsical interactive performance reanimates Dickens’ timeless seasonal holiday classic. Experience...
2:00 pm to 9:30 pm

Cape Ann Symphony Holiday Pops

Cape Ann Symphony Holiday Pops Concert in Ipswich and Manchester Massachsusetts
Celebrate the Holidays on Thanksgiving weekend with the Cape Ann Symphony conducted by Yoichi Udagawa. The annual Holiday Pops is a musical celebration of the season.
2:00 pm

Sunday, November 30

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

Tree Jubilee at Marini Farm

The Tree Jubilee hosted by Marini Farm in Ipswich Massachusetts is a fun and unique charity event!
Come to Marini Farm for the Tree Jubilee fundraiser to benefit The Ipswich Humane Group.  Tour the gallery of uniquely decorated trees and wreaths donated by local organizations, families, and businesses then choose the ones you want a chance to win! OVER 100 spectacularly decorated trees and...
10:00 am

Deck The Halls: Hammond Castle

A holiday themed tour of Hammond Castle Museum in Gloucester Massachusetts
Travel back in time to a castle filled with lush, opulent textures inspired by the great medieval and Renaissance castles of Europe. Wander through rooms adorned with White Birch and Christmas trees, sparkling fairy lights, hydrangea-lace garlands, and elegant bows, each space transformed with its...
10:00 am to 8:00 pm

SeaFestival of Trees | Sundays

Browse our maze of festively decorated trees and enjoy a little holiday sparkleat the SeaFestival of Trees in Salisbury Massachusetts
The Seacoast’s most magical holiday tradition is back! The 13th Annual SeaFestival of Trees opens Saturday, November 22 at the Blue Ocean Event Center in Salisbury, transforming the oceanfront venue into a sparkling winter wonderland of more than 145 themed trees, a giant sand sculpture, Santa’s...
11:00 am to 5:00 pm

SeaFestival of Trees | Elf Day

Experience the joy and excitement of Salisbury’s most popular holiday tradition with glittering trees, Elves, Santa, Candy Canes and more!
Don’t be a cotton headed ninny muggins! Spread some Christmas cheer with Buddy the Elf, have a snowball fight, make paper snowflakes, test toys at Santa’s Workshop and more! FREE with admission.
12:00 pm to 2:00 pm
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