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2025 Marblehead Gingerbread Festival

The Marblehead Gingerbread Festival is part of the Marblehead Chamber of Commerce's Christmas Walk, and the proceeds will go to benefit the Marblehead Family Fund and the Marblehead Historical Society.

Come see over 100 locally and professionally made gingerbread creations on display at the historic Jeremiah Lee Mansion in Marblehead, MA during this year's Marblehead Christmas Walk. Community members, businesses, and families are building and donating dozens of gingerbread houses, boats and local buildings that will be on display and available for raffle throughout the weekend. Days and times vary so check the times!

When: 
Saturday, December 6, 2025 10am-4 pm
Sunday, December 7, 2025 11:00-3:00 PM
Entry Drop Off: Friday, December 5, 2025 8:30am-3:30pm

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, Gingerbread Festival, Entertainment & much more! There are all kinds of family events and activities sponsored by local merchants and organizations.

When: 
Thursday, December 4, 2025 - Sunday, December 7, 2025

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

Topsfield Fair

Topsfield Fair is one of the longest running annual fairs in the United States

The Topsfield Fair is a perennial favorite for us.  We're not the biggest fans of the midway, although it is always worth a walkthrough and a ride or two.  We love fruits and vegetables, and are always on the lookout for the winning 'biggest pumpkin'.  Another favorite is checking out the pigs and other farm animals, as well as the interesting variety of guinea pigs and rabbits.

When: 
Friday, October 4, 2024 4-10pm
Daily, September 5-14, 2024 10am-10pm

Newburyport's Fall Festival

The Newburyport Fall Festival is a tradition filled with family fun on the waterfront in Massachusetts

Come to downtown Newburyport's Annual Fall Festival hosted by the Newburyport Chamber of Commerce! Enjoy great food, live music, and family fun while celebrating autumn's arrival on the waterfront in downtown Newburyport Massachusetts. Explore downtown shops as well as craft vendor booths from artisans all over New England!

When: 
Saturday & Sunday, October 11 & 12, 2025 10am-4pm

High School Battle of the Bands

Newburyport High School Battle of the Bands is part of the NBPT Yankee Homecoming Massachusetts.

Newburyport Yankee Homecoming invites you to the Annual High School Battle of the Bands. Local High School aged bands will compete to see who rises to the top and with top winners getting cash prizes, performing live at other Yankee Homecoming Events and paid gigs for the band.  Watch local student bands battle it out on the stage, and help your favorite band by voting for them!

When: 
Saturday, July 26, 2025 6pm

Annual National Sand Sculpting Festival

Revere Beach International Sand Sculpting is a free event open to the public and draws crowds from all around the world to Massachusetts.

The Revere Beach International Sand Sculpting Festival is a renowned annual event that transforms the shores of Revere Beach into an awe-inspiring boardwalk and open-air festival. This festival gathers world-class sand sculptors who showcase their incredible talents to hundreds of thousands of visitors each year.

When: 
Friday, July 25, 2025 10am-10pm
Saturday, July 26, 2025 10am-10pm
Sunday, July 27, 2025 10am-8pm
Location: 

Marblehead Festival of the Arts

There's plenty to see and do for kids and families at the Marblehead Festival of the Arts in Massachusetts!

Marblehead, Massachusetts has a long-standing tradition of hosting an annual summer arts festival during the week of July 4th. This highly esteemed festival showcases a diverse range of artistic expressions that include: painting, drawing, sculpture, mixed media, printmaking, photography, crafts, plein aire painting, senior art, student art, and youth art. Alongside the art exhibits, there are numerous family-oriented festivities, events, and activities that aim to captivate and entertain both children and adults alike.

When: 
Daily, July 2-6, 2025

Saint Peter's Fiesta | Friday

The St. Peter's Fiesta in Gloucester, MA tradtionally hosts the Women's Seine Boat Races on Friday of the Festival

The Saint Peter's Fiesta is an annual festival in Gloucester, Massachusetts celebrating the city's fishing heritage, close-knit families, community, and religious traditions.  The five-day celebration includes a carnival, live entertainment, and unique traditional events like the infamous 'Greasy Pole' contest and classic seine boat races. The festival is proudly sponsored by the Italian-American fishing community of Gloucester, and has all kinds of family-oriented activities and events, making it a great early Summer destination weekend event.

When: 
Friday, June 28, 2024 2-11:30pm

Saint Peter's Fiesta | Saturday

A highlight event at St. Peter's Fiesta in Gloucester, MA is the infamous Greasy Pole contest near Pavilion Beach

The Saint Peter's Fiesta is an annual festival in Gloucester, Massachusetts celebrating the city's fishing heritage, close-knit families, community, and religious traditions.  The five-day celebration includes a carnival, live entertainment, and unique traditional events like the infamous 'Greasy Pole' contest and classic seine boat races. The festival is proudly sponsored by the Italian-American fishing community of Gloucester, and has all kinds of family-oriented activities and events, making it a great early Summer destination weekend event.

When: 
Saturday, June 28, 2025 10am-Midnight

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Appleton Farms in Ipswich Massachusetts offers farm-based Summer Programs for kids ages 5-15

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

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

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

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

Friday, November 28

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 in Salisbury

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 8:00 pm

SeaFestival of Trees in Salisbury | Saturdays

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 8:00 pm

Salem Holiday Tree Lighting

Come to the Holiday Tree Lighting in Salem to kick off the holiday season!
Join Salem Main Streets and the City of Salem as we combine two of our most beloved annual traditions – Greet Santa at the Hawthorne Hotel and the lighting of Salem’s Holiday Tree – into one evening. Santa Claus will arrive at the top of the Hawthorne Hotel (18 Washington Square W) promptly at 6:00...
5:45 pm to 6:30 pm

Greet Santa at the Hawthorne Hotel

Salem Main Streets, SalemMainStreets.org, Visit Salem MA for the holidays
Join Salem Main Streets and the City of Salem as we celebrate two of our most beloved annual traditions – Santa’s Arrival and the lighting of Salem’s Holiday Tree – all in one evening. Santa Claus will arrive at the top of the Hawthorne Hotel (18 Washington Square W) promptly at 6:00 p.m. on Friday...
5:45 pm to 8:00 pm
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