Holiday

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, Nov. 28, with assistance from the Salem Fire Department, of course. Organizers recommend arriving to the Salem Common by 5:45 p.m. to catch the arrival. Bring the whole family out for brass carols with Coventry Brass, festivities, and fun!

When: 
Friday, November 28, 2025 5:45-8pm

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. The first 1600 entries will receive long sleeve shirts. We give out awards in 5-year age groups. The pre and post-race meeting place will be in the Peabody Essex Museum Atrium. The race benefits the Boys & Girls Club of Greater Salem.

When: 
Thanksgiving Day, November 27, 2025 8am

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

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

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. The Cape Ann Symphony Chorus now under the direction of Brittany Betts will join the orchestra for a Holiday Pops series for the whole family. The ever popular audience sing-along concludes the performance.

When: 
Saturday, November 29, 2025 2PM [Ipswich]
Saturday, November 29, 2025 7:30pm [Manchester]
Sunday, November 29, 2025 2pm [Manchester]

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: 

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 perfect way to start Thanksgiving morning.

When: 
Thursday, November 27, 2025 8:30-10am

Pages

Brookwood School Summer Program for kids Pre-K through 9 in Manchester Massachusetts

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

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

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

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, Thursday and Saturday mornings at 10am 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,...
10:00 am to 10:45 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

Friday, November 28

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

Beverly Tree Lighting

Beverly Massachusetts holiday tree lighting on the Common is a favorite community event!
Come to the Beverly Tree Lighting!  Gather with your neighbors and enjoy cocoa, cookies, music and Santa, as we light the town Holiday Tree!
7:00 pm

Saturday, November 29

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

Thanks for the Trails 5k

ECGA's Thanks for the Trails 5k Race on the Friday after Thanksgiving in Patton Park
ECTA is holding its 8th Annual Thanks for the Trails 5k and Kids Fun Run the Saturday after Thanksgiving at Patton Park in Hamilton (November 29, 2025).  The Kids' Run will begin at 9:30AM and the 5k will start at 10AM.  Using a scenic and challenging course and offering great prizes, this will be...
7:30 am to 11:30 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

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

Bevrec Toy Drive

Beverly Massachusetts Recreation Department hosts a holiday toy drive at Lynch Park!
The BevRec will be hosting a Holiday Toy Drive at Lynch Park to benefit the great work that Beverly Bootstraps does for our community. We’re collecting new, unwrapped toys for children of all ages to help make this season brighter for everyone in our community.
Where: Lynch Park
10:00 am to 1:00 pm
Subscribe to Holiday