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Witch City 5k - a YMCA 5k costume run in downtown Salem Massachusetts!
Run through the haunted streets of Salem with ghouls, ghosts and goblins in this community favorite 5K event that takes place during the most fun time in Salem...October’s Haunted Happenings!
Location: Salem Willows Park, Downtown Salem
The Trustees host a celebration of Autumn and Halloween at Long Hill Sedgewick Gardens in Beverly Massachusetts
The Trustees of Reservations invite you to tour the gardens at Long Hill Gardens in Beverly, Massachusetts to celebrate Autumn and Halloween! Long Hill is excited to bring back our annual Halloween on the Hill event! Come explore our beautiful property as we transform the Long Hill gardens into a celebration of autumn and the Halloween season. As always, there are a few new surprises and of course many more pumpkins this year. Follow our seasonal-themed trail that will feature over 1,500 jack-o'-lanterns, hundreds of mums, elaborate Halloween decorations, light displays, music, and more. This is the perfect Halloween event for the whole family!
Location: Long Hill and Sedgwick Gardens
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. Explore downtown shops as well as craft vendor booths from artisans all over New England!
Location: Market Square Newburyport, Waterfront Park
Topsfield Fair opens the gates at 1pm Friday! Topsfield Fair is one of the longe
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.
Location: Topsfield Fairgrounds
The Rockport Farmers' Market runs every Saturday at Rockport Music in Downtown Rockport!
The Rockport Farmers Market offers a variety of locally-grown produce, hand-crafted products, baked goods, and live music. It provides a community space to support local farmers and artisans.
Location: Harvey Park - Rockport
Join Discover Marblehead and Marblehead Massachusetts Museum for the Annual FALL FAIR
Join Discover Marblehead and Marblehead Museum for the annual FALL FAIR! It's sure to be a fun day with Bubble Bar Boston and Bent Water serving up the drinks, Mad-Dogz making her delicious hot dogs, music by Paul Simonelli, Acorn Gallery Students drawing portraits and an amazing line-up of artist vendors selling their beautiful work. Free admission! Rain or shine. Free Admission!
Location: Jeremiah Lee Mansion
The Hollowed Harvest: Wicked Labyrinth returns to Salem Massachusetts for Halloween month!
Salem's only Jack-O'-Lantern festival, known as "Hollowed Harvest: Wicked Labyrinth", returns for its 4th season with even more Jack-O'-Lantern magic than ever before! Prepare to be blown away by hundreds of intricately carved Jack-o'-Lanterns, an epic spider web tunnel, hands-on pumpkin carving, and oh-so-many magically re-animated Jack's that have come to life to sing songs, tell scary stories, and so much more!
Location: Shetland Park
Come to Todd Farm on Sunday - A classic New England Fleas Market in Rowley Massachusetts!
From early Spring to late Fall, Todd Farm is a great Sunday destination for families!  Head to the farm and explore the outdoor award-winning Market featuring up to 240 vendors from all over New England and New York! It's a fun outdoor activity, your kids will learn a little history from the objects they observe and you may just find a wonderful treasure to bring home!
Location: Todd Farm Market
The Swampscott Farmers Market happens every Sunday through October.
Rain or shine, the Swampscott Farmers’ Market features a wide variety of produce, meats, fish, breads, flowers and crafts from farmers, food producers, and artisans from around Massachusetts and nearby New England states. Anchoring the market, Swampscott will have Clark Farm providing a large variety of produce, as well as John Crow Farms bringing produce, meats and poultry. Other vendors include Maitland Mountain Farms (known for their pickles and flowers), Fille de Ferme (producer of homemade jams and jellies), Cherry Street Fish Market, Big Sky Breads, and more.
Location: Swampscott Town Hall
The Biz Baz Street Fair in Salem Massachusetts hosts dozens of Chamber members and unique vendors selling handmade art, crafts, gifts, apparel, and more.
Come visit the Biz Baz Street Fair to see over 80 vendors and enjoy the historic Salem Common. Vendor sales include handmade jewelry, art, apparel, crafts, Halloween decor and so much more! The Biz Baz will be in the Salem Common and you can shop on Saturday, October 5, from 10AM-8PM, and Sunday, October 6, from 10AM-6PM. This event brings thousands of visitors, so you do not want to miss out! Hosted by the Salem Chamber of Commerce.
Location: Salem Common

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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 15th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, MA. Pingree . The exhibit will open in early September with more than 50 temporary works on display in addition to the 20 pieces in the permanent collection of Pingree School. The exhibit ...
8:00 am to 6:00 pm

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 pm

Corn MAiZE and Haunted Attractions at Connors Farm - Danvers

Corn MAiZE, Maze and Haunted Attractions at Connors Farm - Danvers, Massachusetts
Come to Connors Farm to find your way through this year's maze and enjoy many family fun activities! After completing the maze, stay and have some fun around the farm. Children enjoy apple and pumpkin picking, hayrides, and most of all, visiting the barnyard animals.
9:00 am to 6:00 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

Hallowed Harvest Salem

The Hollowed Harvest: Wicked Labyrinth returns to Salem Massachusetts for Halloween month!
Salem's only Jack-O'-Lantern festival, known as "Hollowed Harvest: Wicked Labyrinth", returns for its 4th season with even more Jack-O'-Lantern magic than ever before! Prepare to be blown away by hundreds of intricately carved Jack-o'-Lanterns, an epic spider web tunnel, hands-on pumpkin carving,...
12:00 pm to 10:00 pm

The Terror of Abbadia Mare

Experience a macabre promenade theatre performancre at Hammond Castle Musuem in Gloucester Massachusetts
Prepare yourselves, honored guests, for an adventure unlike any other, as the late John Hays Hammond Jr. comes to life for a gathering of his dearest friends and respected colleagues. Within the medieval walls of Hammond’s castle home, secrets and curiosities await.
6:00 pm to 10:00 pm

Saturday, October 26

Corn MAiZE and Haunted Attractions at Connors Farm - Danvers

Corn MAiZE, Maze and Haunted Attractions at Connors Farm - Danvers, Massachusetts
Come to Connors Farm to find your way through this year's maze and enjoy many family fun activities! After completing the maze, stay and have some fun around the farm. Children enjoy apple and pumpkin picking, hayrides, and most of all, visiting the barnyard animals.
9:00 am to 6:00 pm

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 pm

Music Together - Saturday

Marblehead, Beverly Farms, Hamilton, Salem, Peabody Music Together
Music Together® is a research-based music & movement program for infants, toddlers, preschoolers, and the grown-ups who love them. Music Together® classes make it easy for parents/primary caregivers to play a crucial role in activating their child's music development. Classes are 45 minutes...
9:15 am to 11:15 am

Marini Farm Corn Maze

The 2023 Marini Farm Corn Maze in Ipswich Massachusetts is themed for Alice in Wonderland!
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...
10:00 am to 10:00 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

Kimball Farm Corn Maze

Kimball Farm corn maze in Haverhill Massachusetts
At the Kimball Farm Corn Maze all are welcome to come and enjoy the challenge of finding your way through the winding corn field maze. Our originally designed CORN MAZE  is full of Crazy angles and is sure to be a fun challenge. Have no fear, there will be clues along the way.  Be daring and try...
10:00 am to 9:00 pm

Haunted Happenings Marketplace

The Haunted Happenings Marketplace runs Thursdays-Sundays during October in Salem Massachusetts
The Haunted Happenings Merchant Marketplace is coming this October! Get ready for a one-of-a-kind shopping extravaganza throughout Historic (and some say haunted) Downtown Salem!
10:00 am to 6:00 pm

Kids Fun Fest on Salem Common

Salem Common Neighborhood Association invites families to the Common for an afternoon of fun for the whole family!
There's nothing like October in Salem and the Salem Common Neighborhood Association is thrilled to host two weekends of our annual Kids Fun Fest on the Common including rides, face painting, slides and family fun! There is no admission fee to enter the Fun Fest.
10:00 am to 5:00 pm

Cat's Meow at the Crane Estate

Kids will have a blast exploring the Trustees of Reservations Crane Estate in Ipswich Massachusetts!
Our imagination is one of our greatest assets. Imagine living in 1929 and visiting the Crane family at their summer home in Ipswich. The house is so big and Mrs. Crane’s kitty, Ptolemy, has gone missing just before the party! Can you help a family servant find our mischievous Siamese? Once he’s...
10:30 am to 11:30 am

Essex Clam Fest 2024

Enjoy food, live music and all kinds of family fun at the Essex Clam Fest! Photo: An order of steamed clams from Woodman's of Essex
Join us for the 39th Annual Essex ClamFest and Arts & Crafts Festival, from 11 am to 4 pm in Shepard Memorial Park in Essex. Although the highlight of the day is the Chowder Tasting Competition (Come taste Cape Ann’s finest chowders from Noon to 1 pm and vote for your favorite!) there is also a...
11:00 am to 4:00 pm