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The Best Halloween Happenings in Massachusetts

Halloween has become a big business. Pre-pandemic, Halloween generated approximately nine billion dollars a year. Last year, many events were canceled, and people felt safer staying home. This year Haloween is expected to come back with a vengeance and is predicted to be one the best Halloweens to date. Want to get in on the season and celebrate? Here are 10 of the Best Halloween Happenings in Massachusetts.

Haunted Happenings -Salem, MA

Halloween Happenings in Massachusetts- A Salem Witch

The most famous of all Halloween celebrations not only in Massachusetts, but the whole country takes place in Salem, MA. Salem is home to the Salem Witch trials and has so much history. Haunted Happenings are multiple events that take place during October in the city of Salem. Such events include a Grand Parade, the Haunted Biz Baz Street Fair, Family Film Nights, costume balls, ghost tours, haunted houses, live music, and chilling theatrical presentations.

Please note, there are COVID-restrictions in place in the city of Salem, so please make sure to check their website for the most up-to-date information.

Visit a Haunted Lighthouse or Two

Halloween Happenings in Massachusetts- Plymouth Light

Massachusetts is home to several haunted lights houses. From the shores of Cape Cod to Plymouth, Scituate, Boston, up to Salem, MA. You can read all about them here and plan your visit. 

Ghosts and Gravestones Tour

Halloween Happenings in Massachusetts -Kings Chapel Burial Ground

Boston is home to some of the oldest burial grounds in the country. Also, did you know Boston has a fair amount of paranormal happenings? Board the trolly of terror, visit 2 of Boston’s oldest burial grounds, and see some of Boston’s most haunted places. For ticket prices and more, please see the website

Haunted Boston Ghost Tours

Halloween Happenings in Massachusetts -Omni Parker House- Is it truly haunted?

The Haunted Boston Ghost Tour is a 90-minute walking tour through Boston’s most historic areas and haunted streets. Spend an evening searching for the ghosts rumored to haunt the city of Boston. I found this tour to be a reasonable price at $18.00 for adults, $15.00 for seniors, and $13.00 per child. Be sure to check the website for the most up-to-date information. 

Boo at the Zoo

Halloween Happenings in Massachusetts- Boo at the Zoo

Have you ever been trick or treating among the animals? On October 23rd and 24th, join our furry friends at the Stone Zoo for Boo at the Zoo. Spend the day experiencing the chills and thrills of Halloween at the zoo. There will be costume contests, ghoulish games, trick or treating, and yummy seasonal treats like apple cider and cider donuts. I hear even the animals receive a pumpkin treat or two.

Please note, tickets are for a time entry, so you will need to purchase them ahead of time. Adults tickets are $20.95, children 2-12 are $13.95, and kids under 2 are free.

Zoo Howl

Halloween Happenings in Massachusetts- Elephants eating a nice treat of squash.

Zoo New England is putting on a second event at the Franklin Park Zoo in Boston this Halloween season. Zoo Howl takes place on October 30th and 31st. Join our furry friends from 10:00 am-3:00 pm on either day with mystery animal encounters, trick or treating, and a costume contest. Get the chance to meet with zoo educators to learn all about creepy crawly critters, as well as how you can help animal habitats by purchasing sustainable sweets this Halloween.

Be sure to stop by and speak to a representative from Speak for the Trees Boston. Learn how this organization has planted over 1,000 trees in the city of Boston and what you can do to help. Activities for the little ones will be available to show how we can all get involved in helping save our planet no matter the age.

Be sure to check out the Zoo New England site for tickets and the most up-to-date information.

Witch’s Woods Haunted Hayride and Halloween SCREAMPARK

Halloween Happenings in Massachusetts -Witch’s Woods

Witch’s Woods is located in the Nashoba Valley Ski areas in Westford, MA. Open every Friday through Sunday during October; this experience is geared toward adults and older children. If you dare, start the evening off with a haunted hayride through the woods of Nashoba Valley. Be on the lookout for witches, zombies, werewolves, and more. Be sure to keep your hands in the wagon; you never know who may try and pull you out!

If you survive the hayride, next check out the Vampire Passage or dare to enter the dark gates of Castle Morbid. Still brave enough for more, try the 3D Keeper’s Crypt or the Horrowood Chamber of Thrills. Has enough of the scares, then relax a bit by checking out the Jack O’Lantern Jamboree. The festival consists of hundreds of professionally carved pumpkins that are brought to life.

The price of tickets ranges from $35-$42 each and can be purchased here.

Phantoms and Fire at Old Sturbridge Village

Halloween Happenings in Massachusetts- Old Sturbridge Village-photo credit

Old Sturbridge Village is a living museum depicting life in New England in the 19th century. From October 13-31st from 5:00 pm to 8:30 pm, the museum transforms, and people of all ages will enjoy spooky delights, from bats and bonfires to cauldrons and candy, from ghosts and guitars to horror and creepy drama! Here short stories of Edgar Allan Poe come alive as you walk around to six different villages. Hear of tales of horror, revenge, obsession, and deception.

There is a scavenger hunt whereby you gather clues and present them on the way out for a prize.

Of course, what is Halloween without a treat or two? The tavern is transformed into Prosperos Tavern and carries all the seasonal treats. Costumes are welcome, and tickets may be bought online.

SK Pierce Mansion

Halloween Happenings in Massachusetts- SK Pierce Mansion-photo credit SK Pierce

This next event is not for the faint of heart. In Garnder, MA, Sylvester Pierce, who had achieved great fortune in the furniture business, built a 7000 square foot mansion. His first wife died within weeks of moving in due to a bacterial infection. He remarried and had more children. After Mr. Pierece and his second wife died, the children fought over the house. The youngest son eventually took over and went through some hard times. He turned the house into a boarding house with drinking, gambling, prostitution, and there were rumors of murder.

Over the years, the house has experienced paranormal activity, such as doors slamming, moving for furniture, the pressure on people’s backs, and one visitor was almost pushed out a window.

In 2015 the mansion was bought and restored. During Halloween, the basement is open to the public as a Halloween attraction as the only one in the country to combine the haunt industry and paranormal activity.

On an important note, due to the paranormal activity, participants must sign a waiver before entering the premises. If you dare, click here for tickets.

Naumkeag Pumpkin Show

Halloween Happenings In Massachusetts- Naumkeag Pumpkin Show

Last but certainly not least an event for all ages. For those who may not like the spooky part of Halloween, Naumkeag Pumpkin Show is the perfect night out. Naumkeag is a former country estate in Stockbridge, MA. At Halloween, it transforms its gardens and grounds with 1500 Jack O Lanterns, 100 mums pumpkins, and gourds; It is a must-see event. If you happen to be in the Berkshires, be sure to check it out.

Please note, at the time this post was published, this event was sold out for 2021. However, be sure to bookmark the page and keep it in mind for 2022.

As you can see, there are plenty of Halloween Happenings all over the state. Please note, due to most of the events being canceled in 2020, these events are likely to sell out. Buy your tickets early and have a wonderful Halloween!

10 Fall Activities to do in New England

Fall is my absolute favorite time of year. I love the cooler weather, the different colors across the trees, the smell of apples, and pumpkin spice. I mean, what is there not to like? Growing up in New England, I have been blessed with some beautiful Falls. New England has a LOT to offer this time of year, and I would like to share some of these with you.

Apple Picking

One of our family traditions is apple picking. With over 80 pick your own orchards in Massachusetts, each a bit different, it is hard to decide where to go. We have a family favorite, Honey Pot Hill Orchards in Stowe, MA.

Robbie up in a tree

We like Honey Pot for several reasons. First, the orchard has several varieties of apples. The orchard is quite large, and we never feel it is too crowded. Second, it is one of the few places that have ladders to climb the trees. I love that! For some reason, it makes a bit more fun and authentic. Third, APPLE CIDER DONUTS! Hello?!? These donuts melt in your mouth. Now I know many places sell them, but nothing compares to the ones we get at Honey Pot Hill Orchards. The orchard has farm animals, hayrides, three different mazes, pumpkins, a great farm store, and some food stands. New this year, a Cider Garden. They will be a Hard Cider Tent set up on the weekends. We are looking forward to trying that out.

Go Leaf Peeping

The foliage in New England is GORGEOUS! Whether you want to make this a day trip or a weekend-long event, there is plenty of foliage to see among the New England states. Check out the best foliage drives here.

Pumpkin Festival

Photo credit- New England Today

Did you know that Laconia, NH, has one of the best pumpkin festivals in the country? Neither did I until I started researching for this piece. Each year, New Hampshire residents attempt to amass the largest number of lit jack o lanterns in one place, trying to meet or beat the world record, which the festival held for many years. The festival held mid-October attracts approximately 40,000-50,000 people each year. This year it will be held October 18th and 19th. There will be amusement park rides, a beer garden, music on the streets, a zombie walk, pumpkin displays, yummy food, which of course includes pumpkin everything and a five and a 10k on the morning of the 19th. Also, there are children’s games like pedal tractor pulls, corn hole, and more. There is fun for the whole family. We will be in Maine that weekend visiting colleges, so I am sad we are unable to attend. However, I will be sure to add it to my list for the following year.

The North American Wife Carrying Championship

Yes, folks, you heard it right. Such a thing exists! Sunday River in Maine is the second largest ski resort in New England. It is also home to The North American Wife Carrying Championship. This annual event is held over Columbus Day Weekend. Ironically, it does not have to be your wife that gets carried across a 278-yard obstacle course. It can be any woman of your choosing. The woman is thrown over the man’s shoulder. She is hauled across the course with her legs wrapped around a man’s neck and her arms around his waist. The obstacle course is made up of mud, logs, dirt, deep grass, and water, where her head is bound to get wet. A Finnish couple has won the event since 2013. This event coincides with the ski resort’s annual festival with chairlifts rides, live bands, food & beer tents and craft fairs.

Photo credit- The Leaf Chronicle

4th Annual Harvest Festival at the Newport Vineyards

Newport is a seaside town in Rhode Island known for its historic mansions and sailing history. It hosted America’s Cup for many years. Next to Newport is the town of Middleton, home to Newport Vineyards. In addition to being a winery, Newport Vineyard has a brewery that offers fresh craft beer and a farm to table focused menu. There are events such as yoga, a farmer’s market, live music, and the 4th annual Harvest Festival.

This two-day event is Saturday, October 26th and Sunday, October 27th from noon -5:00 pm. It is two days of grape stomping (yes you read that right), sipping delicious wine or beer and eating delectable food. Or perhaps you are a pie lover? There is a pie-eating contest too! The cost of the event is $25.00 per person and includes up to 7 samplings of wine or beer. Children under 15 are free.

Viewing Foliage from High Above the Trees

For the adventurous leaf peepers, Connecticut offers a unique way to see the beauty that a New England Fall has to offer. Tree climbing, ziplining, and adrenaline-pumping rock climbing is some of the ways to take in vibrant hues of the season. Empower Leadership Sports and Adventure Center located in Middleton, Connecticut, has the Ultimate Adventure Experience. The Zip Line Canopy Tour is over a half-mile sky trail journey through a forest canopy. The zip lines range from 200′ to 650′. It also includes two high rope adventure challenges. The second part of this ultimate adventure is the 3- Hour Aerial Adventure Experience in South Windsor, CT. This is aerial adventuring in the treetops. There are six courses of varying length and difficulty. You can zipline in all six-courses and there over 80 aerial obstacles for that adrenaline junky. Right now they are running a special, both adventures for $72.00.

Hiking with the Family

Photo credit- The Vermonter

Not to be missed is the beautiful state of Vermont. Vermont is known for its yummy maple syrup and over 100 19th century covered bridges. It is also a great place to take a hike and see the beauty of The Green Mountain State. We are not that family that can hike for hours. Yes, I can run a marathon, but hiking up mountains for hours is not in the cards. However, we do love the outdoors and seeing the beauty around us. Here are 5 Kid-Friendly Hikes for your family to enjoy.

Cape Cod

Cape Cod is a hot vacation spot in the summer, but did you know that the Fall is one of the best times to visit this New England gem. The crowds are low, but a fair amount of restaurants are still open. House rentals are often half the price, and the beaches are there for all to enjoy. My sister and her husband head down the last week of September each year. Last September we tagged along for a weekend. We enjoyed hanging at the house, walking to the beach and a tour to see the seals that gather each year in Chatham, MA. I highly recommend the Monomoy Island Excursion. It is quite the site to see.

Dennis Harbor
Seals!

Salem, Massachusetts

The best place to be around Halloween, is Salem, Massachusetts. Salem is North of Boston and is famous for its witch trials in the 1600s. There are over 500 different events during October to celebrate Halloween. Attend a costume party or watch a parade. Take a spooky walking tour of the city or visit the House of Seven Gables. The house is the setting of world-renowned American author Nathaniel Hawthorne’s 1851 novel with the same name. Other things to see or do are:

  • Haunted Footsteps Ghost Tour Salem Witch Museum
  • Peabody Essex Museum
  • Halloween Cruises
  • Bewitched After Dark Salem Walking Tours
  • The People vs Bridget Bishop
  • Gallows Hill
  • Salem Witch Museum
  • Salem Wax Museum
Salem Witch Museum

Oh, and before you leave, make sure to stop by Enchanted. It is a magical shop for “witches & muggles” It is home to Laurie Cabot, Salem’s official witch. You can read about Laurie here.

Last, but certainly not least, Sitting by the Fire

Probably one of my absolute favorite things to do in the Fall, sitting out on the patio, cuddled up by the fire enjoying the cool, but pleasant weather. As New Englanders, we need to enjoy this season much as we can because we all know what comes after Fall.

WINTER!