Creep it real

Freaky and fun festivities celebrate another Halloween.

All across the Island, folks are gearing up for another weekend filled of Halloween happenings. Whether or not you’re about the tricks or treats, you’ll find plenty of ways to celebrate. Break out that old disco wig and get your groove on, or put on some tights and and become your favorite superhero. Whichever way you may lean, there will be plenty of fun come this Halloween.


Friday, Oct. 26

Not Your Sugar Mamas is hosting a “Tarot and Tricks” Halloween event from 5:30 to 7 pm. There will be spooky treats, tarot readings, and witchy fun. The event is $15 per person, but for individuals ages 18 to 30, the event is free, thanks to OysterMV.


Saturday, Oct. 27

Halloween in Oak Bluffs begins at 11 am. The Era of Good Feelings kicks off the all-day celebration at Post Office (Healey) Square from 11 am to 1 pm. They’re a high school band sure to get everyone in the Halloween spirit. Then, from 11 am to 3 pm, there will be a Samhain open house at Enchanted Chocolates. I can’t think of a better way to get your sugar buzz going. From 1 to 3 pm, Rockland Trust Bank will host a pumpkin-decorating competition to see who can come up with the creepiest creation. Throughout the day, kids can trick-or-treat at all the businesses that have an Oak Bluffs Halloween sign out front. To finish off the festivities, there will be a Halloween party at the Ritz beginning at 10 pm.

The Oak Bluffs library will also hold its annual Halloween Party from 10 to 11:30 am, with spooky snacks, Halloween games, costumes, crafts, and much more. It’s for kids of all ages, so bring the whole family. And teenagers, stick around. There’s a horror movie matinee for you at 1 pm. Creepy snacks provided.

From 10 am to 12 pm, head over to the Ag Hall to carve a Morning Glory Farm pumpkin and meet a FARM Institute sheep. Shop for Island produce, meat, and baked goods. Costumes are encouraged.

At 11 am, there’s a kids’ spooky spider craft at Aquinnah library. Learn how to make spiders out of pompoms, take them home, and decorate the whole house with your new decor.

The Edgartown library will have its own Halloween shindig from 11 am to 1 pm. Come dressed in your Halloween costume, dance to spooky tunes, play fun Halloween games, and decorate Halloween cookies. All ages welcome, and children under 9 must be accompanied by an adult.

At 4 pm, there’s a Barnyard Boo and Haunted Farm at the FARM Institute. There will be tricks, treats, boos, and moos. The night kicks off with kids’ crafts, hayrides, and DIY s’mores around the fire from 4 to 6 pm. As the sun sets, the Haunted Barn will open its doors to all who dare to enter. Member families pay $5, nonmember families pay $10. If you’re wearing a costume, it’s free.

At 9 pm, the Wharf Pub in Edgartown is hosting an M.V. Harley Riders Halloween party. It’s a costume party with raffle baskets and prizes. Featuring DJ Starz. Party goes til 1 am.
Head down the street to the Port Hunter for Dock Dance Band and their annual Halloween party at 10 pm. If it’s anything like it was last year, people get pretty into it.

The Loft is hosting a Halloween party at 10 pm with DJ AP and DJ Mateus. This is a 21-plus event. Drop in anytime before last call, 1 am.


Sunday, Oct. 28

Stop by Middletown Nursery on Sunday from 11 am to 3 pm for its annual family fun day. Make a scarecrow stuffed full of straw, choose your henna design and face painting, plus pumpkin carving and painting. Make your own candy apples, decorate cupcakes and doughnuts, taste crisp ciders and delicious seasonal craft beers. Pony rides from 12 to 2 pm. Live music by the Pickpocket Blues Band. Admission is free, but buy tickets for activities. Proceeds benefit the Island Food Pantry.

At 12 pm, there’s a Halloween bowling fundraiser at the Barn, Bowl and Bistro to benefit Harbor Homes of MV. There will be bowling sessions from noon to 2 pm, and from 2 to 4 pm. Each lane requires a team of four, and will bowl two strings.

Also at 12 pm, downtown Edgartown hosts continued Halloween fun. Little ghosts and goblins are invited to trick-or-treat from business to business. Children can stop by Backwater Trading Co. to enter the sixth annual costume contest. Boneyard Surf Shop will be hosting a dog costume contest for the pups. And don’t forget Halloween at the Carnegie for more tricks, treats, and an eerie jack-o’-lantern display.


Wednesday, Oct. 31

The Oak Bluffs library is celebrating Halloween with all-day activities. Drop in anytime and see what they’ve conjured up. At 10:30 am, kids can enjoy a slightly spooky storytime.
The Vineyard Haven library will host its Halloween party from 3:30 to 5 pm. Try some creepy confections, ghoulish games, monstrous music, and much more.

The West Tisbury library will host its annual Halloween Party from 3:30 to 5:30 pm. Head on over for hayrides, treats, and costumes galore. Come in costume, hop on a hayride, make some crafts, and enjoy some spooky refreshments. This event is sponsored by friends of the West Tisbury Library, and is free and open to the public.
Stop by the Vineyard Haven library for a trick-or-treat break anytime from 5 to 8 pm. Enjoy cider, candy, and warmth, provided by the Friends of the Library.
St. Augustine’s Church in Vineyard Haven is celebrating Halloween from 4 to 8 pm. Snacks, light supper, and refreshments. The celebration provides a safe and warm environment for all the trick-or-treaters, and an opportunity for accompanying adults to take a break from their rounds.

For more Halloween happenings, check out our online calendar.