Among the dozens of Halloween parties happening in Worcester – family-friendly and for adults – the staff at TWIW has sifted through the long list and put together what we think are the 20 best parties happening in the city.

The 20 Best Halloween Parties in Worcester This Weekend 1

The following events are separated by age group and by date and cover Friday, Saturday and Sunday. Be sure to come back on Monday for TWIW’s “Day of Halloween” Event Listing.


Friday – 10/27

Hocus Pocus in University Park

Come watch everyone’s favorite three witches in our favorite neighborhood park! Rain Date will be Saturday, October 28th.

Come early to get the best spot! We encourage everyone to dress warmly and bring a picnic along (perhaps take-out from one of the fabulous resturants in Main South?). The movie will start promptly at 6 PM. Don’t forget to bring something to sit on! Looking forward to seeing everyone!

The Great Pumpkin and Harry Potter Halloween Night at ArtReach

This FRIDAY and SATURDAY please join us in the studio for some SPOOKTACULAR Halloween HARRY POTTER FUN Friday, October 27th is The Great Pumpkin Night, from 7-9pm, only $10 per artist. Saturday, October 28th is the Harry Potter Halloween Night, from 7-9pm, only $15 per artist. Visit our website for details and to register

Great Pumpkin Nights – Stilt Walking and Fire Show – Ecotarium

Join us for an all-ages Halloween spectacular with more than 3,000 professionally carved pumpkins lit up in stunning displays, take a train ride on the Explorer Express Train presented by the Worcester Railers HC (additional ticket required, purchase at event), plus, enjoy traditional trick-or-treating, entertainment, and more. These striking pumpkin displays of dinosaurs, safari animals, and beautifully carved jack-o’-lanterns will captivate you as you stroll the EcoTarium’s gorgeous grounds.

Friendly Halloween costumes are encouraged! Bring a flashlight to light your way at night and be sure to dress for the weather. This event takes place rain or shine.

Halloween Theme Public Skate- Buffone Ice Rink

HALLOWEEN IS THE THEME! Wear your costumes and join us for skating to today’s greatest hits, raffles, prizes, and giveaways. Great for all ages! $5 admission, $5 rental skates

Saturday – 10/28

Halloween Party at That’s Entertainment

The 20 Best Halloween Parties in Worcester This Weekend 2

Trick, treat, or a little of both? Pop-culture emporium That’s Entertainment, located at 244 Park Avenue in Worcester, MA, invites folks of all ages to a FREE, fun-filled Halloween party on Saturday, October 28th from 12:00 p.m. to 5:00 p.m. The store will be hosting a costume contest; a live performance by psychic entertainer Michael West; and an in-store signing, featuring guest artists Derek Rook, Laith Alabbad, Ben Goldsmith, and Jay Kennedy. The artists will also be drawing free mini-sketches upon request; one per person from each artist.

Five dollars in store credit will be given to anyone who arrives in full costume. Participants may claim their reward at the store’s front counter upon arrival. They may then enter in a costume contest between 12:00 p.m. to 5:00 p.m. for a chance to win one of three top prizes: $15, $25, or $50 in store credit. Costumes will be judged based on creativity and completeness. Participants of the costume contest could also win a $100 or $500 shopping spree to That’s Entertainment from Halloween Comics Fest.

Spooky Storytime at Annie’s Book Stop

On Saturday, October 28th, Annie’s Book Stop of Worcester will be celebrating all things Halloween—and owner Patty Cryan’s Birthday–with a Spooooky Storytime event. ABSW staff and friends will be reading classic and beloved Halloween tales from 11AM –9PM, with possibly a few surprises from local authors and actors.

We are reading favorite stories every hour on the hour

For Adults:

Friday- 10/27

Dressed to Kill at Union Station

The 20 Best Halloween Parties in Worcester This Weekend 3

Hundreds of people will “Dress to Kill” to save lives in Worcester this weekend.

The tenth annual Dressed to Kill Halloween costume party will be held at Worcester’s Union Station on Friday night. The event will support local nonprofit Thin Blue Ride, an organization dedicated to fighting alongside sufferers of cancer.

Mai Tai Annual Halloween Party

Its that time of year again! Suit up and come down for drink specials, a constume contest, and of course our $1 Jello Shots!  21+

The Flock’s Halloween Extravaganza at the Cove

Come get your dose of 80’s mayhem when The Flock returns to the Cove for a Halloween Party not to be missed!

Costume Contest!

The Cove will be giving away TWO trips for best Costume! One Male and One Female. These trips are for your choice of 20 destinations(accomodations only) for 2 people!

21+ Doors at 8pm –$10 in advance or at the door

Halloween Masquerade Ball at Electric Haze

21 + / Doors open 6pm / Curfew 2am

“A Rock-Blues Infused-Jazzy-Soul way to pay homage to the Music of The Allman Brothers Band & so much more of our Music Heroes.”

Getting Spooky with Strange Changes and The Band Dennis at Beatnik’s

Rise from your grave and come on down to Beatnik’s where we’ve got STRANGE CHANGES, The Band Dennis and Bradley Copper Kettle and Friends laying down funk that’s hotter than hellfire! Dress up in costume if you like and start the Halloween weekend off right. It’s gonna be a Thriller!

Saturday – 10/28


Canalloween will be held this Saturday, October 28th. The free event will feature Wicked Wagon Rides beginning at 6 P.M. at the Compass Tavern, followed by the Zombie Walk Bar Crawl which starts at the MB Lounge. 15 venues around the Canal District will be hosting Halloween parties with music, costume contests, prizes and more.

Quinn’s Absolut Halloween




White Eagle Halloween Party

Join us this Saturday for a night full of trick or treat ??☠️the staff will be waiting for you?if you dare!!!! Drink specials-magic potions will be served all night !!! Music ? by DJ BobbyJ at 9pm – cash prize for best costume-other surprising will be waiting for you ????

Gatsby Halloween Party at Valentinos

Join us for our first Halloween party at Valentinos. What better way to celebrate the holiday than to throw a guest list only, red carpet, Gatsby themed costume party! RSVP to this event to get your name on the list. You must show up in costume, with a valid form of ID. Lets make this the best Halloween party of the year.

Boos and Brews – A Halloween Happy Hour at BBC

Guys and Ghouls! Join BBC Worcester, Saturday October 28th at 10pm for a spooktakular event: Boos and Brews-A Halloween Happy Hour. Our staff will be decked out in their Halloween finerey and serving up spooky cocktails, 1/2 price apps, and giving away a $200 prize for Best Costume! Live music by Dezi Garcia! Join us if you dare.

Halloween Costume Party – Whiskey on Water

The Souled Out Showband is ready to kill it on our downstairs stage again this year starting at 9pm! You don’t want to miss them!!!

At 10pm, Travis Plante aka Lenny Travis will be making you scream as he murders the turntables upstairs!

We also have a $1,000 CASH PRIZE for BEST COSTUME! So make sure you get here early dressed in your very best and let’s enjoy a night full of tricks and treats!

Nick’s Scaryoke

Don’t be a STIFF – come join us for a night of GHOULISH, high-SPIRITED fun and singing when SCARYOKE descends upon the cabaret room at Nick’s on Saturday, Oct. 28th, GHOSTED by DJ MONST-R!! Will there be a costume contest? Of CORPSE there will – if it’s not too much of an UNDERTAKING! 😉 It’ll be a night to DISMEMBER!!

Sunday – 10/29

Lindsey’s Friend – Halloween Music Marathon at Hotel Vernon

We Hip Swayers have been invited to perform our Patti Smith set at this benefit organized by Luke K. for his pal Lindsey who is having eye surgery – it will be good fun for a good cause – Patti set starts at 5:30 – Thee Sonomatics Halloween Show at 6 – more bands and a DJ dance party follow – Sway Our Way!

Queens: The Vampire Ball Dinner Theater at Bull Mansion

Join the Cast of Queens in their first ever dinner theater. Come Dressed up for our costume contest or just come to have dinner and enjoy a show! With Special guest Neoki Feytal!!!!

Tickets starting at $10 for a single ticke with out dinner, $40 for single tickets including dinner! Group discounts are available using event discount codes!

2-3 Tickets “WalkingDead” Saves $5 off your total purchase! 4+ Tickets “TheAdamsFamily” Saves 10% off your total purchase

Hosted by: Victoria Obvious. With performances from the cast of Queens! Dinner willl be served as Italian style buffet

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