Looking for things to do this Halloween weekend in MetroWest Boston? From downtown trick-or-treating and pumpkin walks to spooky museum adventures, costume parties, live music, and Halloween-themed nights out, there are plenty of ways to celebrate October 28–31!
Whether you’re planning family-friendly Halloween fun, a night out with friends, or something a little different, we’ve rounded up events happening throughout MetroWest Boston and nearby communities to help you make the most of Halloween weekend.
Wednesday, October 28: Kick Off Halloween Weekend
Get an early start on the festivities with creative activities and a night out.
Plant Bingo at Rushford & Sons Brewhouse
When: Wednesday, October 28 | 6–9 PM
Where: Rushford & Sons Brewhouse, Holliston
Put a botanical twist on a classic game night with Plant Bingo! Enjoy an evening of bingo, plants, and fun at Rushford & Sons.
Sculpt & Sip Autumn Leaf Pottery at CraftRoots Brewery
When: Wednesday, October 28 | 6–8:30 PM
Where: CraftRoots Brewery
Get creative with an autumn-inspired pottery experience. Sculpt your own seasonal piece while enjoying a relaxing evening at the brewery.
Halloween Night Speed Dating
When: Wednesday, October 28 | 7–9 PM
Where: Rushford & Sons Brewhouse, Holliston
Looking for a different way to celebrate Halloween? Meet new people at a Halloween-themed speed dating event.
Thursday, October 29: Trick-or-Treating & Spooky Stories
Thursday brings downtown trick-or-treating, Halloween-themed art, and a ghostly look into local history.
Downtown Hudson Trick or Treat
When: Thursday, October 29 | 4–6 PM
Where: Downtown Hudson
Bring the little ghosts and goblins to downtown Hudson for an afternoon of trick-or-treating! Stroll Main Street and visit participating businesses displaying pumpkins in their windows.
Trick or Treat & Horribles Parade
When: Thursday, October 29 | 4:30–6:30 PM
Where: Main Street, Marlborough
Get into the Halloween spirit with a festive trick-or-treating celebration and Horribles Parade.
An Evening with the Archivist: The Ghost of Jerusha Howe
When: Thursday, October 29 | 6–8 PM
Where: The Wayside Inn
Explore local history and a legendary ghost story during this Halloween-season event featuring the mysterious tale of Jerusha Howe.
Halloween Movie Paint Night at CraftRoots Brewery
When: Thursday, October 29 | 6:30 PM
Where: CraftRoots Brewery
Combine Halloween movie inspiration with a creative night out at this themed paint night.
Rocky Horror Picture Show
When: Thursday, October 29 | Multiple Showtimes
Where: The Center for Arts in Natick
Get ready for a Halloween cult classic! Celebrate the season with a showing of The Rocky Horror Picture Show.
Friday, October 30: Halloween Fun for All Ages
Friday is packed with festive family outings, creative activities, glowing pumpkins, and evening entertainment.
Halloween Hullabaloo at Discovery Museum
When: Friday, October 30 | 10 AM–4 PM
Where: Discovery Museum, Acton
Dress up and enjoy Halloween-themed fun at Discovery Museum! Families can explore Pumpkin Putt Putt, outdoor games with a spooky twist, a Spooktacular Scavenger Hunt, and seasonal surprises around the museum. The celebration continues October 31 and November 1.
Trick or Treat & Trampolines at Urban Air Bellingham
When: Friday, October 30 | 4–10 PM
Where: Urban Air Adventure Park, Bellingham
Combine Halloween excitement with high-flying fun at Urban Air! Enjoy a festive evening of trick-or-treating and trampoline adventures.
Kids Night Out: Spooky Snake Tote Bags
When: Friday, October 30 | 6–9 PM
Where: Danforth Art Museum and Art School
Kids can get creative with a Halloween-inspired art project, making their own spooky snake tote bags.
Spooky Skies: A Halloween Planetarium Spooktacular
When: Friday, October 30 | 6–7 PM
Where: Christa McAuliffe Center
Look to the skies for a different kind of Halloween adventure! Explore all new creepy and eerie cosmic objects, such as ghoulish galaxies and nefarious nebulae. Afterwards, watch the film Undiscovered Worlds.
Pumpkin Walk 2026
When: Friday, October 30 | Evening
Where: Choate Park, Medway
One of Medway’s favorite Halloween traditions returns! Take a nighttime walk through a festive display of glowing carved pumpkins at Choate Park. Pre-registration is required. Bring a flashlight and enjoy seasonal treats available from Medway Community Farm.
Night of the Living Comics
When: Friday, October 30 | 8 PM
Where: Hopkinton Center for the Arts, HCA
Looking for Halloween laughs? Enjoy an evening of comedy with a spooky seasonal twist. Come for the boos. Stay for the laughs. Just don’t sit too close to the stage…we can’t guarantee the comics won’t bite.
Saturday, October 31: Halloween Day & Night!
Halloween is here! Spend the day enjoying trick-or-treating, museum adventures, and family activities before heading out for Halloween parties and live entertainment.
Tank or Treat: Halloween at the American Heritage Museum
When: Saturday, October 31 | 10 AM–5 PM
Where: American Heritage Museum
Celebrate Halloween surrounded by history at the American Heritage Museum! Children in costume receive free admission with standard adult, senior, or veteran admission. The event includes fun activities, trick-or-treating with candy at the tanks, and photo opportunities.
Boo Bash
When: Saturday, October 31 | 10 AM
Where: Dave & Buster’s
Kick off Halloween morning with a Boo Bash celebration! Pancake banquet featuring pancakes and toppings, scrambled eggs, and breakfast favorites. Activities include costume contest, scavenger hunt, coloring, Monster Mash music and more! Included with the Boo Bash Combo: $10 Power Card with 3 hours of unlimited video game play (blue games)
Natick Center Trick or Treat
When: Saturday, October 31 | 1–3 PM
Where: Natick Center
Bring your costumes and treat bags to downtown Natick for an afternoon of Halloween fun with participating local businesses.
Moonlight Mixer
When: Saturday, October 31 | 7 PM
Where: Dave & Buster’s
Make Halloween night a social occasion at the Moonlight Mixer. This is an 18+ ONLY Event. Costume contests, Monster Mash music, themed activities, and a Halloween-inspired food banquet.
Rasputina.
When: Saturday, October 31 | 8 PM
Where: The Center of Arts in Natick
Celebrate Halloween with live music from Rasputina.
Radio Musikola Halloween Party & Show
When: Saturday, October 31 | 8–10 PM
Where: Hopkinton Center for the Arts
Spend Halloween night enjoying live music and a festive party atmosphere with Radio Musikola, an eight-piece band performing high-energy versions of 1980s music.
LEGENDS BOO BASH
When: Saturday, October 31 | 8–11:45 PM
Where: DoubleTree Boston – Milford
Keep the Halloween celebration going with an evening of music, costumes, and party fun at LEGENDS BOO BASH.
More Halloween Experiences to Enjoy
The Great Jack O’Lantern Journey at Southwick’s Zoo
When: Select evenings through November 1
Where: Southwick’s Zoo, Mendon
Experience thousands of glowing jack-o’-lanterns and festive displays at Southwick’s Zoo! This family-friendly nighttime adventure features illuminated pumpkins, seasonal entertainment, treats, and Halloween surprises throughout the zoo.
Make the Most of Halloween Weekend in MetroWest Boston
From trick-or-treating in downtown Hudson and Natick to exploring glowing pumpkin displays, celebrating at local museums, and enjoying Halloween nightlife, there are plenty of ways to fill your weekend with spooky fun.
Whether you’re looking for kid-friendly activities or a Halloween night out with friends, MetroWest Boston has something for everyone.
Looking for even more things to do? Explore our MetroWest Boston Events Calendar for additional happenings throughout the region.
Event dates, times, and availability are subject to change. Be sure to check with event organizers for current details, tickets, and registration requirements.
