Primary Menu

If you’re looking for something fun and spooky this weekend, look no further! Here are the top ten FREE things to do in this Boston this Halloweekend!

1. Seaport Hotel Hosts Annual HOWL-O-WEEN
Show off your four-legged friend at this spooktacular costume party at the Seaport Hotel in Boston. Each dog in costume will have the chance to take home prizes awarded for best costume in different categories. There’s even a prize for best child and dog pair, so get those couples costumes ready! There will be a variety of kid friendly activities including Halloween corn hole and arts & crafts stations. You can RSVP for FREE here.
When: Sunday Oct. 27th 11:00am-1:00pm
Where: Seaport Hotel, One Seaport Lane, Boston

2. Halloween Buzz Market
The Halloween Buzz Market is full of 30+ local vendors with vintage art, vinyl, crafts, handmade clothing, oddities and more! Come in costume because at 3pm a prize will be awarded to the best dressed!
When: Saturday Oct. 26th 10:00am-4:00pm
Where: Once Ballroom, 156 Highland Ave., Somerville

3. Basic Witches Halloween Brunch
City Tap House is getting into the spirit of being ‘basic’ this Halloween by hosting the Basic Witches Halloween Brunch! Proudly embrace your most predictable behaviors while sporting Uggs and holding one of City Tap’s Starbucks-laced cocktails. DJ Rex will be playing pop nightmares all afternoon while favorites like Hocus Pocus and Halloweentown are screened on on HD TV’s. Wear your best basic outfits because you won’t want to miss the Polaroid station!
When: Saturday Oct. 26th 11:00am-3:00pm
Where: City Tap House, 10 Boston Warf Rd., Boston

4. Nightmare at Bow Market
Head on over to Bow Market in Somerville this weekend for Nightmare at Bow Market for a day of spooky fun! There will be contests, parades, scary stories, spine-chilling games and a ton of prizes! In the morning there will be a kids costume parade, followed by a dog costume contest with a $100 gift certificate to River Dog as the prize. At 4:00pm will be the adult costume contest. Breakout your best costume, because the 1st place prize is $1,000! RSVP for FREE here.
When: Saturday Oct. 26th 12:00pm-8:00pm
Where: Bow Street Market, Bow Market Way, Somerville

5. Truck-or-Treat 
This Saturday the Rodman Commercial Truck Center will be hosting their annual Truck-or-Treat, benefiting the Rodman for Kids Charity. Admission is free, but they’ll be accepting donations all day long. There will be games, food, music and lots of family fun! Kid’s are encouraged to dress up in their best Halloween costumes so they can take part in the trick-or-treating event among the trucks and local businesses!
When: Saturday Oct. 26th 2:30pm-5:30pm
Where: Rodman Commercial Truck Center, 101 Washington St., Foxborough 

6. Devil’s Carnival at Cheeky Monkey
Park your brooms at the door and come see what the witches are brewin’ at Cheeky Monkey’s Devil’s Carnival! Dance to the monster mash with a live DJ and enter the costume contest for your chance to win. Get your costumes ready for the fright of your life! RSVP for FREE here.
When: Saturday Oct. 26th 10:00pm – Sunday Oct. 27th 2:00am
Where: Cheeky Monkey Brewing Co., 3 Lansdowne St., Boston

7. DOToberFest at South Bay
DOToberFest will feature family-friendly events in partnership with the South Bay retail partners such as Walhburgers, 110 Grill, Loyal Companion and future arrivals Pearl Oyster Bar and South Bay Brewing Co. There will be a beer garden, artisan food, vendors, live music, a farmers market, pumpkin patch, children’s games and more! You can learn more about this FREE event here.
When: Friday Oct. 25th 3:00opm – Sunday Oct. 27th 10:00pm
Where: South Bay Center, 8 Allstate Road, Dorchester

8. Boos n’ Brews 2019: A Halloween Party
Aeronaut is throwing a Boos n’ Brews Halloween party this weekend! There will be classic silent horror films on the projector, live music from Copilot, their annual costume contest and buckets of candy! Not to mention beer served from a giant pumpkin! The costume contest will be judged live from the audience, so bring your friends. This event is 21+, but accompanied minors are welcomed. Come and get your ghoul on!
When: Saturday Oct. 26th 12:00pm – Sunday Oct. 27th 12:30am
Where: Aeronaut Brewing Co., 14 Tyler St., Somerville

9. Truck-or-Treat Halloween Party at University Station
Join University Station for their annual Truck-or-Treat this Saturday! Enjoy music, crafts, ticket-or-treating and more. There will be a variety of trucks for children of all ages to explore. This event is FREE and opened to the public. Throughout the event University Station will be collecting canned goods for the Westwood Food Pantry, so don’t forget to bring an item to donate!
When: Saturday Oct. 26th 11:00am-1:00pm
Where: University Station, University Ave., Westwood

10. Pumpkin Pageant
Celebrate the fall season at the Pumpkin Pageant on Atlantic Wharf! There will be eating, drinking, live music, face painting, pumpkin decorating and watching cute pups prance around in costume. Everyone who attends gets the chance to vote in the Pumpkin Pageant. For all you football fans out there, they will even be showing the Patriots game at 4:35.
When: Sunday Oct. 27th 12:00pm-7:00pm
Where: Atlantic Wharf, 290 Congress St., Boston