Weekend Picks – October 23rd

Join a Volo League
Whether you’re looking to join a full time league, or just drop into a game, Volo is what you need! They also have a ton of special events coming this October!
Halloween Fun at Boston Lights at Franklin Park Zoo
Get into the Halloween spirit at Boston Lights at Franklin Park Zoo! Stroll through dazzling lantern displays featuring glowing wildlife, colorful flowers, and larger-than-life creations inspired by nature. Keep an eye out for talking pumpkins and skeletons adding some spooky fun along the way! It’s a fun fall adventure for the whole family! Learn more and get tickets at Franklin Park Zoo.
Get your windowboxes + stoop fall-ready
Looking for pumpkins, gourds, and mums for your home? Market Studio can get your window boxes and stoop ready for the season! Cedar Grove Gardens and Lambert‘s also have supplies for you to grab and go!
Weekend Fun at Blend
Blend has a packed weekend lined up. Kick things off Friday, October 23rd at 6:30pm with a Hocus Pocus 2 and Beetlejuice watch party, then stick around for Friday Feels at 10pm, 21+ and no cover. Saturday at 10pm, keep the party going with Mayhem Saturdays featuring DJ Bossi Boots, also 21+ with no cover.
Paint a pumpkin at Landmark Public House
Landmark Public House is hosting its 2nd Annual Pumpkin Painting Night on Friday, October 23rd, from 5–7pm! Bring the kids for pumpkin painting, free slushies, and some Halloween fun!
Take a Class at btone FITNESS Dorchester
Squeeze in a workout this weekend at btone Fitness (500 Talbot Ave, Ashmont Square). Their signature TONE class is a 45-minute, Pilates-inspired hybrid of strength training and reformer work, beginner-friendly and open to all levels.
Magic Halloween Castle Island
The Castle Island Magical Castle – Halloween Celebration will take place on Saturday, October 24th and Sunday, October 25th from 12 noon- 4 p.m. at Fort Independence at Castle Island. FREE ADMISSION: No food or drink available. Storyteller. Costumes encouraged. All children must be accompanied by an adult.
Halloweek Kicks Off at dbar
Get ready for a night of techno at dbar in Dorchester. PARALLAX 002 is taking over for four hours of music, dancing, and after-dark Halloween vibes. Grab your friends, put on your dancing shoes, and kick off Halloweek at dbar. RSVP through the link in dbar’s Instagram bio.
Sunday Funday at The Chester Tavern
Go watch some football this Sunday at the Chester Tavern. Brunch is served in the morning and the game kicks off at 1pm!
Park City Pumpkinfest
Get the costumes ready! Park City Southie is hosting its annual Pumpkinfest on Sunday, October 25th from 1–4pm with pumpkin decorating, face painting, fall treats, live music, games, and plenty of family-friendly fun. There will also be a costume parade, so costumes are definitely encouraged! Get the details and tickets here.
Park City Pumpkinfest
Park City is transforming into the perfect fall oasis for Halloween! The day will be filled with family fun! The event is happening on Sunday, October 25th from 1 to 4pm. Enjoy pumpkin painting, a costume contest, face painting, and more! The event is free, but RSVP here!
Bears, Brews & Boys at Dorchester Brewing
Get into the Halloween spirit at Dorchester Brewing Company on Sunday, October 25th, from 4–8pm! Enjoy a DJ spinning tunes upstairs, beer, special drinks, and plenty of festive fun at Bears, Brews & Boys, co-sponsored by Mass Bears and Cubs. Costumes are optional, but encouraged! Get all the details here!
Live Music at Cisco
Cold beers and live music? Sounds like a good weekend! Cisco Brewing Fenway is playing the tunes too! See who’s playing here.
Hunt + Gather
Style Exchange is popping up at The Grove at Lawn on D on Saturday, October 24th, with clothing, shoes, and accessories from more than 50 local closets. Shoppers can browse secondhand fashion, vintage finds, and affordable pieces while supporting local sellers. Grab a drink at the bar and make it your own personal sip + shop! This event is free and open to the public.
SPORTS!
Bruins vs. Sharks – Saturday, October 24th at 7pm.
Celtics vs. Knicks – Friday, October 23rd at 7pm.
If you’re watching the game this weekend, check out our list of 10 places to catch the action in Dot, or check out 12 of our favorites in South Boston!
Check back! This list may be updated!
Have a fun-filled weekend! Thank you to our Caught in Dot readers and Neighborhood Partners for supporting our local neighborhood media efforts!

Hi! I’m Carina! I’m a junior at Northeastern University doing my Co-op at Caught in Southie; I’m very excited to be here! My favorite Boston spots are Chez Vous Roller Rink and Show Malatang- you can find me there most weekends! I love hanging out with my friends, reading, pickles, hockey, roller blading, and anything to do with music. Reach me at [email protected] to talk Boston!
