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- This Week’s High Points: Northeast Cannabis Events You’ll Want to Hit
This Week’s High Points: Northeast Cannabis Events You’ll Want to Hit
A curated look at what’s happening in Northeast cannabis this week.
Jason Reposa & Karen Reposa
December 08, 2025
This week in the Northeast, the cannabis scene is buzzing with holiday markets, community, and industry mixers designed to keep the momentum high through December.
From small-business bazaars and festive gatherings to women-led networking nights and consumer-focused experiences, we’re spotlighting the events shaping the region’s cannabis culture right now.
If you’re looking to stay plugged in, make new connections, or simply explore what’s happening near you, you’re in the right place. This is your go-to guide for what’s happening this December.
Cannabis Fireside Chat: Licensing, Legal & Reinvestment - New York, NY
A practical panel for applicants and operators covering OCM updates, compliance tips, and funding resources for building a sustainable NYC cannabis business.
UCANNB2B Holiday Celebration & Toy Drive: A Night of Giving & Cheer - South Portland, ME
A festive night of networking, cocktails, and giving back, bring a toy or gift card for entry and help support local families this holiday season.East Coast Cannabis Beach Cleanup - Eliot, ME
Join East Coast Cannabis and Blue Ocean Society for a community beach cleanup supporting Maine’s marine life.
Elevate & Create : Merry Grinchmas - Fall River, MA
A holiday-themed puff-and-paint night with guided art, snacks, swag, and a laid-back creative vibe.
High Functioning Podcast
Now Streaming: Build a Crowd & Feed with Gary Bolles
In this episode of the High Functioning Podcast, host Jason Reposa sits down with Boston comedian and content creator Gary Bolles (@boyfromboston617). Gary talks about growing up in South Boston, getting clean after a rough run of bad decisions, and finally committing to stand up after his sister passed away in 2017. He shares how therapy, open mics, and reps turned into paid shows, crowd work, and a late-blooming comedy career.
They dig into how social media actually works for comics, from clubs that want 50,000 followers to using Instagram Reels as ads to move tickets, and why you still need to crush on stage or you will not be invited back. Gary also talks about cannabis as part of his creative process, chasing laughs in a healthy way, and why he is okay being a “late bloomer” who is still living at home at 44 while he builds a real career in comedy.
Watch or listen: highfunctioning.show
YouTube: https://tr.ee/GaryBollesEp
🔔 Subscribe: tr.ee/highfunctioningsubscribe
🎧 RSVP on LinkedIn: tr.ee/garybevent
🎧 Youtube Live: bit.ly/garybollesyoutube
Your Winter Lineup for Maximum Vibes!
Cozy up with Good Vibes’ limited-edition winter lineup featuring three seasonal favorites made for warm, comforting moments.
Enjoy the nostalgic sweetness of Sugar Cookie Pocket with 150mg of fast-acting THC in a travel-ready, sugar-free bottle perfect for stirring into cocoa or lattes.
Elevate your evenings with the rich, campfire-inspired flavor of Toasted Marshmallow, delivering 500mg of creamy, roasted goodness in every 1 oz syrup.
And for a bright, festive twist, Winter Punch blends orange and cranberry into a cozy citrus punch packed with 1000mg of THC for fast-acting, fire-side relaxation—all sugar-free, zero-calorie, and crafted for winter’s best vibes.
Only available for a limited time, so get yours while you can!
Find Good Vibes Near You: Locate a Store
Monday, Dec 8, 15, 22 & 29 @ 6:00p - MONDAZE canna gathering 420 - Schenectady, NY - FREE
A weekly Monday marketplace with vendors, raffles, and a relaxed 420-friendly community vibe. Event details>
Wednesday, Dec 10 @ 4:20p - Blazed & Confused: A Cannabis-Friendly Walking Tour + Free Comedy Show - New York, NY - $27.99
A Midtown cannabis-friendly walking tour hosted by Stoner Walking Tours, ending with a free comedy show by Shawn Wickens. Event details>
Wednesday, Dec 10 @ 5:00p - Cannabis Fireside Chat: Licensing, Legal & Reinvestment - New York, NY - FREE
A practical panel for applicants and operators covering OCM updates, compliance tips, and funding resources for building a sustainable NYC cannabis business. Event details>
Saturday, Dec 13, 20, & 27 @ 2:00p - Canna Farmers Market - Schenectady, NY - FREE
A cannabis-friendly indoor market with rotating vendors, food trucks, music, and chill vibes—free entry and new 420-friendly vendors each weekend. Event details>
Sunday, Dec 14, 21, & 28 @ 3:00p - Canna Gathering - Schenectady, NY - FREE
A weekly chill-out session for the local cannabis community featuring relaxed hangs, friendly faces, and good vibes. Event details>
Thursday, Dec 18 @ 6:00p - Third Thursday NYC - Cannabis Community Meet Up - New York, NY - FREE
A laid-back LES meetup bringing together NYC cannabis operators, creatives, and consumers for open networking and real industry connections—no agenda, just community. Event details>
Thursday, Dec 11 @ 6:00p - Native Sun | Community Thrift Market - Style Exchange - Boston, MA - FREE
A sustainable thrift pop-up blending fashion and community, perfect for shoppers who love style with purpose. Event details>
Thursday, Dec 10 @ 5:00p - Headshots & Hops at Bright Ideas Brewing - Westfield, MA - $55 – $65.87
Get fresh professional headshots while enjoying a relaxed pint, exclusively for Massachusetts cannabis professionals. Drop in anytime for a casual, no-pressure photo session that captures your personality and your place in the industry. Event details>
Friday, Dec 12 @ 11:00a - Jingle into the Holidaze with Herbwell! - Cambridge, MA - FREE
A festive holiday meetup with live music, mocktails, raffles, and seasonal deals to kick off the countdown in style. Event details>
Saturday, Dec 13 @ 11:00a - Native Sun Holidaze Market in Southie | Feat. Local & Small Businesses - Boston, MA - FREE
A festive indoor market packed with local makers, unique gifts, and cozy holiday vibes—your one-stop shop for seasonal finds. Event details>
Saturday, Dec 20 @ 11:00a - Native Sun Holiday Bazaar | Feat. Local Artisans & Small Businesses - North Attleborough, MA - FREE
A cheerful holiday bazaar featuring handcrafted gifts and local artisans, offering a warm, community-driven shopping experience. Event details>
Saturday, Dec 20 @ 6:30p - Elevate & Create : Merry Grinchmas - Fall River, MA - $39.19
A holiday-themed puff-and-paint night with guided art, snacks, swag, and a laid-back creative vibe. Event details>
Thursday, Dec 11 @ 6:00p - UCANNB2B Holiday Celebration & Toy Drive: A Night of Giving & Cheer - South Portland, ME - FREE
A festive night of networking, cocktails, and giving back—bring a toy or gift card for entry and help support local families this holiday season. Event details>
Saturday, Dec 13 @ 11:30a - East Coast Cannabis Beach Cleanup - Eliot, ME - FREE
Join East Coast Cannabis and Blue Ocean Society for a community beach cleanup supporting Maine’s marine life—open to 21+ and strictly non-consumption. Event details>
Monday, Dec 8 @ 6:00p - Bar None: Cannabis Redemption - Edison, NJ
A screening and discussion exploring criminal justice reform through the stories of formerly incarcerated individuals navigating today’s legal cannabis industry. Event details>
Tuesday, Dec 16 @ 7:00p - The Miracle of the Buds - Atlantic Highlands, NJ - $24.71
A holiday gathering for New Jersey’s cannabis industry featuring films, food, and a cozy 21+ celebration to kick off the season. Event details>
Wednesday, Dec 17 @ 10:00a - 2025 Council Market Outlook Wrap-Up - Hartford, CT - FREE
A state-level briefing where the Social Equity Council presents key recommendations on cultivation, marketplace equity, and municipal relations shaping Connecticut’s cannabis policy landscape. Event details>
Thursday, Dec 18 @ 6:00p - Grassroots Launch Party - Harwinton, CT - FREE
A celebration of Grassroots and the Dark Hearts Collection’s arrival in Connecticut, featuring craft cannabis culture, food, drinks, and immersive brand experiences. Event details>
Friday, Dec 26 @ 5:30p - Herbal Consumption Retreat - Philadelphia, PA - $129.89
A laid-back cannabis bus retreat featuring scenic rides, good food, dispensary stops, and chill vibes with fellow enthusiasts. Event details>
Thursday, Dec 11 @ 6:00p - Catalyst Collective | Activations & Experiences - Grand Rapids, MI - FREE
A free panel event exploring how brands, venues, and creators shape consumer experiences through authentic activations and community-driven storytelling. Event details>
A cozy, cannabis-friendly holiday hang with festive crafts, Grinchy mischief, and laid-back vibes—perfect for easing into the season. Event details>
A clinician-focused seminar reviewing the latest research on cannabis, mood disorders, anxiety, and emerging therapies. Event details>
Tuesday, Jan 27 @ 8:00a - Lobby Day with The Cannabis Alliance - Olympia, WA - FREE
Join advocates, operators, and supporters for a day of direct legislative engagement. Learn advocacy skills, meet policymakers, and help shape the future of state cannabis reform. Event details>
Friday, Jan 30 @ 10:00a - 2026 4th Annual South Carolina Cannabis Supporters Capitol Rally - Columbia, SC - FREE
A statewide rally calling for medical legalization, decriminalization, and future adult-use reform in South Carolina. Hear speakers, meet advocates, and stand with the community pushing for policy change. Event details>
Sat, Dec 13 @ 11:00a - St. Louis Cannabis Expo - St. Louis, MO - $12.51
A growing regional expo featuring 40+ indoor and outdoor vendors across cultivation, retail, wellness, genetics, and more. Event details>
Sat, Dec 20 @ 10:00a - Steel City Canna-Christmas - Monroeville, PA - $12.51
A one-day holiday cannabis market packed with festive vendors, gifts, and the first-ever appearance of Canna-Santa bringing seasonal cheer. Event details>
Sat, Dec 20 @ 6:00p - Explore Maryland Cannabis Awards: Bridges to Growth - Baltimore, MD
The state’s annual industry celebration recognizing standout dispensaries, brands, and leaders, complete with networking, music, and ceremony moments. Event details>
Sat, Jan 31, 2026 @ 12:00p - Empire Cup - Amsterdam, NY - $21.05 – $200
New York’s premier growers tournament returns submit your best before December and join fellow cultivators for a day of cannabis competition and community. Event details>
Feb 12 @ 5:00p - Flower Expo Local: New York City 2026 - New York, NY - $160.69
One-night B2B cannabis meetup connecting brands and buyers. Feb 12, 5–10 PM at The DL NYC. Fast, focused networking and dealmaking. Event details>
Tue, May 5-7, 2026 - MJ Unpacked - Atlantic City, NJ
MJ Unpacked is back in AC, bringing together the cannabis leaders shaping what’s next. From the Opening Reception to product slams in the Experience Hall, Cannabis Cup Awards, and the legendary Official Afterparty, every moment moves the industry forward. Event details>
Tue, Oct 13-15, 2026 - Kansas City, MO
MJU is coming to Kansas City! Join MJ Unpacked—the national event designed for licensed operators, researchers, and investors to discover fresh insights, make meaningful connections, and spark new opportunities to grow their businesses. Event details>
Wed, Jun 17 @ 10:00a - Flower Expo Massachusetts 2026 - Northampton, MA - $267.09
The Northeast’s leading cannabis trade show returns, connecting brands, buyers, and industry pros from across the region. Event details>
Sat, March 21-22 @ 10:00a - Morgantown Canna Fair - Morgantown, PA - $17.85
Pennsylvania’s largest indoor cannabis festival, featuring 250+ vendors, food trucks, workshops, speakers, and alternative wellness experiences. Event details>
Tue, May 19 @ 8:00a - VIP GROW - May 2026 - Potomac, MD - FREE
A free, three-day training program helping Veteran-owned businesses scale in government contracting, taught by industry experts. Application required. Event details>
Fri, Aug 7-8 - Lucky Leaf Expo Philadelphia, PA 2026 - Oaks, PA - $39.28 – $499
A two-day industry expo offering exhibitors, education, and networking, capped with an official after-party for the full Philadelphia cannabis experience. Event details>
Tue, Aug 18-19 @ 9:30a - Women in Cannabis Expo "POWERHOUSES" 2026 - Reno, NV - $108.55
A two-day expo bringing together women across the cannabis space for high-impact networking, industry insights, and professional growth. Event details>
Friday, April 24-25, 2026 - NECANN Boston - Boston, MA - $99
The Northeast’s largest cannabis convention returns with 300+ exhibitors, 9,000+ attendees, expert sessions, and the NECANN Cup, an essential stop for anyone in the industry. Event details>
If you don't see your event listed, email us or submit the event.
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Thank you!
Jason + Karen
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DISCLAIMER: We don't vouch for any of these events. We may not even go to any of them ourselves. This newsletter is strictly educational and is not an endorsement of a company or product that may appear here. Please be careful and do your own research🌿 💐
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