Poughkeepsie Collective

This month at Mahoney’s 🎃🍂
Cocktails & Crafts Pumpkin Decorating

From the event:

Date & Time: October 25, 2026 at 4:00 PM
Venue: Mahoney’s Irish Pub & Steakhouse

Get ready to sip on fun cocktails while you unleash your creativity! Join us for an exciting pumpkin decorating event where you can decorate pumpkins with paint or dried flowers. It’s the perfect way to celebrate the season with friends and make your pumpkins truly unique. Don’t miss this blend of festive fun and artistic flair!

Ticket includes a drink, art supplies and pumpkin.

https://www.eventbrite.com/e/cocktails-crafts-pumpkin-decorating-tickets-2002468722855

Tomorrow night in Poughkeepsie 🎃
First Friday gets a Halloween twist for October

First Friday Poughkeepsie

Come in costume to the week’s First Friday! We’ll kick-off the evening with a parade down Main Street to Mural Square at 6PM. Adults, kids and pets are welcome to join AND there will be prizes for best costume!

This weekend at Dassai 🍶
Celebrate a big milestone for the Hudson Valley’s first sake brewery.

Third Anniversary Celebration at Dassai Blue Sake Brewery
Saturday, Oct 3rd , 2026
11:00 am - 5:00 pm

From the event:
Three years ago, Dassai Blue began its journey in Hyde Park, bringing the craftsmanship and spirit of Dassai to America. Since then, Dassai Blue Sake has been welcomed and enjoyed by so many people. On Oct. 3 and 4, all are invited to celebrate their third anniversary at a two-day anniversary celebration filled with sake, food, Japanese culture, craft, and plenty of surprises. No reservation needed! Free admission!

https://dassai-blue.com/

This weekend in Poughkeepsie 🍂
Celebrate fall on the farm

Harvest Fest! Saturday, October 3 from 12-5pm

Poughkeepsie Farm Project
Updated!!!
Harvest Fest is built for families. RSVP through the link in Poughkeepsie Farm Project bio (free entry, donations welcome!)

Activities and story time run all day, so there’s no schedule to plan around. Come when it works for your kid.

Story time and A Rescue Feast with Kathryn LaCombe; Wander Valley Nature Co-Op scavenger hunt; Activities from local favorites Mini Milestones and Sensory Space; Seed planting and noise maker making with our board members; A compost celebration with the PFP farmers, ending with a tractor parade at 3!

Harvest Fest falls inside Food Waste Prevention Week this year and the easiest place to start a conversation about where food comes from and where it goes is with a five-year-old and a handful of vegetable scraps!

Free to attend. Donations welcome. 51 Vassar Farm Lane, Poughkeepsie. Rain or shine.

https://www.farmproject.org/events-more

At home in the heart of Poughkeepsie.
Wind down the season with a change of pace and space. Introducing reimagined interiors and amenities at Luckey Platt’s next chapter.

Studios, lofts, one, two, and three bedroom residences.
Explore layouts and connect with the team at luckeyplatt.com.

This fall, gear up with local cyclists for a special event that celebrates vintage bikes, local bike services, and the cycling community.

This October at the Arlington Farmer’s Market

Arlington Has It 🚲✨ Dust off your vintage bike and join us for Vassar Vintage Bike Night! Enjoy cool bikes, contests, prizes, bicycle services, and more!

📅 Thursday, October 15 | 5–7 PM
📍 Alumnae House Lawn at the Arlington Farmers Market

Come celebrate the vintage beauties! 💚💛

Celebrate the almighty apple at the 2026 Barton Orchards Apple Fest 🍏 October 4th

From the event:
Experience the best of the season at Barton Orchards! Enjoy live music, children’s entertainment, magic shows, delicious food, pig races, a petting zoo, the Fun Park, and unforgettable farm fun for all ages.

Plus, enjoy handcrafted hard c***r at one of three bars and delicious bites from any of the three concession locations. Every festival offers its own unique experiences, making each visit one to remember!

This October, celebrate the spirit of the season with the Peach Hill C***r Festival. 🍏🍂 A relaxed afternoon celebrating the Hudson Valley’s c***rmaking heritage, the landscapes that surround our city, and community.

From the event:

October 3, 2026
20th Annual C***r Fest
Rain Date October 4th.

Come to Peach Hill for our 20th Annual C***r Festival. Pick apples, make c***r, listen to the band Lily of the Valley and enjoy a fun free day at Peach Hill Park. Event is from 1pm until 4pm and is free to the public

32 Edgewood Dr, Poughkeepsie, NY 12603