Poughkeepsie Collective

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

Tomorrow on the Poughkeepsie Waterfront
Sunset Concert at Kaal Rock Park

Saturday September 19th @ 4pm

From the event:
Free sunset jazz concert in Kaal Rock Park, a small waterfront park on the Hudson in Poughkeepsie. Bring a chair or blanket and chill with The Desmond Teague Quartet. The 1915 W**e Cellar will be on hand with w**e, b**r and soft drinks and Hudson Valley Falafel can serve you up a quick picnic. This free concert series is presented with the support of The City of Poughkeepsie and Central Hudson. The rain location is Darkside Records, 32 Cannon St., 2nd floor theater. Follow Kaal Rock Park Concerts on Facebook and Instagram for updates.

This Arlington area shop begins Poughkeepsie Halloween and fall season with a themed art show, craft session, and maker showcase.

October 4th in Poughkeepsie

Moxie Studio Cheers to a year of Moxie!🥂🎃 Let’s celebrate with a free market style pop up showcasing some of our favorite things like local art, crafts, vintage and all things Halloween!
👻 October 4th from 11-5pm
📍25 collegeview ave, Poughkeepsie NY
💛 look for the Yellow Door

This weekend at nearby Barton Orchards 🍺🍂
A celebration on the farm to welcome the fall season.

From the event:
BBQ, brews & all the fall fun 🍎🍺🔥

Join us September 19 & 20 for a full weekend at Barton Orchards! Live music, BBQ, fresh apple c***r donuts, apple & pumpkin picking, pig races, the corn maze, petting zoo, haunted house & so much more! 🎃🍩

🎶 Barton’s Backyard Spectacular will be LIVE in the Sound Garden with shows at 1:30, 2:30, 3:30 & 4:30 PM!

📍 63 Apple Tree Lane, Poughquag, NY
Grab the crew and come spend the day at the farm! 🍻🍎

This month in Poughkeepsie’s Arlington district ✨
The Arlington Street Fair Returns September 26th

From the event:
🎉 SAVE THE DATE! 🎉
The 27th Annual Arlington Street Fair is coming! 🍂

📅 Saturday, September 19, 2026
⏰ 12–6 PM
📍 Raymond Avenue

🛍️ Vendors • 🍔 Food • 🎶 Live Music • 👨‍👩‍👧 Family Fun

✨ FREE ADMISSION! Bring the whole family and come celebrate Arlington! ❤️