September is a fantastic month to visit Beacon, NY. The weather starts to cool down, fall is just around the corner, and the city's calendar is packed with live music, storytelling, art, community events, markets and more.

If you're planning a weekend in Beacon this September, there is plenty to fill your itinerary. From annual community traditions to live performances and unique local events, here are some of the best things happening around Beacon throughout September 2026.

Henry Street & South Chestnut Street

Start your Sunday in Beacon by hunting for vintage treasures at the Beacon Flea Market.

Browse tables filled with vintage clothing, furniture, collectibles, jewelry, records, books, home décor and plenty of things you didn't know you needed until you found them!

Sunday, September 6 | 8 AM–3 PM
Sunday, September 13 | 8 AM–3 PM
Sunday, September 20 | 8 AM–3 PM
Sunday, September 27 | 8 AM–3 PM

The flea market is weather permitting, so be sure to check for updates if rain is in the forecast.

223 Main Street

After checking out the flea market, head toward Main Street for the Beacon Farmers' Market.

Shop from local farmers, bakers, makers and artisans while picking up seasonal produce, flowers, baked goods, handmade products and other Hudson Valley goodies.

Sunday, September 6 | 10 AM–2 PM
Sunday, September 13 | 10 AM–2 PM
Sunday, September 20 | 10 AM–2 PM
Sunday, September 27 | 10 AM–2 PM

Our tip: September 27 is an especially great Sunday to be in Beacon because the flea market and farmers' market coincide with Spirit of Beacon Day.

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Howland Cultural Center, 477 Main Street

Get ready for an evening of true stories, humor and unforgettable moments at the ARTICHOKE Storytelling Show.

The September 12 show features storytellers sharing personal stories on stage in the beautiful historic Howland Cultural Center.

Doors open at 7:30 PM, with the show beginning at 8 PM.

It's a great choice for a Saturday night in Beacon and something a little different from the typical night out.

That Creative Space, 333 Fishkill Avenue

September 19 is a big day for Beacon's creative community as That Creative Space celebrates its inaugural exhibition.

The opening of “What We Carry” takes place from 4–6 PM and features work from studio and teaching artists.

The exhibition is part of That Creative Weekend, a celebration featuring art, workshops and community activities.

If you enjoy discovering local artists and smaller creative spaces, this is a great event to add to your September weekend.

Towne Crier, Beacon

Beacon's Towne Crier continues its packed fall concert schedule in September.

Spend the evening enjoying reggae legends Third World in a live performance celebrating Stephen "Cat" Coore.

If you're visiting Beacon that weekend, make an evening of it and explore Main Street before heading to the show.

Hudson Valley Brewery

Cat lovers, this one's for you!

Catoberfest is an annual fundraiser benefiting Mid Hudson Animal Aid and features live music, food, craft beer, raffles and plenty of four-legged inspiration.

The event takes place on September 20 from 3–7 PM at Hudson Valley Brewery.

It's a fun way to spend a Sunday afternoon while supporting a local animal organization.

The Yard, 4 Hanna Lane

Stay out a little later on Sunday for the Beacon Short Film Showcase.

The event highlights short films from local filmmakers and celebrates Beacon's creative community.

The evening begins at 7:30 PM and offers a unique way to spend your Sunday night in Beacon.

Savage Wonder Art Center

On September 26, spend the evening with a performance reading of Franz Kafka's The Trial at Savage Wonder Art Center.

The event runs from 6–8:30 PM and offers another opportunity to experience Beacon's local theater and arts scene.

Dennings Point Distillery, 10 North Chestnut Street

Looking for something fun and completely different?

Head to Secret Sessions: “Bad Dates” on September 26.

The event features true stories about dating disasters submitted by members of the community. The stories are anonymous and performed by actors, making for an evening filled with laughs, surprises and painfully relatable moments.

Time: 7–9 PM
Admission: Free

It's exactly the kind of quirky, local event that makes a Beacon weekend memorable.

Main Street, Beacon

One of Beacon's biggest community celebrations returns on Sunday, September 27.

Spirit of Beacon Day brings Main Street to life with vendors, food, activities, music and the annual parade.

10:00 AM: Streets close
11:00 AM: Event opens
11:30 AM: Volunteers of the Year ceremony
12:00 PM: Parade lineup
1:00–2:00 PM: Parade
5:00 PM: Event ends

If you're looking for a day when you can really experience Beacon's community spirit, this is it.

From Sunday morning flea-market treasure hunting to live music, storytelling, art openings and community celebrations, September is one of the busiest and most exciting times of year in Beacon.

Whether you're coming for Spirit of Beacon Day, the ARTICHOKE Storytelling Show, Secret Sessions, Catoberfest, live music or simply want to spend a weekend exploring the city, there's something happening almost every weekend.

And don't forget to leave some time to simply walk Main Street, browse the shops, enjoy the Hudson River and take in the beginning of fall in the Hudson Valley.

With so many events happening throughout September, why rush home after one day?

Stay overnight and give yourself time to experience Beacon at a slower pace.

Beacon Bed & Breakfast puts you right in the middle of everything that makes a Beacon getaway special, from Main Street and local events to hiking, shopping and the Hudson River.

Wake up to breakfast, spend the day exploring Beacon and come back to a comfortable place to relax after a full day of events.

Planning your September getaway? Book your stay at Beacon Bed & Breakfast and make a weekend of it.