Published 16 Sep 2025
Iconic Things To Do: October
October in New York City is unlike any other time of year. The air turns crisp, the trees begin to show their autumn colours, and the city takes on a festive energy that carries from neighbourhood streets to Broadway stages. With plenty of festivals, concerts, sporting events, and seasonal activities, it’s the perfect time to get out and explore. Whether you’re a lifelong New Yorker or a visitor seeing the city for the first time, October offers something for everyone. By parking with Icon, arrive at your destination knowing your parking needs are already taken care of.
Events
New York City Wine and Food Festival (October 15-19)
One of the month’s biggest highlights is the New York City Wine & Food Festival, running October 15–19. Over the course of four days, top chefs, winemakers, and culinary personalities gather across the city to celebrate food and drink in all its forms. Attendees can indulge in tasting events, sample new wines, or even join cooking classes led by some of the most recognisable names in the industry. From rooftop parties in Manhattan to intimate dinners downtown, it’s an immersive way to taste your way through New York while supporting local charities and meeting fellow foodies.
New York Film Festival at Lincoln Center (Now Through October 13)
Cinema-lovers won’t want to miss the New York Film Festival, returning for its 62nd year. Held every year at Lincoln Center, the festival showcases the world’s most significant premieres, international films, and experimental work from groundbreaking directors. The lineup often includes award-winning favorites, giving you the chance to see highly anticipated films before they hit theatres nationwide. It’s a mix of red-carpet glamour and thought-provoking screenings that highlight why NYC remains at the center of the arts world.
The New Yorker Festival at Webster Hall and SVA Theater (October 24-26)
For those who prefer live conversations and culture, The New Yorker Festival returns for its 26th annual year at Webster Hall and SVA Theater, from October 24th to the 26th. The event brings together journalists, authors, and artists for a series of live interviews, discussions, and performances. Past years have included big-name writers, political figures, and cultural commentators, making it a must for anyone who enjoys thoughtful conversation and a deeper look at the issues shaping our world.
Oktoberfest Now through October 26 at Pier 15
Of course, no October is complete without a good NYC Oktoberfest celebration. Down at Pier 15, the city hosts its own Oktoberfest festivities, happening now through October 26. With communal tables, live music, lots of beer, and plenty of bratwurst and pretzels, it’s a taste of Bavaria right on the waterfront. The atmosphere is warm and welcoming, and the skyline views make it one of the most memorable places to raise a glass. Weekends can be busy, so make sure to book your parking in advance with Icon!
Beetlejuice on Broadway (Beginning October 8)
Broadway also brings a seasonal treat this month, with the return of Beetlejuice beginning on October 8th. Known for its dark humour, catchy songs, and over-the-top set design, the musical is a favourite for those who like their theatre with a bit of a spooky twist. A night at the theatre in October feels especially fitting, with Times Square lit up just a short walk away and restaurants buzzing with theatre-goers discussing the show. If you’re looking for an evening that combines laughter, music, and Halloween-appropriate fun, this is it.
New York Comic Con at the Javitz Center (October 9-12)
Fans of comics, cosplay, and pop culture will want to head to the Javits Center on October 9th through 12th for New York Comic Con, one of the largest events of its kind in the world. This convention is a paradise for anyone who loves superheroes, anime, gaming, or movies. The energy inside is unmatched, with panels, autograph signings, exclusive merchandise, and thousands of fans showing off their costumes. Even if you’re not in full cosplay yourself, the creativity on display is enough to inspire and entertain all day long.
BRIC Jazz Fest at BRIC House (October 17 & 18)
Music lovers will find plenty to enjoy in NYC during the month of October as well. The BRIC Jazz Fest, happening October 17–18 at BRIC House in Brooklyn, is an exciting and eclectic celebration of jazz in all its forms. The performances range from traditional to experimental, and the festival has built a reputation for showcasing both established legends and rising stars. With its warm, welcoming venue in Fort Greene, BRIC Jazz Fest makes for a perfect evening of music paired with the vibrant culture of Brooklyn.
Home Opener Games at Madison Square Garden (Rangers: October 7 & Knicks: October 22)
Sports fans? This is your month. October marks the start of both hockey and basketball seasons. The New York Rangers kick things off with their home opener at Madison Square Garden on October 7, while the New York Knicks return to the same arena for their opener on October 22. Opening nights are always full of energy, with fans filling the Garden, anticipation in the air, and the city rallying behind its teams. Even if you don’t follow every game, being part of that atmosphere is a classic New York experience. These events are sure to create quite a buzz in the city, so make sure to reserve parking early.
Blood Manor Haunted House Attraction
One of the city’s most popular seasonal attractions is BloodManor Haunted House, a staple of New York’s Halloween scene. BloodManor is comprised of approximately 10,000 square feet designed to terrify each visitor, with elaborately themed rooms, professional actors, and jump scares at every turn. Wander through dark corridors filled with fog, flashing lights, and creatures lurking just out of sight. It’s not for the faint of heart, but for thrill seekers looking for a memorable Halloween night, Blood Manor truly delivers in true spooky season fashion.
Black Lagoon Halloween Pop-Up at Someday Bar
For those who prefer something festive but a little less frightening, the Black Lagoon Halloween Pop-Up at Someday Bar offers a creative twist on the season. This themed cocktail bar transforms its space with eerie decor and serves imaginative drinks inspired by classic horror. The atmosphere is playful, making it the perfect spot for friends to gather, snap photos, and enjoy the Halloween vibe without braving a haunted house. It’s a great way to celebrate if you want the spirit of the season with a more social, relaxed edge.
Greenwich Village Haunted Tour
History lovers can take a different route by joining a Greenwich Village Haunted Tour. This guided walk explores one of Manhattan’s most storied neighbourhoods, where 19th-century townhouses and winding streets provide the perfect backdrop for ghost stories. Along the way, guides share tales of hauntings, unsolved mysteries, and legends that add a spooky layer to the city’s past. The charm of the Village at night makes it a truly memorable autumn experience.
Annual Village Halloween Parade (October 31)
No Halloween in New York would be complete without the Village Halloween Parade on October 31. This massive celebration transforms Greenwich Village into the world’s largest Halloween parade of costumes, floats, puppets, and live music. Tens of thousands march in costume while crowds line the streets to cheer them on. Whether you’re participating or watching, the parade is one of the city’s most beloved traditions, capturing New York’s creative spirit in full force. Arriving early is key, as the sidewalks fill quickly.
Chelsea Piers
Beyond the festivals and parades, October also brings the beauty of autumn foliage to the city. A fall foliage cruise from Chelsea Piers offers a breathtaking way to experience the season, with boats gliding along the Hudson River past Manhattan’s skyline and up toward the colourful Palisades. It’s a peaceful escape from the city streets, with the added bonus of seeing the landscape shift from urban to natural in just a short ride.
Central Park
Closer to the heart of the city, Central Park is at its most spectacular in October. The iconic Mall is lined with trees that shine gold and orange, while quieter spots, like the Ramble, provide a more secluded experience among the leaves. Whether you’re walking, cycling, or simply sitting on a bench with a coffee, Central Park offers a classic New York fall day that feels straight out of a postcard.
Roosevelt Island
Another gem is Roosevelt Island, easily reached by the tram from Manhattan. Once you arrive, you’ll find riverside paths with sweeping views of the city framed by vibrant trees. The slower pace of the island makes it an excellent spot for an autumn stroll, especially for photographers looking to capture unique perspectives of the skyline against the changing colours.
Prospect Park Brooklyn
Finally, Prospect Park in Brooklyn provides a quieter, more local atmosphere for checking out the fall foliage. Designed by the same landscape architects who created Central Park, it has meadows, wooded trails, and serene ponds that make it a favourite for Brooklynites. In October, its winding paths are covered with colourful leaves, offering a perfect escape for anyone wanting to enjoy fall in a less crowded setting.
No matter where your plans take you this October, transportation is always an important consideration. With events spread across the city, finding reliable parking can be stressful, but that’s where Icon Parking makes a difference. By reserving your spot ahead of time, you can skip the hassle of circling blocks or worrying about street regulations. Whether you’re attending a Broadway show, cheering at Madison Square Garden, or joining the Halloween parade, Icon Parking gives you peace of mind so you can focus on enjoying everything the city has to offer.