Wednesday
Sep 13
Lower East Side
A sponge-worthy Elaine Benes Appreciation Fest will celebrate the comedic Seinfeld heroine at a fundraiser that promises empowering discussions, episode screenings, swag, and more -- all to raise cash to donate to PP in Elaine’s name.
Cost: Tickets are $30
Thursday
Sep 14
Prospect Heights
New York Fashion Week may be notoriously exclusive, but dapperQ’s biannual runway show of gender-nonconforming looks is open to anyone who buys a $10 ticket. Pop-up shops at the event inside Brooklyn Museum will also let you shop for a new fall wardrobe.
Cost: Tickets are $10
Thursday - Sunday
Sep 14-24
Little Italy
Ninety-one years strong, this annual street festival and feast (started by Italian immigrants back in the day) honors the patron saint of Naples, but you’re likely attending for the meatballs, thin-crust pizzas, cannoli, and other Italian and Italian-American treats.
Cost: Free to roam, but food will cost you
the meadows
Courtesy of Founders Entertainment
Friday - Sunday
Sep 15-17
Flushing
Before you start saving up for next year’s Gov Ball, fit in one last outdoor music festival this year. This three-day, four-stage event at Citi Field includes major headliners like Jay-Z, Marian Hill, Solange, Tegan and Sara, Action Bronson, Gorillaz, LL Cool J, and many more big names.
Cost: Tickets start at $115
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Vendy Awards
Clay Williams
Saturday
Sep 16
Governors Island
The so-called “Oscars of the food truck world” brings out New York’s top food trucks offering tastes of their award-nominated food in categories ranging from Rookie of the Year (new food vendors) to best purveyor of desserts, vegan dishes, and beyond.
Cost: Tickets are $60
Sunday
Sep 17
Downtown Brooklyn
This annual free book event returns to present over 300 authors -- this year’s lineup includes Joyce Carol Oates, Colson Whitehead, Jami Attenberg, and other recognizable names -- doing readings, panels, and signings while over 200 booksellers help stock your bookshelves through winter.
Cost: Free
Saturday - Sunday
Sep 23-24
Floral Park
Head out to Floral Park for the Queens County Farm Museum’s 35th Annual county fair. A corn maze, hayrides, pig races, craft beer garden, and other autumnal activities should offer a nice seasonal escape from the city.
Cost: Tickets are $10
Craft Coffee Fest
Briana Gardener/Courtesy of Craft Coffee Fest
Saturday
Sep 30
Williamsburg
Skip your weekend coffee-shop hang and head to this annual festival celebrating all things specialty coffee. Taste over 20 types of coffee, learn more about your favorite beans and roasts, and use that caffeine buzz to dance to live music.
Cost: Tickets are $35
Saturday - Sunday
Sep 30-Oct 29
Staten Island
If you’ve been jealous of all your friends with cars heading for cute weekends upstate, take the ferry over to Staten Island where you can immerse yourself in a pumpkin patch at a historic farm.
Cost: Tickets are $6
Sunday
Oct 1
Inwood
This annual free festival in the shadow of the Cloisters Museum at Fort Tryon Park brings out jousters, unicorns, and plenty of big turkey legs on a stick.
Cost: Free
Friday - Sunday
Oct 6-8
All over NYC
This annual three-day festival brings the pages of the iconic magazine to life with readings, panels, performances, book signings, and more. The schedule is still TBA but previous iterations have brought big names like Patti Smith, Marc Maron, and Larry David.
Cost: TBA
Tuesday
Oct 10
Randall’s Island
The very first rendition of this meat- and dairy-free event will offer vegan treats from a TBA list of vegan vendors, all to be eaten at a DIY picnic among the fall foliage of Randall’s Island.
Cost: Tickets are $10
Wednesday
Oct 4
Flatiron
Head to this annual fundraiser for the Food Bank for NYC for $1 slices from top pie vendors (many of whom don’t usually sell by the slice) including Lucali, Rubirosa, Kesté, and many more.
Cost: Free entry, $1 cash slices
Thursday - Sunday
Oct 5-8
Midtown West
This annual celebration of all things graphic brings out comic book enthusiasts, artists, Marvel villains, and other self-proclaimed nerds in elaborate costumes.
Cost: Tickets start at $45
Friday - Sunday
Oct 13-Dec 31
Midtown West
No one told you 2017 was gonna be this way, so escape your push alerts and immerse yourself into this unauthorized musical parody about six friends in their 20s living in unrealistically huge apartments. BYO smelly cat.
Cost: Tickets start at $39.50
NYCWFF
NYCWFF
Thursday - Sunday
Oct 12-15
All over
This annual food event brings out recognizable Food Network faces like Giada De Laurentiis, Rachael Ray, and Geoffrey Zakarian for food-themed parties parties ranging from brunches to late-night celebrations. Plenty of the events offer tickets under $100 and those who want to participate for free can sign up to volunteer.
Cost: Tickets start at $75
Sunday - Monday
Oct 15-16
Long Island City
The Long Island City Flea’s special Oktoberfest-inspired weekend will bring out every brewery in Queens, from SingleCut Beersmiths to Rockaway Brewing Company, along with other city breweries, for plenty of tastings.
Cost: Tickets are $36
Saturday
Oct 21
East Village
New York’s annual canine costume party returns to Tompkins Square Park for a festive day full of dogs of all breeds and sizes in outrageous outfits. Past contenders have come as Starbucks lattes, lobsters, New York City skyscrapers, mermaids, Christian Grey, and more.
Cost: Free to watch
Friday
Oct 27
Midtown West
This cocktail attire-required, Venetian gala-style costume party offers a faux-fancy Friday night out where you can be whomever you want to be.
Cost: Tickets start at $20
Tuesday
Oct 31
West Village
The annual Halloween Parade kicks off at 7pm at Spring and Sixth Avenue, headed all the way up to 16th Street. Beyond extraordinary costumes, expect to see larger-than-life puppets, a group dancing to Thriller, and plenty of spooky, scary, and strange viewers crowding around you to see all the action.
Cost: Free
nyc marathon
A Katz/Shutterstock.com
Sunday
Nov 5
Every borough
Stake out a spot on the 26.3 mile route spanning all five boroughs, make an inspirational poster, and bring a thermos of hot chocolate to make the most of New York’s most famous race.  
Cost: Free