Things to do in NYC this weekend: Sept. 26-29 (some are free!)

Kimberly Dole
September 26, 2019 - 2:11 pm

NEW YORK (1010 WINS) -- Warm temperatures are still here, so why take advantage and make this a great weekend! Make some plans to relax with the best food, drinks, shows and music the area has to offer. Skip surfing the internet because 1010 WINS has your weekend plans here:

Five boro Pizza Challenge

Eat a slice at every stop, take a photo and tag #5boropizzachallenge. Once you're done, and your photo proof is verified, you will have successfully completed the 5 Boro Pizza Challenge and receive the coveted finisher medal. The first team or individual to complete the challenge will earn bragging right and the title of 5 Boro Pizza Challenge 2019 Champion. The challenge is a fundraiser for Transportation Alternatives, New York City’s leading advocate for walking, biking and public transit.

Where: Starting point is at the Red Cube (140 Broadway in lower Manhattan)

When: Sept. 28, 11 a.m. sharp!

Cost: $35

Twitter @5BPCNYC

OktoberFest NYC

There are lots of reasons to love Oktoberfest: the lederhosen, the beer, the pretzels, the stein holding contests. No need to travel to Munich this year, experience Oktoberfest in New York! Authentic German beer will be flowing, complimented by traditional Oktoberfest food and fun for the entire family. The location offers an exceptional panorama of the Brooklyn and Williamsburg bridges and Brooklyn skyline. The best part? Free with RSVP!

Where: Watermark - Pier 15, 78 South Street

When: Saturday, Sept. 28-29, 11a.m. - 12a.m.

Cost: Free with RSVP


Vegandale Food and Drink Festival

Vegandale is the where the ethically minded can gather for some of the best vegan food, goods and services. The New York edition will take place on Randalls Island where vendors both local and from all over the country will showcase their goods on the 40,000 sustainable Urban Farm located there.

Where: Randalls Island Park

When: Sept. 28 11 a.m.

Cost: $10


Affordable Art Fair

Twice a year, Affordable Art Fair exhibits affordable, accessible and beautiful art in NYC. With over 70 local, national and international exhibitors showcasing their original work  from over 300 contemporary artists. Ranging between $100 to $10,000, the diverse and carefully curated selection will help you discover art pieces that makes you happy. 

Where: Metropolitan Pavilion

When: Sept. 26, 6 p.m., Sept 29 5 p.m.

Cost: $18 - $80


Ballet Hipanico: A La Calle Block Party 2019

Ballet Hispanico is knows for bringing Latin culture to the world. Rain or Shine come celebrate Hispanic Heritage with dancers, food vendors, and the community at the thrid annual event.

Where: Ballet Hispanico -167 West 89th Street

When: Sept. 29 12 p.m. - 4 p.m.

Cost: Free 

Ballet Hispánico/Billy Pennant


Fill your belly at the largest weekly open-air food market in America. Choose from 100 local vendors—Saturdays on the Williamsburg waterfront and Sundays in beautiful Prospect Park. These small vendors from all over will satisfy any foodie with items like the ramen burger, mozzarella sticks and many, many more. 

Where: Westfield World Trade Center - Oculus Plaza, East River State Park - 90 Kent Ave. (at N. 7 St.) Brooklyn, Prospect Park - East Drive at Lincoln Rd. Brooklyn

When: WTC - Friday, Sept. 27, 11:00 a.m. - 7:00 p.m., Williamsburg - Saturday, Sept. 28, 11:00 a.m. - 6:00 p.m., Prospect Park, Sunday, Sept. 29, 11:00 a.m. - 6:00 p.m. 

Cost: Free  


Bryant Park Square Dance

Square dancing meets the big city this weekend in Bryant Park. Out of the barn and under the stars, the free Square Dance returns to so everyone can Do-si-do and promenade at an outdoor dance party like no other, with a tons of food, music, and fun.

Where: Bryant Park

When: Sept. 27, 5 p.m.

Cost: Free

The Great Dumbo Drop

The Great Dumbo Drop returns to Brooklyn at one of the Borough's most iconic streets to help give schools the resources they need. Thousands of souvenir elephants will drop from the rooftops of the corner of Washington and Water Street. Tiny parachutes will be attached to the elephants and each parachute is designed by a local artist. Anyone can enter the drop, and those who sponsor the toy elephants that land closest to a target can win a variety of prizes. In 2018 they raised $20,000 for public schools and they hope to do better this year. 

Where: Corner of Washington and Water Street, Brooklyn

When: Sept. 27, 6 p.m.

Cost: Free

Great Dumbo Drop

Chile Pepper Fest

Head to the Brooklyn Botanic Garden for some tasty bites and sizzling samples of over 40 food vendors with the best chile peppers. The tastings and demos will be paired with some New Orleans flavor and feature a live performance from N’awlins living legends like Irma Thomas, Walter “Wolfman” Washington, and John “Papa” Gros and his Band.

Where: Brooklyn Botanic Garden

When: Sept. 28 11 a.m. - 7 p.m.

Cost: $30, Free for members


Beyond The Streets

Beyond The Streets celebrates society’s most pervasive mark makers and rule breakers in an exhibition of the graffiti and street art of over 150 artists from around the world. Open through Sunday, September 29th, the critically acclaimed exhibition will host a final weekend of surprises including giveaways meet and greets with leading graffiti and street artists.

Where: 25 Kent Ave., Brooklyn 

When: Sept. 26 - 29, 11 a.m. - 9p.m.

Cost: $25

Beyond The Streets

Like 1010 WINS on Facebook and follow @1010WINS on Twitter to get breaking news, traffic, and weather for New York City.