Things to Do in October in NYC

This post covers the best things to do in New York City in October updated for 2019 including a top 10 list, nighttime activities, free and family-friendly things to do. Be sure to check out our master post, Things to Do in NYC, for more ideas.





This section will feature our top 10 activities to enjoy in New York City throughout October. Whenever possible, we will make note of attractions and events that are free, family-friendly or great after dark.

For tips on the most popular activities in NYC, check out our schedule of pay-what-you-like walking tours, our bus tours, and boat cruise pages. 

Several of the items below are already included for free with the purchase of a tourist discount pass


(1) Take a walking tour with Free Tours by Foot

We offer approximately 40 different tours, including free, self-guided, guided, and GPS-enabled audio tours of every neighborhood that you will likely visit as a tourist in NYC. 



Our tours take you to neighborhoods such as Greenwich Village, Soho, Little Italy, Chinatown, Central Park, Midtown Manhattan, Lower Manhattan, Harlem, the High Line, Brooklyn neighborhoods and much, much more

Below in the Things to do at Night section, we list our night tours. We also offer food tours, bike tours, and occasional special theme tours.

Our guided walks are free to join and operate on a pay-what-you-like basis, which means you decide what a tour was worth or what you could afford (even free) when the tour is over.

Check out our homepage or look at our schedule to see what we have available when you are here. 

(2) See the Autumn leaves in Central Park   (kid-friendly)

Central-Park fall-season

You don’t need to leave New York City to see the different hues of oranges, yellows, and reds on the changing leaves. Central Park is a perfect place to enjoy the beauty of the fall.

We recommend that you take a guided walking tour to help you find your way through this huge park. We offer several pay-what-you-like tours of Central Park including a tour of the lower section and one of the middle section.  

 If you can’t join us, explore the park on your own using our GPS audio tour or our Guide of Things to Do in Central Park

(3) Go to a Concert

There are so many amazing performers in town this month. One performer who got her start here in NYC returns for several nights in October, 2019. Madonna!  Get tickets here.



  • October 2019 (several nights) – Madonna at Howard Gilman Opera House in Brooklyn
  • Oct 5 – The Avett Brothers at Barclays Center
  • Oct 7 – Phil Collins at Madison Square Garden
  • Oct 11 – Bon Iver at Barclays Center
  • Oct 13 – Sara Bareilles at Madison Square Garden
  • Oct 15 – The Black Keys, Modest Mouse & Jessy Wilson Madison Square Garden
  • Oct 17 – The Chainsmokers
  • Oct 25 – Billy Joel at Madison Square Garden

TIP: Madison Square Garden offers All-Access Tours so you can see how this iconic arena has become a world landmark.

Radio City Music Hall also offers a tour of its beautiful Art Deco interior. See more at our post, Radio City Music Hall Stage Door Tour.

(4) The New York Film Festival

In 2019, the prestigious New York Film Festival takes place September 28-October 14.

They are shown in beautiful Alice Tully Hall in Lincoln Center. While tickets are $25, which is double the price of a regular movie, the experience is anything BUT regular!

To find out which films are playing and to purchase tickets (which go on sale September 9th), click here.

TIP: Lincoln Center offers a tour of several of its most famous performance spaces. Find out more about the tour and how to get discount tickets by clicking here

(5) See a Sports Event  (kid-friendly)

October offers several thrilling sports to choose from. We’ve got ice hockey in full swing, football heating up and the basketball pre-season starting. 

Ice Hockey 


Basketball Pre-season

TIP: For a fun, free activity, go see the Brooklyn Nets practice on Saturday, October 6th. It’s open to the public and family-friendly too. See below for details.

(6) Lower East Side Pickle Day  (kid-friendly)

Pickle Day

On October 6, 2019, on Orchard Street between Delancey and East Houston Streets, it’s all about pickles. Come out to try all sorts of pickled foods from 20+ picklers.  

There will also be non-pickled treats, pop-up shops by local boutiques and restaurants, live music, games, and a home pickling/dancing contest. Find out the details here.

Pickle Day is on a Sunday and would be an excellent activity to attend after taking our Sunday Lower East Side Food Tour at 1 pm. 

(7) New York Comic Con  


For connoisseurs of comic books, games, sci-fi, anime, manga, and all things pop culture, October 3-6, 2019 brings you heaven on earth. This annual convention is 4 days of wackiness where you can meet artists, celebrities, publishers, and toymakers inside the giant Jacob Javits Convention Center. 

Feel free to come dressed as your favorite animated character! 

Visit their website for more information and to purchase tickets.  

(8) NYC $1 Pizza Party 

Bleecker Street Pizza

On October 3, 2019, do a good deed while filling up on $1 samples of pizza from over 50 of the best pizzerias in the whole city like Grimaldi’s, John’s of Bleecker St., Lombardi’s, Patsy’s, and so many more.

A $1 ticket gets you a slice from any of the participating pizzerias. An amazing 100% of all the money raised goes to 2 great charities that help feed New York’s hungriest. You can buy as many tickets as you want (meaning, eat as much as you want!). Visit Slice out Hunger’s website for all the information you need. 

The event takes place in Greenwich Village, which is perfect since you can walk off all those carbs with our GPS audio tour of Greenwich Village, or use our downloadable self-guided tour

If you aren’t here for this event, consider taking our pay-what-you-like Greenwich Village tours. Our Greenwich Village Food Tour goes to some of the pizzerias included in the Pizza Party event!

TIP: If you love pizza, you will love our guide to The Best Pizza in New York City by Neighborhood. If you love all different kinds of food, check out our food tour offerings!

(9) Open House New York (OHNY)   

woolworth building

This very popular annual event is on the weekend of October 19-20, 2019. It gives the public free access to over 275 of the city’s architecturally and culturally significant buildings and other spaces that are not generally open to the public, such as the Woolworth Building, the spectacular Standard Oil Building, formerly the headquarters of the Rockefellers’ billion-dollar oil business, and the Old Croton Aqueduct. 

There are tours, talks, and family activities throughout all 5 boroughs of NYC. For more information, visit their website

For those not here that weekend, you can still visit many of the buildings and public spaces that are always included in Open House New York. For example, you can take a tour of the Woolworth Building, Alice Austen HouseGrand Central Terminal, and many more locations which are included in our Lower Manhattan tours and our Greenwich Village tours

(10) Columbus Day Parade  (kid-friendly)

Columbus Day

This is the world’s largest celebration of Italian-American culture and it is on October 14, 2019 starting at 11 am. The parade route is along 5th Avenue from 47th Street and 72nd Street (Map).

There will be over 130 marching groups including bands, floats, and Italian heritage and cultural groups marching proudly along the route. Click here to get more information on the parade.

For suggestions of other things to do in the area once the parade is over, see our post 50+ Things to Do in Midtown Manhattan.


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New York City is known as the “City that Never Sleeps”, and for good reason. You can find some amazing things to do any night of the week. For example, you’ve got concerts and the Halloween Parade in our Top 10.

There are also evening activities in other sections of this post, so take a look through. Below are a few highlights for a night out in October.

You can also check out more ideas on our post What to Do at Night in New York City.


Take a Night Walking Tour   

October temperatures are still comfortable enough to take a night tour, as long as you dress appropriately.  The night air is brisk but invigorating and the city at night is electric and dazzling. 

We offer a number of night tours in October. View our schedule to see what is running.

You can also use our GPS Audio self-guided tours and our self-guided tours to explore on your own after the sun sets. 



Village Halloween Parade  (kid-friendly)

For decades, the Village Halloween Parade has attracted thousands of New Yorkers, not just to watch, but to participate! There is an official line-up of floats and art troupes who flood 6th Avenue with the most creative Halloween costumes you will ever see.

The parade starts at 7 pm on October 31, 2019. The route runs along 6th Avenue from Spring Street in SoHo to 16th Street in Chelsea. (Map).

What many people do not know is that anyone can be in the parade. The only requirement is that you are in costume. It doesn’t need to be fancy, just your average ghost or ghoul will do. To walk in the parade, be at 6th Avenue at Canal Street between 6:30 pm and 8:30 pm. (Map). 

Learn about things to do in Greenwich Village.

See Jerry Seinfeld Perform

Jerry Seinfeld will be playing at the Beacon Theater on October 25 and 16, 2019. He’ll be doing two shows that night – so take your pick of early or late. Buy tickets here

Ticket prices, however, are no laughing matter. If you are on a budget, you can still enjoy comedy all over NYC for free or almost free. 

Read our post on affordable and fun NYC comedy clubs.  

Enjoy Free Admission to the Intrepid Sea, Air & Space Museum

On October 25, 2019, you can visit this highly interactive and engaging museum for free between 5 pm and 9 pm.

This museum is housed on an aircraft carrier whose exhibits include a Concorde, submarine & space shuttle and much more.

This is a fun way to spend an evening in NYC. This is also a kid-friendly activity. Get details here.

Enjoy a Skyline View of New York City  

What could be more magical than seeing the glittering lights of New York City at night? You could go to one of the 3 observatory decks, but there are plenty of other ways to get a great photo-worthy view of the iconic New York Skyline.

See our post to find the Best New York Skyline Views and also our post on 10 Rooftop Bars with Great Views

H.P. Lovecraft Festival 

Author Stephen King has called H.P. Lovecraft the “the Grandmaster of 20th Century American Horror”. (Dates TBA). You can hear some of H.P. Lovecraft’s spine-tingling stories read aloud by the players of the award-winning, critically-acclaimed Radiotheatre.

The readings are accompanied by ominous orchestral scores and spooky sound effects. Readings happen each night during the festival at 81 Christopher Street in Greenwich Village. Find out more here.

TIP: While you are in the village, explore this fun and also beautiful neighborhood with our GPS audio tour of Greenwich Village, or use our downloadable self-guided tour

Attend a TV Show Taping 

If you love Jimmy Fallon or Stephen Colbert on TV, why not see them live and for free? Some of the best late night talk shows tape in the evening. Some shows require you to reserve in advance, and if you want to be spontaneous, you can try for standby or one of the other ways to get tickets at the last minute.

These are three fun shows to attend a TV taping:

To see what other show tapings you can attend, see our post, New York TV show tapings.


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Below are just a few of the hundreds of free things you can do in New York City in October. Some of the events above are free, like the Halloween Parade and Open House New York. So be sure to look at the other sections in this post for more ideas. 

For even more free activities, see our Guide to Free Things to Do in NYC.



Visit Governors Island   

This recreational, car-free oasis just 7 minutes from Manhattan is open through October. 

Although you will have to pay $3 for the ferry, you don’t need to pay for anything else once you are there. Endless activities await you and your family at this playground for people of all ages!

Read our post on Governors Island to find out about biking, kayaking, picnicking, historic tours and more. 

Get Free Tickets with A Tourist Discount Pass

Though tourist passes are not free, if you choose your activities wisely, it’s money well-spent. The more you do with your pass, you get your money’s worth and more.

Essentially, it is as if you are getting free tickets to attractions or tours.

Tourist discount passes work by bundling multiple tickets into one price, usually between 20%-50% the retail price. They are worth considering.

Read our post comparing the different tourist discount passes.  Several bus tour companies, including hop-on-hop-off buses, also offer discounts and deals. 

See the Brooklyn Nets’ Basketball Practice in the Park

On Saturday, October 6, from 11 am-3 pm, the Brooklyn Nets will be shooting hoops in Brooklyn Bridge Park in DUMBO.  This is an open-to-the-public and free event.

There will also be kids’ basketball games, so this is a great family outing. Click here to get your free tickets. 

If you want to learn more about the colorful, waterfront neighborhood of DUMBO, join us on one of our pay what-you-wish walking tours of DUMBO. If you prefer to explore on your own, try our self-guided tour of DUMBO.

Our Things to Do in Brooklyn post has plenty of information about what else you can enjoy in this great borough of NYC. 

Celebrate Diwali in Times Square  

Diwali, the Hindu festival of lights, is the most important holiday in India. It coincides with the Hindu New Year. This gigantic Times Square event on October 13, is the largest Diwali celebration outside of India! Times Square takes on the feel of South Asian culture with the sounds, sights and delicious smells of South Asian and Indian food, musical performances and dancing in the street.

Find out more about this massive and festive event by clicking here.

The Big Apple Crunch

On October 18 at 12 pm, join close to a million New Yorkers across the state promote healthy eating and local farmers by participating in The Big Apple Crunch! Though technically it is not free as you will have to buy an apple. For more information see their website.

This event is a great reason to visit one of New York City’s most famous green market at Union Square on 14th Street in Manhattan. Enjoy your apple while you explore the area using our Self-Guided Tour of Gramercy Park and Union Square.

Flux Takeover!

On October 19, 2019, from 12 pm- 4 pm, head to Socrates Sculpture Park to see the fairly wacky Flux Factory artists -in-residency troupe put on a full afternoon of art installation, performances and anything else goes!   Get the details here.


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Here are just a few fun activities that will keep the kids and adults amused. Many focus on pumpkins, harvests, and Halloween.

Some of the events listed above are family-friendly, such as the Halloween Parade and going to Governors Island, so definitely look at the other sections for ideas.

You can find even more information about visiting New York with kids at Top 10 Things to Do with Kids in New York City as well as our 3-day itinerary for families



Historic Bus Festival  

Every year, the New York Transit Museum brings out vintage buses dating back as long as the 1930s. Several models of buses from different eras will line Boerum Place in Brooklyn. This year the festival is on October 7 between 10 am and 4 pm. It’s free to attend.

You can board the buses and take a ‘ride’ back in time. Sit down, relax and check out the old advertisements from the 1960s. Think Mad Men. Better still, the Transit Museum is only $1!  Get more information here.

The festival will be held in Brooklyn Bridge Park, located in the heart of DUMBO. After seeing the buses, explore DUMBO with our self-guided tour. We also have a guided pay-what-you-wish tour of the Brooklyn Bridge, DUMBO and Brooklyn Heights

Halloween Parade and Pumpkin Flotilla   

Between 4 pm and 7 pm on October 18, you and your family can make your own jack-o’-lanterns, light them up with a candle inside and send it floating away in the waters of the Harlem Meer at twilight. This would be especially fun for younger children. Visit their website to get all the details. 

If you are curious about Harlem, think about joining us on a pay-what-you-like Harlem walking tour or enjoy our self-guided Harlem tour or our GPS Audio tour of Harlem. 

Comic Con

Not just for grown-ups, Comic Con welcomes children of all ages, but ticket availability is somewhat limited depending on age. Kids 5-years-old and under can attend free of charge. Kids 13 and older will need to purchase an adult ticket. Children ages 6-12 are offered a special Children’s ticket for a reduced cost for Sunday, October 7th. As of July, tickets for 7th has already sold out. That doesn’t mean they cannot attend. 

If your child of 6-12 years old would like to attend Comic Com on Thursday, Friday, Saturday, or Sunday (for which Sunday Kids badges are already sold out), you can purchase an adult ticket for them. Admittedly, it’s pricey at $50 a ticket, but your child’s smile is priceless! Comic Con runs from October 3-6, 2019. Click here for more information. 

Super Hero Self-Guided tour

Comic Con too overwhelming for you? It can get a bit crazy. You and your family might enjoy moving at your own pace visiting the headquarters and haunts of the most beloved superheroes who always save New York in the end.

The tour includes the locations where scenes from films and tv series were shot of these Super Heros: Spiderman, Superman, The Avengers, Captain America, Batman and many more. 

You might also like to visit the locales from the Ghostbusters movies. Read our post, Where to Find the Ghostbusters Firehouse and Apartment Building to find out where these scenes were filmed and several others.  

Ghouls & Gourds at the Brooklyn Botanic Garden

On October 27, 12 pm – 5:30 pm, bring your kids out to the easy-to-reach Brooklyn Botanic Garden (BBG) where they can see giant puppets, and enjoy seasonal music, activities, and entertainment. The Ghouls & Gourds festival is perfect for the younger kids and the Garden is offering free admission for kids age 12 and younger.

The BBG is a wonderful place to visit at any time. Though they do charge admission, you can visit for free on Friday mornings from 8 a.m. to noon.

Pumpkin Picking at Decker Farm    

On weekends in October, visit Decker Farm in Staten Island to get a true Halloween seasonal experience with hayrides, face painting, farm animals, arts and crafts, a corn maze, and even a pumpkin patch at a historic working farm.

This activity requires that you take the Staten Island Ferry – which is something that every visitor to New York should do. It’s free, fun and with unbelievable views of the New York and Brooklyn skylines.

For information on Pumpkin Picking at Decker Farm, opening times and ticket prices, see their website

You can find even more information about visiting New York with kids at Top 10 Things to Do with Kids in New York City as well as our 3-day itinerary for families


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