NYC May Activities, Things to Do and Events Calendar
New York City Events May 2023 include Billy Joel, Taylor Swift, Jerry Seinfeld, Bono, Ninth Avenue Food Festival, Fleet Week, Memorial Day, Mother’s Day, Washington Square Outdoor Art Exhibit, Five Boro Bike Tour and so much more.
The weather in NYC in May is delightful and the Central Park foliage is fully blooming, making one of their free tours an ideal thing to do in May. Check our calendar for Things to do in NYC in May, NYC Events May 2023, Shows in NYC in May, events in NYC tonight, NYC events this weekend and more New York City upcoming events.
Memorial Day Weekend is officially the start of the NYC summer, so expect New York City to clear out on May 26th for the whole weekend. Please check sightseeing hours for Memorial Day, Monday, May 29, 2023 and be sure to treat Mom on Sunday, May 14th.
Add your event to the New York City Events Activities May calendar.
Top NYC May Events
- Mothers Day in New York City
- Billy Joel @ MSG
- The Met Roof Garden & Martini Bar
- Ninth Avenue Food Festival
- Taste of Tribeca
- Yankees & Mets Baseball
- Memorial Day Weekend NYC
- Fleet Week New York City
- Five Boro Bike Tour
- GMA Summer Concert Series
- TODAY Show Summer Concert Series
- Shakespeare in the Park (starts in June 2023)
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May Featured Events and Businesses
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Concerts NYC May Shows, Events, Things to Do
- Taylor Swift – May 26-28, 2023 @ MetLife Stadium (NJ)
- Jerry Seinfeld – May 6, 2023 @ Beacon Theatre
- Billy Joel – May 5, 2023 @ MSG
- Janet Jackson & Ludacris – May 9-10, 2023 @ MSG
- Bryan Adams & Joan Jett – June 9, 2023 @ MSG
- Bono – May 3, 4, 7 & 8, 2023 @ Beacon Theatre
- Westminster Kennel Club Dog Show – May 8-9, 2023 @ USTA Billie Jean King National Tennis Center
- Mother’s Day Music Festival – May 13, 2023 @ Barclays Center
See All: NYC Concerts Shows May – includes Good Morning America Summer Concert Series, Today Show Summer Concert Series, Jones Beach, Central Park Summerstage, Coney Island, Forest Hills and more.
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Save $$ on New York Concert Tickets
- StubHub - best selection and seats in the house!
- Ticketmaster Deals - lots of shows with 2 For 1, Me+3 and 4-Pack deals
- American Express Ticketmaster Deals - for cardholders
- Use Code NYCIG10 for 15% off ALL Tickets
Note: All of our ticket partners are legitimate, official, recommended ticket sellers and guaranteed to sell you official NYC Concert tickets.
New Hotels in Manhattan
New hotels in Manhattan give you access to crisp sheets, new linens, towels, restaurants, rooftops and more before anyone else gets to them. While you may have to deal with some grand opening kinks, you'll often get amazing rates at the newest Manhattan hotels before the full buzz is out there for everyone to discover. Recently opened hotels include:
- Margaritaville Resort Times Square - Times Square's ONLY outdoor pool + rooftop bar on 31st & 32nd floors (photo)
- Renaissance New York Chelsea - Somewhere Nowhere area, top two floors with pool, sundeck and amazing skyline views
- Moxy Lower East Side - five eating and dining spaces by Tao Group, a local favorite
- Grayson Hotel - adjacent to Bryant Park, "With one-of-a-kind rooftop views of the rivers, Times Square NYE Ball Drop and Edge"
See All: New Hotels in Manhattan
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Sports New York City Events May 2023
May is a great sports month in NYC! Baseball and Football Club seasons are well under way and, hopefully, we have a basketball or hockey team in the Playoffs. The sports atmosphere in New York is exhilarating year round and some of the most intense competition is within our own rivalries.
If the Rangers or Islanders are in the playoffs, schedules will be posted here. Make sure to add a NYC Game Day to your NYC vacation – it’s an absolute MUST in NYC!
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Mothers Day in New York City
Mother’s Day in New York City offers a ton of choices for every budget and interest.
Sunday, May 14, 2023
Top Picks Include:
Choose from special Brunches and Dinners, Broadway shows, free cocktails and open bars, tons of special Manhattan Cruises, chocolate tours, baseball, Broadway, private movie screenings and so much more.
More Info: Mothers Day in New York City
9 Awesome Mother’s Day Tours for May 14, 2023
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NYC Insider Print Map and Guide to Manhattan
NYC Printable Guides - Available for Immediate Download
REALLY??? This is a lifesaver! I’m too ADD-riddled to ever have been able to compile all this info in a useful way. Thanks to these tools, our 3 short days in NYC will be spent just how we want with no time wasted. I really can’t say enough good things. To anyone on the fence about this purchase…it truly is the best $20 you can spend and will probably save you way more than that in time alone.
Honestly this was the best book I’ve ever purchased and it was worth every single dollar I spent on it!!
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NYC Travel Vacation Advice
Looking for personalized New York Travel Planning? Want a "Plan My Vacation for Me" Service? How about your own personal NYC Concierge, NYC Insider Guide, to help with exactly what you want to know? I can offer customized planning for the best events, show tickets, hotels, shopping, restaurants and more.
May Things to do with Kids in New York
Festivals, Baseball, Central Park, the Zoo and more. Great things to do with kids in May include:
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NYC Sightseeing Cruises - NYC Insider Guide Favorites!
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Memorial Day Weekend NYC
May 26-29, 2023
Memorial Day Weekend New York City offers a ton of choices for enjoying NYC and paying tribute to those who fought in our US Armed Forces. Free Museum Admission for Military Members, Fleet Week, FREE outdoor movies, Art Exhibits and much more!
Read More: Memorial Day Weekend NYC
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Best New York City Hotel Rooftops
NYC Hotel Rooftops offer some of the best skyline views in the whole City, along with cocktails and food, views, pools, cabanas, sundecks and retractable roofs. Our top picks for the most surreal views and cocktails include:
- Ink48 Hotel - right next to the Intrepid Museum and my ALL time favorite rooftop!
- Sky Room @ Fairfield Inn Times Square - 'the city's highest rooftop lounge' on 34th floor (photo)
- The Empire Hotel - year-round indoor/outdoor rooftop with seasonal pool and cabana rentals
See More: Best New York City Hotel Rooftops
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Shakespeare in the Park 2023
June 8 – August 6, 2023
Delacorte Theater, Central Park
In prior years, this event always started in May
Every year, stars such as Meryl Streep, Al Pacino and James Earl Jones perform modern interpretations of various Shakespeare plays in Central Park at the recently redone 1,800 seat open-air theater and they are attended by over 80,000 people. The 2023 Shakespeare in the Park play is Hamlet.
NYC Insider Guide knows just how you can get tickets. Learn more at Shakespeare in the Park 2023
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Central Park NY Hotels
These are NYC Insider hand picked hotels that are not just “near” Central Park, as most NYC hotels claim to be…but on the Park itself, either Central Park South, Central Park West or Fifth Ave. Many other hotels are nearby, or within a few blocks, but these are the closest, and all offer Park views from select rooms.
Some of our top value picks near Central Park include:
See the Insider Guide for dozens more Central Park NY Hotels and download our free Central Park map at Central Park NY Guide
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Save with a New York City Attractions Pass
Want to find the BEST NYC Attractions Pass for your trip? Compare All NYC Passes - Download our FREE side by side Comparison Chart.
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Broadway Shows NYC May 2023
Broadway has a TON of new shows and legends on stage.
Sweeney Todd - Josh Groban & Annaleigh Ashford
A revival of Stephen Sondheim's 1979 Tony Award-winner for Best Musical, based on the 1973 play “Sweeney Todd, the Demon Barber of Fleet Street.” Sweeney Todd, whose real name is Benjamin Barker, uses his new alias to resume work in his barber shop above Mrs. Lovett’s struggling pie shop after being wrongfully sentenced to life imprisonment by the corrupt Judge Turpin. After swearing vengeance against the judge that tore his family apart, Todd and Lovett plot a unique plan that helps them both and leads them down a dangerous, thrilling path with deadly consequences. (Previews Feb 26, Opens Mar 26, 2023)
MJ is the electrifying new Broadway musical that takes audiences inside the creative process of one of the greatest entertainers in history. Featuring over 25 of Michael Jackson’s biggest hits, MJ allows us to rediscover the man in the mirror.
A Beautiful Noise - Neil Diamond Broadway Musical
The story of the legendary Neil Diamond comes to life on stage in a gripping and uplifting new musical featuring his hit songs Sweet Caroline, America, and Cracklin’ Rosie. Directed by Tony Award® winner Michael Mayer (Spring Awakening, Hedwig and the Angry Inch), choreographed by Olivier Award winner Steven Hoggett (Once, Harry Potter and the Cursed Child), and written by four-time Academy Award® nominee Anthony McCarten (Bohemian Rhapsody, The Two Popes). Good times never seemed so good. Previews November 2, Opens December 4, 2022
Six the Musical Broadway - On Sale Through May 2023
Divorced, beheaded, died, divorced, beheaded, survived. Six centers on the six ex-wives of King Henry VIII, who take the mic to reclaim their identities out of the shadow of their infamous spouse. They remix five hundred years of historical heartbreak into an exuberant celebration of 21st century girl power. Opened September 17, 2021. Ages 10+
Funny Girl - Starring Lea Michele & Tovah Feldschuh.
Funny Girl is the story of the indomitable Fanny Brice, a girl from the Lower East Side who dreamed of a life on the stage. Everyone told her she’d never be a star, but then something funny happened—she became one of the most beloved performers in history, shining brighter than the brightest lights of Broadway. The sensational cast, starring Drama Desk Award nominee Lea Michele as Fanny Brice, Tony Award® nominee Ramin Karimloo, Tony Award nominee Tovah Feldshuh and Jeff Award winner Jared Grimes, dazzles with the songs “Don’t Rain On My Parade,” “I’m the Greatest Star,” and “People.” (September 6, 2022+)
Celebrities on Broadway
- Funny Girl - Lea Michele & Tovah Feldschuh (September 6, 2022+)
- A Doll’s House - Jessica Chastain (Feb 13 - June 4, 2023)
- Sweeney Todd - Josh Groban & Annaleigh Ashford (Previews Feb 26, Opens Mar 26, 2023)
- Summer, 1976 - Laura Linney & Jessica Hecht (April 4, 2023+)
See More: List of Broadway Shows
Buy Great Broadway Tickets Today!
Broadway is BACK! Please note vaccination, mask and healthcare guidelines for your theater.
Top Picks for Broadway Tickets
- TicketNetwork - best selection and seats in the house! Very popular and trusted ticket company!
- Direct Tickets - all Ticketmaster shows original source tickets. See telecharge.com and seatgeek.com for theaters not covered by Ticketmaster
- Ticketmaster Deals - lots of shows with 2 For 1, Me+3 and 4-Pack deals.
- American Express Ticketmaster Deals - for cardholders.
- StubHub - great selection, NY's most popular ticket reseller
Note: All of our ticket partners are legitimate, recommended ticket sellers and guaranteed to sell you official NYC Broadway tickets.
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Lincoln Center - Opera, Ballet, NY Philharmonic, Jazz, Broadway
You really haven't been to NYC until you experience THE beating heart of our Arts & Culture scene, Lincoln Center, home to the New York Philharmonic, Metropolitan Opera, NYC Ballet, Julliard School, Broadway and so much more. See what NYC's (always amazing) classic cultural scene has to offer while you are here.
- Metropolitan Opera - Sept - May
- NYC Ballet - September - May; (Fall, Nutcracker, Winter, Spring)
- NY Philharmonic - Sept to June
- Jazz at Lincoln Center - all year
More: Lincoln Center Venue Guide
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Fleet Week New York City
TBD 2023. May 25-31, 2022
Thousands of Sailors, Marines and Coast Guardsmen from U.S. Navy and U.S. Coast Guard ships have come to NYC nearly every year since 1984. Fleet Week is the City’s celebration of the sea services and provides an opportunity to see the latest capabilities of today’s Navy, Marine Corps and Coast Guard Team.
Fleet Week includes dozens of military demonstrations and displays, as well as public visitation of many of the participating ships. Ship Tours are held at Pier 88 and in Staten Island, daily Thursday – Monday, from 8:00 a.m. to 5 p.m.
More on Fleet Week:
- Military Discount NYC Hotels
- Fleet Week at the Intrepid Museum
- Free NYC Museum Admission for Military Families Summer
- Cheap Budget Hotels in NYC
- Best NYC Hotels with Military Discounts
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Things To Do in New York in May
The best Things To Do in New York in May include boat & sailing tours, exploring NYC on bike, volleyball, tennis, cheering on the Mets and Yankees and basically anything else outdoors as May is a phenomenal weather month.
- Best New York City Hotel Rooftops – celebrate May with a cocktail and skyline view from a rooftop
- Statue of Liberty and Skyline Sightseeing Cruise – sail around the Statue of Liberty on this family-friendly entertainment and sightseeing cruise
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Fun Things to do in New York in Spring
There are hundreds of fun things to do in New York in Spring. With the cherry blossoms, green foliage, sparkling rivers and warm weather as your backdrop, Spring is the time to take advantage of rooftops, biking, tennis, volleyball, walking tours and so much more.
- Things to Do in NY in Spring
- Volleyball in New York City
- Tennis in New York City
- Biking in New York City
- Insider Guide to Central Park
- Things to do in NYC in March
- Things to do in NYC in April
- Things to do in NY in May
- Mother's Day in NYC
- Best NYC Hotel Rooftops
- Free Things to Do in NYC
- 100 FREE things to do in NYC in Summer
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Metropolitan Museum of Art (Met) Rooftop Open
April 18 - October 22, 2023 (Exhibition)
May 18, 2023 (Rootop Bar Reopens)
Iris and B. Gerald Cantor Roof Garden
Skyline Views, Art and Cocktails - what more could you want?
Every summer, the Met opens the Martini Bar on the Roof Garden Café, an 8,000-square-foot, informal, outdoor setting with breathtaking panoramic views of the Manhattan skyline and Central Park. The 2023 Roof Garden Commission: Lauren Halsey will be on view April-October and showcases "a full-scale architectural structure inspired by sources as varied as ancient Egyptian symbolism, 1960s utopian architecture, and contemporary visual expressions such as tagging." On Friday & Saturday Nights, The Met hosts Sun Sets, which celebrates the freedom, inclusivity, and creativity of electronic music culture with a series of rooftop events showcasing the diversity of sounds emanating from the city's ever-evolving music underground.
More info: 2023 Met Roof Martini Bar Schedule.
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Five Boro Bike Tour (by TD Bank)
Sunday May 7, 2023
(usually the first Sunday in May)
Watch or ride with over 32,000 cyclists spinning 42 miles through all five NYC boroughs, ending in Staten Island, where a fun outdoor Festival awaits. See bike demos, a mountain bike stunt show, food, product samples, massage and more while donating to a good cause.
More Info: www.bike.nyc
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Biking in New York City
Biking in New York City can be incredibly safe and fun, as long as you follow a few rules. If you don’t want to worry about helmets, locks, mapping routes and getting lost, then check our top picks for Bike Tours of NYC:
- New York Highlights Bike Tour (3 hrs) - good for all ages, offer bike trailers and baby seats, helmets, guides, from Harlem to the Brooklyn Bridge (9 miles).
- Guided Bike Tour of Central Park (2 hrs)- guided tour through our amazing 843 acres, seeing Strawberry Fields, Cherry Hill, Tavern on the Green, Bethesda Fountain, Onassis Reservoir, the Alice in Wonderland Statue, Cleopatra’s Needle and the Dakota
- Brooklyn Bridge & Waterfront Bike Tour (2 hrs) - cycle around Manhattan’s southern tip, climb uphill into the City Hall area, then up onto the Brooklyn Bridge, a steady climb of about 15 minutes.
- New York Pass - includes choice of bike rentals and tours: Blazing Saddles, Brooklyn Bridge Sightseeing Bike Tours and Rentals, Central Park Sightseeing Bike Tours & Rentals and more!
- More Biking in New York City - details on DIY tours, best places to eat on the water and more.
See: Biking in New York City – more details on DIY tours, best places to eat on the water and more.
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Ninth Avenue International Food Festival
May 20-21, 2023; 10:00-6:00 pm
42nd-57th Sts, along 9th Avenue
Voted the Best Street Fair in NYC, taste the best of the best Manhattan food, on the cheap, on one street. Kids and adults will be entertained and fed until you’re stuffed! Admission free, food costs vary.
Come for Argentinian, Brazilian, Cajun, Chinese, Cuban, Dominican, Ethiopian, French, German, Greek, Haitian, Indian, Indonesian, Irish, Italian, Japanese, Mexican, Moroccan, Pakistani, Polish, Puerto Rican, Peruvian, Senegalese, Sicilian, Southern, Spanish, Thai, Trinidadian, Turkish, Ukrainian, Vietnamese food – and more!
Info: www.ninthavenuefoodfestival.com
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Affordable Times Square Hotels
Some of our top value picks in Times Square include:
- citizenM New York Times Square - super-efficient and modern rooms (photo)
- Sanctuary Hotel - great rooftop with private cabanas and awesome views
- The Duffy Times Square - 22 queen rooms housed in two charming townhouses
See More: Cheap Hotels in Times Square
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Walk, Bike, Bus, Blade or Fly Over NYC?
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Annual Westminster Kennel Club Dog Show
May 8-9, 2023 @ USTA Billie Jean King National Tennis Center
Tickets – $20 to $145, westminsterkennelclub.org
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Taste of Tribeca
TBD 2023
May 21, 2022
A great event for both adults and kids, this culinary festival brings together Tribeca’s best restaurants: Bouley, Bubby’s, Chanterelle, Tribeca Grill and more. Prior event cook offs included the Lamb Meatball Masters Challenge and Tang’s Natural Dumpling Challenge. General tickets allow for 6 tastes from some of New York’s finest chefs. $40 advance, $45 day of. Info: www.tasteoftribeca.com
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Boutique Downtown Hotels New York
Boutique Downtown Hotels put you right next to some of NYC's most popular attractions: The 9-11 Memorial and Museum, Statue of Liberty, One World Observatory, Wall Street, St. Paul's Cathedral, Charging Bull and every major subway station.
- Frederick Hotel - one of NYC's best lesser know hidden gems
- Moxy NYC Downtown - 30 stories, local coffee program, arcade games, DJ and a basketball court
- The Artezen Hotel - high-tech suites, yoga & fitness center + HIDE, a swanky, two-story sky lounge (photo)
See More: Boutique Downtown Hotels New York
More Downtown Hotels: Tribeca/Battery Park and Financial District/ Wall St
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Washington Square Outdoor Art Exhibit – FREE
Memorial Day Weekend 2023
May 28-30 and June 4-5; 12pm – 6pm
Walk around Greenwich Village browsing tons of artwork displayed by original artists. Paintings, sculpture, eco-friendly art and lots of other unique pieces to see or purchase, at far less than gallery prices.
Location: It is a sidewalk show, not a street fair, and has its venue on University Place, starting at East 13th Street and continuing south along the east side of Washington Square Park to West 3rd Street. The southern end of the show encompasses Schwartz Plaza, (aka Bobkin Lane), between NYU’s Shimkin Hall and Bobst Library.. More Info: www.wsoae.org
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Annual Intrepid Museum Summer Movie Series
TBD 2023
May 27 – August 26, 2022 (select Friday Nights)
The Intrepid Museum’s summer movie series returns this summer! Watch a movie on Intrepid’s flight deck, featuring classic films and celebrating their 40th anniversary! Enjoy FREE sea, air & space themed movies under the stars all summer long on the Flight Deck!
- Friday, May 27: An Officer and a Gentleman
- Friday, June 24: E.T. The Extra-Terrestrial
- Friday, July 29: Star Trek II: The Wrath of Khan
- Friday, August 26: Blade Runner
The flight decks opens at 7pm, film begins at sunset. Bring your lawn chairs, picnic baskets and blankets. Guests are encouraged to bring their own food, snacks and non-alcoholic beverages, however no outside alcohol is permitted.
More Info:
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NYC Airport Guides - LGA, JFK, EWR
Our detailed NYC Airport Guides go in-depth on everything you need to know about each airport. Free shuttles, nearby hotels, Stay & Fly Free Parking, Taxis, Limos, Shuttles, Parking, Cheap Flights and more.
More New York City Events May
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New York Yankees Schedule
The New York Yankees, 27-Time World Series Champions, and likely the most simultaneously loved and hated team in baseball, return to Yankee Stadium with our newest star recruit, pitcher Gerrit Cole. There are few things in NYC better than a Yankee game, an old-fashioned hot dog and a beer.
- Yankees Tickets: StubHub | Ticketmaster | Groupon
- Insider Guide: NY Yankees Tickets, Schedule, Directions
NY Yankees Schedule – Home Games May
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New York Mets Schedule
Catch NYC's National baseball team in action at the amazing Citi Field, one of baseball's nicest stadiums. Tickets are easy to get and the Mets are an easy 30 minute subway from Times Square or Grand Central. Grab a burger from Shake Shack and get ready to see some baseball action.
- Mets Tickets: StubHub | Ticketmaster | Groupon
- Insider Guide: NY Mets Tickets, Schedule, Directions
NY Mets Schedule – Home Games
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Rangers MSG Schedule
Get your New York Rangers tickets and schedule to see our NY hockey team live in action at Madison Square Garden. The NY Rangers have made the finals and/or playoffs the last six consecutive seasons. Their games are the easiest sporting events in NYC to attend, right in Midtown Manhattan, a block from the Empire State Building.
- Rangers Tickets: StubHub | Ticketmaster | Groupon
- Insider Guide: NY Rangers Tickets, Schedule, Directions
NY Rangers Schedule – Home Games May
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Knicks MSG Schedule
No matter how they are performing, Knicks games are always a blast and there's nothing like an event at MSG. Come join our NY basketball team live in action at Madison Square Garden, "The World’s Most Famous Arena." Go NYC style with cheap seats, fast paced sports action, hot dogs and beer and cheer on the New York Knicks today! As a general rule, with plenty of exceptions, basketball games start at either 7:30pm or 12:00pm, November through April.
- Knicks Tickets: StubHub | Ticketmaster | Groupon
- Insider Guide: NY Knicks Tickets, Schedule, Directions
NY Knicks Schedule – Home Games May
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Brooklyn Nets Schedule
The Brooklyn Nets at Barclays Center is a true NYC experience. They offer classic Brooklyn foods like Nathan’s hot dogs and Juniors’ cheesecake, and have Jay-Z as a part owner! Jay-Z's 40/40 club in the luxury sections of Barclays center serves drinks until 2am. With 2,000 seats at Barclay's Center costing $25 or less, professional basketball is now available to everyone! See Brooklyn's newest team bring it New York style.
- Brooklyn Nets Tickets: StubHub | Ticketmaster | Groupon
- Insider Guide: Brooklyn Nets Tickets, Schedule and Directions
Brooklyn Nets Schedule – Home Games May
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New York City Events Calendar
Things to Do in NYC by Month
Our Event Calendars show you exactly which events occur by day, but our Things to Do monthly guides highlight seasonal tours, bike rides, best time for boat cruises, when to buy tickets, the biggest sales and all the optimal times to do activities by month. Check out our Monthly Things to do in NYC Guides.
- Things to do in New York in March
- Things to do in New York in April
- Things to do in New York in May
- Things to do in New York in June
- Things to do in New York in September
- Things to do in New York in October
- Things to do in New York in November
- Things to do in New York in December
Promote YOUR NYC Event on NYC Insider Guide
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Promote YOUR Business on NYC Insider Guide
Help US Help Our site visitors by promoting YOUR NYC business. Have a great NYC restaurant, hotel, store or attraction? Want to offer a coupon to our guests? Want to share your favorite parts of New York City? We want to hear all about it. Learn More: Promote YOUR Business on NYC Insider Guide
List free or choose from one of our featured packages. We love to design custom promotions that help both our site visitors and our local NYC businesses. We never do banner advertising. We work WITH you to make the most of your advertising by designing unique programs to maximize our expertise with our site visitors and spending habits.
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See Over 20 Off-Broadway Shows for Only $20 Each
Moved to March 2023 Events
May 9-29, 2022
20at20 is your chance to see the Best of Off-Broadway for only $20! A 3 course meal (when it coincides with Restaurant Week) and a show for $55 per person??? Can’t beat that! Catch up on all the hot Off Broadway Shows this season and read more at 20 at 20 Off-Broadway Shows for $20.
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