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- "Radio Free Brooklyn" by Pete Miser
- "Raining in New York" by Oh Laura
- "R.A.M.O.N.E.S." by Motörhead
- "Rats" by Drink Me
- "Rats in the Cellar" by Aerosmith
- "Real Rock & Roll Don't Come From New York" by The Gizmos
- "Rebel Without a Pause" by Public Enemy
- "Red Dragon Tattoo" by Fountains of Wayne
- "Reggae On Broadway" by Bob Marley
- "Rene and Georgette Magritte with Their Dog After the War" by Paul Simon
- "Rent" by Jonathan Larson, from the musical Rent
- "Rent" by Pet Shop Boys
- "Respiration" by Black Star featuring Common
- "Reverie" by The Morning Of
- "Rhapsody In Blue" by George Gershwin (inspired by the sounds and motions of a locomotive leaving Grand Central Station)
- "Rhode Island Is Famous for You (aka Coney Island)" by The Lascivious Biddies
- "The Right Profile" by The Clash
- "Rhinestone Cowboy" by Glen Campbell
- "Rikers Island" by Cocoa Tea
- "Rikers Island" by Family Dogg
- "The Rising" by Bruce Springsteen
- "Riverside Drive" by Achim Reichel (in German, lyrics by poet Jörg Fauser)
- "Robinson Crusoe in New York" by The Silencers
- "Rock City" by Bernard Lavilliers
- "Rockaway Beach" by The Ramones
- "Rockin' Around in NYC" by Marshall Crenshaw
- "Rockin' the Bronx" by Black 47
- "Rock'n'Roll City" by Kim Larsen
- "Romeo Had Juliet" by Lou Reed
- "Rose of Washington Square" (old standard)
- "Roxanne '97" by Puff Daddy & Sting
- "The Royal Scam" by Steely Dan
Read more about this topic: List Of Songs About New York City