Entertainment & Experiences in New York City
25 places · 6 free · 18 indoor · Updated 2026-10-19
Greenwich Village
$5 late-night jam sessions Fri/Sat. Students half-price Sun-Thu 10:30pm set.
Jazz since 1935. Tiny wedge-shaped basement. No bad seats. Book early.
Sets until 3:30am. BYOB beer and wine. $25 walk-in if there's room.
Chappelle, Schumer, Louis CK drop in regularly. $10 weeknights. Get there by 7.
$5 shows available. On MacDougal St comedy row. No drink minimum on some shows.
Upper West Side
Dizzy's Club after 11pm: $10-20 cover, Central Park views through floor-to-ceiling windows.
Free Shakespeare in Central Park. Tickets at noon. Line starts by 6am.
Free summer concerts, movies, dance, yoga along the Hudson River. Just show up.
Lower East Side
Best-sounding room in New York. 575 capacity. No bad sightline in the building.
Chelsea
Comedy Central tapings happen here. Nicer seats than any Village club. Two-drink min.
Stand-up comedy combined with mini-golf. $15 shows. Chelsea waterfront.
East Village
$5-$12. No drink minimum. Amy Poehler's theater. 25+ shows a week.
Hidden behind a phone booth in a hot dog shop. Resy opens 7 days out. Book fast.
Midtown
Free for NY residents Friday evenings. Show your ID. Reserve online first.
Free movies every Monday. Lawn opens at 5pm. Bring a blanket and food.
Weekday afternoons are cheapest ($35/person). 60 minutes. 2-10 players.
Magic shop since 1929. Free demos. The staff will blow your mind in 30 seconds.
Upper East Side
Pay what you wish for NYS residents. Yes, $0.01 works. Rooftop bar has Central Park views.
60+ free concerts every summer. Just show up. Mavis Staples, Spoon, De La Soul in 2026.
Pay what you wish Saturdays 4-6pm. The building IS the exhibit. Walk the spiral.
Harlem
Every Wednesday since 1934. The crowd boos people off stage. It's incredible.
BYOB jazz in a Harlem parlor. Former speakeasy. 30 seats. Reserve ahead.
Williamsburg
Burger, cocktail, and a movie -- all from your seat. Menus change with each film.
NoMad
No cover Sun-Thu. Empire State Building right in your face. Winter igloos.
Meatpacking District
Pay what you wish Fridays 5-10pm. Rooftop terraces with river views.