Free Things to Do in the Upper West Side the Weekend of Sep 18–20, 2026

Stumblday's hand-checked ranking of the best free things to do in the Upper West Side, Manhattan the weekend of Sep 18–20, 2026: 1 pick, refreshed weekly.

1 picks · checked Sep 7

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#1

Broadway Fall Fair

Broadway, Upper West Side, ManhattanDeans Charbal · CC BY-SA 4.0 · Wikimedia Commons

Sunday, September 20, 2026, daytime (street fairs typically run 10 AM–6 PM)Free

Broadway Fall Fair

Ten blocks of Broadway close to cars from 86th to 96th Street for the Upper West Side's big Sunday avenue fair — vendors, food stands and easy fall strolling.

FreeStreet FairUpper West Side

Submitted byStumblday Editors

#1Sunday, September 20, 2026, daytime (street fairs typically run 10 AM–6 PM) · One Day Only

Broadway Fall Fair

Broadway, Upper West Side, ManhattanDeans Charbal · CC BY-SA 4.0 · Wikimedia Commons

FreeStreet Fair

Broadway Fall Fair

Ten blocks of Broadway close to cars from 86th to 96th Street for the Upper West Side's big Sunday avenue fair — vendors, food stands and easy fall strolling.

Worth planning ahead

Big weekends coming up — save them now, plan later.

US Open Tennis · Fan Week & main drawthrough Sep 13Guide, sessions & free days →

Sep 18–20next weekendFree picks →See the full board →

Return of the Buffalo: Tatanka Owe AkupiSt. Ann's Warehouse (streets of Downtown Brooklyn & Lower Manhattan), DUMBO / Downtown Brooklyn, Brooklyn

Mexican Independence Day ParadeMadison Avenue, 38th to 27th Street, NoMad, Manhattan

NYC Broadway Week: 2-for-1 Closing WeekendBroadway theaters (various), Theater District, Manhattan

15th Annual Morningside Lights: A Common ThreadMorningside Park to Columbia University campus, Morningside Heights, Manhattan

Sep 25–27in 2 weeksFree picks →See the full board →

Mid-Autumn Cultural Parade and Lion Dance Festival in FlushingFlushing, Queens

Broadway Flea Market & Grand AuctionTheater District, Manhattan

Queens Hispanic Day ParadeJackson Heights, Queens

Flatbush FrolicDitmas Park, Brooklyn

Oct 2–4in 3 weeksFree picks →See the full board →

89th Pulaski Day ParadeE 36th St between 5th & Madison Ave, Manhattan

The Korean ParadeW 38th St between Broadway & 5th Ave, Manhattan

Queens Dominican Parade69th St between 37th & 34th Ave, Queens

Lee Bul: The Anatomy of Every Setting SunHauser & Wirth, 542 West 22nd Street, Chelsea, Manhattan

More this weekend across NYC

Return of the Buffalo: Tatanka Owe AkupiSt. Ann's Warehouse (streets of Downtown Brooklyn & Lower Manhattan), DUMBO / Downtown Brooklyn, Brooklyn

Feast of San Gennaro 2026Mulberry Street, Little Italy, Manhattan

African American Day ParadeAdam Clayton Powell Jr. Blvd, Harlem, Manhattan

Mexican Independence Day ParadeMadison Avenue, 38th to 27th Street, NoMad, Manhattan

NYC Broadway Week: 2-for-1 Closing WeekendBroadway theaters (various), Theater District, Manhattan

15th Annual Morningside Lights: A Common ThreadMorningside Park to Columbia University campus, Morningside Heights, Manhattan