Things to Do in the Upper East Side the Weekend of Oct 16–18, 2026

Oct 16–18 · 5 picks hand‑checked by Stumblday against organizer pages · 1 free in the top 5 · updated Oct 5

The 5 best things to do in the Upper East Side next weekend (Oct 16–18)

  1. Flip Sides: See Korean Art Anew — March 16–October 18 · Upper East Side
  2. Siena: The Art of Bronze, 1450–1500 — October 15 – January 18 · Upper East Side
  3. Taryn Simon: Father Country I Do Love You at the Guggenheim — On view Sep 18–Mar 14, 2027 · Upper East Side
  4. Costume Art — May 10–January 10, 2027 · Upper East Side
  5. New Dendrology at the Arsenal Gallery in Central Park — On view weekdays through Nov 6 · Free · Upper East Side / Central Park
#3
Taryn Simon: Father Country I Do Love You at the GuggenheimSolomon R. Guggenheim Museum, Upper East Side, ManhattanAjay Suresh from New York, NY, USA · CC BY 2.0 · Wikimedia Commons
On view Sep 18, 2026–Mar 14, 2027Included with museum admission

Taryn Simon: Father Country I Do Love You at the Guggenheim

Upper East Side, Manhattan

Taryn Simon fills the entire Guggenheim rotunda with 42 new works tracing one federal agent's life — the fall's biggest museum opening.

ArtNew this fallPhotography
#5
New Dendrology at the Arsenal Gallery in Central ParkThe Arsenal Gallery, Central Park, Upper East Side / Central Park, ManhattanTdorante10 · CC BY-SA 4.0 · Wikimedia Commons
On view weekdays through Nov 6, 2026 (closed holidays)Free admission

New Dendrology at the Arsenal Gallery in Central Park

Upper East Side / Central Park, Manhattan

Street Tree Tarot readings and commitment ceremonies with trees headline eleven artists' tree-loving show inside Central Park's Arsenal.

FreeArtTrees

About this list

Stumblday's hand-checked ranking of the best things to do in the Upper East Side, Manhattan the weekend of Oct 16–18, 2026: 5 picks, refreshed weekly.

Worth planning ahead

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

More this weekend across NYC