Festivals in Westchester

Festivals in Westchester

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Sunday Sep. 14, 2025

11am–7pm

City Island’s 2025 Fall Arts and Crafts Fair

Ages: All
Art
Festivals

City Island AvenueThe Bronx

1–5pm

Haverstraw Crawl Eats and Beats

Webster BankHaverstraw

Monday Sep. 15

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

Tuesday Sep. 16

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

Wednesday Sep. 17

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

wf-calendar-Yorktown-Feast-of-San-Gennaro-2025-09

5–11pm

Yorktown Feast of San Gennaro

San Gennaro Feast – YorktownYorktown Heights

Thursday Sep. 18

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

PMD_4471

4–9pm

Adirondack Balloon Festival

Ages: All
Festivals
Free

Floyd Bennett Memorial AiportQueensbury

wf-calendar-Yorktown-Feast-of-San-Gennaro-2025-09

5–11pm

Yorktown Feast of San Gennaro

San Gennaro Feast – YorktownYorktown Heights

Friday Sep. 19

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

PMD_4471

5am–8pm

Adirondack Balloon Festival

Ages: All
Festivals
Free

Floyd Bennett Memorial AiportQueensbury

PMD_4471

3–6:30pm

Adirondack Balloon Festival

Ages: All
Festivals
Free

Floyd Bennett Memorial AiportQueensbury

Saturday Sep. 20

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

PMD_4471

5am–8pm

Adirondack Balloon Festival

Ages: All
Festivals
Free

Floyd Bennett Memorial AiportQueensbury

rp-calendar-New-York-Renaissance-Faire-photo-credit-New-York-Renaissance-Faire-2023-08

10am–7pm

New York Renaissance Faire

New York Renaissance FaireTuxedo Park

2024 fairy garden cutie and mom

10am–4pm

Lewisboro Library Fair

Onatru Farm ParkSouth Salem

10am–4pm

Brick-A-Palooza

Ages: 3 and up
Community
Craft & DIY

JawonioNew City

wf-calendar-Yorktown-Feast-of-San-Gennaro-2025-09

Noon–11pm

Yorktown Feast of San Gennaro

San Gennaro Feast – YorktownYorktown Heights

Noon–4pm

Annual Fall Festival – Bronx Neighborhood Health

Ages: All
Community
Festivals

Walter Gladwin ParkBronx

Sunday Sep. 21

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

PMD_4471

5–10am

Adirondack Balloon Festival

Ages: All
Festivals
Free

Floyd Bennett Memorial AiportQueensbury

rp-calendar-New-York-Renaissance-Faire-photo-credit-New-York-Renaissance-Faire-2023-08

10am–7pm

New York Renaissance Faire

New York Renaissance FaireTuxedo Park

wf-calendar-Yorktown-Feast-of-San-Gennaro-2025-09

Noon–10pm

Yorktown Feast of San Gennaro

San Gennaro Feast – YorktownYorktown Heights

Monday Sep. 22

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

Tuesday Sep. 23

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

Wednesday Sep. 24

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

Thursday Sep. 25

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

Friday Sep. 26

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

Saturday Sep. 27

wf-calendar-The-Great-Jack-O’-Lantern-Blaze-Hudson-Valley-2024-09

Various

The Great Jack O’ Lantern Blaze: Hudson Valley

Van Cortlandt ManorCroton-on-Hudson

rp-calendar-New-York-Renaissance-Faire-photo-credit-New-York-Renaissance-Faire-2023-08

10am–7pm

New York Renaissance Faire

New York Renaissance FaireTuxedo Park

wf-calendar-Chappaqua-children’s-Book-Festival-2025-09

10am–4pm

Chappaqua Children’s Book Festival

Chappaqua Train StationChappaqua

10am–5pm

Armonk Outdoor Art Show

Ages: All
Art
Festivals

Armonk Outdoor Art ShowArmonk

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