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Interests (pick any) 🖐️ Hands-on / Make it
Area Lower New York

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🐕 Dog runs, off-leash hours & dog-friendly walks

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Starts in 1h 29m
SUN, NOV 1 · 9 AM–3:30 PM
52°F · Sunny
✓ Verified Oct 25, 2026
Why this place: Free · at Riverhead Bay Volkswagen, Long Island · official listing on livc.net · checked Oct 25
Cars & auto

Long Island VW Club All VW Show

📍 Riverhead Bay Volkswagen · Riverhead, Long Island
Free for spectators
Starts in 6h 29m
SUN, NOV 1 · 2 PM–6 PM
60°F · Mostly Sunny
✓ Verified Oct 29, 2026
Why this place: Free · kid-friendly · at 21 Beekman Avenue, Westchester · official listing on sleepyhollowny.gov · checked Oct 29
Family & kids

Día de los Muertos in Sleepy Hollow

📍 21 Beekman Avenue · Sleepy Hollow, Westchester
Free admission and face painting; optional food and craft purchases extra.
Starts in 6d 2h
SAT, NOV 7 · 10 AM–4 PM
59°F · Chance Light Rain
✓ Verified Oct 25, 2026
Why this place: Free · at Christ Church Pelham, Westchester · official listing on christchurchpelham.org · checked Oct 25
Cars & auto

Christ Church Pelham Classic Car Show

📍 Christ Church Pelham · Pelham Manor, Westchester
Starts in 6d 2h
SAT, NOV 7 · 10 AM–2 PM
59°F · Chance Light Rain
✓ Verified Oct 26, 2026
Why this place: Free · registration required · at Hudson River Museum, Greene Education Center, Westchester · official listing on hrm.org · checked Oct 26
Arts & culture

Teen sculpture workshop: Arts and Activism

📍 Hudson River Museum, Greene Education Center · Yonkers, Westchester
Free for Westchester teens · registration via WYA
Starts in 6d 11h
SAT, NOV 7 · 7 PM–11 PM
✓ Verified Oct 31, 2026
Why this place: Free to enter · at 18th Ward Brewing (New Rochelle Taproom), Westchester · official listing on 18thwardbrewing.com · checked Oct 31
Music & nightlife

Free live music: Joe DiOrio at 18th Ward Brewing New Rochelle

📍 18th Ward Brewing (New Rochelle Taproom) · New Rochelle, Westchester
Free to enter · purchases optional · Free show; drinks for purchase
Starts in 1w 0d
SUN, NOV 8 · 10 AM–5 PM
✓ Verified Oct 25, 2026
Why this place: Free · kid-friendly · at Beekman Avenue, Westchester · official listing on sleepyhollowtarrytownchamber.com · checked Oct 25
Markets & pop-ups

Sleepy Hollow Street Fair

📍 Beekman Avenue · Sleepy Hollow, Westchester
Free to attend; vendor prices vary.
Starts in 1w 6d
SAT, NOV 14 · 11 AM–4 PM
✓ Verified Oct 26, 2026
Why this place: Free · at Pearl River, Nyack & Rockland · official listing on pearlriverftf.com · checked Oct 26
Food & giveaways

Pearl River Food Truck Festival

📍 Pearl River, Nyack & Rockland
Free
Starts in 2w 5d
FRI, NOV 20 · 7 PM–11 PM
✓ Verified Oct 31, 2026
Why this place: Free to enter · at 18th Ward Brewing (New Rochelle Taproom), Westchester · official listing on 18thwardbrewing.com · checked Oct 31
Music & nightlife

Free live music: Tim Brown at 18th Ward Brewing New Rochelle

📍 18th Ward Brewing (New Rochelle Taproom) · New Rochelle, Westchester
Free to enter · purchases optional · Free show; drinks for purchase
Starts in 3w 0d
SUN, NOV 22 · 10 AM–2 PM
✓ Verified Oct 26, 2026
Why this place: Free · at Muscoot Farm, Westchester · official listing on hudsonvalleysojourner.com · checked Oct 26
Markets & pop-ups

Muscoot Farm Holiday Gift Market

📍 Muscoot Farm · Katonah, Westchester
Free
Starts in 3w 0d
SUN, NOV 22 · 5 PM–7 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Patchogue River, Long Island · official listing on patchogueboatparade.org · checked Oct 26
Family & kids

Patchogue Holiday Boat Parade (30th)

📍 Patchogue River · Patchogue, Long Island
Free
Starts in 3w 3d
WED, NOV 25 · 9 AM–5 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Downtown White Plains, Westchester · official listing on hudsonvalleysojourner.com · checked Oct 26
Family & kids

Santa's Mailbox in White Plains

📍 Downtown White Plains · White Plains, Westchester
Free
Starts in 3w 5d
FRI, NOV 27 · 7 PM–8 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Village Park, Long Island · official listing on longislandplaybook.com · checked Oct 26
Family & kids

Northport Village Christmas Tree Lighting

📍 Village Park · Northport, Long Island
Free
Starts in 3w 6d
SAT, NOV 28 · 5 PM–8 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Mary Jane Davies Green, Long Island · official listing on north-hempstead.com · checked Oct 26
Family & kids

Manhasset Holiday Lighting Ceremony

📍 Mary Jane Davies Green · Manhasset, Long Island
Free
Starts in 4w 2d
TUE, DEC 1 · 5:30 PM–7 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Renaissance Plaza Park, Westchester · official listing on cityofwhiteplains.com · checked Oct 26
Family & kids

White Plains City Lights tree lighting

📍 Renaissance Plaza Park · White Plains, Westchester
Free
Starts in 4w 5d
FRI, DEC 4 · 6 PM–7 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Village Green by the Library, Westchester · official listing on mountkiscochamberofcommerce.growthzoneapp.com · checked Oct 26
Family & kids

Mount Kisco Holiday Tree Lighting

📍 Village Green by the Library · Mount Kisco, Westchester
Free
Starts in 4w 5d
FRI, DEC 4 · 7 PM–8 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Stony Point, Nyack & Rockland · official listing on stonypointpal.org · checked Oct 26
Family & kids

Stony Point Holiday Parade

📍 Stony Point, Nyack & Rockland
Free
Starts in 4w 6d
SAT, DEC 5 · 3:30 PM–6:30 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Crawford Park, Westchester · official listing on ryetownny.gov · checked Oct 26
Family & kids

Holiday Lights at Crawford Park

📍 Crawford Park · Rye Brook, Westchester
Free
Starts in 4w 6d
SAT, DEC 5 · 5:30 PM–7 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at W Orchard St, Nyack & Rockland · official listing on rocklandreport.com · checked Oct 26
Family & kids

Nanuet Tree Lighting Festival

📍 W Orchard St · Nanuet, Nyack & Rockland
Free
Starts in 4w 6d
SAT, DEC 5 · 6 PM–8 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Front St to Jack DeVito Field, Westchester · official listing on hudsonvalleysojourner.com · checked Oct 26
Family & kids

Yorktown Holiday Electric Lights Parade & Tree Lighting

📍 Front St to Jack DeVito Field · Yorktown Heights, Westchester
Free
Starts in 5w 0d
SUN, DEC 6 · 2 PM–4 PM
✓ Verified Oct 26, 2026
Why this place: Free · at Port Jefferson Free Library, Long Island · official listing on portjeff.librarycalendar.com · checked Oct 26
Painting & crafts

Dickens Festival Carols & Crafts

📍 Port Jefferson Free Library · Port Jefferson, Long Island
Free
Starts in 5w 0d
SUN, DEC 6 · 3:30 PM–6:30 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Main Street, Long Island · official listing on chamberofcommerceofgreaterbayshore.com · checked Oct 26
Family & kids

Bay Shore Holiday Spectacular & Tree Lighting

📍 Main Street · Bay Shore, Long Island
Free
Starts in 5w 0d
SUN, DEC 6 · 4 PM–5:30 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Argyle Park, Long Island · official listing on longislandplaybook.com · checked Oct 26
Family & kids

Tree Lighting at Argyle Park

📍 Argyle Park · Babylon, Long Island
Free
Starts in 5w 0d
SUN, DEC 6 · 4 PM–6 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Rye Recreation Park, 281 Midland Ave, Westchester · official listing on hudsonvalleysojourner.com · checked Oct 26
Family & kids

Rye Holiday Bonfire & Sing Along

📍 Rye Recreation Park, 281 Midland Ave · Rye, Westchester
Free
Starts in 5w 5d
FRI, DEC 11 · 6 PM–8 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Hezekiah Easter Memorial Park gazebo, Nyack & Rockland · official listing on nyackchamber.org · checked Oct 26
Family & kids

Nyack Holiday Lights

📍 Hezekiah Easter Memorial Park gazebo · Nyack, Nyack & Rockland
Free
Starts in 5w 6d
SAT, DEC 12 · 1 PM–6:30 PM
✓ Verified Oct 26, 2026
Why this place: Free · kid-friendly · at Downtown Tarrytown & Sleepy Hollow, Westchester · official listing on sleepyhollowtarrytownchamber.com · checked Oct 26
Family & kids

Sleepy Hollow–Tarrytown Winter Stroll

📍 Downtown Tarrytown & Sleepy Hollow · Tarrytown, Westchester
Free