New York City Metro Area

The 36th Annual Halloween Festival

📍 Stony Brook

📅 Sat, Oct 31, 12:00 PM

Stony Brook Village Center hosts a free Halloween afternoon with trick-or-treating, children's games, music and scarecrow-contest awards. Shopping and food are optional.

Art in Public Places 40th Anniversary Celebration

📍 Valley Cottage

📅 Sun, Nov 8, 1:00 PM

Community art celebration.

Christ Church Pelham Classic Car Show

📍 Pelham Manor

📅 Sat, Nov 7, 10:00 AM

A church-lawn fundraiser show with hundreds of antique, classic, exotic and hot-rod cars, run with the Bronx Mopars club at the corner of Pelhamdale Ave and Shore Rd.

Indian Food Festival & Diwali Mela

📍 Nyack

📅 Sun, Nov 1, 2:00 PM

Celebrate Diwali at the Nyack Center with free admission to an afternoon of Indian music, dance and art. Food is sold and optional.

Long Island VW Club All VW Show

📍 Riverhead

📅 Sun, Nov 1, 9:00 AM

The Long Island Volkswagen Club's 24th annual all-Volkswagen car show, rescheduled to its rain date.

Mornings@LIM: Enduring Hearts gallery visit

📍 Stony Brook

📅 Wed, Nov 4, 11:00 AM

A free museum program for people living with dementia and their care partners, exploring Native American history and contemporary art on Long Island.

Sleepy Hollow Street Fair

📍 Sleepy Hollow

📅 Sun, Nov 8, 10:00 AM

Beekman Avenue closes to cars for 145+ craft and food vendors, live music, a kids’ zone and the Headless Horseman.

Bear Mountain State Park

📍 Bear Mountain

Hessian Lake loop, the Perkins Drive overlook and Hudson Highlands trails. Walking in is free; the park charges a car fee on some dates. Trailside Museums & Zoo keep shorter daytime hours.

Briarcliff-Peekskill Trailway

📍 Briarcliff Manor to Peekskill

A 12-mile unpaved county hiking trail.

Bruce Museum: Free Tuesdays

📍 Greenwich

Art and natural history museum in Greenwich, free for everyone on Tuesdays. Free parking on site. 1 Museum Dr.

Caumsett State Historic Park Preserve

📍 Lloyd Harbor

Hiking and walking trails across a former estate on the North Shore. No pets allowed.

East Rock Park

📍 New Haven

Red-rock cliffs with a summit view over New Haven Harbor and Long Island Sound; trails up from the park.

East Rumbrook Dog Park

📍 White Plains (Greenburgh)

A one-acre fenced dog run at 600 Dobbs Ferry Rd, with separate small-dog and all-dog areas and a wooded trail for leashed walks.

Free First Friday: America in Motion

📍 Yonkers

📅 Fri, Nov 6, 5:00 PM

An evening of live music, dance and participatory activities with the nonprofit Vanaver Caravan at the Hudson River Museum.

Hudson River Museum: Free First Fridays

📍 Yonkers

Art, a restored 1870s mansion and Hudson views. Free on first Friday evenings.

Jones Beach State Park boardwalk

📍 Jones Beach

Two miles of ocean boardwalk and 6.5 miles of beach. Walking in is free; a parking fee applies on some days.

Kennedy Dells Park dog run & trails

📍 New City

A 179-acre county park at 355 N Main St with an enclosed off-leash dog run (the county says it is for residents) and a creekside hiking trail along Crum Creek.

Mianus River Park

📍 Stamford

Wooded river trails on the Stamford–Greenwich line, about 10 miles of paths.

Nassau County Museum of Art: sculpture garden & trails

📍 Roslyn Harbor

Outdoor sculptures, an arboretum and walking trails around the museum. The grounds are free.

Neuberger Museum of Art

📍 Purchase (SUNY Purchase)

A big modern and contemporary art museum on the SUNY Purchase campus. Admission is currently free.

North County Trailway

📍 Eastview to Baldwin Place

A 22-mile paved rail trail for walking and biking through northern Westchester.

Nyack Beach State Park

📍 Upper Nyack

Flat riverside trail under the Hook Mountain cliffs, good for walking, biking and fishing. Walking in is free. 663 N Broadway.

Old Croton Aqueduct Trail

📍 Yonkers to Croton

A flat 26-mile trail on top of the 1842 aqueduct, through river towns like Dobbs Ferry and Irvington.

Piermont Pier

📍 Piermont

A walkway about a mile long that juts into the Hudson, popular for birding, fishing and sunsets. Village parks are free; non-residents need a day permit to park on the pier itself.

Rockland Lake State Park

📍 Valley Cottage

A 3.2-mile paved loop around a lake on the ridge above the Hudson. 299 Rockland Lake Rd.

Sagamore Hill National Historic Site (grounds)

📍 Oyster Bay (Nassau)

Theodore Roosevelt's estate. Walking the grounds and trail to the beach is free; the house tour has a fee.

South County Trailway

📍 Southern Westchester

A 14-mile county trailway for walking and biking.

Stony Point Battlefield State Historic Site

📍 Stony Point

Revolutionary War battlefield on a rocky Hudson peninsula, plus the 1826 Stony Point Lighthouse, the oldest on the river. Entry to the battlefield is free. No dogs or bikes allowed. 44 Battlefield Rd.

Stop In and Sketch at the Hudson River Museum

📍 Yonkers

📅 Fri, Nov 6, 5:30 PM

A free drop-in sketching workshop led by Carolina Amarillo in English and Spanish.

Structure, Status, and Strategy: Business Entities for Creatives

📍 Online — Rockland organizer

📅 Wed, Nov 11, 7:00 PM

Arts Council of Rockland hosts a free online workshop on running a creative business.

Tallman Mountain State Park

📍 Sparkill

Wooded Palisades trails with views over Piermont Marsh. Route 9W.

Teatown Nature Preserve trails

📍 Ossining

Woodland trails around Teatown Lake. The nature center is under construction; trails stay open.

Teen sculpture workshop: Arts and Activism

📍 Yonkers

📅 Sat, Nov 7, 10:00 AM

Westchester teens can explore art and community through a free collaborative sculpture workshop with Westchester Youth Alliance and Reizck Project.

Untermyer Gardens

📍 Yonkers

A restored Gilded Age garden above the Hudson, with a walled Persian-style garden, a temple and columns, and river views. No dogs allowed. 945 N Broadway, Yonkers.

Woodbury Common Premium Outlets

📍 Central Valley

A huge open-air outlet village about an hour north of the city, near Bear Mountain. Free to walk around; buses run from Port Authority. 498 Red Apple Ct, Central Valley, NY.

Yale Center for British Art

📍 New Haven

The largest collection of British art outside the UK, in Louis Kahn's last building. Free. 1080 Chapel St.

Yale Peabody Museum

📍 New Haven

Dinosaur hall with a Brontosaurus and Torosaurus, plus minerals and ancient worlds. Free, no tickets. 170 Whitney Ave.

Yale University Art Gallery

📍 New Haven

America's oldest university art museum — Van Gogh's Night Café, Trumbull's Declaration of Independence. Free, no tickets. 1111 Chapel St.

Stitch & Chit-Ch(at)

📍 Stony Brook

📅 Fri, Oct 30, 2:00 PM

Bring a current needlework or craft project to the Long Island Museum for a free afternoon stitch circle. Ages 12 and up, no registration required.

Rockland Repair Café

📍 Pomona

📅 Sun, Nov 8, 10:00 AM

Free fix-it volunteers for household items.

Calf Pasture Beach

📍 Norwalk

Norwalk's Long Island Sound beach and walking path, with views of the Norwalk Islands.

Colonial Greenway

📍 Southern Westchester

A 15-mile walking loop maintained by Westchester County Parks.

Día de los Muertos in Sleepy Hollow

📍 Sleepy Hollow

📅 Sun, Nov 1, 2:00 PM

A free, all-ages afternoon of mariachi, dance and family activities on Beekman Avenue.

Kensico Dam Plaza

📍 Valhalla

A big lawn at the foot of a 1917 stone dam, with walking paths and events.

Long Beach Boardwalk

📍 Long Beach (Nassau)

A 2.2-mile ocean boardwalk an LIRR ride from Penn Station. Beach passes apply in summer.

Marshlands Conservancy

📍 Rye

147 acres of salt marsh, meadow and woods on Long Island Sound, with 3 miles of trails. No county park pass is needed. Route 1, Rye.

NYAROC Alfa Romeo Cars & Coffee Meet-Up

📍 Manhasset

📅 Sun, Nov 1, 9:00 AM

Free Alfa Romeo–focused cars and coffee meet at the Manhasset LIRR / For Five Roasters lot.

Planting Fields Arboretum (grounds)

📍 Oyster Bay

409 acres of gardens, lawns and woodland around a Tudor-style Gold Coast mansion. Parking fee on some days.