The Great Jack-o-Lantern Blaze is a bucket list item for area families. Photo courtesy of Historic Hudson Valley
The Great Jack-o-Lantern Blaze is a bucket list item for area families. Photo courtesy of Historic Hudson Valley

Best Things To Do in Westchester in October With Kids: Halloween, Farm Fests, and More

October is upon us, bringing with it the excitement of Halloween. Fall fun is typically in strong supply, and despite the pandemic, and all its precautions, there's still plenty of excitement on tap. Afterall, The Great Jack-O'-Lantern Blaze is already lighting the night sky.

For those who want to keep the fun close to home, consider planning a Halloween celebration with these fun at-home party games. If you're itching to get out, the majority of autumn's traditions are held outdoors. October is the peak season for apple picking, navigating corn mazes, and sourcing the perfect pumpkin. Several fall festivals are returning, and nature centers are busy planning programming along their trails. Pop-up drive-ins are going strong, and scenic fall-foliage drives are a short jaunt away.

Read on for our roundup of all the best things to do with kids in Westchester and the Hudson Valley this October. If you're looking for more action, turn to our Fall Fun and Halloween Guides, and bookmark our Event Calendar for both in-person and virtual family offerings!


Walkway Over The Hudson
61 Parker Ave
Poughkeepsie, NY 12601

Seed Song Farm
160 Esopus Avenue
Kingston, NY 12401

Soukup Farms
271 Halls Corner Road
Dover Plains, NY 12522

Westchester Children's Museum
100 Playland Parkway
Rye, NY 10580

Palisades Mall
1000 Palisades Center Drive
West Nyack, NY 10994

Bethel Woods Center for the Arts
200 Hurd Road
Bethel, NY 12720

Van Cortlandt Manor
525 South Riverside Ave.
Croton-on-Hudson, NY 10520

Headless Horseman Hayrides and Haunted Houses
778 Broadway Route 9w
Ulster Park, NY 12487

Greenburgh Nature Center
99 Dromore Road
Scarsdale, NY 10583

Tilly Foster Farm
100 NY-312
Brewster, NY 10509

Lewisboro Library
15 Main Street
South Salem, NY 10590

Westchester Children's Museum
100 Playland Parkway
Rye, NY 10580

Outhouse Orchards
139 Hardscrabble Road
North Salem, NY

Hurds Family Farm
2187 Route 32
Modena, NY

Kesicke Farm
229 Middle Rd.
Rhinebeck, NY

Barton Orchards
63 Apple Tree Lane
Poughquag, NY

Fishkill Farms
9 Fishkill Farm Road
Hopewell Junction, NY

Dr. Davies Farm
306 Route 304
Congers, NY

Dykeman Farm
823 West Dover Road
Pawling, NY 12564

Stuart's Fruit Farm
62 Granite Springs Road
Granite Springs, NY 10527

Wilkins Fruit & Fir Farm
1335 White Hill Road
Yorktown Heights, NY 10598

Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY 10560

Dykeman Farm
31 Dykeman Lane
Pawling, NY 12564

Fishkill Farms
9 Fiskill Farm Lane
Hopewell Junction, NY 12533

Wright Family Farm
329 Kings Highway
Warwick, NY 10990

Pierson's Farm
1448 Route 211 West
Middletown, NY 10940

DuBois Farms
209 Perkinsville Road
Highland, NY 12528

Hurds Family Farm
2187 State Route 32
Modena, NY 12548

Barton Orchards
63 Apple Tree Lane
Poughquag, NY 12570

Outhouse Orchards
139 Hardscrabble Road
North Salem, NY 10560

Wright Family Farm
329 Kings Highway
Warwick, NY 10990

Barton Orchards
63 Apple Tree Lane
Poughquag, NY 12570

Outhouse Orchards
139 Hardscrabble Road
North Salem, NY 10560

Headless Horseman Hayrides and Haunted Houses
778 Broadway
Ulster Park, NY 12487

Kelder’s Farm
5755 Route 209
Kerhonkson, NY 12446

Hurd's Family Farm
2187 State Route 32
Modena, 12548

Kesicke Farm
229 Middle Road
Rhinebeck, NY 12572

Samascott Garden Market
5 Sunset Ave.
Kinderhook , NY 12106

Saunderskill Farms
5100 Route 209
Accord, NY 12404

Harvest Moon Farm & Orchard
130 Hardscrabble Road
North Salem, NY 10560

Stuart's Farm
62 Granite Springs Road
Granite Springs, NY 10527

Wilkens Fruit & Fir Farm
1335 White Hill Road
Yorktown Heights, NY 10598

The Orchards of Concklin
2 South Mountain Road
Pomona, NY 10970

Dr. Davies Farm
306 Route 304
Congers, NY 10920

Apple Dave's Orchard & Winery
82 Four Corners Road
Warwick , NY 10990

Masker Fruit Farm
45 Ball Road
Warwick, NY 10990

Pennings Orchard
169 State Route 94 South
Warwick, NY 10990

Lawrence Farm Orchards
39 Colandrea Rd
Newburgh , NY 12550

Ochs Orchard
4 Ochs Lane
Warwick , NY 10990

Rose Hill Farm
19 Rose Hill Farm
Red Hook, NY 12571

Barton Orchards
63 Apple Tree Lane
Poughquag, NY 12570

Greig Farm
227 Pitcher Lane
Red Hook, NY 12571

Fishkill Farms
9 Fishkill Farm Road
Hopewell Junction , NY 12533

Shaupeneak Ridge
143 Popletown Rd.
Esopus, NY 12429

Vanderbilt Mansion National Historic Site
119 Vanderbilt Park Rd
Hyde Park, NY 12538

Westmoreland Sanctuary
260 Chestnut Ridge Road
Mount Kisco, NY 10549

Storm King Art Center
1 Museum Rd
New Windsor, NY 12553

Minnewaska State Park Preserve
5281 Route 44-55
Kerhonkson, NY 12446

Rockefeller State Park Preserve
125 Phelps Way
Pleasantville, NY 10570

Walkway Over the Hudson
87 Haviland Rd.
Highland, NY 12601

Bear Mountain State Park
Route 9W North
Bear Mountain, NY 10911

Croton Gorge Park
35 Yorktown Rd
Croton-On-Hudson, NY 10520

Constitution Marsh Audubon Center and Sanctuary
127 Warren Landing Rd
Garrison, NY 10524

Peabody Museum of Archaeology & Ethnology
1 Oxford St
Cambridge, MA 02138
The Great Jack O'Lantern Blaze
Van Cortlandt Manor - various times Pick
Hug, Hike and Hang with Rescue Goats
Frederick Farm Goat Sanctuary - 11:00 AM
Halloween Pumpkin Carving Festival
Cortlandt Farm - 12:00 PM
Chuck Jones in Your Homes
Zoom - various times
Neighborhood Guides
Activity Guides