What's The Plan: MAY 2-4
Hardscrabble kicks off Cider Nights, Woodcock hosts a “Frothy Forage," Minks to Sinks in Wilton, Family Day at KMA, Bring it for Brooke fundraiser, and more!

Mother’s Day is next weekend, so you’ve got some time to finalize those cards, gifts and reservations before it’s too late. (*cough cough* Hi, Matt!)
Meantime, get a load of all the fun family-friendly things I found going on this first weekend in May. (And no, I won’t bore you with the Justin Timberlake meme.)
Hardscrabble kicks off Cider Nights, Woodcock is hosting a “Frothy Forage” event in the woods, Wilton’s Minks to Sinks tag sale is in full effect (I scored big last year), Lyndhurst is having its annual Spring Crafts Fair, the John Jay Homestead Farmer’s Market kicks off in their new location in downtown Katonah, and Uncle Cheef is hosting its last Family-Friendly Music Afternoon on Sunday. (I was so sad to hear of their official closing on Instagram last week.)
Thanks to all the subscribers who signed up last week, including Jenn M., June L., Lisa R., Melissa M., Sandy M., and Denise D. I really appreciate your support. 🫶
May the 4th be with you.
xo,
K
PS: Follow The Plan on Instagram.
PPS: Did you read Monday’s beer garden roundup yet?
PPPS: Make sure to always check the event page URLs before heading out. This tricky weather has event coordinators either postponing or cancelling altogether.
FRIDAY, MAY 2
Brothers and Sisters Day »
8:00 AM-5:00 PM — 📚 Spring Book Sale (Wilton Library)
Love this library. Stop by to pick out some books for cheap. Great way to buy good-condition kids books for upcoming holidays and birthdays. Goes Friday to Monday this weekend, and the 8AM-10AM time frame today is $20. »
10:00 AM-5:00 PM — 🛍️ Spring Crafts Fair (Lyndhurst, Tarrytown)
A gorgeous 3-day event at one of the Hudson Valleys must-see landmarks. Walk around the grounds, shop for Mother’s Day and Father’s Day. Let the kids run wild on the grounds. Tix $13/adult, $6/kids, U6 free. »
11:00 AM-6:00 PM — 🛍️ Annual Rummage Sale (inside & outside) (Katonah Presbyterian Church, Katonah)
An annual tradition! »
5:00 PM-9:00 PM — 🍻 Cider Nights 2025 kicks off (Hardscrabble Cider, North Salem)
5:00 PM-9:00 PM — 💕 Bring it for Brooke fundraiser (Lewisboro Town Park)
An event dedicated to honor the memory of Brooke D'Aleo who tragically lost her battle to cancer last year. The non-profit’s mission is simple: Help local families faced with a child who has a life-threatening disease. Bring the whole fam out for a memorial softball game for Brooke, activities, food trucks, music, and much more! »
7:30 PM-9:00 PM — 🎺 The Music Man KIDS (Yorktown Stage)
A con-man posing as a bandleader gets the better of the good folks of River City, but then falls for the local librarian. This theater is so cute. Actors for this one are aged 6-12. Tix $24-29. Show on Saturday, too! »
7:30 PM-9:00 PM — 🎤 Twisted Pine in collaboration with City Winery (Caramoor Center for Music and the Arts, Katonah, NY)
NPR loved this band for its "upbeat, poppy vibe, energetic, driving rhythms; virtuosic solos; and tight harmonies." Tix $49-$69 adults, $22-$32 kids. »
SATURDAY, MAY 3
Naked Gardening Day »
9:00 AM-5:00 PM — 🛍️ “Minks to Sinks” tag sale (395 Danbury Rd, Wilton, CT 06897, USA)
This is a huge community consignment sale that happens every Spring and Fall. Plan to spend a few hours there. »
9:00 AM-2:00 PM — 🌼 KVIS Spring Clean-Up Day (Katonah, NY)
Katonah Village Improvement Society is behind so many awesome community events like this one. Volunteers will have a table in front of the library and distribute safety vests and "pickers" for everyone to beautify their lovely town. Register online. »
9:00 AM-2:00 PM — 🫛 John Jay Homestead Farmers Market - opening day! (Lot No. 2, Downtown Katonah)
Friends of John Jay Homestead, in partnership with Katonah Chamber of Commerce, are relocating Farm Market to Lot No. 2 in downtown Katonah for the 2025 season while John Jay Homestead State Historic Site is closed for major site improvements. Genius! Runs every Saturday from May 3-Oct 25. »
9:00 AM-12:00 PM — 🛍️ Annual Rummage Sale (last day) (Katonah Presbyterian Church, Katonah)
An annual tradition! »
10:00 AM-1:00 PM — 🐸 Frog Frolic Family Festival (Redding Community Center)
This one has live music, food trucks, a beer, tent, coffee, silent auction, crafts, and more. A “Busy Parent Peeper Perk Package” is $100. »
10:00 AM-5:00 PM — 📚 Spring Book Sale (Wilton Library)
Goes Friday to Monday this weekend! »
10:00 AM-2:00 PM — 🧑🍳 Culinary Arts Celebration (The Norwalk Art Space)
Westport Farmers Market and the Norwalk Art Space will be hosting an “enlightening day of culinary and arts with some of CT’s top local food artisans, chefs and farmers.” All ages welcome. »
10:00 AM-6:00 PM — 🛍️ Spring Crafts Fair (Lyndhurst, Tarrytown)
A gorgeous 3-day event at one of the Hudson Valleys must-see landmarks. Walk around the grounds, shop for Mother’s Day and Father’s Day at more than 225+ talented makers. Let the kids run wild on the grounds. Tix $13/adult, $6/kids, U6 free. »
10:00 AM-12:00 PM — 🌳 Native Tree giveaway (Lasdon Park, Katonah)
In honor of Arbor Day, Lasdon Park is giving away native trees. First come first serve until supplies run out. One tree per household! »
10:30 AM-12:00 PM — 🌸 Mother’s Day Paper Flower-Making Workshop for Kids (Wilton Historical Society)
A kid-friendly workshop led by the talented artist and owner of The Green Paper Flower, Meghan Herschfield. Tix $35 for non-members. »
11:00 AM-12:30 PM — 🤖 Wall-E: Movie screening (Jacob Burns Film Center, Pleasantville)
Kid-friendly screenings take place every weekend! Tix $5/non-member adults, and just $5/kid now. »
11:30 AM-12:30 PM — 🐶 Read to ROAR (Ridgefield Library)
Kids in grades 1st-4th can read to therapy dogs from ROAR Ridgefield. It’s a hot ticket, so register early! »
11:30 AM-3:00 PM — 🎻 Old Time Music Jam (Hilltop Hanover Farm, Yorktown Heights)
A monthly gathering of local, acoustic musicians who play traditional Appalachian fiddle music. Hang, listen and enjoy it. If you play, they welcome you to join along! »
12:00 PM-8:00 PM — 🍺 Frothy Forage 2025 (Woodcock Nature Center, Wilton)
The whole family is invited to this magical place for a hiking and tasting experience. New craft brews and sweet sips along the trails, plus animal encounters, treats and treasure hunts, live music and food for purchase from food trucks. Tix $57/adult, $27/kids, U3 free. Looks so cute. »
12:00 PM-1:30 PM — 🎺 The Music Man KIDS (Yorktown Stage)
Last show! Tix $24-29 »
12:30 PM-7:00 PM — 🔫 Star Wars movie bonanza (Katonah Village Library)
Costumes encouraged, obviously. Drop by for one or all 3 Star Wars films, starting with The Empire Strikes Back at 12PM, The Force Awakens at 2:30PM and Rogue One starting at 5PM. Lots of treats and drinks. Free! »
1:00 PM-2:00 PM — 🎶 Norwalk Symphony - Versatile Vibrations (New Canaan Library)
Members of the Norwalk Symphony Orchestra present a demonstration of string instruments, like the violin, viola and cello. Kids can try their own vibrations with in the "instrument Petting Zoo." Cute. »
3:00 PM-3:30 PM — 🎶 UNIQUE Series Concert: Yes, Please! (New Canaan Library)
An interactive music show created for people with special needs and neurodiverse individuals! Great for kids in grades K-5. »
4:00 PM-8:00 PM — 🪘 Indian Classical Music Concert (Hammond Museum & Japanese Stroll Garden, North Salem)
Bring the kids to enjoy Indian classical music performance at one of our area's most beautiful gardens. »
5:00 PM-9:00 PM — 🍻 Cider Nights 2025 (Hardscrabble Cider, North Salem)
I’ll move this one to the “Ongoing Events” section, so you don’t forget. »
5:30 PM-7:30 PM — ✨ Lewisboro Parks & Rec "Bibbidi, Boppidi Boogie" Party (The Lewisboro Gym)
Kids aged 4-7 can dance with their favorite adult at the "ultimate magical dance party." Dress like you're in a fairy tale, enjoy a dinner together, and take photos with Disney characters. $65/child, $15/adult and you must register online. »
SUNDAY, MAY 4
Star Wars Day »
10:00 AM-5:00 PM — 🛍️ Spring Crafts Fair (Lyndhurst, Tarrytown)
Last day! Tix $13/adult, $6/kids, U6 free. »
10:00 AM-2:00 PM — 🐑 Spring on the Farm Family Fest Sundays (Stamford Museum & Nature Center)
Great outdoor family event that has everything from live performances by a Taylor Swift tribute singer, a Spider-Man act, live music, animals, face painting, a farm market, crafts and lots more. Tix are $25/pp for non-members, 2U free. »
10:00 AM-11:30 PM — 🤝 Volunteer Stewardship Day: Garlic Mustard Pull (Marian Yarrow Preserve, Katonah)
Bring the fam to help LLT tackle invasive species and pull garlic mustard at Marian Yarrow Preserve. Thanks to friend of The Plan and LLT volunteer Marissa Carrio for telling me about this one! »
10:30 AM-12:00 PM — 🍳 Fiddleheads Cooking Studio: Mother's Day Brunch (Hilltop Hanover Farm, Yorktown Heights)
Kids of all ages are invited with their caregivers for this special Mother's Day-themed cooking class. You'll make granola, compote, and mini tarts using edible flowers. Tix $21. »
11:00 AM-12:00 PM — 🐴 Animal Interactions (Muscoot Farm, Katonah)
An up-close visit with an animal of the farmer’s choice. Good for ages 8+. Also happening on June 8. Tix $25 for two people. »
11:00 AM-12:30 PM — 🤖 Wall-E: Movie screening (Jacob Burns Film Center, Pleasantville)
Kid-friendly screenings take place every weekend! Tix $17/non-member adults, and just $5/kid now. »
11:00 AM-2:00 PM — 🐛 The Very Hungry Caterpillar Show (Ridgefield Playhouse)
Eric Carle’s timeless classic. Tix $15 and you must call the Playhouse at (203) 438-5795 to see if any seats are available. »
12:00 PM-3:00 PM — 🎨 Family Day: Art and Alchemy (Katonah Museum of Art)
A whole day of hands-on art and science! Meet artist Ali Banisadr and enjoy lots of activities at the intersection of art and alchemy. Non-member tix $15/adults, $10/kids, 2U free. »
12:00 PM-4:00 PM — 🛍️ “Minks to Sinks” tag sale: Everything 50% off (395 Danbury Rd, Wilton)
Take advantage! »
1:00 PM-5:00 PM — 📚 Spring Book Sale (50% off day) (Wilton Library)
This is a good one. »
1:00 PM-2:00 PM — 🏺 Pottery with Silvermine for Grades 3-6 (New Canaan Library)
Kids in grades 3-6 with a caregiver can come and create piece of sculptural art from air-dried clay and learn techniques for modeling, sculpting, and building. Taught by an artist from Silvermine Arts Center. »
1:00 PM-5:00 PM — 🏐 Girls in Sports Day (KLSD) (John Jay High School)
KLSD girls in grades 1-6 are invited to try out a ton of sports all afternoon: field hockey, lacrosse, volleyball, basketball, soccer, softball, tennis, and flag football. Great way for your daughter to get exposure to a sport she might like to try now (or one day). Free and you must register online. »
1:00 PM-1:30 PM — 🦅 Winged Wonders (Earthplace, Westport)
Every first Sunday, families will get to see a bird-on-glove demo. This place is magical. My kids love the natural playground. Admission is $10/adult, $5/kid. »
5:30 PM-7:30 PM — 🎹 Family-Friendly Music Afternoon - LAST ONE! (Uncle Cheef, Brewster, NY)
Sadly, this “all ages venue” will be closing on Saturday, May 10, so go see this show if you can! Uncle Cheef welcomes and encourages kids to come experience the joys of live music. Their 5:30PM Sunday show makes it easy to do just that. Note: Kids can’t sit at the bar, and they don’t have high chairs. Tix $10-$20. »
ONGOING EVENTS
APRIL 19-MAY 18 — 👸 Sleeping Beauty (Downtown Cabaret Theatre, Bridgeport)
Friend of The Plan Lauren Mika says the Downtown Cabaret Theatre in Bridgeport is a children’s theater that “brings such talent, joy and passion to each production.” She said it’s absolutely worth the drive. Tix $35-$41. Go see it! »
Every Friday & Saturday (5:00 PM-9:00 PM) — 🍻 Cider Nights (Hardscrabble Cider, North Salem)
Every Saturday (9:00 AM-2:00 PM — 🫛 John Jay Homestead Farmers Market (Lot No. 2, Downtown Katonah)
Friends of John Jay Homestead, in partnership with Katonah Chamber of Commerce, has relocated the Farm Market to Lot No. 2 in downtown Katonah for the 2025 season while John Jay Homestead State Historic Site is closed for major site improvements. Genius! Runs every Saturday from May 3-Oct 25. »
Every Saturday (9:00 AM-1:00 PM) — 👩🌾 Gossett Brothers Farmers Market (Gossett Brothers Nursery, South Salem)
Shop for some yummy local treats and produce in the warmth of their newly-renovated greenhouse. Great selection, every Saturday morning. »
Every Saturday (8:30 AM-1:00 PM) — 🥕 Pleasantville Farmers Market (10 Memorial Plaza, Pleasantville)
60+ vendors and held outdoors, year-round. Located just off Bedford Road, right in a historic walking village. Longer hours now in effect! »
Every Saturday (9:30 AM-1:00 PM )— 🧑🌾 Sam Bridge Farmer’s Market (Sam Bridge Nursery & Greenhouses, Greenwich)
A great nursery in Greenwich. Lots of produce and artisanal products from local farmers & makers. Goes from Jan 18-May 5. »
Every Saturday (10:30 AM-2:30 PM) — 🎨 Open Arts Studio (Grace Farms, New Canaan)
Held every Saturday at this magical place. We've done everything from paper art to cookie decorating. Great way to spend an afternoon. Recommended ages 4-12 (w/ adult). Non-member $5, register online. »
Every Saturday (12:00 PM-1:00 PM) — 🌍 Saturdays at Earthplace (Earthplace, Westport)
Pay the admission price ($10/adult, $5/kid) and drop in for a nature-based activity with your kiddo every Saturday. Think: eco-art, science experiments, miniature pond exploration. »
WHAT’S COMING UP
Here’s a handful of events coming up that you want to plan for now. Click the button to upgrade for just $5/mo so you can view all the details, ticket information and registration URLs right in your own calendar.
May 8-10 – 🎡 New Canaan “May Fair” carnival (St. Marks, New Canaan)
May 10 – 🎉 Family Party (Westmoreland Sanctuary, Mt. Kisco)
May 13-18 – 🎢 St. Patrick’s Carnival (Bedford)
May 14-18 – 🎡 Somers Lions Club Carnival (Somers)
May 15 – 📝 Tricky Trivia Night (South Salem)
May 16 – 🍕 Food Truck Friday - first one! (Scott’s Corners, Pound Ridge)
May 18 – 🏃🏻♀️ Muscoot Farm “Run The Farm” race (Katonah)
May 18 – 🎸 Ridgefield Town Party feat. Guster (waitlist only)
May 26 – 🏃 South Salem Memorial Day Race (South Salem)