What's The Plan: MAY 23-25
Food Truck Friday in Lewisboro, Alex Cano at Hardscrabble, TaSH kicks off, Compo Beach opens, free admission at Rye Playland, Jaws at Bedford Playhouse, and more!
Welcome to the weekend roundup. Buckle up, guys and gals. It’s a long one.
First things first, is anyone going to see Alanis and Blippy on Saturday? I wish nothing but the best for them both.
By press time, I could not confirm who won the battle of the bands last week at Pound Ridge’s first Food Truck Friday. Get in touch if you know. Meantime, enjoy this video of this kid from School of Rock Bedford belting out Pat Benetar. She absolutely killed it.
One more item to add to my Memorial Day what-should-I-bring-to-the-BBQ recs: I gave this NYT potato salad recipe a whirl at our first patio BBQ of the season and can confirm it’s delish. Mint! Scallions! Lemon! Who would have thought?
I’ve been on a protein ball kick lately and can confirm that The Farmer’s Grind in South Salem carries the best ones around. My kids love them, too. (Also, stop putting protein in potato chips and Pop Tarts).
Some quick hits: Go see Alex Cano on Friday night at Hardscrabble. Make a trip to New Canaan to grab some bagels from the newly-opened Badass Bagels (5 Burtis Ave.), and if you’re planning on taking the kids to see the new Lilo & Stitch (why are we re-making movies from 2002 already?), I recommend The New Canaan Playhouse Theater right on Elm St. This week they announced a partnership with Blackbird, which means you grab some bougie food & drinks before or after the show. Also, I can’t wait for Wogies to open in Katonah. 🍔
Each week, I’ll pick an event that may not have a huge promotion budget but I think is worth highlighting. This week, the Plan of the Week goes to opening day of the Lewisboro Town Pool.
I just love it there. Do the pool bathhouses look like they’re straight out of the 80s? Yes. (But that’ll change next summer, woo!) The shallow kiddie pool is perfect for making friends with local parents, my kids love the water slide, and the concession stand food by Lily’s Deli is great in a pinch if you don’t feel like leaving at dinnertime.
We get a pool pass every year, but you can gain free entry on opening day if you’re a town or KLSD resident. The water will be freezing cold, but who cares. I’ll be singing Opening Night all morning just to annoy my kids.
Thanks to all the subscribers who signed up last week, including Cory S., Christina B., Arela M., Fumi S., Dana R., Karlee A., Corrin A., Julia T., Tersey R., Sandra P., Diane H., Michele P., Kathy L., Jamie C., Raquel C., Sam Z., and Jessica T. I really appreciate your support. 🫶
xo,
K
PS: Follow The Plan on Instagram!
PPS: Did you catch my Memorial Day event roundup this week?
PPPS: I’m moving the “What’s Coming Up” column to a standalone micro-newsletter for paid subscribers every Friday. Each week, I’ll pick a handful of events coming up in The Plan calendar that you’ll need to plan ahead for. Hopefully it’ll be a great resource to you as you plan your weekends.
FRIDAY, MAY 23
National Road Trip Day »
🍿 Mission: Impossible, The Final Reckoning (PG-13) opening weekend »
🍿 Lilo & Stitch (PG) opening weekend »
11:00 AM-12:00 PM — 🇺🇸 Memorial Day Service 2025 (Lasdon Park, Katonah)
All are welcome, but note that this will be a solemn event. County Executive George Latimer and other county officials will be in attendance. »
1:00 PM-5:00 PM — 🫖 Afternoon Tea (Caramoor, Katonah)
Tea is served in the Music Room and includes a variety of tea sandwiches, scones with créme fraiche and preserves, desserts. Have some tea and then go on a self-guided tour of the Rosen House. $54/adults, $30/kids. »
2:00 PM & 4:00 PM — 🐢 World Turtle Day Celebration (New Pond Farm Education Center, Redding)
Head to this gorgeous farm to meet their resident turtles and tortoises. You'll learn what makes each special, and make a simple turtle craft. Free but registration required. »
5:30 PM-8:00 PM — 🍕 Food Truck Friday - CANCELLED (Lewisboro Town Park, Cross River)
If you’ve never been to this inclusive playground, this is a good night to check it out. It’s gorgeous. You can hang on the picnic tables eating pretty good food truck food, and watch your kids run around. Great way to practice your friend-making skills. »
SATURDAY, MAY 24
National Brother’s Day »
CHECK HOURS — 🏊 Town Pool & Beaches Opening Days (Katonah, Bedford Hills, Bedford Village, Martin Park Beach, Merwin Meadows, etc.)
Have fun! Pool hours & non-member drop-in policies listed online.
8:30 AM-1:30 PM — 🍅 Tarrytown Sleepy Hollow Farmers Market: TaSH - FIRST OFFICIAL DAY! (Patriots Park, Tarrytown)
A bit of a drive, but worth it. Make a day of it! Outdoor market runs from May 24-Nov 22. I’ll move this one to the Ongoing Events section below. »
10:00 AM-5:00 PM — 🖼️ The 52nd Westport Fine Arts Festival (Westport, CT)
This is a lovely day in Westport. Stroll down the main street peeking in at artist booths, and grab snacks and window shop along the way. Expect live music and lots of hands-on art projects and demonstrations for kids (and adults!). Free. »
10:30 AM-8:15 PM — 🏖️ Kickoff To Summer @ Compo Beach (Compo Beach, Westport)
They're going all out for this one. Expect food vendors like Goodburger, Parlor Pizza, and Lobster Craft, a touch-a-truck, face painting, a bounce house, an obstacle course, a water slide, and a live DJ. The official ribbon cutting is at 10:30AM, and a showing of Trolls starts at 8:15PM. Love this beautiful beach. From May 1 through Sept. 30, the daily parking fee is $45 on weekdays, and $70 on weekends and holidays. »
11:00 AM-6:00 PM — 🎠 Rye Playland opening weekend! (Playland Park, Rye)
It was a bit iffy there regarding the reopening, but it’s finally here. Expect big crowds as there’s no admission fee on Memorial Day weekend and parking is only $10. Stay tuned for updates on pricing for the rest of the season. We love this theme park. »
11:00 AM-2:00 PM — 🍔 Bedford Ace Hardware: Summer BBQ (Bedford Ace Hardware, Bedford)
Looks like a great event in town! »
11:00 AM-12:30 PM — 🤖 Ron's Gone Wrong: Movie screening (Jacob Burns Film Center, Pleasantville)
Kid-friendly screenings take place every weekend! Tix $5/non-member adults, and just $5/kid now. Also showing on May 31. »
11:00 AM-2:00 PM — 🪶 Wilton Historical Society Open House (Wilton Historical Society)
Bring the kids to step back in time and "explore history in an engaging, hands-on way." Expect unique demonstrations highlighting traditional skills that were essential during the Colonial times. Free! »
11:00 AM-7:00 PM — 🏊 Lewisboro Town Pool Opening Day (Lewisboro Town Pool, South Salem)
Opening day is here! If you’re a resident or KLSD resident, you can gain free entry today. Woohoo! »
12:00 PM-1:00 PM — 🎉 Redding Memorial Day Parade & Party 2025 (Redding Elementary School)
The parade starts at 11:30 AM at Redding Elementary School and the ceremony will begin promptly at 12:00 PM. It will proceed to the Redding Green for a flag-raising and flower-placing ceremonies at the Memorial Stone. Afterwards, the Boys & Girls Club of Redding-Easton are hosting a picnic with food trucks, music and lots of kids activities til 5PM. Tix $10. »
6:00 PM-11:00 AM on May 25 — ⛺️ Family Campout (members only) (New Pond Farm Education Center, Redding)
Has anyone done one of these? I am SO curious. New Canaan Nature Center and the Wolf Conservation Center does them too. This one includes a night hike, treats around the campfire, night sky viewing, and "a celebration of our nocturnal neighbors." You'll wake up at sunrise and then join the farmers for morning chores, and enjoy a light breakfast together. Reserved for NPF Members. Tix $80 per family. »
SUNDAY, MAY 25
National Wine Day »
10:00 AM-5:00 PM — 🖼️ The 52nd Westport Fine Arts Festival (Westport, CT)
Last day! »
2:00 PM & 7:00 PM — ☂️ Mary Poppins (Play Group Theatre, White Plains)
Fantastic theater for kids. Who doesn't love this one? Tix $22/adult, $18/kids U12. Also playing June 8. »
7:00 PM-9:00 PM — 🦈 Jaws (PG) (The Bedford Playhouse)
It's been 50 years since its release. If your kid can handle this one, it's essential summer viewing. Tix $16/adults, $13/kids and its reserved seating. Check out one of these kid-friendly spots in Bedford before the show. »
ONGOING EVENTS
Every Friday & Saturday (5:00 PM-9:00 PM) — 🍻 Cider Nights 2025 (Hardscrabble Cider, North Salem)
Read my review here. We love this place. Rock/Americana artist Alex Cano, who grew up in South Salem and tours around the country, is on deck for Friday night. I’ve seen him play at a Farmer’s Grind Ice Cream Night and at North Star in Pound Ridge and can confirm he is great. »
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. »
Every Saturday (8:30 AM-1:30 PM) — 🍅 Tarrytown Sleepy Hollow Farmers Market: TaSH (Patriots Park, Tarrytown)
A bit of a drive, but worth it. Make a day of it! Outdoor market runs from May 24-Nov 22. »
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, have relocated the Farm Market to Lot No. 2 in downtown Katonah for the 2025 season. 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 (10:00 AM-2:00 PM) — 🥕 New Canaan Farmers Market (244 Elm St, New Canaan)
Right behind the train station. So many great vendors! »
Every Saturday (10:00 AM-12:00 PM) — 🛍️ Take it or Leave it Shed (Bedford Hills Train Station)
You never know what you’ll find at the Take It Or Leave It Shed. Great community initiative to reduce waste and inspire sustainability. Open through Oct. »
Every Saturday (10:30 AM-2:30 PM) — 🎨 Open Arts Studio (Grace Farms, New Canaan)
Held every Saturday at this magical place. It’s a 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. Think: eco-art, science experiments, miniature pond exploration. »
Every Sunday (9:30 AM-2:30 PM) — 🍅 Farmers Market (Muscoot Farm, Katonah)
Browse the vendors, visit the animals, grab a snack at the concession stand. It's a great afternoon. Goes until Nov. 17. »
Every Sunday (11:00 AM-3:00 PM) — 🌽 Mt. Kisco Farmer’s Market (South Moger Ave, Mt. Kisco)
Live music and fresh produce, every Sunday. This is a good one. Ends Nov. 16. »