🌸 The Spring Weekend Westchester's Been Waiting For

Picture-perfect outdoor markets, award-winning entertainers & Mother's Day celebrations

May 08, 2026

Happy Friday, Westchester!

 

Mother’s Day weekend is here… and like most things in life, it can mean a lot of different things to different people.

 

For some, it’s breakfast in bed and handmade cards. For others, it’s missing someone far away, remembering someone deeply, navigating a complicated relationship, or quietly wishing things had worked out differently. Some are moms, some hope to be, some chose another path entirely… and all of it deserves gentleness.

 

What we do know is this: women carry a lot. The mental load, the emotional load, the remembering, organizing, checking in, showing up, keeping things moving load. And while one day never quite covers it, it’s still a good excuse to pause and make someone feel seen.

 

If you’re out of ideas for the woman in your life, some of the simplest things are usually the most meaningful anyway. Pick up their favorite drink. Give them an uninterrupted hour with the book they keep meaning to start. Suggest something they genuinely love doing. Handle something before they have to ask. Realistically, these are things we should try to do for each other more often… but if this weekend helps start that habit, we’re all for it.

 

We’ve packed this edition with plenty of ways to spend the weekend, whether you’re planning a full family day out, a quiet wander through a market, a concert, brunch, plants, flowers, frisbee, and even sheep shearing (what?!)

 

Here’s wishing the weather holds out for all of us (and the sheep!)

 

Let’s get into it…

 

Bec+Wes

 

 

In today’s edition:

Plus, a message from our partners, New York Gridlock Ultimate, with a weekend pre-game tailgating celebration, and QueenBPoker, hosting your epic game night.

 

Let’s go!

💓 The Pulse

Loving Westchester’s Featured Events!

Sat., May 9 | Patriots Park, Tarrytown | 9a-1:30p

 

The award-winning Tarrytown and Sleepy Hollow Farmers Market returns to Patriots Park for the 2026 season with a Mother’s Day Market featuring over 60 local artisans, crafts, farm-fresh fruit & flowers, and Mother’s Day gifts.

 

Sat.-Sun., May 9-10 | New York Botanical Garden, Bronx | 12-5p | Included with All-Garden Pass

 

Daffodil Hill becomes a family garden party for Mother's Day weekend, with DJ sets and collage-making by Uptown Vinyl Supreme, floral face painting, lawn games, food trucks, and kids' activities in the Everett Children's Adventure Garden.

 

Sun., May 10 | Joseph F. Fosina Field, New Rochelle | 2p | $13+

 

New York Gridlock, Westchester's professional women's ultimate frisbee team in the Premier Ultimate League, hosts the Milwaukee Monarchs for a Mother's Day afternoon home game. Fast, athletic, and genuinely fun to watch live.

🥏 A Tailgate, A Game, And Something Different To Try…

If you’re looking for something a little different this weekend… this might be it.

 

We’ve partnered with NY Gridlock this season, and their next home game is shaping up to be a really fun family afternoon.

 

They’ve leaned into a full family tailgate from 12pm, with games like spikeball, Kan Jam, DiscIt and crafts before the 2pm game kicks off.

 

There will also be food trucks on site (Ray’s Empanadas + Laverde Ice Cream), so you can make a proper afternoon of it.

 

🎟️ Loving Westchester Family Bundle Offer!
👉 $45 for a family of 4 (usually $64)
(2 adults + 2 kids under 18 — kids under 10 free)
👉 For general ticketing click here
and use the code LOVE

 

We’ll be there too... so if you come along, come say hi!

📆 What’s Happening?

Family Fun!

Crafting with Mom at Rye’s WCM

Sat., May 9 | Westchester Children's Museum, Rye | 10:30a-12:30p & 2-4p | Included with museum admission

 

Kids can make handmade gifts for Mom during two drop-in craft sessions, creating flower cards and colorful tissue paper designs to bring home for Mother's Day.

 

Sat., May 9 | Hudson Park Children's Greenhouse, New Rochelle | 1-3p | $25 adults, $10 children

 

A Mother’s Day parent-and-child afternoon tea party at the Greenhouse with crafts, a photo booth, tea biscuits, and a Story Walk and Plant Sale.

 

🛍️ Mother's YAY! Market

Sat., May 9 | Station Square, Peekskill | 12-5p | Free admission

 

A curated makers market in Peekskill featuring local artisans, handmade goods, and one-of-a-kind gifts timed perfectly for Mother's Day. Expect live entertainment, community vibes, and a full vendor lineup of makers, artists, and creative entrepreneurs.

 

🛍️ The Hastings Flea

Sun., May 10 | Metro-North Commuter Parking Lot, Hastings-on-Hudson | 10a-4p | Free

 

A Mother's Day edition of the beloved local flea, with vintage clothing, home goods, handmade jewelry, crafts, and food trucks along the Hudson. Friend of Loving Westchester, Smoky O, plays live from 11a-1p.

 

Sun., May 10 | Muscoot Farm, Katonah | 11a-3p | Free admission

 

Muscoot Farm's annual Mother's Day tradition: watch the sheep get their spring haircut live, with wool spinning demonstrations throughout the day, an educational workshop at 2p, and hayrides available for $5.

 

 

Grown Ups & Date Nights

Fri., May 8 | Captain Lawrence Barrel House, Mount Kisco | 7-9p | $28.52

 

Hard Headed Comedy brings a sharp NYC-circuit lineup to Captain Lawrence, featuring Rebecca Kaplan, Gina Dee, Patrick Holbert and host Luz Michelle. Award-winning beers on tap.

 

Fri., May 8 | The Idea Kitchen, Larchmont | 8:30-9:45p | $48.50

 

Join The Idea Kitchen for an evening of modern magic and mind-reading with Jason Silberman, a go-to performer for corporate and private events nationwide who consults on productions for America's Got Talent and Broadway.

 

Sat., May 9 | 223 Glenbrook Rd, Nyack | 3-7p | $40

 

A plant-prize bingo night in Nyack timed for Mother's Day weekend, with a personal charcuterie board and light refreshments included. A pop-up shop rounds out the afternoon for last-minute gift shopping. BYOB.

 

Sat., May 9 | Westchester County Center, White Plains | 8p | $92+

 

Grammy-nominated R&B powerhouse Keyshia Cole celebrates Mother's Day weekend at the County Center, joined by rising Baltimore singer Fridayy and DJ Funk Flex. Cole is currently on her 20th anniversary tour for her debut album The Way It Is.

 

Sat., May 9 | Paramount Hudson Valley, Peekskill | 8p | $82.50+

 

Emmy-nominated singer-songwriter Ben Folds performs solo at the Paramount, drawing from his catalog with Ben Folds Five, his acclaimed solo recordings, and his live orchestral work at the Kennedy Center.

 

 

The Beat… Westchester’s Live Music Scene

 

Featured Gig

 

Sun., May 10 | The Capitol Theatre, Port Chester | 7:30p | $39.50+

 

Grammy-winning singer-songwriter, activist, and founder of Righteous Babe Records Ani DiFranco performs at The Cap with special guest Valerie June. Known for her politically charged lyrics, guitar prowess, and independent career spanning 30+ years.

Thanks to our partner, QueenBPoker!

 

Go All In and Host Your Own Game Night

 

Whether it’s a casual poker home game, a corporate celebration, a beginners' poker evening or a night that gives back, QueenBPoker comes to you and delivers unforgettable poker and gaming experiences right in your home, venue or business.

No experience or equipment needed; we’ll teach, host, and handle every detail.

 

 

🌿 Plantella

Sat., May 9 | MJN Convention Center, Poughkeepsie | 1-5p (VIP 11a) | $13+

 

A high-energy plant expo bringing together rare finds, statement pieces, and everyday favorites alongside art, live music, and hands-on activities. Hudson Valley Tattoo is on site, and vendors span growers, makers, and plant-obsessed small businesses.

 

Sat., May 9 | Westport Country Playhouse, Westport, CT | 4p | $75+

 

Tony Award winner Laura Benanti shares the stage with her mother, Linda, a veteran of national tours and regional theater, for a show about mother-daughter relationships told through song and story, with music direction by Michael Rafter.

🎁 Mother’s Day Markets

Stroll these Westchester markets to find the perfect gift for Mom…

Thanks for reading Loving Westchester!

 

We love to hear from you! Give us a shout at [email protected] or reach us on Instagram @lovingwestchester. And don’t forget to forward this on to a friend who’s always asking “what’s going on this week?”

 

Until next time,