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- 🎡 The Loving Westchester Memorial Day Weekend Primer
🎡 The Loving Westchester Memorial Day Weekend Primer
Great Westchester events, amusement park openings & last-minute getaways
Hello, Westchester!
The county’s frozen tundra days of January and February are starting to feel like a lifetime ago as we approach record-setting heat for May. Midweek temperatures are expected to exceed 90°, dropping back down to a much cooler 55-65 range for the weekend. Friendly reminder to take the heat seriously over these next couple of days and for those who need a bit of extra help, New York State has a Cooling Assistance program helping households buy air conditioning units.
Memorial Day is fast approaching and we know a lot of you will be on the move this holiday weekend. We'd love to know where you're headed, so we're running a quick poll this week. Cast your vote below and we'll share the results in Friday's edition!
What's Your Memorial Day Weekend Plan? |
As for us, we're eyeing up a road trip of our own and the first order of business is getting the car sorted before we go. A quick visit to our friends at Ardsley Car Wash will sort us out. It's worth a stop before you hit the road.
For those staying closer to home, we've got you well covered. Playland Park and Beach officially kicks off the 2026 season this weekend, the White Plains Rock the Block series returns for summer, and Harvest Moon opens its farm for Cider Nights to help ease into the long weekend. There's plenty to do without going anywhere.
Either way, enjoy every minute. Let's get into it.
Bec+Wes
In today’s edition:
Featured events… Ferris Bueller is back on the big screen in Mamaroneck, and life is still moving pretty fast.
Family fun… Mamaroneck Avenue closes to traffic as White Plains kicks off its summer Rock the Block series.
Grown ups & date nights… build Casamigos cocktails from scratch at a pre-Memorial Day tasting.
Live music beat… 11 live music gigs across the county this week.
Worth a drive from Ardsley Car Wash… Splashdown Beach opens for the season in Fishkill, slides, wave pools and lazy rivers are back.
Memorial Day Weekend getaways… last-minute options for your Memorial Day holiday.
Plus, a message from our partners, WingWoman by QueenBHive, giving you, your business, or brand the visibility and support it needs.
Let’s go!
💓 The Pulse
Loving Westchester’s Featured Events!
Tue., May 19 | Mamaroneck Cinemas, Mamaroneck | 7p | $16
LMC Media and A-Sides with Jon Chattman host a special Video Vault screening of the 1986 classic, Ferris Bueller’s Day Off. Beat the Tuesday heat with a cool flick inside one of Mamaroneck Cinema’s super comfortable theatres.
Thu., May 21 | ArtsWestchester Gallery, White Plains | 7-9p | $55+
ArtsWestchester's monthly Gallery Night Out series celebrates America's 250th with a hands-on pie workshop. Participants craft a flaky crust, decorate it, and take it home unbaked, ready for the oven. No experience required.
Sat., May 23 | Playland Park, Rye | Park: 12-10p, Beach: 11a-6:30p | Park: $20+, spectators free, Beach: $6+ (combo tickets available)
The gates officially open for Playland's 2026 season debut, with a lineup of rides, Kiddyland, the Grand Carousel, the Gondola Wheel, and Playland Beach back in action for another summer on the Long Island Sound.
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📆 What’s Happening?
Family Fun!
Wed., May 20 | Lasdon Public Gardens, Katonah | 1:30-2:30p | $5
Students present interactive country displays covering traditions, flags, music, art, and food from around the world, with a passport to collect stamps at each stop. A charming afternoon for families and curious kids ages 4 and up.
🎸 Rock the Block: May Edition
Wed., May 20 | Mamaroneck Ave., White Plains | 5:30-8:30p | Free
Mamaroneck Avenue closes to traffic for the first of four summer street parties, with restaurants spilling onto the avenue, live music from The Experience Band and Show and Shad Deso, mini golf, lawn games, and the ArtsMobile.
🍦 Bona Bona’s 6th Annual Ice Cream Eating Contest
Wed., May 20 | Bona Bona Ice Cream, Port Chester | 7p | Free to spectate
Drop by Port Chester’s Bona Bona Ice Cream to witness their 6th annual ice cream eating contest where bragging rights, a championship belt, a sprinkle party, and a free year of ice cream will be on the line. Email [email protected] with the subject line “I EAT ICE CREAM!” to participate.
Sat., May 23 | Westchester Children's Museum, Rye | 10:30a-12:30p
Kids build water confidence through hands-on activities and interactive play in this Water Safety Month event with Goldfish Swim School. Mascot Bubbles makes a special appearance while the fun spills out onto the boardwalk along the Sound.
Sun., May 24 | Muscoot Farm, Katonah | 11a | $22.50
Kids ages 10 and up take one of Muscoot Farm's pygmy goats on a guided walk around the farm, providing the animals with exercise and socialization while getting up close with farm life. Pre-registration required.
Grown Ups & Date Nights
Thu., May 21 | Westchester Wine Warehouse, White Plains | 6-6:45p | $50
A hands-on mixology session in the private tasting room at Westchester Wine Warehouse, building three Casamigos cocktails from Blanco, Reposado, and Mezcal expressions, with small bites and a $50 in-store credit included.
🍺 Cider Nights at Harvest Moon Farm
Every Thu. & Fri. from May 1 | Harvest Moon Farm & Orchard, New Salem | 6p
Hardscrabble Cider opens the farm every Thursday and Friday evening through the season, with live music, food trucks, and pours of their estate ciders on tap. A relaxed Hudson Valley ritual to add to your weekly rotation.
Fri., May 22 | Westchester Wine Warehouse, White Plains | 6-7p | $100
Award-winning sommelier Olivier Flosse leads a focused tasting of four wines from a single distinguished Barolo producer, exploring how Nebbiolo expresses itself across vineyard sites and styles. Includes a $100 in-store credit toward featured bottles.
Fri., May 22 | Westchester Collaborative Theater, Ossining | 7:30-9:30p | $15
An evening of spoken word poetry woven together with improv theater in WCT's black box space, produced by writer and performer Jessica W. Bonds. Scripted and unscripted moments collide across three to four poems and up to eight improvised scenes.
Sat., May 23 | Untermyer Gardens, Yonkers | 10-11:30a | $22.08
NYBG Director of Plant Health Vincent Galatolo leads a guided walk through the wilder areas of Untermyer Gardens, identifying spring fungi and connecting them to the trees where they thrive. A practical introduction to foraging in the northeast.
The Beat… Westchester’s Live Music Scene
Sat., May 23 | Splashdown Beach Water Park, Fishkill | 10a-6p
The Hudson Valley's beloved water park opens for the 2026 season, with the Arctic Mammoth family raft ride, Arctic Plunge Mat Racer, Humunga Half-Pipe, Monster Wave Pool, Croc Creek Lazy River, and a full Pirate-themed kids' zone all back for summer.
Sat., May 23 | District Music Hall, Norwalk, CT | 7p | $45.20
Bingo with a DJ, confetti cannons, dance-offs, comedian MCs, and prizes ranging from Vegas trips to air fryers. This Irish-born rave-bingo concept has sold out in over 200 cities worldwide and lands in Norwalk for one night only.
🏡 Memorial Day Weekend Getaways
Hitting the road but haven't sorted where you're staying? Here are a few options that caught our eye.
Note: Loving Westchester is not affiliated with any of these properties!
The Hamptons
5 bedrooms | 3 bathrooms | Sleeps 12
Pool and hot tub
8 minutes from the Village of Sag Harbor
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Saratoga Springs / Lake George
3 bedrooms | 2 bathrooms | Sleeps 12
Penthouse condo overlooking Saratoga Lake
Short distance to the horse track & downtown Saratoga Springs
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Catskills / Hudson Valley
4 bedrooms | 3.5 bathrooms | Sleeps 8
Spa and wellness amenities include: a yoga studio, a massage room, hot tub, far infrared sauna, salt booth, Somadome meditation pod, steam shower, Peloton bike
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Safe travels!
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,
