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Enjoy exceptional live music on spectacular grounds
05 May, 2026
Tuesday
All Day

Enjoy exceptional live music on spectacular grounds

Now through August 2; 149 Girdle Ridge Rd., Katonah; (914) 232-5035; caramoor.org

Each summer, Caramoor’s 81-acre Katonah campus bursts into life with music and shared moments under open skies. The 2026 season features over 30 world-class concerts and family-friendly programs. Listeners of all ages are invited to explore, discover and belong. Don’t miss performances by Kelli O’Hara, Hélène Grimaud, Isaac Mizrahi, Patty Griffin, Apollo’s Fire, Punch Brothers, Yuja Wang & People of Earth, Orchestra of St. Luke’s, and full-day American Roots Music and Jazz festivals.

149 Girdle Ridge Rd., Katonah
Four reasons to visit ArtsWestchester this summer
05 May, 2026
Tuesday
All Day

Four reasons to visit ArtsWestchester this summer

Now through August 2: Wed.-Fri. & Sun. 12-5 p.m. + Sat. 12-6 p.m.; 31 Mamaroneck Ave., 3rd fl., White Plains; artswestchester.org/gallery

Looking for something to do today, tomorrow, or any Wednesday through Sunday between now and the beginning of August? Take a trip to downtown White Plains to visit ArtsWestchester’s four exhibits on display through August 2: “Art in a Season of Revolution” showcases artists’ responses to 250 years of American identity; “The Janet Langsam Vault Project” features work by Rana Amirtahmasebi inspired by her Iranian background; photography by Chimoa Nwana depicts the oldest Black churches in White Plains; and the LGBTQ+ Listening Library features music from LGBTQ+ artists. Visit artsw.org for more information.

31 Mamaroneck Ave., 3rd fl., White Plains
Spend the summer enjoying a microwinery right in our own backyard
05 May, 2026
Tuesday
All Day

Spend the summer enjoying a microwinery right in our own backyard

Thurs.-Sat. 7:30 a.m.-7 p.m. & Sun. 7:30 a.m.-5 p.m.; 1202 Route 35, South Salem; southsalemwinery.com

Vintner John Vuolo has spent decades crafting wine using old-world techniques, and now he’s brought his expertise to South Salem Winery. Using grapes sourced from small vineyards on the North Fork of Long Island, all wines are crafted in house. Located inside the greenhouse at Gossetts Nursery, South Salem Winery has partnered with CIA-trained chef Tracy Assue to offer delicious in-house baked goods with your wine. Stop by for a tasting and leave with a bottle (or two).

1202 Route 35, South Salem
“Can’t Take My Eyes Off You” Exhibition
08 May, 2026
Friday

“Can’t Take My Eyes Off You” Exhibition

May 8 - June 1, 2026 Open by appointment only and during public events. Reach out via email to schedule a visit. The Linen Factory Unit 306D, 181 Westchester Ave, Port Chester, NY

“ What if I’m running outside because the moon tonight is children’s-book huge and ridiculous over the pines, the sight of it a strange sphere of medicine? ”

― Ocean Vuong, On Earth We're Briefly Gorgeous

In light of the many recent AI snafus—from self-driving cars and delivery bots to large-scale privacy violations—the work in this exhibition relishes the human joy of walking and traveling that induces all senses, inspires mark-making in-place, and encourages the instinct for collecting souvenirs. In reflection of Open AI CEO Sam Altman's observation that, "it also takes a lot of energy to train a human....like 20 years of life and all of the food you eat during that time before you get smart..." this exhibition traces the lines between aimless meandering, the noble ideals of a hero's journey, and the discriminatory nature of travel access (unavoidably but peripherally).

Can’t Take My Eyes Off You considers the endless variation among us animal travelers, including pack-rat accumulator behaviors, product-less observation & absorption, synchronized pack movement, pilgrimage, and the brandings of serial imprinters. Wayfinding imagery, portable altars, and methods of nailing-down one’s environment and place within it speak to a simultaneous insatiability for an endless horizon and for familiarity. The exhibition revels in the uniquely animal impulse to fixate, repeat, and to feast one’s eyes to no particular end.

Featuring work by Sadaf Azadehfar, Benjamin Dimock, Alex Patrick Dyck, Adrian Gray, Amadeo Morelos, Ellie Murphy, Kate Quarfordt, Joan Reutershan, Maya Strauss, and StreetMax. Including large and small-scale sculpture, photography, collage, painting, printmaking, found-object assemblage, and fiber installation.

181 Westchester Ave, Unit 306D, Port Chester, NY
Visit Ireland (in North Salem) via The Schoolhouse Theater
15 May, 2026
Friday
All Day

Visit Ireland (in North Salem) via The Schoolhouse Theater

May 15-31: North Salem Community Center, 3 Owens Rd., Croton Falls; theschoolhousetheater.org

In a quiet corner of rural Ireland, two stubborn souls circle each other with equal parts pride, fear and longing. “Outside Mullingar” is a deeply funny and unexpectedly moving romance about missed chances. With Shanley’s signature wit and warmth, what begins as gentle comedy blooms into something quietly profound. You’ll laugh, you’ll ache and you may just believe in love a little more than you did before. Tickets can be purchased on the website.

3 Owens Rd., Croton Falls
Meet you at the Dragon Coaster
16 May, 2026
Saturday
All Day

Meet you at the Dragon Coaster

May 16-September 13: Playland Park, 1 Playland Pkwy., Rye; (914) 813-7010; playlandpark.org

Make memories that last a lifetime at Playland Park in Rye. From classic rides the whole family loves to unforgettable twists and turns for your growing thrill-seekers, there’s something for everyone. Take a spin on timeless favorites like the Grand Carousel and enjoy a day full of games, food and fun! For park hours, fees and tickets, visit playlandpark.org.

1 Playland Pkwy., Rye
Kayak, Sup and Camp with Hudson River Expeditions
23 May, 2026
Saturday
All Day

Kayak, Sup and Camp with Hudson River Expeditions

May 23–mid-Oct: Beacon, Cold Spring and Staatsburg; hudsonriverexpeditions.com

Some of the best views in the Hudson Valley don’t require hiking boots. Paddle past Bannerman Castle, watch the sun set over the Hudson Highlands from your kayak, or wake up on an island in the middle of the river. We offer guided kayak tours including twilight, history, waterfall, Paddle

Earth Day at the Wineries: Celebrate Local Wines and the Arrival of Spring
24 May, 2026
Sunday
11:00 am
5:00 pm

Earth Day at the Wineries: Celebrate Local Wines and the Arrival of Spring

Spring has arrived, and the Shawangunk Wine Trail invites you to celebrate Earth Day 2026 by exploring the valley’s finest local wines. Join us Saturday, April 18, and Sunday, April 19, from 11am–5pm, for a self-guided tasting adventure like no other. 200 Early Bird tickets are $20. Price increases to $25 when the 200 early bird tickets are sold. Full Experience Ticket

  • Shawangunk Wine Trail Event Tasting Glass
  • Wine tasting flight at each location on your chosen itinerary
  • Locally Grown Mini Potted Herb
Designated Driver Ticket – $15 per person (21+)
  • Non-alcoholic beverage at each location
  • Pack of Wildflower Seeds
  • Coupon for a free standard wine tasting flight at a member winery (emailed after purchase)
Choose from two self-guided tasting itineraries and explore the trail at your leisure while minimizing travel time: Itinerary #1: Robibero Winery (New Paltz), Whitecliff Vineyard (Gardiner), Magnanini Farm Winery (Wallkill), Benmarl Winery (Marlboro), Quartz Rock Vineyard (Marlboro) Itinerary #2: Christopher Jacobs Winery at Pennings Vineyards (Pine Bush), City Winery Hudson Valley (Montgomery), Applewood Winery (Warwick), Clearview Vineyard (Warwick), Warwick Valley Winery & Distillery (Warwick) Important Notes:
  • Tickets are online only; sales end Friday, April 17, 2026, at 10pm EST
  • All attendees must be 21+
  • Food is available for purchase at participating wineries
 

23 Factory St, Montgomery, NY 12549
Jacob Burns: Helen and the Bear Q&A
26 May, 2026
Tuesday
7:00 pm

Jacob Burns: Helen and the Bear Q&A

Q&A with director Alix Blair and cinematographer Kirsten Johnson

In the early 1970s, Helen Hooper was a free-spirited young woman who linked up with Pete McCloskey, a charismatic Republican congressman twenty-six years her senior, first as a political aide and then in marriage. Four decades later, as they anticipate his death, she wrestles with their marriage, her sexuality, and what’s been lost and won through a life by the side of a man she affectionately calls Bear. Nominated for Best Cinematography and Best Editing at the 2024 IDA Awards, Helen and the Bear is a surprising and moving portrait of a woman—and relationship—that contains multitudes.

Tickets: $13 (members), $18 (nonmembers)

364 Manville Rd, Pleasantville, NY 10570
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