May 5, 2026
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What To Do: Best May Events

admin Posted On May 4, 2026
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What To Do: Best May Events

  • Ridgefield Playhouse: Madeleine Peyroux

    The Ridgefield Playhouse 80 East Ridge, Ridfgefield, CT, United States

    Ridgefield Playhouse: Madeleine Peyroux In venues across Canada and the U.S, Madeline Peyroux’s will reunite for her We Are America tour with the intimate trio of her 2016 Secular Hymns album: upright bassist Barak Mori, guitarist Jon Herington, and will […]

  • Plant Sale: Hilltop Hanover Farm

    Hilltop Hanover Farm 1271 Hanover St., Yorktown Heights, NY, United States

    Plant Sale: Hilltop Hanover Farm Hilltop Hanover Farm’s spring plant sale starts May 7th at the Farm Stand, Thursday – Sunday, 10am-4pm.  Every plant grown from seed with care. Hilltop prioritizes organic stewardship, so you can breathe easy knowing your produce is […]

  • Palace Stamford: Shen Yun

    The Palace Stamford 61 Atlantic St., Stamford, CT, United States

    Palace Stamford: Shen Yun Revisit a time when scholars and artists sought harmony with the Tao, and when divine beings walked the earth to inspire humanity. Shen Yun—the beauty of divine beings dancing—takes you on an extraordinary journey through China’s […]

  • Plant Sale: Hilltop Hanover Farm

    Hilltop Hanover Farm 1271 Hanover St., Yorktown Heights, NY, United States

    Plant Sale: Hilltop Hanover Farm Hilltop Hanover Farm’s spring plant sale starts May 7th at the Farm Stand, Thursday – Sunday, 10am-4pm.  Every plant grown from seed with care. Hilltop prioritizes organic stewardship, so you can breathe easy knowing your produce is […]

  • Palace Stamford: Shen Yun

    The Palace Stamford 61 Atlantic St., Stamford, CT, United States

    Palace Stamford: Shen Yun Revisit a time when scholars and artists sought harmony with the Tao, and when divine beings walked the earth to inspire humanity. Shen Yun—the beauty of divine beings dancing—takes you on an extraordinary journey through China’s […]

  • Paramount Hudson Valley: Start Making Sense

    Paramount Hudson Valley

    Paramount Hudson Valley: Start Making Sense Start Making Sense & The Ocean Avenue Stompers Horns present: the music of Talking Heads, David Byrne and More… Paramount Hudson Valley

  • Lyndhurst Mansion: Community Plant Sale

    Lyndhurst Mansion

    Lyndhurst Mansion: Community Plant Sale Shop for mom and bring the whole family! Some of the offerings include plants not usually offered by the big box stores – unusual primrose, and rock garden favorites like dwarf columbine and gentian. You […]

  • Plant Sale: Hilltop Hanover Farm

    Hilltop Hanover Farm 1271 Hanover St., Yorktown Heights, NY, United States

    Plant Sale: Hilltop Hanover Farm Hilltop Hanover Farm’s spring plant sale starts May 7th at the Farm Stand, Thursday – Sunday, 10am-4pm.  Every plant grown from seed with care. Hilltop prioritizes organic stewardship, so you can breathe easy knowing your produce is […]

  • Ridgefield Playhouse: Don’t Let The Pigeons Drive the Bus

    The Ridgefield Playhouse 80 East Ridge, Ridfgefield, CT, United States

    Ridgefield Playhouse: Don’t Let The Pigeons Drive the Bus TheaterWorksUSA presents Don’t Let the Pigeon Drive the Bus! The Musical! with a script written by Mo Willems, the creator of the #1 New York Times best-selling, Caldecott Honor award-winning “Pigeon” picture books, and […]

  • Palace Stamford: Shen Yun

    The Palace Stamford 61 Atlantic St., Stamford, CT, United States

    Palace Stamford: Shen Yun Revisit a time when scholars and artists sought harmony with the Tao, and when divine beings walked the earth to inspire humanity. Shen Yun—the beauty of divine beings dancing—takes you on an extraordinary journey through China’s […]

  • Ridgefield Playhouse: Don’t Let The Pigeons Drive the Bus

    The Ridgefield Playhouse 80 East Ridge, Ridfgefield, CT, United States

    Ridgefield Playhouse: Don’t Let The Pigeons Drive the Bus TheaterWorksUSA presents Don’t Let the Pigeon Drive the Bus! The Musical! with a script written by Mo Willems, the creator of the #1 New York Times best-selling, Caldecott Honor award-winning “Pigeon” picture books, and […]

    Palace Stamford: Shen Yun

    The Palace Stamford 61 Atlantic St., Stamford, CT, United States

    Palace Stamford: Shen Yun Revisit a time when scholars and artists sought harmony with the Tao, and when divine beings walked the earth to inspire humanity. Shen Yun—the beauty of divine beings dancing—takes you on an extraordinary journey through China’s […]

    Paramount Hudson Valley: Ben Folds & A Piano

    Paramount Hudson Valley

    Paramount Hudson Valley: Ben Folds & A Piano The Emmy-nominated singer-songwriter-composer has created an enormous body of genre-bending music that includes pop albums with Ben Folds Five, multiple solo albums, and numerous collaborative records. Paramount Hudson Valley

    Muscoot Farm Sheep Shearing Event

    Muscoot Farm

    Muscoot Farm Sheep Shearing Event This all-day event will feature live sheep shearing, activities, vendors, and more! Each year on Mother’s Day, Muscoot Farm hosts its Sheep Shearing Festival in which its sheep receive their annual haircut to prepare for […]

    Plant Sale: Hilltop Hanover Farm

    Hilltop Hanover Farm 1271 Hanover St., Yorktown Heights, NY, United States

    Plant Sale: Hilltop Hanover Farm Hilltop Hanover Farm’s spring plant sale starts May 7th at the Farm Stand, Thursday – Sunday, 10am-4pm.  Every plant grown from seed with care. Hilltop prioritizes organic stewardship, so you can breathe easy knowing your produce is […]

    Palace Stamford: Shen Yun

    The Palace Stamford 61 Atlantic St., Stamford, CT, United States

    Palace Stamford: Shen Yun Revisit a time when scholars and artists sought harmony with the Tao, and when divine beings walked the earth to inspire humanity. Shen Yun—the beauty of divine beings dancing—takes you on an extraordinary journey through China’s […]

    St. Patrick’s Carnival

    St. Patrick’s School Bedford 483 Old Post Rd., Bedford, NY, United States

    St. Patrick’s Carnival St. Patrick’s Church kicks off the carnival season with rides, games, food and fun. Including Sky Hawk, the Ferris Wheel, cotton candy, sausage and peppers, and more. St. Patrick’s Carnival

    St. Patrick’s Carnival

    St. Patrick’s School Bedford 483 Old Post Rd., Bedford, NY, United States

    St. Patrick’s Carnival St. Patrick’s Church kicks off the carnival season with rides, games, food and fun. Including Sky Hawk, the Ferris Wheel, cotton candy, sausage and peppers, and more. St. Patrick’s Carnival

    St. Patrick’s Carnival

    St. Patrick’s School Bedford 483 Old Post Rd., Bedford, NY, United States

    St. Patrick’s Carnival St. Patrick’s Church kicks off the carnival season with rides, games, food and fun. Including Sky Hawk, the Ferris Wheel, cotton candy, sausage and peppers, and more. St. Patrick’s Carnival

    St. Patrick’s Carnival

    St. Patrick’s School Bedford 483 Old Post Rd., Bedford, NY, United States

    St. Patrick’s Carnival St. Patrick’s Church kicks off the carnival season with rides, games, food and fun. Including Sky Hawk, the Ferris Wheel, cotton candy, sausage and peppers, and more. St. Patrick’s Carnival

    Palace Stamford: Leonid & Friends

    The Palace Stamford 61 Atlantic St., Stamford, CT, United States

    Palace Stamford: Leonid & Friends Chicago Tribute Leonid & Friends, famous for their tributes to the American supergroup Chicago, has expanded their repertoire to include Earth Wind & Fire, Blood Sweat & Tears, Ides of March, Stevie Wonder, Steely Dan, […]

    Lasdon Park Plant Sale

    Lasdon Park Plant Sale The Lasdon Public Gardens Plant Sale offers thousands of carefully curated plants from edibles, annuals, trees & shrubs—from reliable favorites to new and unique finds. Lasdon Public Gardens is your one stop for refreshing your garden […]

    Westmoreland Sanctuary Orienteering

    Westmoreland Sanctuary 260 Chestnut Ridge Rd., Mt. Kisco, NY, United States

    Westmoreland Sanctuary Orienteering Rain or shine, Westmoreland Sanctuary partners with Hudson Valley twice a year to bring you a spring and fall orienteering meet. Orienteering combines the terrain of the outdoors with the thrill of a scavenger hunt. Navigate through […]

    St. Patrick’s Carnival

    St. Patrick’s School Bedford 483 Old Post Rd., Bedford, NY, United States

    St. Patrick’s Carnival St. Patrick’s Church kicks off the carnival season with rides, games, food and fun. Including Sky Hawk, the Ferris Wheel, cotton candy, sausage and peppers, and more. St. Patrick’s Carnival

    Performing Arts Center Purchase College: CMS of Lincoln Center: Schubertiade

    The Performing Arts Center Purchase College 735 Anderson Hill Rd., Purchase, Purchase, NY, United States

    Performing Arts Center Purchase College: CMS of Lincoln Center: Schubertiade The “Schubertiade” was invented during Franz Schubert’s lifetime by his friends, who would gather for long evenings to enjoy their favorite composer’s music. Join us as we close our 2025-2026 […]

    Hammond Museum: Taka Igawa Piano Recital

    Hammond Museum 28 Deveau Rd., North Salem, New York

    Hammond Museum: Taka Igawa Piano Recital Pianist Taka Kigawa returns to the Hammond Museum and Japanese Stroll Garden, offering a solo recital graced with beloved masterpieces cherished by music lovers. This spring concert promises an unforgettable evening of beauty and […]

    Ridgefield Playhouse: Brad Mehldau

    The Ridgefield Playhouse 80 East Ridge, Ridfgefield, CT, United States

    Ridgefield Playhouse: Brad Mehldau From critical acclaim as a bandleader to major international exposure in collaborations with Pat Metheny, Renee Fleming, and Joshua Redman, Mehldau continues to garner numerous awards and admiration from both jazz purists and music enthusiasts alike.

    Northwell Health Walk

    Phelps Hospital 701 N. Broadway, Tarerytown, NY, United States

    Northwell Health Walk Register now for Northwell Health’s annual Health Walk which begins at Phelps Hospital in Sleepy Hollow. Northwell Health Walk

    Bedford Fishing Derby

    Bedford Fishing Derby

    Bedford Hills Memorial Park 60 Haines Rd., Bedford Hills, NY, United States

    Bedford Fishing Derby 26th Annual Fishing Derby!  Volunteers from the Sportsmans Club of Northern Westchester will be on hand to help youngsters bait hooks, as well as provide fishing tips to first timers. Prizes will be awarded throughout the day. All […]

    St. Patrick’s Carnival

    St. Patrick’s School Bedford 483 Old Post Rd., Bedford, NY, United States

    St. Patrick’s Carnival St. Patrick’s Church kicks off the carnival season with rides, games, food and fun. Including Sky Hawk, the Ferris Wheel, cotton candy, sausage and peppers, and more. St. Patrick’s Carnival

    Bedford Historical Society House Tour

    Bedford Historical Society House Tour The Bedford Historical Society presents a special house tour and lecture at the home of Steven Gambrel and James Anderson. The lecture will be presented by Wolf Burchard, curator of the British Galleries at the […]

    Palace Stamford: Swan Lake

    The Palace Stamford 61 Atlantic St., Stamford, CT, United States

    Palace Stamford: Swan Lake from the World Ballet Performing with a live orchestra, and featuring a cast of 50 international dancers, over 150 radiant hand-sewn costumes, and stunning hand-crafted sets, The World Ballet performs Tchaikovsky’s Swan Lake from the Dance […]

    Ridgefield Playhouse: Pink Martini

    The Ridgefield Playhouse 80 East Ridge, Ridfgefield, CT, United States

    Ridgefield Playhouse: Pink Martini Presenting a mélange of catchy old-fashioned pop, global color, foot-tapping big band sound, and Hollywood glamour, Oregon’s famous “little orchestra” performs music intended to appeal to everyone, regardless of age or background. Ridgefield Playhouse

    Lime Rock Park Trans Am Memorial Day Classic

    Lime Rock Park Trans Am Memorial Day Classic Lime Rock Park presentsa weekend of racing plus a car show. Including, Tran Am racing by Pirelli, International GT Racing, and a Royals Car Show. Lime Rock Park

    Lime Rock Park Trans Am Memorial Day Classic

    Lime Rock Park

    Lime Rock Park Trans Am Memorial Day Classic Lime Rock Park presentsa weekend of racing plus a car show. Including, Tran Am racing by Pirelli, International GT Racing, and a Royals Car Show. Lime Rock Park

    Lime Rock Park Trans Am Memorial Day Classic

    Lime Rock Park

    Lime Rock Park Trans Am Memorial Day Classic Lime Rock Park presentsa weekend of racing plus a car show. Including, Tran Am racing by Pirelli, International GT Racing, and a Royals Car Show. Lime Rock Park

    Philipsburg Manor Pinkster Festival

    Philipsburg Manor 381 N Broadway, Sleepy Hollow, NY, United States

    Philipsburg Manor Pinkster Festival Philipsburg Manor’s Pinkster Festival is a celebration with art, live music, dance, and storytelling honoring our region’s African American history and culture. Pinkster (the Dutch word for Pentecost) is the oldest African American holiday. Over the […]

    Philipsburg Manor: Rip Van Winkle’s Journey

    Philipsburg Manor 381 N Broadway, Sleepy Hollow, NY, United States

    Philipsburg Manor: Rip Van Winkle’s Journey The Revolutionary Outdoor Theatre presents Washington Irving’s classic tale like never before in this time-bending, immersive journey featuring costumed actors, live music, and curated drinks. Philipsburg Manor

    Philipsburg Manor: Rip Van Winkle’s Journey

    Philipsburg Manor 381 N Broadway, Sleepy Hollow, NY, United States

    Philipsburg Manor: Rip Van Winkle’s Journey The Revolutionary Outdoor Theatre presents Washington Irving’s classic tale like never before in this time-bending, immersive journey featuring costumed actors, live music, and curated drinks. Philipsburg Manor

    Lime Rock Park Trans Am Memorial Day Classic

    Lime Rock Park

    Lime Rock Park Trans Am Memorial Day Classic Lime Rock Park presentsa weekend of racing plus a car show. Including, Tran Am racing by Pirelli, International GT Racing, and a Royals Car Show. Lime Rock Park

    Philipsburg Manor: Rip Van Winkle’s Journey

    Philipsburg Manor 381 N Broadway, Sleepy Hollow, NY, United States

    Philipsburg Manor: Rip Van Winkle’s Journey The Revolutionary Outdoor Theatre presents Washington Irving’s classic tale like never before in this time-bending, immersive journey featuring costumed actors, live music, and curated drinks. Philipsburg Manor

    Philipsburg Manor: Rip Van Winkle’s Journey

    Philipsburg Manor 381 N Broadway, Sleepy Hollow, NY, United States

    Philipsburg Manor: Rip Van Winkle’s Journey The Revolutionary Outdoor Theatre presents Washington Irving’s classic tale like never before in this time-bending, immersive journey featuring costumed actors, live music, and curated drinks. Philipsburg Manor

    Westmoreland Sanctuary: Colonial Cider Making

    Westmoreland Sanctuary 260 Chestnut Ridge Rd., Mt. Kisco, NY, United States

    Westmoreland Sanctuary: Colonial Cider Making Join Westmoreland Sanctuary for an engaging and interactive program on colonial cider making. Participants will have the opportunity to use a traditional colonial-style cider press and experience the process firsthand. Learn about the important role […]

    Palace Stamford: Lou Gramm of Foreigner

    The Palace Stamford 61 Atlantic St., Stamford, CT, United States

    Palace Stamford: Lou Gramm of Foreigner Founding member, Lou Gramm was the lead vocalist on all of Foreigner’s hit songs, including “Feels Like the First Time,” “Cold as Ice,” “Long, Long Way from Home,” “Hot Blooded,” “Double Vision,” “Blue Morning, […]

    Ridgefield Playhouse: Alex Edelman

    The Ridgefield Playhouse 80 East Ridge, Ridfgefield, CT, United States

    Ridgefield Playhouse: Alex Edelman One of the most critically hailed comedians of his generation, Alex Edelman is best known for solo shows that blur the line between his stand-up comedy roots and narrative-driven storytelling. His last offering, JUST FOR US, […]

    Tarrytown Music Hall: Heroes Off Duty Comedy

    Tarrytown Music Hall

    Tarrytown Music Hall: Heroes Off Duty Comedy Brought to you from the creators of Bored Teachers, Heroes Off Duty Comedy delivers a side-splitting showcase of cops, firefighters, doctors, EMTs, nurses, pharmacists, and ex-military who are ready to entertain you with […]

    Emelin Theatre: Ladies of Laughter

    Emelin Theatre

    Emelin Theatre: Ladies of Laughter: Featuring Carmen Lynch Carmen Lynch is a Spanish-American stand-up comedian based in New York City, known for her sharp, dry delivery and bilingual performances in English and Spanish. She has made two appearances on The Late […]

    Paramount Hudson Valley: The Righteous Brothers

    Paramount Hudson Valley

    Paramount Hudson Valley: The Righteous Brothers For more than six decades, Bill Medley’s iconic bass-baritone and the unmistakable harmonies of The Righteous Brothers have shaped the soundtrack of generations. Joined by powerhouse vocalist Bucky Heard, the duo takes fans on […]

    Capitol Theatre: Jason Mraz

    The Capitol Theatre 149 Westchester Avenue, Port Chester, NY, United States

    Capitol Theatre: Jason Mraz Jason Mraz is a two-time GRAMMY® Award winning singer/songwriter and Songwriters Hall of Fame Honoree, most famously known by his hits, “I’m Yours” and “I Won’t Give Up.” Capitol Theatre

    Tarrytown Music Hall: Wide World Of Animals

    Tarrytown Music Hall

    Tarrytown Music Hall: Wide World Of Animals Grant Kemmerer’s Wild World Of Animals Is An Exploration Into The Fascinating World Of The Wildlife We Share With The Planet; Featuring Live Animals Including Some Of The Most Majestic, Interesting, Bizarre, And […]

    Philipsburg Manor: Rip Van Winkle’s Journey

    Philipsburg Manor 381 N Broadway, Sleepy Hollow, NY, United States

    Philipsburg Manor: Rip Van Winkle’s Journey The Revolutionary Outdoor Theatre presents Washington Irving’s classic tale like never before in this time-bending, immersive journey featuring costumed actors, live music, and curated drinks. Philipsburg Manor

    Magic Rocks: Illusionist Leon Etienne

    Emelin Theatre

    Magic Rocks: Illusionist Leon Etienne Hailed by critics as “America’s Rock Illusionist,” Leon Etienne has captivated audiences around the world with his high-energy blend of grand illusion, sleight of hand, and rock-and-roll showmanship. His work has been featured on America’s Got […]

    BRLA Spring Pace

    Bedford Riding Lanes Association: Spring Hunter Pace & Lunch

    John Jay Homestead 400 Jay St.,, Katonah, NY, United States

    Bedford Riding Lanes Association: Spring Hunter Pace & Lunch The Bedford Riding Lanes Association’s Spring Hunter Pace begins at 8:30 am at John Jay Homestead with new scenic trails and 25 jumps. The Pace lunch social Rosé & Ribbons follows […]

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