From blooming gardens and food festivals to bike tours and music-filled weekends, New York State in May is a treasure trove of exciting activities. Whether you’re a nature lover, an art enthusiast, or simply looking for a unique way to celebrate spring, here are 12 unforgettable things to do this May in the Empire State.
1. Get Inspired at the Albany Tulip Festival
Dive into Dutch heritage and a sea of 140,000 tulips at the Albany Tulip Festival (May 10–11). Set in Washington Park, this colorful festival offers more than just floral beauty. You’ll find handmade crafts from nearly 100 artisans, live music from local and national acts, delicious food stalls, and a family-friendly KidZone. It’s the perfect destination to kick off your spring adventures. With over 150 varieties of tulips blooming and two stages of entertainment, this celebration is both a floral and cultural delight.
2. Explore Artistic Excellence at Frieze New York
Taking place from May 7–11 at The Shed in Hudson Yards, Frieze New York is the city’s premier art fair. Over 60 galleries from around the world showcase modern and contemporary works from established legends and emerging talents alike. Whether you’re an art collector, casual admirer, or just someone looking to see something bold and beautiful, Frieze delivers. Expect thought-provoking installations, interactive exhibits, and opportunities to engage with artists and curators. It’s a cultural cornerstone for anyone spending May in New York City.
3. Spot Rare Birds in Jamestown
May marks the peak of bird migration season, and there’s no better way to witness it than at the Roger Tory Peterson Institute of Natural History in Jamestown. Every Wednesday morning through June 18, join birding walks that are perfect for beginners and seasoned watchers alike. May 10 is Migratory Bird Day, when skies and trees come alive with tanagers, warblers, cuckoos, and more. Bring your binoculars and your curiosity. You never know what colorful creatures you’ll find in flight!
4. Revisit the Past at Rhinebeck Antique Car Show
Car lovers unite! Head to the Dutchess County Fairgrounds in Rhinebeck from May 2–4 for a weekend of vintage cars, custom builds, and collector gems. Friday kicks off with a massive swap meet, while Saturday and Sunday feature themed exhibitions, including hot rods, street rods, and classic unmodified vehicles. Whether you’re buying, browsing, or reminiscing, this is a nostalgic journey through American automotive history. Expect hundreds of vendors and even a Car Corral for sales!
5. Cruise Through History at the Antique Boat Museum
The Antique Boat Museum in Clayton opens its doors for the 2025 season on May 3, inviting you to step aboard some of the most beautiful boats ever built. From sleek wooden runabouts to steam-powered classics, the museum houses North America’s largest collection of vintage watercraft. Located along the scenic St. Lawrence River in the Thousand Islands region, this is more than a museum. It’s a journey through maritime craftsmanship and ingenuity.
6. Run with a View at the Hudson Valley Marathon
Whether you’re aiming to qualify for Boston or just love a scenic run, the Hudson Valley Marathon on May 4 is calling. Hosted at the Walkway Over the Hudson, this event features distances from 1 mile to a full marathon. You’ll cross one of the world’s longest elevated pedestrian bridges with panoramic views of the Hudson River and its lush valley. Certified by the USATF, this race combines fitness, fresh air, and a stunning location into one unforgettable event.
7. Ride the Five Boro Bike Tour
On May 4, gear up for the TD Five Boro Bike Tour, one of New York City’s most iconic events. Cyclists of all skill levels ride a 40-mile route through Manhattan, the Bronx, Queens, Brooklyn, and Staten Island. All without car traffic. It’s a rare opportunity to experience NYC’s streets, bridges, and neighborhoods from a completely new perspective. With over 32,000 participants and proceeds going to bike education and safety programs, this ride is both thrilling and impactful.
8. Enjoy an Elegant Evening at the Peony Celebration
On May 8, the Rockefeller State Park Preserve became a hub for floral lovers and philanthropists during the Peony Celebration. This fundraising event features a cocktail reception, buffet, silent auction, and of course, the garden’s beautiful tree peonies in bloom. The evening benefits preservation projects in the park and is supported by local artists and garden clubs. Come dressed to impress and be ready for an elegant spring night surrounded by blossoms and community spirit.
9. Savor Spring at the Rochester Lilac Festival
Taking place from May 9–18, the Rochester Lilac Festival is a feast for the senses. Held in Highland Park, the event boasts over 500 varieties of lilacs, live concerts, craft beer and wine expos, an art show, and more. Fitness buffs can take part in the Lilac Run 5K and 10K, while families will love the Kids’ Zone and parade. It’s the largest free festival of its kind in the U.S., making it a must-visit for anyone in the Finger Lakes region this May.
10. Celebrate Japanese Culture at the Japan Day Parade
On May 10, Manhattan’s Upper West Side transforms into a vibrant celebration of Japanese heritage and culture. The Japan Day Parade and Street Fair features traditional drumming, martial arts, folk dancing, and food that spans from sushi to street snacks. With Chef Masaharu Morimoto as this year’s Grand Marshal, the event blends tradition and innovation. The Street Fair offers cultural booths, merchandise, and family-friendly activities, making it the perfect place to honor Asian American and Pacific Islander Heritage Month.
11. Say “Aye Aye” at HV Pirate Fest
From May 10–11, New Paltz turns into a pirate’s playground at HV Pirate Fest 2025. Swordfights, sea shanties, magical mermaids, and artisanal vendors await visitors of all ages. Enjoy a Mother’s Day brunch on Sunday and a special 18+ Adults Only Night on Saturday for a different kind of treasure hunt. With themed activities, entertainment, and costumed fun, this weekend will delight both landlubbers and seasoned sailors. Dress up, bring your best pirate lingo, and get ready for a festive journey on dry land!
12. Discover Music & More at Montauk Music Festival
From May 15–18, make your way to the eastern tip of Long Island for the Montauk Music Festival. This community-driven, volunteer-run event features over 35 venues hosting live performances across a range of genres. The scenic backdrop of Montauk’s beaches and harbors elevates every concert. Kickoff festivities begin at the Westlake Fish House and continue with a full weekend of music, dancing, and coastal charm. It’s a laid-back yet lively way to experience the artistic spirit of Long Island.
BONUS TIP: Plan a Popcorn Picnic
While you’re out and about enjoying May in New York, don’t forget the simple joy of a spring picnic! [How is it possible to have a picnic and not have food in it? Farmer Jon’s Popcorn will provide you with a tasty popcorn that will meet your expectations.] Whether you’re lounging in Central Park, watching tulips bloom in Albany, or enjoying music in Montauk, popcorn is the perfect crunchy companion for your adventure.
Conclusion
From car shows and pirate festivals to tulip walks and music galas, New York State in May offers something for everyone. Whether you’re an art lover, foodie, cyclist, or just looking to explore something new, there’s no shortage of fun and fascinating ways to enjoy spring. So pack your picnic, plan your weekends, and get ready to make the most of May in New York!