Month by month · 19 guides
New York in May.
What I do in New York in May, from my own visits: the guides that are right this month and the dates as they land.
Start with these
What I’d read first in MayInside May
5 topicsMy best lists in May
All my listsWhat readers asked about May
Ask meProspect Park is so much better than Central Park for actually relaxing. Less crowded, the lake is beautiful, and Smorgasburg is right there on weekends.
Prospect Park Guide230 Fifth is a tourist trap, glad you left it off. The Press Lounge is my go-to for out of town visitors. Great call on that one.
Rooftop Bars in New YorkWent to the Brooklyn Botanic Garden based on this and the timing was perfect. The cherry blossoms were at peak and it was magical.
Where to Find Cherry Blossoms in New YorkEvery guide in May
19, by topicSpring 5
- Guide to Visiting New York City in MayIf you’re planning a visit or looking for fresh ways to enjoy the city, May is one of the best months to be in New York City. The weather is…20 places, 16 worth it · Sep 2026
- Where to Find Cherry Blossoms in New York CityNew York City never runs out of ways to surprise me, and Cherry blossoms New York City are a perfect example. After calling this city home for years,…9 places, 8 worth it · Sep 2026
- Spots to See Cherry Blossoms in Central ParkCatching cherry blossoms in Central Park is one of the highlights of living in New York City. Central Park is pure magic and visiting in the spring…6 places, 5 worth it · Sep 2026
- Spots to See Tulips in New York CityWhat is more romantic than New York City in the spring? Here’s my honest take on where to find tulips in New York City. the tips, the tricks, and…8 places, 7 worth it · Sep 2026
- The NYC Spring Bucket ListI start getting antsy around mid-February. The days are getting slightly longer, there’s the occasional random 50-degree day that tricks you into…23 places, 21 worth it · Mar 2026
Rooftop bars 4
- Rooftop Bars in ManhattanIn New York City, space is precious, so New Yorkers are forced to build up, not out. This vertical growth means plenty of skyscrapers and (luckily…15 places, 15 worth it · Sep 2026
- The Best Rooftop Bars in NYC. Where the Views Are Actually Worth It.I’m going to be honest with you. Most rooftop bars in NYC are overpriced tourist traps where you pay $25 for a mediocre cocktail and fight for a spot…10 places, 9 worth it · May 2026
- Lower East Side Rooftop BarsVisiting a rooftop bar is a must-do in New York City. Whenever friends come to town, they always ask me for rooftop bar recommendations (yes, I’m the…5 places, 5 worth it · Feb 2024
- Rooftop Bars in BrooklynA city of iconic skyscrapers, there’s no shortage of incredible bars for a scenic drink in New York City. As any local will tell you, Brooklyn has…8 places, 8 worth it · Feb 2024
Beer, pubs and breweries 1
Landmarks and history 1
More 8
- What to Wear in New York City in MayThere's a reason What to Wear in New York City in May (Helpful Packing keeps pulling me back. It's not just the obvious attractions, it's the feeling…Updated · Sep 2026
- New York City Spring Bucket ListSpring in New York City always feels like a reward. After months of gray skies and bundled-up commutes, the city finally opens back up, parks bloom,…Updated · Sep 2026
- What to Wear in New York City in the SpringWearing.Trench Coat | Sweater | Sunglasses | Similar Shoes | Good pair of jeans Packing for NYC in the spring can be a confusing affair. There's…Updated · Sep 2026
- Prospect Park Guide: Brooklyn’s Best Kept Not-So-SecretUpdated · Jun 2026
- Where to Find Cherry Blossoms in NYCThe first time I saw the cherry blossoms in New York City I wasn't expecting them. I was walking through Central Park in early April during my first…Updated · Mar 2026
- Spring in NYC. Why It’s the Best Kept Secret and What to Do.Everyone talks about New York at Christmas. The tree at Rockefeller Center, the window displays, the ice skating. And it is lovely, truly. But it is…Updated · Mar 2026
- What to Wear in NYC in SpringI have been defeated by New York City spring weather more times than I can count. I'm talking about those mornings where you walk outside in a light…Updated · Mar 2026
- The Ultimate Guide on Spring Activities in New York City with KidsSpring is such a great time to explore New York City with kids. As the city wakes up from winter, it's the perfect time to get outside and rediscover…Updated · Apr 2025