From Megan Chiarello, owner of Leallo, a lifestyle clothing brand in the Hamptons:

Bird on the Roof in Montauk

One of our favorite places in Montauk is Bird on the Roof. We go there quite often for brunch or lunch. They have a fun cocktail list and also a mocktail list, which is always nice.

The menu incorporates interesting vegetables — nothing too out of the ordinary, but always a little unusual. Their egg and burrata sandwich is really yummy. The service is always excellent, creating a consistently enjoyable experience.

Evening Discoveries & Staycation Dreams

During our last visit, we noticed they have great dinner service and turn into a speakeasy called The Birdhouse on certain nights. That's definitely on our list to try this summer.

The restaurant is part of a little hotel across the street — which has us thinking about a Montauk staycation. Even though we're only an hour away, being out there feels like a total reset. It's hard to leave Sag Harbor in summer since it's amazing here and we both have businesses, but we're hoping to squeeze in three or four nights in Montauk to ride bikes and actually stay for dinner.

Inside Tip 🪄

They're open 7 days a week at 8am for brunch. And keep an eye out for The Birdhouse speakeasy nights.

Contacts

🌐 Bird on the Roof

🌐 Leallo

About

Megan Chiarello is the founder of Leallo, a Hamptons-based lifestyle clothing brand focused on comfortable, high-quality basics crafted from natural fibers. A year-round Sag Harbor resident, Megan has grown Leallo from her initial t-shirts and tank tops into a complete collection that serves as the perfect wardrobe for the Hamptons lifestyle — elegantly transitioning from beach to entertaining.

Lead-in Image

Bird on the Roof / Facebook