When We Were in Montauk
Spending a hot summer day in Montauk, NY is an amazing get away from the bustling city; cold beer quenching your thirst, catching some sun while wiggling your toes in the sand, and then finishing the day off with a lobster roll that New England would be jealous of. This story is all too familiar. What is it like when the summer sun disappears? The droves of high class investors leave their summer homes, surfers take cover from the east coast winds, and no one wants to wiggle there toes in the sand?
"Adventuring during the offseason is cheaper, funkier, and no one is around to crowd your way."
Offseason is by far my favorite time to go anywhere—no matter the weather. Adventuring during the offseason is cheaper, funkier, and no one is around to crowd your way. You get to hang with the locals, ‘do as the Romans do’. True and I walked the trails of Shadmoor State Park in solitude and saw the Montauk Point Lighthouse in serenity. While you couldn’t really soak up the sun, there was so much beauty to take in from the winter beach horizon with a few souls dotting its landscape. The waves crashed against the rocks like a war waging between the ocean and the shoreline.
At the end of November, nearly the entire town shuts down. Hotels lock their doors, and their owners flock to warmer climates seeking refuge from the reality that is the brutal East Coast winter. Yet we didn't miss out. We still indulged in some of the finest local establishments (this time with our hands covered in mittens instead of sand). We were able to sip beer outside of the Montauk Brewery, grab some breakfast at Joni’s, and even had the pleasure of scarfing down a lobster roll accompanied by a New England clam chowder at the Clam Bar in Napeague—two days just before they closed for the season!
"It was charming in the least and provoked thoughts of staying up late, red eyed, watching reruns of Judge Judy, or Cops."
We stayed at The Sail Inn, the cheapest and most authentic 90’s themed hotel in town. It was pretty clear that The Sail Inn was not trying to be 90’s themed, and yet, it just kind of was. The California King sized bed wore sheets stretching way too small, and was nestled right in front of a television set that must have been from 2001. It was charming in the least and provoked thoughts of staying up late, red eyed, watching reruns of Judge Judy, or Cops.
Life in the offseason may not scream out glamorous or magical entirely, but hell, if I'm being honest, it can be frigid and brutal. It finds a way to make you feel as though you are a trailblazer making new grounds that have since before you been untouched. When we were in Montauk, I felt as if we were in a place that hadn't quite yet been put on the map. So, if you are one to wander into something a little different with a taste of familiarity, try Montauk in the offseason. I highly recommend it.