Entering the legendary and labirynthine Cutting Room, guests could pull a limited edition issue 18 x le PERE hat off the wall and head to the dance floor fueled by the new office x Miracle Seltzer collaboration, Milagro cocktails and Two Robbers. Inside, WNBA players, cover stars from new and old issues ran amok alongside office friends and family in full, fresh looks accessorized by Gentle Monster.
As you arrive on the island, an immediate sense of calm washes over you. The narrow, winding roads guide you toward the hotel.
The Pridwin is situated on a stunning property featuring its own dock and private beach, surrounded by picturesque views of the marina and passing boats. Stepping onto the property, you are welcomed by the American flag waving on the lawn, accompanied by a majestic oak tree that stands at the entrance. The ambiance at The Pridwin is casual yet sophisticated, with khakis, denim, and polos becoming the unofficial uniform for guests seeking leisurely relaxation.
Guests are invited to start their day with a quiet moment at the dock or sipping hot coffee on the porch. Mornings at The Pridwin are designed for relaxation and slow-paced enjoyment, whether you choose to lounge or partake in various activities offered on-site.
For those looking to fill their days with fun and exercise, The Pridwin provides an impressive range of recreational options. Challenge friends or family to a match on the tennis court, which is also suitable for pickleball, or enjoy a game of corn hole or volleyball. The hotel features a beautiful pool—though the waters may be brisk—and a game room stocked with table tennis and darts for indoor entertainment. A second indoor game room will host your card or board games to challenge your traveling companions.
Dining at The Pridwin is an experience in itself. The on-site restaurant serves classic American dishes crafted from locally sourced ingredients, ensuring each meal is a delicious reflection of the region’s culinary offerings. Whether it’s a hearty breakfast or an elegant dinner, the menu is designed to satisfy and delight. With its careful blend of old-world charm and contemporary luxury, The Pridwin is more than just a hotel; it’s a gateway to a simpler time, embodying the spirit of authentic, timeless hospitality.
For those looking to escape the hustle and bustle, The Pridwin Hotel on Shelter Island is a hidden gem that promises a memorable experience steeped in relaxation, fun, and rich history. Whether you’re lounging by the pool, savoring delicious local cuisine, or exploring the stunning surroundings, every moment at The Pridwin invites you to slow down, breathe deeply, and immerse yourself in the beauty of a bygone era—reimagined for the modern traveler.
Where were you born?
South London, 1956.
Where do you feel most comfortable?
At home cuddling my wife! But outside of the home, my favorite places are my local gym, the steam railway, and my local pubs.
What quality do you think defines you most?
My empathy; I’m able to see issues from the other person’s viewpoint and adjust my attitude accordingly. I’m also organized, and my life revolves around spreadsheets for data and our family diary.
What do you look for in a companion?
Probably the same as the last answer — plus of course shared interests.
What is your biggest weakness?
Chocolate and real ale!
What has surprised you most in life?
So many people don't realize that their happiness and healthfulness are under their control.
What does your perfect day look like?
5k run, breakfast, training a client, lunch in a pub, stretching, admin, weights workout, and dinner with a film on TV with my wife.
What is your favorite color?
Blue.
Who are your favorite fictional characters?
Jean-Luc Picard, the Tracy family (Thunderbirds), and a few TV detectives.
Who or what is your biggest inspiration?
My first personal trainer — Rob Riches.
What is your favorite food?
Ham, eggs, and chips with a pint of real ale in my local pub.
What quality do you dislike most in someone?
When someone is self-centered, and not considering other people.
What are your earliest memories?
The Cuban Missile Crisis and Great Train Robbery.
What is your biggest luxury?
I only travel business class long-haul.
How do you show someone you love them?
Gifts, kisses, and nice surprises.
