Tried and true tradition by brands that wrote the rules, and brands that follow them.
Fashion director William Buckley. Photography by Benjamin Stelly. Location: the Southampton Inn. Models: John Fredrickson, Wells Dixon, and Natalia Bukley, at MSA Models.
On Wells: Kent & Curwen jacket and vest; Van Heusen shirt; Massimo Alba pant; Cole Haan boot; Jeanrichard watch. On John: Members Only jacket; Life Khaki by Haggar shirt; Kent & Curwen jean; Hugo Boss boot; Daniel Wellington watch.
Bally jacket, windbreaker, sweater and pant; Dr. Martens boot.
On Wells: Barbour x Pantone jacket and polo; Barbour pant; Torino belt; Breitling watch. On John: Gant by Michael Bastian jacket; Bally sweater; Nat Nast pant; Cutter & Buck belt; Daniel Wellington watch.
On Wells: Gant Rugger jacket; Woolrich vest; Life Khaki by Haggar shirt; Nat Nast pant; Hunter boot; Breitling watch. On John: Barbour jacket and shirt; Pendleton denim jacket; Original Penguin khaki; Servus by Honeywell boot.
On John: Huyton Union jacket and pant; Arrow shirt; Mezlan boot. On Natalia: CP Company sweater; Pendleton skirt; Cole Haan boot.
On Natalia: Barbour jacket; Pendleton shirt. On John: Bally jacket, windbreaker, sweater and pant; Proposition Love ring. On Wells: Filson jacket; St. Croix sweater; Life Khaki by Haggar shirt; Kent & Curwen pant.
On John: Burberry jacket and pant; Sandro shirt. On Natalia: Pendleton shirt; Hunter boot; Proposition Love necklace.
What to See
With some of the most expensive residential real estate in America, walking through the streets to see the summer homes of the 1% is an intriguing afternoon well spent. Coopers Beach is one of the most beautiful on the East Coast, and may be enjoyed in the sun, or after dark when all you can see are shooting stars, satellites and the Milky Way. Shopping is well-suited, with such stores as Ralph Lauren, Brooks Brothers and J. Crew, set amongst other high-end boutiques and restaurants.
Where to Eat
The Southampton outpost of upscale NYC eatery Sant Ambroeus is replete with the same selection of gelato and other sweet treats. Dinner is served by suited wait staff, and if youʼre in the mood for something fancy, this is it. The price is also fancy though, and an Insalata Caprese followed by Veal Milanese will run you $73 before drinks, tax and tip. For something more low key, La Parmigiana is just around the corner. For less than $20, a bowl of any pasta on the menu is big enough for two, with salad and fresh bread included.
Where to Stay
The Southampton Inn is situated steps from the best shopping and dining the town has to offer. Within walking distance to the nearby lake and Coopers Beach, the Inn boasts a tennis court, a 50 ft. heated outdoor swimming pool and an award winning restaurant of its own. As the swarms of New Yorkers that flock out East during the summer season subside, a fall or winter getaway is even more peaceful, and a weekendʼs R&R wonʼt cost the same as the fortune youʼd spend in summer.