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“Gary has a great eye for fabric and cut, years of experience and knowledge in the trade and a manner that’s charming and smart, engaging but not fawning.” — David Rivard

In the news, Awards, The LatestTeresa BorgesSeptember 3, 2026Drinkwater's CambridgeNew York Times, NY Times, Award, Best of

Drinkwater's Recognized as a New York Times Styles Reader Favorite!

NY Times Readers Choose Their 25 Favorite Clothing Stores Across the U.S.

Awards, In the news, The LatestTeresa BorgesAugust 4, 2026in the news, award, awards, best men's clothing, local

How Porter Square’s Drinkwater’s built a community, one suit at a time

…it’s all about connection, trust, and community.

In the news, The LatestTeresa BorgesOctober 8, 2025Drinkwater's Cambridgein the news

Celebrating Two Decades of Style: Drinkwater's 20th Anniversary

Over the past two decades, Drinkwater's has become a Cambridge institution, a place where passion, expertise, and community converge. Founded by husband-and-wife duo Gary Drinkwater and Teresa Borges, the store is more than just a retail space; it's a testament to the enduring allure of style, the power of human connection and the grit of entrepreneurship.

In the news, The LatestTeresa BorgesSeptember 21, 2024Drinkwater's Cambridge

METALLIC MELD - Artist Exhibit by Roxy McHaffey

Roxy’s work features reimagined realities through photography and metallic line drawing. She transforms ambiguous spaces into new digital worlds, blurring the lines between photography, painting, and collage.

WHEREABOUTS - Artist Exhibit by Jennifer Pinck

Jennifer Pinck’s paintings reflect a turn from her trailblazing career in the design-and-construction industry to her current journey as an artist. Observing and interpreting the landscape, buildings and structures, shadows and light, color and geometry are integral to Jennifer's creative process.

Made to Measure Happiness

Made To Measure, The LatestTeresa BorgesJune 12, 2022made to measure, wedding, wedding suit, custom made, suits, best suits

Vintage Panama Hat

John Hardy was a remarkable man, a World War II Navy veteran, a graduate of both Harvard and Boston University, a lifelong history professor and our very good friend. Before passing away in 2013, he gave Gary a bamboo tube, not much bigger than a cigar holder containing a parasisal hat body in its original condition—it had been rolled and stored for we guess approximately 80 years.

The LatestTeresa BorgesJuly 25, 2020

Sky [E]Scapes by Tanya Hayes Lee

The Sky [E]Scapes exhibit at Drinkwater’s — a selection of impressionist paintings, most of them explorations of how to translate ephemeral, ever changing atmospheric vagaries into solid paint on a two-dimensional surface. We take away from them a sense of wonder, and of peace, an escape from the demands and cacophony of everyday life in an urban center.

Artist Reception > Steve Bennett | H2O Extreme

Based in Cambridge, Steve Bennett’s love affair with photography dates back to his adolescence, when his father, a radiologist and avid amateur photographer, taught him how to process film and create prints. The magical experience of seeing an image materialize in a tray of developer made a lasting impression on him.

Scout Cambridge | Shopping

If you agree that “trendy never lasts,” then Gary Drinkwater’s eponymous shop—with its high-end fabric, custom shirts, gorgeous suits and personalized care—is tailor-made (sorry) for you. No one leaves this Porter Square store looking less than perfect.

Awards, In the news, The Latestrita ferreiraSeptember 27, 2017

GQ: The Insider's Guide to the Best Tailors in America

Where to go—and what to ask for—to dial in everything from a new suit to your favorite pair of jeans, with expert advice from our favorite menswear stores across the country.

Scout Cambridge: A Stitch in Time

Gary Drinkwater got his start in 1978 at the world-famous Louis Boston, a menswear institution that recently closed after 85 years. He interviewed for a visual merchandising position, but when that had already been filled, he moved over to sales. It was there that he learned how to be not just a salesman but a consultant. He quickly realized it wasn’t necessarily clothing people wanted, but an experience.

Boston Magazine | Best of Boston 2016

Chinos have their charm, but when the occasion calls for something dignified, Dapper Dans make a beeline to Drinkwater’s. Owner Gary Drinkwater, formerly of Louis Boston and Stonestreets, presides over a small but expertly curated collection of modern classics: made-to-measure suits from Samuelsohn, custom button-downs from Individualized Shirts, and footwear from legendary French cordonnier Paraboot.

Custom Shirt Special Promotion 2016

Buy 5 shirts and get your 6th shirt on us or order just 2 shirts with no cutting fee.

Vince's New Suit

Made To Measure, The LatestCarlos FerreiraMay 30, 2015custom made, Samuelsohn, suits

Engineered Garments Editorial for Drinkwater's on Metropolitan Society 2015

Metropolitan Society is an online lifestyle magazine dedicated to art, design, fashion, architecture, food, and other creative endeavors. Our latest collaboration with Metropolitan Society’s Creative Director, Stephen Hopkins features Engineered Garment once again.

Janet Malenfant | Surface Reflections

Artist Janet Malenfant lives and works in Porter Square, Cambridge, Massachusetts. Janet worked for eighteen years as an art director and designer for ad agencies and non-profits in the Boston area. Fourteen years ago she switched gears and began painting in her Cambridge studio. Her paintings are colorful, playful and imbued with a vibrant energy.

Drinkwater's Winter Sale

great men’s clothing on sale

Events, The LatestCarlos FerreiraJanuary 15, 2015dress shirts, Ingram, Jack Victor, men's shirts, Samuelsohn, sports jackets, suits

Universal Works Editorial for Drinkwater's on Metropolitan Society

Metropolitan Society is an online lifestyle magazine dedicated to art, design, fashion, architecture, food, and other creative endeavors. Our latest collaboration with Metropolitan Society’s Creative Director, Stephen Hopkins features Universal Works.