On Saturday, global lifestyle brand GUESS brought a taste of Italy to the streets of Manhattan during New York Fashion Week with the debut of Caffè GUESS, an exclusive VIP pop-up experience blending fall fashion, food, and fun.

Located in the heart of Chelsea Arts District at 530 W 25th St., the activation welcomed guests including Love Island‘s Ekin Su, racing driver Lindsay Brewer, The Bachelor franchise’s Katie Thurston and Caelynn Bell and more.

Guests were transported into an Italian-inspired caffé setting complete with coffee, gelato, and exclusive gifts – offering an escape from the Fashion Week rush. Attendees also enjoyed live fashion illustrations, a branded vintage photo booth, and an up-close look at key pieces from the latest Fall 2025 collection.

The highlight of the experience was the debut of the Camden handbag, available in multiple colorways, alongside the brand’s signature denim staples and new ready-to-wear pieces.

Later in the day, the brand opened its doors to the public, on Saturday, September 13th and again on Sunday, September 14th.

CHLOE TAKAHASHI @chloetakahashi_illustrator
The pop-up marked another successful moment in GUESS’ ongoing series of immersive brand activations, following recent experiences in Miami, Philadelphia, and Los Angeles.

GUESS continues to strengthen its connection to communities worldwide through innovative events that combine fashion, lifestyle, and cultural touchpoints.








GUESS?, Inc.
https://www.guess.com | @guess
Guess?, Inc. designs, markets, distributes and licenses a lifestyle collection of contemporary apparel, denim, handbags, watches, eyewear, footwear and other related consumer products. Guess? products are distributed through branded Guess? stores as well as better department and specialty stores around the world. On April 2, 2024, the Company acquired all the operating assets and a 50% interest in the intellectual property assets of New York-based fashion brand rag & bone, a leader in the American fashion scene, directly operating stores in the U.S. and in the U.K., and also available in high-end boutiques, department stores and through e-commerce globally. As of February 1, 2025, the Company directly operated 1,070 retail stores in Europe, the Americas and Asia. The Company’s partners and distributors operated 527 additional retail stores worldwide. As of February 1, 2025, the Company and its partners and distributors operated in approximately 100 countries worldwide.
All images courtesy of GUESS.
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