Oscar de la Renta, August 2025

Fall Fashion on Madison Avenue

Madison Avenue on the Upper East Side is known for it’s chic designer boutiques. If you’d like a taste of 2025 Fall fashion, then walk with me down Madison Ave and see the best of the best!

Oscar de la Renta

As I write this, Oscar de la Renta is showing their Spring 2026 collection. I get it, but am all about Fall right now!

Oscar de la Renta, 686 Madison Avenue
Outside Oscar de la Renta, 686 Madison Avenue

I’m crazy for this dress! Oscar de la Renta’s dresses were my absolute favorite on my walk.

Oscar de la Renta, 686 Madison Avenue
Oscar de la Renta, 686 Madison Avenue
Oscar de la Renta, 686 Madison Ave
Oscar de la Renta, 686 Madison Ave

Dennis Basso

Still a summer look when I took this photo in August. Dennis Basso’s gowns are beautiful enough to wear in any season.

Dennis Basso, 825 Madison Avenue
Dennis Basso, 825 Madison Avenue

Aquazzura

Designer Edgardo Osorio has said “Walking into a store should stir emotion.” If this store doesn’t do it then nothing will. Aquazzura’s boutique on Madison Avenue is their first in the USA.

Aquazzura, 939 Madison Avenue nyc
Aquazzura, 939 Madison Avenue

Loro Piana

This brand is mad expensive, they use only rare and high-quality materials like vicuna (had to look that one up) and baby cashmere.

Loro Piana, 748 Madison Avenue
Loro Piana, 748 Madison Avenue
Loro Piana, 748 Madison Avenue
Loro Piana, 748 Madison Avenue

Generation Love

Once known as the stuffiest of the stuffy, Madison Avenue has unwound – just a little bit – in the post Covid years.

Generation Love, 963 Madison Avenue NYC
Generation Love, 963 Madison Avenue

TOM FORD

According to the New York Times, Tom Ford is where the rich and famous go to look rich and famous.

TOM FORD, 672 Madison Avenue NYC
TOM FORD, 672 Madison Avenue

There are more than 150 luxury boutiques between the mile and a half between East 57th and 86th Streets.

Want more luxurious shopping photos? Check out Shopping for Luxury on Fifth Avenue

Fall Fashion 2025 Madison ave nyc
Popping the autumn color on Madison at 77th Street, November 2025

Tod’s

Another Italian luxury brand, Tod’s is on Madison at 59-60.

Tod's, 650 Madison Avenue NYC
Tod’s, 650 Madison Avenue

While a number of designers have shops in both SoHo and on Madison, the two have a very different feel. SoHo has a more relaxed vibe, while Madison Avenue is quieter, more reserved.

Roger Vivier

6980 Roger Vivier, 650 Madison Avenue NYC
6980 Roger Vivier, 650 Madison Avenue

I found these green slingbacks online for $2,932 here. Tariff included.

Roger Vivier, 650 Madison Avenue NYC
Roger Vivier, 650 Madison Avenue

Cremieux

Men’s boutique Cremieux opened on Madison just this Spring. Time Out says the store has the ambiance of a French Riviera boutique. I’ll have to take their word for it.

Cremieux, 650 Madison Avenue NYC
Cremieux, 650 Madison Avenue

Sermoneta Gloves

Roman leather craftmanship. Enough said.

Sermoneta Gloves, 609 Madison Avenue NYC
Sermoneta Gloves, 609 Madison Avenue

Just ’cause I like their style:

Madison Avenue at 59th Street NYC
Madison Avenue at 59th Street

Fendi New York

Fendi is one of the oldest luxury fashion brands in the world, this year they celebrate 100 years.

Fendi, 595 Madison Avenue NYC
Fendi, 595 Madison Avenue

Fendi NY is housed in the incredible Art Deco Fuller Building, a NYC landmark.

Fuller Building (1929) 595 Madison Avenue NYC
Fuller Building (1929) 595 Madison Avenue

A Peek Downtown

If you’ve made it this far I thought I’d throw in a few extra photos I love:

Free People, SoHo

Free People, 383 West Broadway NYC
Free People, 383 West Broadway
Free People, 383 West Broadway SoHo
Free People, 383 West Broadway, SoHo

NoLita

Mute by JL Nolita Boutique, 219 Mott Street NYC
Mute by JL Nolita Boutique, 219 Mott Street

I’m a huge vintage fan.

Les Miss, 283 Mott Street NYC
Les Miss, 283 Mott Street

Rockefeller Plaza

Anthropogie, 50 Rockefeller Plaza NYC
Anthropogie, 50 Rockefeller Plaza

When I was at Rockefeller Plaza for the tree yesterday this display was gone, replaced with the winter looks. Glad I’d taken the photo!

J. Crew, 30 Rockefeller Plaza NYC
J. Crew, 30 Rockefeller Plaza

I hope you enjoyed taking a peek into the windows on swanky Madison Avenue. Please consider subscribing to see more real photos of the real NYC!

All photos property of debbieinthecity.com. May not be duplicated without written permission. Any links or mention of products or services are for information purposes only and not an endorsement.

Sources:
Fashionista – The New Madison Avenue
New York Times
Time Out – Cremieux

One response to “Fall Fashion on Madison Avenue”

  1. This was one of my favorite blog posts. You gave me the chance to gaze at the fall fashion displays without all the crowding around me and fatigue in my legs. I loved the wide range of fashion, from classy to streetwear, and how expensive all of it can be. It’s exciting to fantasize about having the pocket weight to walk into a store to gaze, knowing I have the right to be there. I would love to take a stroll through Coach in the autumn.