Gray skies are a good reason to dress up, not down. These are the trench coats, boots, knits and bags I reach for on a wet day.

Rainy Day Fall Outfits That Still Look Good
I used to treat rainy days as a reason to give up on getting dressed. Now I treat them as a chance to wear the coat I have been saving.
The trench is the answer. The Michael Kors Collection perforated suede trench in nude is the dreamy one for a light drizzle, and the Max Mara wool-blend trench has a print that looks great against gray streets. The Róhe cotton cape trench in red is for a day when you want the whole sidewalk to look at you, and the Sanderlak belted leather trench is the moody one.

Perforated Suede Trench Coat
Michael Kors Collection

Cotton Cape Trench Coat
Róhe

Wool-Blend Trench Coat
Max Mara

Belted Leather Trench Coat
Sanderlak

Rolanda Denim Trenchcoat
Dries Van Noten

Wrap Cotton Trench Coat
Lemaire

Water-Repellent Cotton-Silk Canvas Trench Coat
Saint Laurent

Nikola Padded Wool-Cashmere Trench Coat
The Frankie Shop

Ayana Cotton Trench Coat
The Row

Double-Breasted Corduroy Trench Coat
Martin Grant
Ankle Boots
A good ankle boot is the foundation of a rainy day outfit. Look for a sole with some grip and a shape that works under a long coat.
The Bottega Veneta Lug boot is the chunky one that gets through puddles with attitude, and the Black Suede Studio Aries is the sleeker option. The Khaite Clive suede boot in brown and the UGG Classic Ultra Mini in tan are the softer ones, best for a dry day after the rain. Check the care label before you wear suede out in a storm.

Aries Leather Boots
Black Suede Studio

The Lug Leather Ankle Boots
Bottega Veneta

Clive Suede Ankle Boots
Khaite

Classic Ultra Mini Sheepskin Ankle Boots
UGG

Down-Quilted Nylon Ankle Boots
Prada

Cindy Leather Ankle Boots
The Row

Wally Flat Leather Ankle Boots
STAUD

Cashmere Ankle Boots
Max Mara

Kickstream Rubber Rain Boots
Moncler

Kurt Distressed Leather Boots
Golden Goose
Turtlenecks and Mock Necks
A turtleneck keeps the wind off your neck and makes a coat look intentional. It is also the best thing to wear under a trench.
The Max Mara wool rib-knit mock-neck in brown is the sensible one, and the TWP cable-knit cashmere turtleneck in purple is the cozy one. The SLOAN satin turtleneck adds a little shine to a dull day, and the Ulla Johnson Camille turtleneck in light grey is the one with the pretty sleeves.

Exclusive Satin Turtleneck
SLOAN

Traveling Cable-Knit Cashmere Turtleneck Sweater
TWP

Wool Rib-Knit Mock-Neck Sweater
Max Mara

Camille Knit Wool Turtleneck Sweater
Ulla Johnson

Peppe Turtleneck Wool-Silk Top
Gabriela Hearst

Cotton-Cashmere Turtleneck Top
MAJESTIC FILATURES

Turtleneck Wool Top
Oscar de la Renta

Ilene Turtleneck Velvet Top
Ralph Lauren

Contrast Turtleneck Jersey Top
Lii

Merritt Knit Peplum Turtleneck Top
Ashlyn
Shoulder Bags
A shoulder bag keeps your hands free for an umbrella, and that is half the battle.
The Lemaire belted baguette in brown and The Row Elise in black are the ones I would carry out the door without a second thought. The Ferragamo Hug is the one with structure, and the Jacquemus Petit Bisou in red is a bright spot on a gray day. What I would skip is anything so delicate you worry about it in the rain.

Belted Leather Baguette Bag
Lemaire

Elise Leather Shoulder Bag
The Row

Large Hug Soft Bicolor Shoulder Bag
Ferragamo

The Petit Bisou Leather Bag
Jacquemus

Icare Quilted Suede Hobo Bag
Saint Laurent

Demi-Lune Large Suede Shoulder Bag
Prada

Medium Black Club Shoulder Bag
Verafied

The Small Florence Suede Hobo Bag
Savette

Florero Shoulder Bag
Andrea Marron

Joan Large Leather Hobo Bag
Khaite
Let It Pour
A trench, a boot with some grip, a warm knit and a bag that holds everything. Wet weather is a lot more fun when your outfit does the work.
If this is the kind of week you are dressing for, I would also read my notes on long coat outfits, first day of fall outfits, weekend errands outfits and apple picking outfits.






