Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (2024)

** This post is sponsored by Nordstrom and Collective Voice.

I’ve had several requests lately for stylish rainy day outfits, and I hear you. There’s nothing like a rainy day to put a damper on your fashion game, but it doesn’t have to.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (1)Helly Hansen rain jacket (M) // MOTHER denim (29) // Blondo Waterproof boots (8) // Coach shoulder bag // ShedRain clear dome umbrella

With the right combination of clothing and accessories, you can stay stylish and dry even on the gloomiest of days!

How to Look Chic in the Rain

These are my best tips for putting together a rainy day outfit that is both fashionable and practical, and you can find everything I’m wearing in this post at Nordstrom! Gotta love one-stop shopping.

#1. Invest in Stylish Outerwear

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (2)

To be comfortable and stylish in rainy weather, you’ll want to invest in a quality raincoat or trench coat made from waterproof materials like Gore-Tex or PVC. These coats not only keep you dry, but they can also be a stylish addition to your wardrobe.

Opt for classic neutrals like black, beige, or navy for a timeless look; or have fun with it, and go for a bright color or bold pattern. In fact, if you live in a rainy climate, you may want to have both options in your closet.

You know me. If in doubt, wear black, is my motto, and I recently added this Helly Hansen hooded insulated rain jacket to my fall wardrobe.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (3)Helly Hansen rain jacket (M) // Vince sweater (S) // MOTHER denim (29) // Blondo waterproof boots (8) // Coach shoulder bag // necklace // earrings

Helly Hansen is known for quality outerwear and performance gear, so you know you’ll stay warm and dry in one of their raincoats, but they look good too. I actually picked up two of their styles to test out.

I wore the black Aden hooded insulated rain jacket all day on Tuesday when I was out and about, and I love the 33″ length. It’s nice to know you can sit down on a wet surface, and your pants will stay dry. This jacket will be perfect for football games and marching band events this fall.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (4)Helly Hansen Aden (M) // Caslon waffle henley (S) // AG Jeans (29)

It also has two-ply, seam-sealed construction to block the wind and rain, a convenient stowaway hood, and long sleeves with snap-tab cuffs. So many great features, and it’s comfortable too. It runs true to size; I have the M=6-8, for reference.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (5)Helly Hansen Aden(M) // AG Jeans (29) // similar P448 sneakers (39) // Madewell bucket bag

If you prefer color in your raincoat, the Helly Hansen Lisburn Waterproof Insulated Raincoat in Hickory is a nice option, as well. This raincoat is 33 1/2″ long, and it has a convenient drawcord-toggle hood and adjustable hook-and-loop cuffs.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (6)

It also has reflective details to give you better visibility in low light or at night, and I really like how the contrasting black trim adds interest and ties into the black in the rest of my outfit.

#2. Choose Functional and Stylish Footwear

When I go to put together an outfit for a rainy day, I always start by choosing my shoes. Wet feet can quickly ruin your day, so I make sure to have several practical footwear options to choose from, no matter what the season.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (7)Helly Hansen Aden (M) // Vince sweater (S) // MOTHER denim (29) // Blondo waterproof boots (8) // Coach shoulder bag

That can be a rain boot, but it doesn’t have to be. In fact, I rarely wear rain boots, even though we get a lot of rainy days here in Philly. Other good options are leather sneakers, weather resistant fashion boots, and even some leather pumps or loafers are enough protection for milder rainy days.

These Blondo Sadie Waterproof Booties are great when you want a more elevated rainy day look. They’re made of a sturdy, weather-proof resistant suede, and they’re also extremely comfortable to walk in and wear all day. They come in five different colors, and they run true to size.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (8)

When you want to keep it casual, these Steve Madden Leopold Chelsea Boots are a great choice. The glossy leather is extremely durable and keeps your feet dry, while the lug sole provides great traction in rainy weather.

The 4 1/2″ shaft slips easily underneath straight leg jeans and the other relaxed styles that are trending right now.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (9)

Another good footwear option for a rainy day is leather sneakers. I often wear my P448 sneakers in the rain because they’re durable and comfortable too.

My exact pair sold out, but this pair is similar. If you’re going to wear them in the rain, just make sure they’re all leather. I have some with suede accents that I don’t wear in the rain. I also wear my VEJA leather sneakers a lot on rainy days.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (10)Caslon waffle henley (S) // AG Jeans (29) // similar P448 sneakers (39) // Madewell bucket bag // necklace // earrings

The point is, you don’t have to have rain boots to stay dry and comfortable in rainy weather. Just be sure to have some options among your regular street styles that work for both dry and wet weather.

#3. Layer Up

After I choose my footwear, I select a pair of pants or jeans (or dress, if I’m dressing up) that will work well with them, and then I always make sure to wear a top that is appropriate for the temperature. Rainy days are usually chilly, so I often wear a cozy sweater or long-sleeve top.

Earlier this week, I wore this Vince wool and cashmere sweater with wide leg jeans and the Blondo suede booties to go to my weekly Bible Study on a rainy day.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (11)

I love how the pretty berry color brightens up a gloomy day, and I wore my black raincoat and carried a black leather bag coordinate with the black boots.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (12)

For a more casual look, I went with a monochromatic palette and wore the black Chelsea boots with black jeans and a cozy v-neck sweater in a marled grey.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (13)

This time, I used the raincoat to bring in a pop of color, and I carried a black bucket bag.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (14)Helly Hensen Lisburn (M) // Treasure & Bond sweater (S) // AG Jeans (29) // Steve Madden Chelsea Boots (8) // Madewell bucket bag // necklace

#4. Embrace Waterproof Accessories

Don’t forget to accessorize your rainy day ensemble with pieces that can withstand the rain. Water-resistant handbags or backpacks will keep your belongings dry.

Pebbled leather, like this Coach shoulder bag, holds up well to the elements, and I love the black hardware. It gives off that chic, edgy vibe that I love.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (15)

This Madewell bucket tote is a softer leather, but it isn’t the kind that gets water spots. It’s easy to wipe off if you get caught in a downpour, and the leather interior is durable, as well.

Plus, it just has such a great sleek, minimalist aesthetic. These are two great everyday bags to have, no matter what the weather!

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (16)

And don’t forget jewelry. Even on rainy days, I like to complete my outfits with a few pieces of understated jewelry. For these looks, I wore a pair of small silver hoops and a cubic zirconia pendant.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (17)Nordstrom Cubic Zirconia Pendant Tennis Necklace// Jenny Bird Small Le Tome Hoop Earrings

#5. Complete the look with a fashionable umbrella!

If your umbrella is looking old and tired, or it has a loud company logo on it… you know who you are! Consider purchasing something new and fun that adds some style to your rainy day outfits. Go for an elegant black, a classic pattern, or a fun color… whatever best represents your unique style.

I love how a clear umbrella keeps you dry while showcasing your outfit underneath.

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (18)

I’m not a big fan of rain, but it doesn’t have to slow you down. As long as you have the appropriate shoes, accessories, and outerwear, you can look stylish and feel comfortable no matter what Mother Nature throws at you.

As always, when you shop at Nordstrom, you get their free shipping and free returns. And don’t forget about their BOPUS (Buy Online Pick Up in Store) and contactless curbside pickup options.

And if you aren’t already a Nordy Club member, be sure to sign up so you can start earning points toward Nordstrom Notes when you shop.You also get to enjoy exclusive perks like members-only access to sales, offers, and events — like the Nordstrom Anniversary Sale, which will be here again before we know it!

Stay In Touch

If you liked this post, be sure you’re signed up for my email newsletter. In addition to my most recent blog posts, you’ll receive exclusive newsletter content like special sales, my newest favorite finds, and an occasional peek behind the scenes — all delivered right to your inbox.

I would also love for you to join my JLS Fashion Insiders Facebook Group! This is a friendly place to discuss all matters of fashion and style with other women, share your outfits, get advice, and stay up to date on all the happenings in our community.

This post contains affiliate links.When you shop through my links, it helps support my business (at no additional cost to you) so thank you!

photos:Alison Cornell

Rainy Day Outfits That Are Stylish and Practical | Jo-Lynne Shane (2024)
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