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Spring Showers: What to Wear on a Warm Rainy Day


What to Wear on a Warm Rainy Day
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When I moved to Boston from Southern California five years ago, I was super excited to take on the East Coast elements: wind, snow, sleet, all that good stuff. My wardrobe and I adapted quickly to the cold weather, but what really wound up throwing me for a loop was the first summer I spent in Boston. California summers are dry as a bone, so I wasn’t prepared for the humidity and torrential downpours.

Dressing for a warm rainy day isn’t quite as simple as bundling up during chilly rainstorms. After all, when it’s hot and sticky out, the last thing you want to wear is a pair of heavy winter rain boots. Read on for tips on how to stay comfortable and dry throughout the spring showers season!

Warm Rainy Day Essentials


Rainy Day Shoes
Product Information: Silver boots, Turquoise sandals, Boat shoes, Patent sandals, Jelly flats, Combat boots

Think beyond traditional wellies when it comes to keeping your feet dry during spring and summer rainstorms. Short rainboots in a Chelsea or lace-up style are just as functional but won’t overheat your legs. Jelly shoes have come a long way since the ones you wore in elementary school. These days, they come in trendy shapes and colors, like these d’Orsay flats and turquoise sandals.

Boat shoes are also a cute option that have a summer-appropriate nautical vibe. Lastly, patent leather and synthetic leather are good materials for rainy days. Just make sure that your feet can breathe in whatever shoes you choose – the combination of heat and moisture can lead to a not-so-pleasant smell!


Rain Outerwear
Product information: Tan cardigan, Blue anorakPolka-dot trench, Denim jacket, Camo jacket, Pink trench

A lightweight jacket is the ideal companion for a warm rainy day. It doesn’t have to be waterproof, but it should be made from a fabric that dries relatively quickly. Cotton and synthetics, like rayon and polyester, all fit the bill. (Just make sure to avoid wool, as it gets heavy when wet and takes forever to dry!)


Rainy Day Accessories
Product Information: Bubble umbrella, Compact umbrella, Black bag, Yellow tote

If the forecast is predicting heavy rain and winds, a bubble umbrella is a sensible option. In addition to my heavy-duty bubble umbrella, I have a compact umbrella that I stash in my bag every day – just in case. (Can you tell I had some bad experiences with getting caught in surprise storms? These days I overprepare for precipitation… constant vigilance!)

waterproof purse or backpack will keep your belongings dry. Another option is to keep a cute foldable tote bag – I’m obsessed with the ones from Baggu – in your purse: if it starts to rain, you can just put your handbag inside of the nylon tote.

Putting It All Together: Outfit Ideas for Warm Rainy Days


Classic Rainy Day Outfit
Product Information: Trench, Dress, Flats, Umbrella, Tote

You can’t go wrong with a classic trench! Rainy days also tend to be windy, so if you’re opting for a skirt, make sure it’s one that won’t easily fly up. It’s also a good idea to pick a dress/skirt made of a sturdy fabric that won’t cling to your legs when it gets wet.

I find that I always want to wear really bright colors to perk up a rainy day. In this look, pops of tangerine and turquoise, in the form of rubber boat shoes and a sturdy tote, fit the bill!


What to wear on a rainy day
Product Information: Anorak, Top, Shorts, Jeans, Boots, Scarf, Tote, Socks

Short rain boots are a cinch to style – just wear them the way you would wear normal ankle boots! Cargo jackets always look great with jeans. Skinnies are a good choice if it’s a bit cooler, but once we get into the summer months, swap them out for denim cutoffs. (One caveat: it’s better to wear slightly longer shorts that won’t chafe your inner thighs when the fabric gets wet!)

A lightweight scarf is always a good accessory to have. In a pinch, it can double as a head covering if you find yourself without a hood or an umbrella.


Colorful Rainy Day Outfit
Product Information: Jacket, Blouse, Trousers, Skirt, Wedges, Mascara

While army green, navy, tan, and black are trusty choices for rainy-day outerwear, an anorak in a cheerful print is a stylish way to stand out from the crowd! Pair a bright floral jacket with an equally vibrant blouse and trousers for a totally spring-appropriate look.

There’s no need to sacrifice style for function: these rubber Mary Jane wedges look like normal shoes but are actually water-resistant. Finally, don’t forget to swap out your normal mascara for a waterproof version!


Trendy rainy day outfit
Product Information: Cardigan, Romper, Sandals, Purse, Umbrella

This would be an adorable outfit for a really warm or humid day when you’re not 100% sure if it’s going to rain or not. Layer a lightweight cardigan over a fun romper or dress, then slip on a pair of waterproof jelly sandals. A messenger bag made of synthetic leather won’t get water damaged, plus it’ll keep your hands free in case you end up having to hold an umbrella.

What did you think?

Would you wear these outfits? Which look is your favorite? What are your go-to outfits for days that are wet and muggy? Tell me your thoughts by leaving a comment!

Posted on on April 24, 2014 / Filed Under: Fashion Tips / Tags: , , , ,

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13 Responses to “Spring Showers: What to Wear on a Warm Rainy Day”

  1. 1
    April 24th, 2014 at 1:23 pm

    Perfect post as always Shannon! We get so many hot and rainy days in Oklahoma, you end up feeling sweaty and disgusting just walking across a parking lot. I got one of those clear umbrellas a few years ago on eBay and people stop me to ask about it literally every time I use it. It’s a must!

  2. 2
    April 24th, 2014 at 1:58 pm

    Omg! Flip flops and sandals in the rain are a terrible idea! Living in virginia beach and being accustomed to hot humid rainy weather I would never wear flip flops if I know its going to rain that day. They can slip off your feet if you get too wet or you can step in a puddle and have soaking flimsy flip flops and wet feet! I wear my doc martens if I know rain is coming, my feet stay dry and I still look cute. Flip flops in the rain are such a bad idea!

  3. 3
    April 24th, 2014 at 2:10 pm

    Having spent all four years of college at a university that has had one hurricane and at least one day a semester shut down due to flooding…let me say I’m learned a few things.

    Absolutely non of those shoes are waterproof, except for the rainboots. Sperrys are actually a horrible option; they run when wet and you’ll get blisters.

    Be really prudent about using a “waterproof” bag. Unless the bag is specifically marketed as waterproof, it probably isn’t. One wet MacBook and soaked longchamp Le pliage later, I can say I’ve learned my lesson.

    Thirdly, umbrellas are useless if you travel by bike. On foot you’re ok, but I’d def get a good raincoat if you need your hands free.

  4. 4
    April 24th, 2014 at 2:15 pm

    This is great – I like how you have different outfits for different occasions.

    When I was living in Boston, short boots & shoes did not work for rainy days, even in the summer. Maybe it was because of where I was, but there were HUGE puddles everywhere. I remember accidentally stepping in one & I sunk down to halfway up my shin! I went & got myself a pair of tall rain boots the next day. :)

  5. 5
    April 24th, 2014 at 10:27 pm

    I really liked this post because I thought the outfits were very cute, but at the same time DO NOT go outside in anything resembling a sandal when you KNOW it’s raining out, unless you’re fond of teetering everywhere and possibly hurting yourself!

  6. 6
    April 25th, 2014 at 7:24 am

    I love outfit #1 and #2… but I agree with the other comments about these outfits although being very stylish and creative, some how not exactly being practical for a true summer thunderstorm. Sometimes finding an outfit that is both pratical for troublesome weather and stylish can be tricky!

  7. 7
    April 25th, 2014 at 2:04 pm

    None of these work for me anyways since I bike around but they’re really cute outfits. I also wouldn’t wear sandals or flats even if they’re waterproof because your feet get gross and wet anyway so there’s really no point.

  8. 8
    April 26th, 2014 at 4:51 am

    The Classic outfit is very nice and i want to buy it.

  9. 9
    April 30th, 2014 at 5:25 am

    oh…this is so cute i like all fashion…….i love this styleeeeee

  10. 10
    May 5th, 2014 at 1:58 am

    I also agree with the other comments about these outfits although being very stylish and creative

  11. 11
    May 15th, 2014 at 11:09 pm

    This article is awesome! these outfits are perfrct for working going to work in NYC when it’s mugy and wet/drizzling- it never really pours. I’m buying those Jeffery Campbell flats !! Thank you!

  12. 12
    June 2nd, 2014 at 7:15 am

    Wear a knee length dress with cute boots or black flats it looks totally attractive.

  13. 13
    June 11th, 2014 at 8:45 am

    A lot if thae would go great with hunter boots instead of open shoes because those get wet in the rain!!!

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