My Favorite AFFORDABLE Winter to Spring Dresses, (Almost) ALL WITH POCKETS

I’m a perpetual fan of the “One-piece-of-clothing” outfit, otherwise known as “the dress” (or romper, but that’s another post). Make that dress easy to wear (good drape), affordable (less risk) and WITH POCKETS (it swings!) and you had me at “howdy” (there is an accidental theme as you will soon see). I went to the mall with my friend Suzanne, tried on 30-40 dresses, and came home with these 7. Here. We. Go.

Dress (available in store) | Shoes (similar)

I LOVE this dress and it looks far more expensive than the $27.99 (yup, that it is). Plus I wore it three times without washing or even really hanging it up. It’s thick enough that it doesn’t get wrinkled easily AND YET DRAPES SO WELL. Likely it’s because of the princess sleeves and more fitted bodice, but I am a massive fan of it in every way (the cute cuffs, the simple collar, I could go on and on). I’ve had the clogs for a year and still love them.

1. Denim Fit and Flare Dress | 2. Utility Denim Shirt Dress | 3. Denim Wrap Smock Dress | 4. Short Shirt Dress | 5. Denim Patch-Pocket Popover Shirtdress | 6. Lyocell Shirt Dress

Now let’s get whimsical with some ruffles…

Dress | Hat | Shoes | Bandana

This dress comes in white, teal and this pretty pink and it was a hard choice to make. The ruffled sleeve, the casual drape, the tiered length, and the pockets make it SO easy to throw on (and it’s lined and the lining even drapes/falls well). It certainly has a prairie vibe that I obviously leaned into with the bandana, snakeskin boots, and hat. WHEN IN ROME.

1. UO Hanna Embroidered Maxi Dress | 2. Women’s Floral Ruffle Dress | 3. Haverford Frock Midi Dress

Dress | Shoes | Dog (sorry he’s taken:))

Sensing the theme? This tiered dress is a heavy rayon that ALSO drapes really well. The print makes it really forgiving, the rouging flatters the bodice (and would even more if you were less endowed), and the big sleeves are like a fun accessory. Throw in Boris in lieu of a handbag and you’ve got yourself AN official outfit. This is a great work/church/brunch outfit and is even as cute with thick-soled sneakers (like these or the black version of my snakeskin pair like these). And yes, this also has pockets.

1. Liza Long Sleeve Smocked Midi Dress | 2. Polka Dots Long Sleeve Dress | 3. Apparent Long Sleeve Dress | 4. Floral Smock Dress | 5. Creped Dress | 6. Sister Jane Tiered Dress

Dress | Bandana | Shoes

This one is not a show stopper but I found myself opting for it on the weekend because it has this casual utilitarian vibe that is still cute, but so easy. I also think it would be a GREAT swimsuit coverup what with the zipper. It’s oversized in a good way, with huge pockets and screams “weekend dog walking or park with kids”. I had no idea how often I would wear those snakeskin sneakers, but the answer is 3-4 times a week.

1. Cloth & Stone Eryn Utility Shirtdress | 2. Topstitched Utility Shirtdress | Utility Mini Shirtdress

Dress | Shoes

This shot is not properly displaying the joy that I feel wearing it. It’s thick, quilted, powder blue with massive sleeves and even a tie in the back. I feel so happy and just GOOD in this dress. It can obviously be dressed up for Easter, or down with sneakers. Its a whimsical statement but yet so easy to throw on. It is on the more splurgy side of affordable, but because it can be even worn to a wedding I think it’s worth it.

1. Puff Sleeve Mini Dress | 2. Puff Sleeve Babydoll Dress | 3. Mallorca Tiered Babydoll Dress | 4. Laura Ashley Mel Puff Sleeve Dress | 5. WeWoreWhat Puff Sleeve Polka Dot Romper | 6. Puff Sleeve Dobby Cotton Mini Dress

Dress | Belt | Shoes

We joked that this outfit is my “go to church, then brunch, then if brunch leads to a night out” dress. The dress itself is fairly tame (HA) but with the boots and belt, it felt even kinda nighttime. It’s thin, but forgiving (the fabric hangs so nicely) and has princess sleeves and a tiered skirt.

1. Patterned Satin Dress | 2. Floral Long Sleeve Midi Dress | 3. Levita Georgette Midi Dress | 4. Button Front Dress | 5. Creped Dress | 6. Patterned Dress

Dress | Shoes

Lastly, MAYBE my favorite – this orange/red maxi. It has all the things – princess sleeves, good drape, built-in lining for the skirt, a V-neck so I’m not totally covered head to toe, AND POCKETS. It’s $39.99 and I’m going to wear it ALL THE TIME. It’s so voluminous and fun, while being so easy to wear. Dress it up like I did with cowboy boots, or down with vans. Or dress it up even more with heels (although I’d opt for platforms or something chunky rather than something delicate).

Head to stories later to see these guys in action (I always find it easier to assess clothes on a moving body). Happy dress shopping!

1. Casual Cotton Maxi Puff Sleeve Dress | 2. Chiffon Dress | 3. In The Moment Dress | 4. Tiered Gingham Dress | 5. Poplin Smock Midi Dress | 6. Black/Pink Creped Dress

*As we’ve stated before – we at EHD try to promote good fashion for all budgets from companies that we love and believe in, so while I at times might splurge on those boots for instance the ones in the photo above (that I wear probably four times a week), we also love the accessibility of these dresses for our readers that simply want a new spring dress to make them feel happy, express themselves creatively and bring them a burst of joy regardless of their budget. We encourage you to buy what you think you’ll wear for years and years, season to season, regardless of the price.

Now, Hey Spring it’s time to SPRUNG.

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