10 of the Best Shoes to Wear With Maxi Dresses

Vetted By: Jamie Lewin

5.20.24

We're here to talk about two of my favorite things: shoes and dresses (in no particular order)...and about what shoes to wear with maxi dresses (in particular). Long dresses are great to wear all year round, but what type of shoes pair best with them? We've sourced 10 looks, all styled to perfection, with a variety of shoes for all different occasions. For the modern minimalist to the bohemian dreamer, we have the perfect pair of shoes to go back to different styles of dresses. Ultimately, what you choose comes down to the occasion at hand. Whether you are attending formal events, heading to the beach, or running around the city you should make sure your shoe choice not only complements your dress, but also reflects your individual style and personality. Below are 10 looks to use as inspiration when styling your maxi dresses all year round.

woman in a maxi dress and strappy heels

Photo: @leoniehanne

1. Strappy Heels or Sandals

In warmer weather or date nights when you want to dress up your look, add strappy heels or sandals to your maxi dress style. This pop of color is so much fun against the neutral, monochromatic outfit.

woman maxi dress with neutral color cowboy boots

2. Boots

Ankle boots and knee-high boots are perfect with maxi dresses all year round but especially in chillier weather. It's the perfect way to keep wearing your longer length dresses into the fall after living in them all summer long. And neutral tones like these cowboy boots go with pretty much everything.

woman in a maxi dress with loafers and a blazer

3. Slides and Loafers

This bohemian style dress looks great offset with more polished pieces like a blazer and loafers. Loafers have been a top shoe trend of the 2020s (thanks Prada and Gucci!) so get in on the action and pair a pair with your long-length dresses.

woman in a white knit maxi dress and converse sneakers

4. Sneakers

For those days when you need comfortable shoes to run around and get things done, casual sneakers are the perfect choice. This look strikes the perfect balance with a sleek white dress and elevated blazer against the casual converse high tops.

woman in shirt maxi dress with espadrille sandals

5. Espadrilles

I love a good pair of strappy sandals. These espadrilles with ankle straps that wrap up the leg add a bit of sex appeal to an easy shirt dress style. They are the perfect shoes to lend a cool edge to a casual look. Espadrille wedges, platforms, or even flatter styles are a great choice for a breezy summertime look.

woman wearing maxi dress and ballet flats

Photo: @sarahdenizz

6. Ballet Flats

When it comes to achieving a look that effortlessly blends comfort and style, few choices rival the pairing of maxi dresses with ballet flats. They're a versatile and chic option and you can show them off with a slightly shorter dress length that hits at the calf or above the ankle. There are so many current trends of ballet flats including studded versions like this pair. (Our favorite styles are from Alaia and Mia Mia)

woman in a maxi dress with kitten heels

Photo: @ariellecharnas

7. Kitten Heels

If you're heading to formal events or want to dress up for a special occasion, these kitten heels with embellished straps add a bit more fashion to your look than your classic pumps. With a lower heel height, they work for an elevated dress code without the need for super high heels. So feel free to dance the night away!

woman in maxi dress with platform sandals

8. Platform Heels

Block heels and platforms add a cool 70's vibe to your dress, whether you're going for a casual daytime feel or an evening dress look. Chunky heels also have the added benefit of being a bit comfier than other high heels and pack a ton of style like this golden velvet pair.

woman in a maxi dress and flat sandals

Photo: @jessimalay

9. Flat sandals

Flat sandals are the perfect shoe choice for a breezy summertime look. Whether heading to the beach, strolling in the city, or hanging at a daytime barbecue, flat sandals are an effortless way to infuse additional style with your maxi dress.

woman in knit maxi dress with fisherman sandals

Photo: @sasha.mei

10. Fisherman Sandals

A major trend that began last year, fisherman sandals are still looking strong with maxi and midi dresses. They add a little extra height while still being as comfortable as flats. Perfect everyday wear with your knit maxi for a cool and casual look.

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