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17 Dreamy Boho Maxi Dresses That Transition Seamlessly Into Fall

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Boho maxi dresses aren’t just for summer beach getaways or music festivals; the style itself makes them versatile enough for apple picking trips and fall bonfires, too. With flowy fabrics, romantic details and earthy tones, bohemian-style dresses pair nicely with gladiator sandals as well as boots. They’re perfect for those of Us already dreaming of fall weather — but aren’t quite ready to give up summer style as yet.

Below, we rounded up 17 boho maxi dresses that are breathable enough for warm days but are also easy to layer once fall hits. Whether your weekends consist of brunching, picnics or farmer’s markets, these styles deliver that effortless romantic vibe that the boho style is known for. From comfy printed maxis to boutique-looking midis, scroll to shop our favorite transitional picks, starting at just $16.

17 Dreamy Boho Maxi Dresses That Transition Seamlessly for Fall

Brunch-Worthy Beauties

1. Our Favorite: We’ve got major heart eyes for this paisley-print sundress . . . and shoppers do, too. In fact, it was bought over 1,000 times in the last month!

2. Boutique-Worthy: With a classic boho silhouette and charming print, this loose maxi sundress looks like it’s from a high-end downtown boutique.

3. Retro-Chic: Thanks to its faded floral print, this puff-sleeve maxi dress has a hint of retro flair.

4. Designer-Looking: We seriously can’t believe that this designer-looking boho dress can be scooped up for just $52. Don’t you think it looks five times the price?

5. Gorgeous Gingham: This stunning gingham maxi dress fits the vibes for both summer beach days and fall apple picking, too.

6. Has Pockets: What could be better than a flirty flutter-sleeve dress? This bold brown maxi that features pockets for carrying tiny necessities.

Comfy, Everyday Favorites

7. Our Favorite: Great for Trader Joe’s runs or patio evenings spent with friends, this comfy maxi dress is both soft and stylish.

8. Floral Fabulous: While we love this pink floral maxi dress for summer, it also comes in several fall-forward prints like plaid and paisley.

9. Loose and Slimming: This loose boho maxi shows us that when relaxed silhouettes gently glide over the curves, they can appear slimming as well.

10. Breezy Beauty: From beachside afternoons to afternoons spent curled up with a book, you’ll want to reach for this bestselling maxi dress for cozy lounge days.

Vacation Wear Winners

11. Our Favorite: Whether it’s August or October, this strapless crochet maxi is made for weekend getaways, no matter the season.

12. Figure-Flattering: Thanks to its waist-cinching design, this wrap maxi dress creates an hourglass-looking silhouette that’ll get you tons of compliments.

13. Feminine Charm: Give your wardrobe a feminine flair with this spaghetti strap maxi that features a dramatic flared bottom.

14. Easy and Effortless: This pastel midi dress from Petal & Pup is so pretty, you’ll wear it to weddings and brunches. It subtly highlights the waist and features a twirl-worthy skirt, too.

Wedding Guest Musts

15. Our Favorite: Check summer-to-fall wedding guest dress shopping off your to-do list with this ruffle boho maxi dress. It looks just as cute with raffia sandals as it does a pair of booties.

16. Really Romantic: Match the romantic energy of any wedding with this floral boho maxi that features a tiered design, flutter sleeves and ruffle details.

17. Smocked Stunner: We love the way this smocked maxi dress contours the curves on the upper half but then flares at the waist to hide the belly.

Related: Look Like a Rich Mom at School Drop-Off in These 19 Throw-On Lounge Sets

Let’s be honest — most rich moms aren’t wearing couture clothing when it comes to the school drop-off line. If anything, they’re serving “I’ve got a pilates class at 9 AM, and a nail appointment after.” The vibes? Easy, throw-on-and-go lounge sets that look designer but are secretly super cozy. Below, you’ll find 19 rich […]

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2025-08-05 11:45:57

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