Unless otherwise noted, all sizes mentioned in this article are for women.
1. A vibrantly embroidered dress ideal for adding a splash of color and fun to your apple-picking adventures this autumn.


2. A layered swing dress available in autumn-inspired colors and prints, featuring stunning balloon sleeves that will make you stand out during your next foliage-viewing excursion.


3. A ribbed sweater maxi dress equipped with a built-in bra! Yes, you can ditch the uncomfortable underwire and avoid visible bra lines thanks to the snug fabric. Plus, let's take a moment to appreciate how effortlessly stylish this dress is!


Klassy Network is a Florida-based, woman-owned small business that focuses on clothing featuring built-in padding.
Promising review: "You need this!! I was unsure at first, but I trusted KN and made the purchase. The fabric is incredibly soft, fits perfectly, and eliminates the need for a bra. It’s super comfortable and keeps you cozy, making it ideal for a perfect date night." —Stephanie C.
Available at Klassy Network for $85 (comes in sizes 2XS–3XL and two color options).
4. A plaid shirtdress for those who want to step away from their go-to plaid shirts without straying too far from the classic look. After all, plaid is a timeless autumn staple for a reason!


5. A tie-dye maxi dress because tie-dye isn’t just for summer! Add a belt and a cropped jacket to create a relaxed, boho-inspired outfit that will earn you compliments from everyone around you.

6. A hoodie dress for those who long for the comfort of middle school days when wearing a hoodie all day was the norm. This dress brings back that cozy, nostalgic vibe while keeping you stylish and polished. It’s a total win-win!


7. An A-line pinafore that practically *demands* to be paired with your favorite turtleneck. Just picture how adorable you’ll look wearing this to your local fall festival!


8. A sleeveless gingham dress that, when styled with a denim jacket and white sneakers, radiates major first-day-of-school vibes in the most delightful way. Remember how fun it was to dress up for the first day of school?!

9. Or opt for a gingham maxi dress if you prefer something with more coverage to keep you cozy as the weather cools down.

Hope and Harvest is an Australian small business that produces its clothing through fair trade practices. Be sure to check their sizing chart for accurate size conversions.
Available at Hope and Harvest for $159 (sizes U.S. 8–22).
10. A button-down skater dress that offers versatility, perfect for pairing with your favorite autumn accessories like scarves, chunky cardigans, tights, or ankle boots. Be warned: You’ll adore its comfort so much that you might never want to take it off.


11. A faux-leather dress for those who want to inject a touch of boldness into their fall wardrobe. You’ll feel incredibly confident when you step out for dinner with friends in this stunning piece.

Purchase this from Eloquii for $83.97 (originally priced at $139.95; sizes available from 14 to 28).
12. An incredibly stylish fit and flare velvet mock turtleneck dress in a stunning burnt orange shade that's sure to capture attention as you walk down a street lined with autumn leaves. Plus, its 70s-inspired design makes it perfect for pairing with go-go boots and tinted sunglasses for an easy Halloween costume!

Available at Unique Vintage for $88 (sizes range from XS to 4X).
13. A bodycon sweater dress featuring a knitted design and a tie waist that provides both structure and a relaxed, hoodie-inspired aesthetic.


14. A denim dress with a frayed hem that effortlessly elevates your look, perfect for those last-minute outings.

15. For a standout fall ensemble, consider a strapless denim maxi dress that will leave your friends in awe. Pair it with platform heels or wedges to showcase your inner fashion icon!

Beginning Boutique, a woman-owned Australian small business, offers a vast array of stylish clothing options!
Purchase this from Beginning Boutique for $74.99 (sizes available from 0 to 14).
16. A relaxed striped midi dress that complements a denim jacket and those Oxford shoes you've been eager to wear since summer.


17. This maxi dress comes in an impressive 45 colors, making it an ideal foundation for creating versatile outfits. Layer it with a utility jacket, ankle boots, and a wide-brimmed felt hat for fall, or wear it solo with sandals during spring and summer!


18. For those last-minute fall weddings you just remembered, this boho maxi dress in a rich burgundy hue will perfectly match the autumn foliage.

19. This cardigan dress is the perfect solution for days when you can't choose between a cozy sweater and a stylish dress. Its striped design and functional pockets add a touch of charm to this timeless piece.

You can also wear it unbuttoned as a full cardigan, depending on your mood.
Purchase it from Eloquii for $99.95 (available in sizes 14–28 and three color options).
20. Add a playful touch to your fall wardrobe with this sloth-patterned frock. Let's face it — sloths, with their 18-hour daily naps, deserve all the admiration we can give!


21. If you're tired of office pants and shirts this fall, this midi dress from Valani is a must-have. Its elbow-length sleeves and structured fabric are perfect for cooler autumn days, while the plant-based material ensures comfort and temperature regulation for summer wear as well.

Valani, a sustainable small business, focuses on creating eco-friendly and comfortable clothing. Each Sodalin hemp midi dress saves 4.1 miles of driving emissions, conserves 296.8 days of drinking water, and contributes to planting 1 tree.
Purchase it from Valani for $198 (sizes available from 0 to 12).
22. This T-shirt dress features a charming tie waist, practical pockets, and year-round versatility. Style it with heeled booties, tights, and a long cardigan for a polished work-ready look.


23. For any formal autumn event, this pleated, flowy dress is ideal. Its stunning jewel tones will make a bold statement every time you wear it!


24. This button faux-leather dress is perfect for layering over a button-down shirt, creating a professional yet striking look for the office or evening outings. Pair it with your favorite booties for added charm!

Lucy Paris, a small business established in 2003, draws style inspiration from New York, Los Angeles, and Paris.
Purchase it from Lucy Paris for $95 (available in sizes S–L).
25. This oversized turtleneck dress is a cozy, statement-making piece that keeps you warm without needing a jacket. Style it with thigh-high boots for a fabulous fall look, as seen in the reviewer photos below!


26. This bodycon dress features a criss-cross hem, making it a versatile piece for both fall and summer. It pairs perfectly with a plaid blazer or suede jacket, ideal for transitioning into cooler weather.

27. For a quick yet polished look, this plaid Peter Pan collar dress is perfect for mornings when you're running late after a night of binge-watching scary movies. Style it with Mary Jane flats or combat boots, depending on your desired aesthetic!


Now that you're fully outfitted for autumn, gather your friends, step outside, and immerse yourself in all the seasonal activities.
The reviews in this post have been edited for length and clarity.