34+ Trendy Apple Picking Outfits for a Perfect Orchard Outing

Some of the most exciting parts of the fall season are the casual visits to pumpkin patches and apple orchards in search of the perfect goodies! Well, if you’re looking for trendy, unique ensemble that blends well with autumn and the natural landscape, you’re at the right place!

Apple Picking Outfits

From classic overalls to midi dresses and jeans, this list has creative outfit inspiration for all fall trends!

1. Oversized Blazer, T-shirt and Slim Fit Pants

Cold Weather Apple Picking Outfits
Tan colors complement apple orchards quite well and if you’re in the mood for a formal dress-up, try on this combo with casual sneakers and baseball caps on your next visit!

2. Short-Sleeve Button-Down Maxi Dress

Modest Apple Picking Outfit
Sometimes simple outfits capture the essence of farm life in the best way possible. So, try on this olive apple-picking fit with Crocs or sneakers if you love a good mix and match!

3. Full Sleeved Striped Top and Denim Dress

Overall Apple Picking Outfit
For apple pickings in warmer fall weather, try on this striped fit with either platform boots or casual contrast sneakers.

4. Textured Hoodie and Sweatpants

Cute Apple Picking Outfits (1)
If you’re in search of a cozy wintertime fit to don at backyard apple pickings, this one is your pick! Add in a pair of Uggs to the mix as well.

5. Front Knot Jumpsuit

Overall Apple Orchard Outfits (2)
Channel the ‘farm girl’ aesthetics with this perfect apple-picking outfit that can be paired with suede lace-up boots and a wide-brim sun hat.

6. Loose Fit Sweater and Plaid Skirt

Elegant Apple Picking Outfit
If your apple picking is scheduled on a chilly day, try on this cozy ensemble with pattern stockings and ankle boots.

7. High Neck Broderie Dress

Warm Casual Late Summer Apple Picking Outfit (3)
An elegant apple picking outfit for family visits to the orchards, this dress does not require added accessories except for stud earrings.

8. Off Shoulder Puff Sleeved Flared Maxi Dress

Cute Apple Picking Outfits (2)
A medieval-style apple picking fit you’d love to try! This flowy dress pairs well with scarves and optional corsets. For footwear, ankle boots work.

9. Knit Sweater. Thermal Leggings and Trench Coat

Classy Apple Picking Outfit (1)
A simple yet cozy apple-picking outfit that you can wear to orchards on a cold fall or rainy day! This look pairs well with contrasting bottoms and lace-up mid-calf boots!

10. Kansai Strap Dress

Cute Comfy Apple Picking Outfit (1)
If you’re going for a date at an apple orchard in the hot late summer afternoon, this apple-picking outfit is a must-try! The solid dress pairs well with minimal gold jewelry and a classic straw hat.

11. Puff Sleeved Off Shoulder Dress

Cute Comfy Apple Picking Outfit (2)
Florals pair well with orchards and if a feminine + flowy apple-picking outfit is what you prefer, try on this stellar dress with strappy heels.

12. Ribbed Button Down Crop Top and Straight Leg Jeans

Casual Apple Orchard Outfit
If it’s your first time visiting an apple orchard, try to keep your look simple and practical in this ensemble, paired with casual sneakers.

13. Corset Top and Ribbed Skirt

Baddie Apple Picking Outfit
If an aesthetic cottage vibe is what you’re going for in your apple orchard visit, try on this fit with a knit cardigan and ankle boots.

14. Off Shoulder Wrap Dress

Plus Size Apple Picking Outfit
If you’re out touring apple orchards and are looking for an elegant outfit that matches, try on this look with headscarves and minimal gold jewelry.

15. Pink Button Down Top and Skirt Co-ord Set

Chic Apple Picking Outfit (1)
Pop color co-ord sets such as these are classy apple-picking outfits, perfect for teen girls for Instagram-worthy photos. Add in sleek jewelry articles, like hoops and rings and buckle shoes!

16. Puff Sleeved Button Down A-line Dress

Apple Picking Outfits (7)
A cute and edgy apple picking outfit that you can pair with straw hats and platform boots, if your orchard visits fall in line with Halloween, this is the perfect fit!

17. Ribbed Crop Top, Skinny Jeans and Fringed Vest

Country Apple Picking Outfit (1)
For a cowgirl-style Western look for a countryside apple orchard, try on this chic outfit with wide-brim hats and casual sneakers.

18. Spaghetti Strap Dress

Breezy Apple Picking Outfit
A simple apple-picking dress that you can customize with boho accessories, such as straw hats and ankle boots. If you’re up for an orchard date, this one is a must-try!

19. Kansai Tube Top and Pleated Skirt

Warm Casual Late Summer Apple Picking Outfit (1)
A stylish apple orchard outfit in white that you can pair with cowboy boots/sneakers, while this look is stellar, be careful as you stroll through the muddy orchards.

20. Flared Tube Dress and Bomber Jacket

Edgy Apple Picking Outfit
If you are looking for an apple-picking outfit that blends soft and edgy fashion well, this combo is one you’ll love. Add in tan lace-up boots to the fit as well.

21. T-shirt and Dungarees

Overall Apple Orchard Outfits
Overall dungarees are undoubtedly a classic apple-picking outfit you can try! It’s perfect if you’re planning on getting down on mud. Add in sneakers and some bossy jewelry!

22. Side Slit Strap Dress

Elegant Apple Picking Outfits
Ready for an aesthetic apple orchard photoshoot? This strap dress is a stylish choice when paired with slouchy ankle boots, an optional fringe jacket, and sleek costume jewelry!

23. Front Knot Shirt Dress

Classy Apple Picking Outfit (2)
A modest warm fall outfit perfect for any harvest festival outing! Pair it with Birkenstocks, a straw hat, and minimal costume jewelry. If not white, you can go for beige or tan shades to match the autumn palette.

24. Peter Pan Collar Dress

Classy Apple Picking Outfit (3)
If you’re hoping to don a vintage dress on your apple orchard visit, try on this floral dress with straw hats and strappy heels that match.

25. Sleeveless Shirt Dress

Urban Apple Orchard Outfit
If you love thrifted finds and are looking for an apple-picking outfit in grunge style, this shirt dress paired with knee-high socks and ankle boots is a stellar look.

26. Long Sleeved Peg Dress

Warm Weather Apple Picking Outfits
A modest yet unique apple-picking outfit that can make you stand out! This peg dress looks more chic with accessories, like gold bracelets and head scarves.

27. Sleeveless Round Neck Floral Dress

Chic Apple Picking Outfit (2)
Bold-colored dresses such as these are perfect outfits for apple picking on sweet spring days with sullen weather! These are best paired with wedges, sleek bracelets, and stud earrings.

28. Polo T-shirt and Skinny Jeans

Apple Orchard Outfit
If you’re planning on donning a stylish look resembling the apple picking worker gear, try on this combo with ankle boots and straw hats.

29. Floral Top and Drawstring Skirt

Boho Black Women Apple Picking Outfit
A preppy apple orchard outfit that you can opt for, this one is an apt fit if you’re not a big fan of autumn colors. Add in cork sole shoes for this one.

30. Knot Shirt and Asymmetric Flared Pants

Western Apple Picking Outfit
If you’re looking for a photoshoot-worthy apple orchard outfit, this combo is perfect! Add in straw hats and neutral-shade flats that match the farm vibe.

31. Cropped Knot Strap Top and Denim Skirt

Warm Casual Late Summer Apple Picking Outfit (2)
A chic-looking apple-picking outfit that you can style with tan cowboy boots, this one is a confident look that you can go for!

32. Ribbed Tube Maxi Dress

Fancy Apple Picking Outfit
A 50s-inspired look for you to don at apple orchards if you love Hollywood classics, this dress can be paired with pearls, strappy heels, and fascinator hats.

33. Solid Shirt, Fitter Sweater and Mini Skirt

Cold Fall Apple Picking Outfit
If your apple orchard visit is around the time of the Halloween celebration, try on this Dark Academic look with knee-high socks and loafers.

34. Oversized Sweater and Slim Fit Jeans

Apple Picking Outfits (11)
A cold fall-apt apple-picking outfit if you crave a minimal look! This one is best paired with casual sneakers. You can accent it with a few statement rings, too!

With these 34+ trendy outfits, you’re all set for a stylish day in the apple orchard! Whether you’re in for some serious apple-picking or just accompanying your family or friends, these outfits will be perfect for every outing!