What To Wear In Vermont In The Fall? 21 Best Vermont Fall Outfits For Women

As the crisp autumn air settles over Vermont’s rolling hills and vibrant foliage, it’s time to update your wardrobe for the season with these Vermont fall outfit ideas. Fall in the Green Mountain State is a magical time, with its stunning landscapes and cozy atmosphere. But the weather can be unpredictable, ranging from warm sunny days to chilly, misty mornings.

This guide on what to wear in Vermont during fall will help you pack the perfect Vermont fall wardrobe for your Vermont trip, ensuring you’re both stylish and comfortable as you explore charming small towns, hike scenic trails, or simply relax by a crackling fire.

So here is what to wear in Vermont in the fall!

1. Black short-sleeve button-up shirt + Olive green high-waisted maxi skirt

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Image Credit: @chloxe

Fall is calling, and this outfit is ready to answer! Imagine slipping into a black short-sleeve button-up shirt paired with an olive green high-waisted maxi skirt—so chic and comfy. Brown boots complete the look, giving you that cozy, autumnal vibe that’s perfect for leaf-peeping or brunch with your besties. Grab a pumpkin spice latte and enjoy the season in style.

2. White turtleneck sweater + Dark skinny jeans

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Image Credit: @shop.ltk

Who says fall can’t be sleek and stylish? This white turtleneck sweater with dark skinny jeans is a match made in autumn heaven. The brown knee-high suede boots add a touch of elegance, making it perfect for everything from crisp morning walks to cozy dinners. You’ll be turning heads in this effortlessly cool look.

3. Beige long trench coat + Black leggings

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Image Credit: @cmcoving

Stay fabulous and toasty with this beige long trench coat. Black leggings and brown platform ankle boots make this outfit both comfy and cute—ideal for running errands or enjoying a scenic fall walk. It’s all about that cozy, chic vibe that’s perfect for embracing autumn’s chill!

4. Black leather jacket + Black knee-high boots

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Image Credit: @hapatime

Ready to rock some edge this fall? Pair a black leather jacket with a vibrant orange top, blue jeans, and black knee-high boots for a look that’s bold and fabulous. This outfit is all about making a statement while staying warm—perfect for crisp evenings and weekend trip.

5. White turtleneck sweater + Beige ankle boots

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Image Credit: @hannahsponaugle

Channel your inner fall goddess with this white turtleneck sweater and plaid midi skirt combo. Beige ankle boots add just the right touch of autumn charm, making it perfect for everything from casual brunches to afternoon strolls. You’ll be cozy and cute all season long!

6. Brown jumpsuit + Beige wide-brimmed hat

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Image Credit: @lifestyleby_kay

Fall fashion doesn’t get better than this! A brown jumpsuit layered with a plaid shirt jacket in brown and beige tones is both trendy and warm. White shoes and a beige wide-brimmed hat add a touch of flair and practicality. Perfect for those crisp Vermont days when you want to stay stylish and cozy.

7. Black turtleneck dress + Brown knee-high boots

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Image Credit: @hapatime

Fall is the perfect time to shine in a black turtleneck dress for things to do in Vermont in fall. Pair it with brown knee-high boots and a matching handbag for a look that’s effortlessly elegant. Whether you’re heading to a fall festival or just enjoying a crisp day out, this outfit keeps you looking and feeling fabulous.

8. Beige beanie hat + oversized plaid jacket in beige

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Image Credit: @michellereed

Stay cozy and chic with a beige beanie hat paired with an oversized plaid jacket in warm beige and mustard yellow. Light-colored pants keep the look fresh and modern. This outfit is perfect for those crisp fall days when you want to stay stylish while embracing the season’s vibrant hues. Ideal for running errands or enjoying a casual weekend in Vermont outing.

9. Cream-colored ribbed sweater + Dark jeans

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Image Credit: @hapatime

Embrace the cozy vibes of fall with this creamy ribbed sweater featuring playful bell sleeves. Pair it with dark jeans and a chic brown handbag for a look that’s effortlessly stylish and perfect for those crisp autumn days. This outfit is all about blending comfort with sophistication—ideal for coffee dates and Vermont weekend getaways.

10. Black and white houndstooth coat + Black fur hat

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Image Credit:@nataldee

Channel vintage glam with a black and white houndstooth coat and matching skirt combo. A crisp white top and a black fur hat add a touch of old-school elegance, while a black quilted handbag completes the look with a modern twist. This outfit is perfect for making a statement while staying warm and stylish for fall in Vermont.

11. Tweed skirt + Black boots

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Image Credit: @stellalala.c

Step into fall with a touch of classic charm! A beige beret adds a sophisticated touch to a light pink blouse with a cute black bow tie, paired with a beige coat and tweed skirt. Black boots finish the look with just the right amount of edge. This ensemble is perfect for adding a bit of elegance to your autumn wardrobe in Vermont.

12. Black long cardigan + dark top

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Image Credit: @kimmyn_

Wrap yourself in fall comfort with a long brown cardigan layered over a dark top and dark jeans. Black boots add a touch of sophistication and keep the look grounded. This outfit is perfect for those cool autumn days when you want to feel both cozy and effortlessly stylish, whether you’re heading out for a casual coffee or a stroll through the park.

13. Cream-colored sweater dress + Black leggings

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Image Credit: @cmcoving

Wrap yourself in coziness with a long cream-colored sweater dress, paired with black leggings or tights for that extra warmth. Black lace-up heels elevate the look, while a large leopard print tote bag adds a pop of fun. Top it off with sunglasses for a touch of glam—perfect for a day of shopping or brunch with friends.

14. Brown suede skirt + Black over-the-knee boots

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Image Credit: @lifewithjazz

Embrace effortless elegance with a black long-sleeved top and a brown suede skirt. Black over-the-knee boots add a sleek touch, while a multi-colored patterned scarf and a small handbag finish the look with a bit of flair. This outfit is perfect for those fall days in Vermont when you want to look chic and stay cozy.

15. White sweatshirt + High-waisted, wide-leg blue jeans

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Image Credit: @sanjanaagutha

Keep it casual yet stylish with a white sweatshirt and high-waisted, wide-leg blue jeans with fun patches. Beige flat shoes and a brown belt tie everything together, making this an ideal Vermont outfit for a relaxed day out or casual hangouts. It’s all about comfort with a dash of personality.

16. Pink mini skirt + Brown suede ankle boots

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Image Credit: @brittanyanncourtney

Turn heads with a white cardigan over a pink mini skirt, complemented by brown suede ankle boots and a beige wide-brimmed hat. A brown handbag adds a finishing touch, creating an Vermont outfit that’s perfect for a sweet and stylish fall look. Ideal for a cute coffee date or a casual stroll in the park.

17. Burgundy sweater dress + Knee-high tan suede boots

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Image Credit: @monicsutter

Stay chic and cozy in a burgundy sweater dress, paired with knee-high tan suede boots for a touch of sophistication. A tan beret and tan coat complete the ensemble, making it perfect for staying warm while looking effortlessly stylish this fall in Vermont.

18. Long-sleeved turtleneck top + Flat shoes

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Image Credit: @brenna_anastasia

For a playful and polished look, pair a long-sleeved turtleneck top with a short skirt and tights. Flat shoes keep it comfortable and cute, perfect for those autumn days in Vermont when you want to feel both stylish and cozy.

19. Red long-sleeved top + Black shorts

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Image Credit: @lifestyleby_kay

Add a pop of color to your Vermont fall wardrobe with a red long-sleeved top and black shorts. Black loafers finish the look with a touch of class, making this outfit ideal for a bold and trendy fall look that’s both comfortable and chic.

20. Dark long-sleeved shirt + Denim overalls

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Image Credit: @girlstraveladdicted

Go for a classic yet cool vibe with a dark long-sleeved shirt and denim overalls. Light-colored shoes add a fresh touch, making this Vermont outfit perfect for casual outings or weekend adventures. It’s all about combining comfort with a bit of effortless style.

21. Light blue sleeveless top + Long yellow patterned skirt + Sunglasses

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Image Credit: @suchethareddy_chinthala

Channel a breezy autumn look with a light blue sleeveless top and a long yellow patterned skirt. Sunglasses add a touch of sophistication, making this outfit ideal for sunny fall days when you want to feel both relaxed and stylish.

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