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Falling for Cocktails: My Top Picks for Autumn Celebrations

By: Caroline Westbrook.

Published on

- 4 min read


Hey there, fashion and cocktail lovers! Caroline here, bringing you my ultimate guide to falling head over heels for autumn cocktails, all while looking absolutely fabulous. Autumn is that magical time of year when the air gets crisp, the leaves turn golden, and our drinks get a whole lot spicier. It’s also the perfect excuse to revamp our wardrobes and sip on some seasonally inspired cocktails at our next celebration. So, let’s dive into my top picks for autumn celebrations, both in terms of sips and styles.

 A full-length image of a young woman with wavy auburn hair, wearing a cozy, oversized mustard yellow sweater and dark jeans, holding a copper mug, blurry city park background, late afternoon.

The Classic Pumpkin Spice Latte - With a Twist

Nothing screams autumn like the beloved pumpkin spice latte, right? But let’s mix it up a bit. Imagine sipping on a pumpkin spice cocktail, with hints of vanilla and a dash of bourbon to warm you up from the inside out. Pair this heartwarming drink with an outfit that’s just as comforting and stylish.

Think layers. A chunky knit cardigan over a soft, earth-toned dress, paired with some knee-high boots. This look not only keeps you cozy but also transitions smoothly from a day picking pumpkins to an evening by the fire.

Cranberry and Apple Sangria - A Fruity Affair

For those who prefer their autumn drinks a bit fruitier, a cranberry and apple sangria is the way to go. This delightful concoction is not only a feast for the taste buds but also a visual treat, with its rich reds and vibrant greens.

When it comes to what to wear while enjoying this drink, think of complementing the sangria’s colors. A deep red blouse paired with a high-waisted green skirt captures the essence of the drink perfectly. Finish the look with some ankle boots, and you’re ready for any autumn gathering.

 A full-length image of a young woman with short curly hair, wearing a deep red blouse and a high-waisted green skirt, holding a pitcher filled with cranberry and apple sangria, blurry city café background, late afternoon.

Smoky Maple Old Fashioned - Elegance in a Glass

For a more sophisticated autumn cocktail, a smoky maple old fashioned is my go-to. The smokiness of the whiskey combined with the sweetness of maple syrup creates a drink that’s both bold and elegantly balanced.

Dressing for this drink calls for an outfit that’s equally refined. Picture yourself in a sleek, fitted blazer, paired with a silk blouse and tailored trousers. This ensemble, just like the cocktail, exudes a sense of timeless elegance and confidence.

 A full-length image of a young woman with sleek black hair, wearing a black fitted blazer, a white silk blouse, and black tailored trousers, holding a smoky maple old fashioned, blurry city rooftop bar background, evening.

Hot Spiced Cider - A Warm Embrace

As the evenings get cooler, a hot spiced cider becomes the perfect companion. Its warm spices and comforting sweetness make it an autumn favorite. Plus, it’s incredibly easy to make, leaving you more time to focus on your outfit.

For a drink as cozy as this, your outfit should be just as inviting. A soft, oversized sweater paired with leggings and some fluffy boots is the epitome of autumn comfort. This look is perfect for a casual get-together with friends or a night in, curled up with a good book.

 A full-length image of a young woman with ginger hair, wearing a soft, oversized cream sweater, black leggings, and fluffy boots, holding a mug of hot spiced cider, blurry city home interior background, evening.

Fig and Honey Martini - A Sweet Farewell to Autumn

As we bid farewell to autumn and the colder days start to creep in, a fig and honey martini serves as the perfect send-off. This cocktail, with its sweet and earthy flavors, is a sophisticated way to celebrate the end of the season.

Your outfit for this occasion should be just as special. A velvet dress in a rich, dark hue, paired with some elegant heels, captures the essence of the transitioning seasons. It’s a look that’s both luxurious and fitting for the cooler days ahead.

 A full-length image of a young woman with dark curly hair, wearing a dark green velvet dress and black heels, holding a fig and honey martini, blurry city lounge background, night.

And there you have it, my top picks for autumn cocktails and the perfect outfits to match. Whether you’re a fan of the classics or looking to try something new, there’s a drink and a style for everyone this season. So, embrace the change, experiment with your wardrobe, and enjoy those delicious autumn sips. Cheers to a stylish and spirited autumn!