Premium list

Bittersweet End-of-Summer List

Sip into the season with our delightful mix of nine refreshing and cozy cocktails that seamlessly bridge the end of summer and the start of fall.

As summer bids a fond farewell, embracing the slight chill in the air with a perfectly crafted cocktail can make this transition all the more pleasurable. Our carefully curated list features a harmonious blend of drinks that capture the essence of both seasons. Whether you're soaking up the last rays of summer sun or cozying up indoors, these cocktails are your ultimate companions.

Discover the delightful bittersweet notes of a Summer Negroni, where the classic mix of gin, Lillet Blanc, and Aperol sets the mood for an idyllic afternoon. Or indulge in the refreshing fusion of flavors with a Summer Gin Granita, a concoction that brings watermelon and elderflower to the forefront of your taste journey.

As the scents of fall begin to whisper through the breeze, our array of pumpkin-infused cocktails offers the comforting warmth of the season. Delve into the rich flavors of a Pumpkin Spice Margarita or the fragrant allure of a Pumpkin Sazerac, each sip layered with nuanced spices that evoke the coziness of autumn nights.

From the robust Maple Old Fashioned to the effervescent Pumpkin Whiskey Smash, every drink on this list is a testament to the artistry of cocktail crafting. So, why not raise a glass and savor the bittersweet charm of the changing seasons?

Date added
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
23rd Apr 2025
Contains
. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .
9 cocktails

Filter

Lowball / rocks glass
Irish glass
Cocktail glass
Whisky glass

Features 9 cocktails

1. Pumpkin Sazerac

The Pumpkin Sazerac finds its place in our Bittersweet End-of-Summer List as a masterful nod to the transition from summer’s warmth to autumn’s embrace. This cocktail reimagines the classic New Orleans Sazerac by introducing a spiced pumpkin syrup, which infuses it with the comforting flavors of fall. The harmonious blend of cognac, a dash of absinthe, and aromatic bitters balances sweetness with spice, creating a cocktail that is both bold and intriguing. Perfectly suited for sipping on a cool evening, the Pumpkin Sazerac’s rich and layered profile captures the essence of the changing seasons, inviting you to savor the transition in style.

Ingredients

Method

Rinse a chilled glass with absinthe and discard the excess
In a mixing glass, combine cognac (or rye whiskey), pumpkin syrup, and bitters with ice
Stir until well-chilled
Strain into the prepared glass and garnish with a lemon twist
Go to recipe

2. Maple Old Fashioned

As the evenings begin to cool and the first hints of autumn flicker through the air, the Maple Old Fashioned emerges as a quintessential addition to our Bittersweet End-of-Summer List. This cocktail melds the classic sophistication of the Old Fashioned with a delightful twist—maple syrup that imbues each sip with a cozy sweetness, perfectly capturing the transition from summer’s lingering warmth into fall's cozy embrace. The combination of robust bourbon and aromatic Angostura bitters creates a well-rounded, indulgent experience, embodying the season's shifting moods in a lowball glass. Whether savoring the sunset outdoors or relaxing by the fireside, the Maple Old Fashioned is a memorable way to toast the changing seasons.

Ingredients

Method

In a mixing glass, combine maple syrup and bitters
Add bourbon and ice, then stir until well chilled
Strain into a lowball glass over a large ice cube
Garnish with an orange peel and a maraschino cherry for a touch of sweetness and color
Go to recipe

3. Mulled Cider

As we transition from the sun-drenched days of summer to the cozy embrace of autumn, Mulled Cider embodies the perfect blend of warmth and festive spirit. Appearing on our Bittersweet End-of-Summer List, this cocktail captures the essence of cooler months with a delightful medley of seasonal spices and fruits. Served in an Irish glass for a rustic touch, this drink combines the sweetness of apple cider with rich notes of nutmeg, cinnamon, and cloves. The addition of orange and pomegranate lends a refreshing zest, balanced by the smooth, aromatic tones of vanilla. With a gentle alcohol content, Mulled Cider is ideal for savoring by a crackling fire or enjoying in the company of friends as the whispers of fall dance through the air, making it a quintessential choice for those chilly end-of-summer evenings.

Ingredients

Method

Put the cider into a pan with all the spices and the juices of the fruits
Bring to the boil and then allow to simmer for five minutes
Sweeten with sugar to taste
Garnish with a star anise and cinnamon stick, and serve
Go to recipe

4. Pumpkin Spice Old Fashioned

As the days grow crisp and the scent of autumn lingers in the air, the Pumpkin Spice Old Fashioned emerges as a quintessential addition to our Bittersweet End-of-Summer List. This sophisticated cocktail elegantly bridges the gap between summer's final whispers and the full embrace of fall, with its rich infusion of spiced pumpkin syrup and rye whiskey. The Orange Bitters and a wedge of orange lend a fresh vibrancy, while the hint of cinnamon, stirred into the mix, evokes a comforting warmth. Served cold in a lowball glass, this shaken, not stirred classic reimagines a favorite in perfect homage to the season's transition.

Ingredients

Method

In an Old Fashioned glass, muddle together the pumpkin syrup, orange bitters, and orange wedge to release the flavors
Add the bourbon and a large ice cube, then top with a splash of club soda if desired
Stir gently using a cinnamon stick to blend the ingredients
Go to recipe

5. Summer Negroni

As summer gracefully fades into autumn, the Summer Negroni stands as a perfect symbol of this bittersweet transition, embodying the essence of both seasons in a single, artfully crafted drink. This refreshing twist on the classic Negroni takes the traditional trio of ingredients and swaps them for a lighter, more summery profile. With equal parts gin, Lillet Blanc, and Aperol, the Summer Negroni offers a captivating mix of botanical sweetness and gentle bitterness, perfect for relishing those final warm days. Presented in a lowball glass and garnished with a zesty lemon wedge, this cocktail captures the sunny disposition and vibrant energy of summer while still offering enough complexity to warm you as fall beckons. Whether enjoyed on a sunlit patio or as an indoor aperitif, the Summer Negroni's harmonious blend invites you to savor each sip as you gracefully toast to the changing seasons.

Ingredients

Method

Mix the ingredients directly in a lowball glass filled with ice cubes
Stir, garnish with some lemon wedges and serve
Go to recipe

6. Pumpkin Spiced Martini

Rounding out our Bittersweet End-of-Summer List is the Pumpkin Spiced Martini, a luxurious indulgence that perfectly bridges the gap between sunny afternoons and crisp autumn evenings. This cocktail embodies the comforting warmth and rich flavors of the season with its decadent blend of pumpkin-spiced vodka and dark rum, complemented by the smoothness of half-and-half and a touch of maple syrup for added sweetness. The velvety pumpkin puree and delicate hints of vanilla and pumpkin pie spice create a multilayered experience reminiscent of your favorite fall desserts. Served chilled in a classic cocktail glass, this martini is an ideal choice for those seeking to savor a moment of sophistication and seasonal festivity.

Ingredients

This ingredient has been discontinued, too rare or not relevant to be included in our My Bar functionality
This ingredient has been discontinued, too rare or not relevant to be included in our My Bar functionality

Method

Rim a martini glass with maple syrup, then dip in a spiced graham cracker mixture
In a shaker, combine ice, pumpkin vodka, dark rum, pumpkin puree, maple syrup, vanilla, half and half, and optional pumpkin spice
Shake until well chilled, add cream, and stir
Strain into the prepared glass and garnish with a cinnamon stick, whipped cream, and a sprinkle of pumpkin spice
Go to recipe

7. Pumpkin Whiskey Smash

As the days grow shorter and the golden hues of fall begin to paint the landscape, the Pumpkin Whiskey Smash stands out as a quintessential choice in our Bittersweet End-of-Summer List. This cocktail beautifully marries the lingering warmth of summer with the rich and inviting tones of autumn, making it an ideal companion for the season's transitional moments. Featuring a blend of spiced pumpkin syrup, whiskey, and a touch of orange juice, the Pumpkin Whiskey Smash offers complex layers of flavor, enhanced with dashes of orange bitters and topped with a refreshing splash of ginger beer. Served in a lowball glass over ice, its cold and invigorating nature provides a smooth segue from balmy summer nights to crisp, cool autumn evenings.

Ingredients

Method

In a shaker, combine pumpkin syrup, whiskey, orange juice, and orange bitters
Add ice and shake well
Strain into a glass, and if desired, top with ginger beer
Serve immediately
Go to recipe

8. Summer gin granita

Embrace the delightful transition from summer to fall with the Summer Gin Granita, a standout feature on our Bittersweet End-of-Summer List. This cocktail captures the essence of a sun-drenched afternoon with its refreshing and invigorating fusion of flavors. With a blend of zesty lemon juice, aromatic gin, crisp apple vodka, and sweet elderflower cordial, all harmoniously balanced by the refreshing burst of watermelon juice, this drink transcends the ordinary, offering a chilled, sophisticated refreshment that evokes memories of endless sunny days. As you savor its subtly bittersweet notes, the Summer Gin Granita offers a vibrant taste journey that elegantly bridges the carefree spirit of summer with the approaching comforts of autumn—an essential indulgence for any seasonal cocktail enthusiast.

Ingredients

Method

Place all the ingredients into a large jug and mix well with a long-handled spoon
Then pour the mixture into a shallow container and place into the freezer for one hour
Mix the Granita with a fork and place back into the freezer and freeze for a further hour
Continue this a couple more times or until the mixture is completely frozen
Once its frozen it is ready to serve - scrape some the mixture out with a fork to form a fluffy iced mixture and place into a cocktail glass to serve
Go to recipe

9. Pumpkin Spice Margarita

As the summer warmth gently gives way to the crisp embrace of autumn, the Pumpkin Spice Margarita perfectly embodies this seasonal transition on our Bittersweet End-of-Summer List. This inventive cocktail takes the vibrant energy of a classic margarita and infuses it with the comforting essence of fall. With a harmonious blend of Cointreau, fresh lime and lemon juice, tequila blanco, and rich pumpkin puree, this invigorating drink showcases a delightful twist on tradition. Served in a whisky glass, the Pumpkin Spice Margarita offers an inviting escape that pairs splendidly with both lingering summer afternoons and the first cozy nights of autumn. Its earthy spices and refreshing citrus notes make it an ideal accompaniment for bidding farewell to summer while warmly welcoming the flavors of fall.

Ingredients

Method

Combine fresh lime juice, fresh lemon juice, tequila, pumpkin purée and a splash of Cointreau with a scoop of ice in a cocktail shaker
Shake well and strain the concoction over ice and a splash of water into a whisky glass
Garnish with an orange twist and a pinch of cinnamon and serve
Go to recipe

Conclusion

Our cocktail choices were handpicked to embody the transitioning flavors from summer to fall. Each drink marries the zest of summer with the warmth of autumn, making them perfect companions for this bittersweet moment. Revel in each sip as they provide a delightful escape into a world of flavor and elegance.

Upgrade your mixology

Become a member for free taking your cocktail making skills up to level 11. Or become a premium member to rise to cocktail greatness.

  • Save your bar forever
  • Access to our Cocktail Creator, allowing you to create your own wonderful concoctions.
  • Create personalised cocktail menus for all your events, bars or parties
  • Save cocktails to personalised 'Tried' and 'Want to try' lists
  • Create and record tasting notes on cocktails
  • Create lists of cocktails to share with friends and family
  • A personalised MyBar URL, allowing you to share everything you can make with friends
  • And much more ... (what to buy next, measurement choices, search personalisation...)

Have you tried our Wordpress Plugin?

Download our plugin and embed cocktail recipes directly onto your own site or blog.

Choose from our whole recipe database, or choose a specific cocktail made with a certain ingredient, and let us place a beautiful recipe on your own site.

Find out more