Tucked away in the vibrant heart of Bristol’s Gloucester Road, The Bootlegger is far more than your average watering hole. With its Prohibition-inspired décor, expertly crafted cocktails, and energetic live music nights, it has fast become the go-to destination for locals and visitors alike seeking a night out with flair, flavour, and a touch of vintage charm. If you’re looking for the ultimate cocktail bar on Gloucester Road, The Bootlegger delivers an experience that captures the spirit of the Roaring ’20s while serving up a thoroughly modern night out.
A Slice of the 1920s in Bristol
From the moment you walk through the doors, The Bootlegger transports you back in time. With low-lit Edison bulbs, exposed brickwork, retro signage, and touches of vintage Americana, the bar pays homage to the speakeasies of the 1920s. But while the surroundings channel a bygone era, the service, atmosphere and drinks are as fresh and exciting as ever.
Whether you’re out for a casual evening or celebrating a special occasion, the venue’s warm, nostalgic atmosphere sets the perfect tone. It’s the kind of place where you can settle in for one drink and easily end up staying all night.
Cocktails That Pack a Punch
Of course, no cocktail bar worth its salt can succeed without an exceptional drinks menu — and The Bootlegger certainly delivers. With a menu boasting over 90 handcrafted cocktails, it caters to every palate, from sweet and fruity concoctions to bold, spirit-forward classics.
Our house favourite, The Bootlegger, blends Frïs Vodka, Crème de Mûre, apple juice, cinnamon, vanilla syrup, and fresh blackberries, served with a biscuit rim — a drink that is as visually striking as it is delicious. If you’re in the mood for something familiar, the Old Fashioned, Whiskey Sour, and Espresso Martini are executed to perfection, each with that signature Bootlegger twist.
For those who prefer something light and bubbly, the Prosecco Starlets offer a playful spin on a glass of fizz. With flavours like Cherry Bakewell and Pear & Cinnamon Sparkle, these cocktails combine celebration and sophistication in every sip.
And it’s not all about cocktails either — The Bootlegger also stocks an impressive selection of craft beers, local ales, and ciders, supporting independent brewers across Bristol and beyond. Whatever your tipple, you’re sure to find something to suit.
Live Music and a Lively Atmosphere
The Bootlegger isn’t just a cocktail bar — it’s a live music venue, and the entertainment is just as carefully curated as the drinks. Throughout the week, you’ll find everything from smooth jazz and blues to rock, swing, and soul. These performances add a layer of energy and atmosphere that turns a good night into a great one.
A Gloucester Road Favourite
Gloucester Road is known as one of the most diverse and independent stretches in Bristol — a haven for creatives, students, professionals, and visitors alike. Among its many bars, pubs, and eateries, The Bootlegger shines for its unique personality, welcoming staff, and dedication to quality.
It’s the ideal spot to start your evening, but equally the kind of place where your night might just peak. With its excellent drinks, engaging entertainment, and effortlessly cool vibe, The Bootlegger has firmly established itself as one of the best cocktail bars on Gloucester Road — and arguably in the whole of Bristol.
Final Thoughts
If you’re looking for a cocktail experience that combines expertly made drinks, live music, and a setting that oozes character, The Bootlegger is the must-visit cocktail bar on Gloucester Road. Whether you’re a local Bristolian or simply in town for the weekend, this is one venue you’ll want to add to your list.
So grab your friends, dress to impress (or don’t — the vibe is relaxed), and step into a world where the drinks are strong, the music is live, and the good times roll all night long.
Visit The Bootlegger at 233 Gloucester Road, Bristol
Check out what’s on at bootleggerbars.com and book your table ahead for the best seats in the house.
