May 10, 2025

Liberty After Dark: Live Music, Cocktails, and Nightlife in Boston

Boston by day is rich in history, architecture, and culture-but after dark, it transforms into something electric. At the heart of this transformation is The Liberty Hotel, where bold design, curated experiences, and vibrant energy collide to create one of the city’s most exciting nightlife scenes. Whether you’re sipping cocktails in a former jail cell or dancing under vaulted ceilings, Liberty After Dark is anything but ordinary. If you’re looking to experience Boston nightlife with style, character, and a story to tell, this is where your evening begins.

A Historic Setting with a Modern Vibe

Once the iconic Charles Street Jail, The Liberty Hotel has reinvented itself as a luxury lifestyle destination. But even as it has transformed, it’s retained its architectural drama-soaring atriums, exposed brick, ironwork, and original jail cells that now serve as conversation starters rather than confinement.

At night, that dramatic setting becomes a canvas for unforgettable evenings. The Liberty’s bars and lounges buzz with locals and travelers alike, all drawn by the music, mixology, and unmistakable atmosphere.

CLINK.: Where Culinary Craft Meets Cellblock Chic

Start your evening at CLINK., a restaurant that blends New England flavors with an edgy, refined setting. Housed in what were once jail cells, this space now serves up locally sourced small plates and entrees with creativity and flair.

The Liberty Bar: The Heartbeat of the Hotel

Step into the center of it all at The Liberty Bar, perched at the crossroads of the hotel’s iconic rotunda. This is where the energy builds-where guests gather under dramatic lighting and a 90-foot atrium ceiling, cocktail in hand, ready for whatever the night brings.

On any given evening, you’ll find:

  • Live DJs spinning curated playlists
  • Craft cocktails served with Boston flair
  • A stylish crowd mingling in one of the city’s most Instagrammable interiors

Alibi: Cocktails with a Side of Mischief

Located in the hotel’s former “drunk tank,” Alibi is one of Boston’s most unique cocktail lounges. With mugshots of celebrities lining the walls and a menu full of cleverly named drinks, this space leans into its history with humor and a hint of rebellion.

Scampo: Late-Night Dining with Italian Edge

If your night includes a craving for bold Italian flavors, Scampo-helmed by celebrity chef Lydia Shire-is the answer. Known for its inventive menu and vibrant atmosphere, Scampo delivers a dining experience that feels just as alive at 10 p.m. as it does at 6.

Stay Where the Night Doesn’t End

The best part? After a night of cocktails, conversation, and live music, you don’t have to go far. Your luxury room at The Liberty Hotel is just an elevator ride away.

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