Tucked behind velvet curtains and whispered passwords, the Montgomery Sisters’ Speakeasy hums with old secrets, crooked laughter, and low brass notes that never quite fade. Run by three enigmatic sisters, it is a place where stories are traded as freely as drinks—and some are stronger than others.

The Montgomery Sisters


The Sisters

Fine art digital portrait of Olivia in a red dress embroidered with hedgehogs holding a gold frame

Olivia Likes Hedgehogs & Art

Olivia, the eldest of the Montgomery Sisters, came to the Housekeeping Hotel for the art—but stayed when she discovered that most of the paintings simply appear on the walls without explanation. Naturally, she decided the only sensible response was to open an art-lover’s speakeasy and enlist her sisters to help her keep up with the magic..

Fine art digital portrait of Henrietta in a teal dress with green frogs, holding a colourful martini

Henrietta Likes Frogs & Martinis

Henrietta, the middle Montgomery Sister, is the master mixologist behind the speakeasy’s most eccentric and unforgettable cocktails. Her signature creation, The Valentina, is celebrated throughout the Housekeeping Hotel for its bright cherry–citrus notes, striking hot pink hue, and its curious talent for making couples fall in love all over again.

Painting of a young woman with long dark curly hair holding an Irish coffee with whipped cream and a cherry, framed with an ornate antique golden frame, on a wall with a white background.

Calliope Likes Lizards & Irish Coffee

Calliope, the youngest Montgomery Sister, has a wandering soul that leads her from morning lattes to midnight Irish coffees, often with a lizard companion in tow. Though she helps at the speakeasy, she’s far more enchanted by the hotel’s whispers and phantoms, convinced that every hallway hides a ghost begging to be found.