As local travel experts, we know what travelers are looking for when it comes to finding the perfect accommodations for their next trip. To compile our lists, we scour the internet to find properties with excellent ratings and reviews, desirable amenities, nearby attractions, and that something special that makes a destination worthy of traveling for.

This hotel once specialized in extended, involuntary stays. The guests were some of the most dangerous and infamous characters around, and the bars kept things extremely exclusive. Sound terrible? Well, prison is no picnic.

The Liberty Hotel in Boston is housed in the former Charles Street Jail, and is one of the most historic and architecturally striking accommodations in the city. Today, you’re allowed to check in and out as you please, but the Liberty will definitely hold your imagination captive.

The Liberty Hotel is one prison where you'll definitely want to do time. It was originally built as the Charles Street Jail in 1851.
Yelp/The Liberty Hotel
Thirty huge arched windows, each 33 feet high, were designed to let in natural light to some of the 220 granite cells.
Facebook/Liberty Hotel Boston
The prisoners’ cells were each 8 by 10 feet. Thankfully, current guests are afforded a bit more space to stretch out.
Yelp/Rob L.
The jail played host to a motley crew of famous inmates, including Sacco and Vanzetti, Malcolm Z, Michael Curley, World War II prisoners from German submarines, and even suffragists arrested for protesting in the streets.
The Liberty Hotel
The prison was converted to its present state in 2007. One of the best parts of visiting here is how much of the original character and history of the building has been preserved.
Yelp/Jackie S.

Related Stories

This Hidden Retreat In Massachusetts Is The Perfect Place To Get Away From It All

This Hidden Retreat In Massachusetts Is The Perfect Place To Get Away From It All

 This Is The Most Unique Hotel In Massachusetts And You’ll Definitely Want To Visit

This Is The Most Unique Hotel In Massachusetts And You’ll Definitely Want To Visit

 This Massachusetts Hotel Was Just Named Among The Best In The World

This Massachusetts Hotel Was Just Named Among The Best In The World
The room decor is playful and includes plenty of winks to the building's former life.
Yelp/The Liberty Hotel Boston
Perhaps best of all, the hotel is completely dog-friendly.
The Liberty Hotel
Spend time in Alibi, one of the hotel's gorgeous bars.
Yelp/Alibi Bar
Or maybe the fabulous Clink is more your style? The hotel's restaurant serves much tastier fare than any inmate could hope to enjoy.
Facebook/The Liberty Hotel Boston
You don't have to book a room at the Liberty Hotel to enjoy its restaurant, bars and atmosphere.
Facebook/Liberty Hotel Boston
Crime may not pay, but a stay at the Liberty will leave you rich in memories.
Yelp/The Liberty Hotel

You can find the Liberty Hotel at 215 Charles St., Boston. Find directions here, and check out their website here for rates and availability.

OnlyInYourState may earn compensation through affiliate links in this article. As an Amazon Associate, we earn from qualifying purchases.

Related Articles

Explore Massachusetts