Jailhouse Tavern

Jailhouse Tavern No matter what you are in the mood for, we have it all and we serve it all in a fun and friendly out Coast Guard." Cheers!
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During the 1920s and 1930s there were many tales of Prohibition era rum running on the Lower Cape. Bootleggers smuggled liquor into the small coves and inlets dotted along the bay by way of boat. Accomplices had fast trucks and would drive the goods off-Cape during the night. Some tell stories about how these lawbreakers got caught in the early hours of the morning. Since Orleans has always been a

town to extend a helping hand, it comes as no surprise that the town constable Henry Perry offered the front bedroom of his house on West Road as a Saturday night lockup. This property is now the Jailhouse Tavern where you sit today. Constable Perry was the only senior law enforcement officer in town at the time, and since there was no place on Saturday nights to transport those who would flout the law, he opened the doors of his home. Perry, a friendly and trusting soul, simply locked his prisoners in a spare bedroom, secured with window locks, and retired to his room for a good night's sleep. In the morning, the prisoners were taken up Cape to more secure surroundings. The stone walls of Constable Perry's house frame the tavern room today. In the early 1950s the Cape Codder published a series of stories about rum running on the Outer Cape, collecting reminiscences of Cape Codders barely twenty years after Prohibition ended: "The leaders of the smuggling craft came from outside the Cape - but they had many Cape Cod recruits and many a tidy sum was netted by the local men who were familiar with the remote inlets, the best roads for getaway and were sensible enough to be guarded in their talk. The local men were relied upon to handle the drops - whiskey carefully packed into burlap sacks - and loaded them in fast trucks. A number were "all set" when the Prohibition era came to an end. Much of the illegal liquor landed in North America on the French island of St. Pierre et Miquelon off Newfoundland, and was "delivered" on fairly large ships positioned on "Rum Row" three miles off the U.S. Coast, and supplied the smaller boats venturing out there while trying to avoid the U.S. Back in 1984 the vision was to create a restaurant where there was something for everybody and the Jailhouse Tavern, with its polished jail cell bars, three unique dining areas, an outdoor patio and handsome oak bar offers exactly that. Combine all this with an eclectic menu of fresh seafood, traditional New England fare and a great selection of Libations.

Doors open for G-Love and the Juice at 3:30! Tickets for sale at the door.Open for full service: food and drinks!
06/13/2021

Doors open for G-Love and the Juice at 3:30! Tickets for sale at the door.

Open for full service: food and drinks!

G Love and The Juice! Sunday 6/13 at 5pm
Tickets available at the door $35 (no advance sales). Looking forward to seeing y'all! Cheers šŸŒ…

Check out our new summer 2021 menu, courtesy of our head Chef Kenny! Come try some apps, entrees and raw bar oysters. Op...
06/02/2021

Check out our new summer 2021 menu, courtesy of our head Chef Kenny! Come try some apps, entrees and raw bar oysters. Open 11:30-9 Tuesday through Sunday!!

12/03/2020

Hey folks! Just wanted to update you all as we are closed for the season. Please check our Hog Island Beer Co fb page for some merch sale open times for the month of December. Otherwise see y’all in the spring! Cheers!

We will be closed today due to Sewer Constuction in front of our property. Beginning tomorrow, access to the Restaurant ...
11/17/2020

We will be closed today due to Sewer Constuction in front of our property. Beginning tomorrow, access to the Restaurant will be from Old Colony Road as the project team moves up towards Shaws. Hope to see you soon!

10/05/2020

Hey folks! Letting you all know we will be open Tuesday’s through Sundays 12-8! Stop by! Cheers!

09/07/2020

ā˜… CLOSED MONDAY FOR LABOR DAY ā˜…

We’ve all had quite a summer to say the least! We’re extremely grateful for all of your support and patience in these unprecedented times. It hasn’t been easy, but YOU our customers have made it worth it! Thanks so much for the supportšŸ‘šŸ‘ We will reopen Tuesday at 12pm.

Enjoy the day!

Hi there! Monday August 31 (today) and Tuesday September 1 (tomorrow), we will be CLOSING at 3pm for our final summer re...
08/31/2020

Hi there! Monday August 31 (today) and Tuesday September 1 (tomorrow), we will be CLOSING at 3pm for our final summer reservation-only dinner shows (sold out). We thank you all for your patience and flexibility this summer, and hope to see you again before the season ends. Cheers! šŸ»

08/20/2020

Accepting applications now for servers and bartenders! Come in and see us. 7 days a week! Message for more details!

07/26/2020

We are hearing of so many restaurants being judged unfairly and staff being treated poorly. Does everyone understand what’s going on? These are such very crazy times and the adaptation we have had to make would absolutely blow your minds. The new rules and regulations put forth by the state have made our jobs 10 times more difficult to keep those of us safe as well as those who wish to come in and dine safe, so please understand we are taking extra steps just so you can come in and enjoy yourselves. Restaurants in general are understaffed as the work visas got cancelled. So many people are working doubles as well as no days off just to help stay afloat. Many places are closed a day with no notice, they didn’t do this to ruin your vacation or to throw a wrench into your plans. Some people just need to sleep and unwind from the stress of working so much. It’s not about you, don’t worry. And many establishments have not updated their website,hours or offerings, cause things may change daily. Again, not about you! It’s something many of us cannot keep up with due to out of stock issues on our end with suppliers So please don’t be upset with us when our websites or even menus might be different or change at a moments notice, some things are out of our control. And all of these expectations from our staff and our food, I have noticed based on other complaints I’m hearing or seeing out there (in this instance I’m referencing a yelp review I read on another restaurant), the expectation was that the food should be more delicious and tasty than ever before, as people are tired of having to cook at home for themselves. Really? That’s got to be a joke right? Nope it wasn’t. So please people, understand and have patience, this is way different for us too. And the reviews.......should be shut down for now. Holy cow! We don’t come to your work and judge, while tearing you apart about a mistake. Guess what we are human. We make mistakes. Be kind. Be grateful you are able to come out to eat as there are many who have not been able to leave their homes during this pandemic. Oh, and did I mention this was a pandemic? Something none of us have been through before? Something no one could have prepared us for? Right, there’s that! So lay off the poor reviews and trashing establishments and staff. We take that to heart and it eats at us daily. The restaurant establishments have taken the biggest beating from all of this. Figure it out people. Don’t you remember your mom saying if you don’t have anything nice to say then don’t say it at all? Let’s do that! Because we aren’t calling your bosses, writing a review for all to see, and degrading you at your core if you make a mistake. So don’t do that to us. And for gods sake show some compassion when a mistake is made. It’s not going to kill you. It just makes you human too.

Summertime.
07/06/2020

Summertime.

Address

28 West Road
Orleans, MA
02653

Opening Hours

Monday 12pm - 9pm
Tuesday 12pm - 9pm
Wednesday 12pm - 9pm
Thursday 12pm - 9pm
Friday 12pm - 9pm
Saturday 12pm - 9pm
Sunday 12pm - 9pm

Telephone

+15082555245

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