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Jailhouse Tavern

) #22 of 43 Restaurants in Orleans $$ - $$$ American, ,
28 West Rd, Orleans, MA 02653-3203
+1 508-255-5245
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  • Excellent25%
  • Very good31%
  • Average28%
  • Poor13%
  • Terrible3%
Travellers talk about
“clam pie” (11 reviews)
“fish tacos” (14 reviews)
“reuben” (3 reviews)
Open Now
All hours
American, Bar, Pub, Gluten Free Options
$$ - $$$
28 West Rd, Orleans, MA 02653-3203
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Reviews (292)
Traveller rating
Traveller type
Time of year

1 - 10 of 291 reviews

Reviewed 4 days ago

Truth time: This was my first time to the Cape..evah! So, after completing seminary ( Masters degree with Honors) I took myself down to Orleans. What a place! Then after visiting The Church of the Transfiguration--DO NOT MISS...the ladies in the bookstore told me to...More

Thank Bill5042
Reviewed 6 days ago

Amazing place - incredible history (as an actual hooskau during Prohibition) and a beautiful interior - the renovated country home and temporary lock up. Some of the stone walls are original from the 100 year old structure. The bar serves beer brewed at the related...More

Thank TheMeadowsTravel
Reviewed 1 week ago via mobile

The service from Amelia was absolutely perfect! She was very friendly! The food was just ok. I ordered the nachos. They were good, but I expected more toppings. The atmosphere is pretty cool and the owner was very friendly too!

Thank BaileysMom72
Reviewed 4 weeks ago

My husband and I stopped for a glass of wine (very extensive wine menu) and appetizers. I had the chicken wings which were great and my husband had the french onion soup. Both were great. Great place and very friendly waiter. The history of the...More

Thank Williamsgrandma
Reviewed 4 weeks ago

My partner and I had been to the Jailhouse Tavern about 2 years ago, with some friends. We were all somewhat disappointed with the experience, but because it was so long ago, we decided to give it another try, just in case our bad experience...More

Thank slowchatter
Reviewed 25 May 2017 via mobile

Good service and food. Good atmosphere and open and well lit areas. The menu is varied and has a lot to offer. Good place to meet and chat over dinner.

1  Thank Richard G
Reviewed 17 May 2017 via mobile

Dinner on an unseasonably cool night by the fire could have been more enjoyable if the menu wasn't mostly pub food. Service was very good and nice atmosphere. Family members ended up with burgers I had fish and chips. All good but we were hoping...More

Thank Zhyla
Reviewed 10 May 2017

Went to Dinner here on Sunday Night. Sat at bar...Vanessa was very good...atmosphere was good... dining room was somewhat busy...menu was diverse from starters to finish. Only drawback...the bar is very, very dark. It has three television screens, which add some brightness...but the overhead lighting...More

1  Thank 138maureenc
Reviewed 3 May 2017

We recently went to the Jailhouse Tavern for the first time. We were a party of five and we all enjoyed our dinners. We would love to come back some time and go to the brewery followed by dinner at the Tavern.

Thank annk29
Reviewed 29 March 2017 via mobile

The service was great and the drinks were awesome. However, the food wasn't the best. I ordered a Chicken Caesar Salad, the chicken breast was way over cooked and didn't have much seasoning at all. The lettuce was fresh, but they didn't put much dressing...More

Thank Sharon G
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Restaurant Details

Rating summary
  • Food
  • Value
Average prices
USD 18
Lunch, Dinner, After-hours
Restaurant features
Outdoor Seating, Seating, Waitstaff, Parking Available, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar
Good for
Kids, Child-friendly, Bar Scene, Groups
Open Hours
11:30 - 10:00
11:30 - 10:00
11:30 - 10:00
11:30 - 10:00
11:30 - 10:00
11:30 - 10:00
11:30 - 10:00
Location and Contact Information
  • Address: 28 West Rd, Orleans, MA 02653-3203
  • Location: United States  >  Massachusetts (MA)  >  Cape Cod  >  Orleans
  • Phone Number: +1 508-255-5245
  • E-mail
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