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Jailhouse Tavern

) #21 of 44 Restaurants in Orleans $$ - $$$ American, ,
28 West Rd, Orleans, MA 02653-3203
+1 508-255-5245
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  • Excellent25%
  • Very good28%
  • Average31%
  • Poor13%
  • Terrible3%
Travelers 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
All Details
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Reviews (300)
Traveler rating
Traveler type
Time of year

1 - 10 of 299 reviews

Reviewed 2 days ago

We had a blast with our restaurant picks during our 1 week in Cape Cod Orelans area in June. The only exception was the Jailhouse Tavern. What a weird place. The water did not know his menu. We were asking if plate X was a...More

Thank Daniel R
Reviewed 5 days ago

Our waitress (Jen) was friendly, attentive and efficient. I had the Hog Island stout after Jen let me have a taste. Very good! Our entrees where cooked perfectly and the taste was outstanding. I had the Veal Orleans, which had scallops, lobster and a wonderful...More

Reviewed 1 week ago

We hadn't been to the Jailhouse for a long time, so thought we'd give it a try and see if they had updated their very old-timer menu. Well, they have but not necessarily for the better. The lobster mac and cheese must have been made...More

1  Thank jennifer2153
Reviewed 1 week ago

The food and service are superior. The micro brewery out back with tables and games for the kids kept everyone entertained as well.

1  Thank Wayne S
Reviewed 1 week ago

The restaurant is well laid out and pleasant ( they don't take reservations but we were seated right away on a Saturday evening) ; servers were polite and helpful; food order was a little slow in arriving. The meals were good, but average. The appetizer...More

Thank David R
Reviewed 2 weeks ago

We dined here in 2016 on our annual trip to the Cape, and very much enjoyed the experience-excellent cod piccata featuring a well-cooked piece of fish in a flavorful tomato/artichoke/olive/caper sauce, served on pasta. This year's version of the same dish didn't have so much...More

Thank 7continentsdone
Reviewed 2 weeks ago

we just learned about this place! Very cool atmosphere, and there is now a brewery and games out back! Getting food was a bit slow but our server was apologetic and it was really good when it came. The lobster roll was heavy on the...More

Thank novagirl11kd
Reviewed 2 weeks ago

My wife and I visited for a late dinner on Fourth of July. We had Katie as our server. She was very friendly and attentive. We ordered a couple drinks and the Lobster Corn Fritters. These were amazing! So far everything was going great. Then...More

Thank Jim G
Reviewed 3 weeks 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 4 weeks 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
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Restaurant Details

Rating summary
  • Food
  • Value
Average prices
Lunch, Dinner, Late Night
Restaurant features
Outdoor Seating, Seating, Waitstaff, Parking Available, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar
Good for
Large groups, Bar scene, Families with children, Kids
Open Hours
11:30 am - 10:00 am
11:30 am - 10:00 am
11:30 am - 10:00 am
11:30 am - 10:00 am
11:30 am - 10:00 am
11:30 am - 10:00 am
11:30 am - 10:00 am
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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