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Jailhouse Tavern

$$ - $$$American, ,
28 West Rd, Orleans, MA 02653-3203
+1 508-255-5245
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  • Excellent25%
  • Very good27%
  • Average31%
  • Poor14%
  • Terrible3%
Travellers talk about
“veal orleans” (5 reviews)
“corn fritters” (5 reviews)
“fish tacos” (15 reviews)
Closed Now
American, Bar, Pub, Vegetarian Friendly
$$ - $$$
28 West Rd, Orleans, MA 02653-3203
All Details
Write a ReviewReviews (329)
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1 - 10 of 328 reviews

Reviewed 27 September 2018 via mobile

Good chowder, good chicken soup, good drinks. However, when one orders a dish called “heirloom tomato flatbread”, one expects some tomatoes. Honestly, 2.5 yellow grape tomatoes on a whole flatbread app? My goodness! Plus, burned black and yet, served to my husband and to me....More

3  Thank Kathryn R
Reviewed 10 September 2018

We have been going to the Jailhouse for decades- usually three or four times during our September visit to the Cape. We have enjoyed the renovation(s)- as it is a much brighter, cleaner atmosphere, but I have to agree with some of the reviews lately-...More

2  Thank KimHudson_Ohio
Reviewed 5 September 2018

This restaurant is a bit different from the usual Cape Cod fare. It is a little off the beaten path and a little bit secret. The food is totally amazing though and worth seeking out. The staff are all very helpful and friendly, the menu...More

1  Thank jholly466
Reviewed 28 August 2018 via mobile

We visited Jailhouse on Sunday night and were pleasantly surprised by the absence of line and presence of a band that played some good music on the outdoor patio. The main reason for visiting was to try their selection of various beers brewed there. Unfortunately...More

Thank fatherfor2
Reviewed 28 August 2018

We used to love Jailhouse Tavern, but the level of excellence suffered for several years. We decided to give it another try this year. We were very happy the apparent improvement. The shareable Tomato Flatbread appetizer was excellent. Several in our party had the Fish...More

1  Thank Sundancekid330
Reviewed 27 August 2018

Stopped in for dinner after spending a long weekend at Nickerson park. We ordered a bunch of appetizers, some sandwhiches, chowder, and entrees. With 7 of us, we sample decent amount of the menu. Overall, the food was decent. Therefore was nothing to complain about...More

Thank Ashland A
Reviewed 26 August 2018

Had dinner on a Friday night, three of us, sat out on the patio. Good beer/wine selection. Server was attentive and friendly. The food was average. One of my dining companions had a burger, soggy bun, only ate about half. Another had a shaved steak...More

Thank Carolyn B
Reviewed 20 August 2018 via mobile

A fun place to spend a summer afternoon sipping on their beers, having some apps, listening to live music and sharing games and conversation. Old school family fun in a relaxed environment.

Thank nausetn2016
Reviewed 6 August 2018

Had a group of 15 celebrating my mother-in-law's 70th birthday, ages ranged from toddler to 70's. Kristen was our server and was excellent, the food was great, everyone was happy!

Thank 697traciev
Reviewed 3 August 2018 via mobile

$9 for kids mini-small hotdogs or cheeseburgers, a drink not included, a piece of apple or pickle as their side. Is this in 2018? We left with 4 hungry kids, two angry grandparents, and a $200 bill where we all still felt hungry and unsatisfied....More

4  Thank David B
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Restaurant Details

Rating summary
  • Food
  • Value
Average prices
USD 12 - USD 29
Lunch, Dinner, After-hours, Drinks
Restaurant features
Takeout, Outdoor Seating, Seating, Waitstaff, Television, Highchairs Available, Wheelchair Accessible, Serves Alcohol, Full Bar, Parking Available
Good for
Groups, Bar Scene, Business meetings, Kids, Child-friendly
Open Hours
11:30 am - 9:00 pm
4:00 pm - 9:00 pm
4:00 pm - 9:00 pm
4:00 pm - 9:00 pm
4:00 pm - 9:00 pm
4:00 pm - 9:00 pm
11:30 am - 9:00 pm
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
Mac Gallant and Mike McNamara have teamed up to launch the "New" Jailhouse Tavern. The new Lunch/Dinner menu is a nice combination of some of the old favorites which have been significantly enhanced in terms of quality, preparation and taste. In addition, Executive Chef Ashley Cole alongside Sous Chef Robert Askew serve up an array of new and exciting offerings that we can't wait for you to see and try! Mac has been the owner/operator of The Local Break in Eastham for the past 6 years which will continue operations at its current location. Mike has been a partner in the Jailhouse for the last 5 years and has been focused on the creation and development of the Hog Island Beer Company which will be entering into its 3rd summer this June. We look forward to sharing our craft and welcoming you back to the Jailhouse Tavern. Cheers!
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