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Jailhouse Tavern

€€ - €€€
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28 West Rd, Orleans, MA 02653-3203
11:30 - 10:00
Open now
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Sun - Sat 11:30 - 10:00
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280 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 279: English reviews
Boston, Massachusetts
Level Contributor
37 reviews
10 restaurant reviews
common_n_restaurant_reviews_1bd8 26 helpful votes
4 of 5 bubbles Reviewed 6 January 2017

The restaurant added Hog island brewery next to it last year. We loved the stout and IPA. They offer small tasting quantifies in a tray. In summer, there is a live band outside, the ambiance is lovely. The service was good but it was on slow side.

Thank 879dawnw
Level Contributor
9 reviews
4 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
3 of 5 bubbles Reviewed 9 December 2016

This small restaurant has an interesting history which drew us to try it for a casual dinner. My burger was very good and my wife's soup and salmon salad were delicious. We also enjoyed the gas fireplace since it was a rather cool night and we had just come from Rock Harbor after watching the gorgeous sunset.

2 Thank HoneyBearTed
Level Contributor
6 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
2 of 5 bubbles Reviewed 12 November 2016

Came here back in October 2016 for a birthday lunch. The renovations gave it the Cape-Cod nautical theme, but took away from the Jailhouse's original character. The kitchen was out of too many ingredients to make some of the meals, since we placed our orders and were told we couldn't have multiple items. The waiting time to get the food... More 

3 Thank foodsavycookie
Orillia, Ontario
Level Contributor
11 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 8 November 2016

My husband and I enjoyed a late lunch at the tavern. My husband had the Cod fish Reuben and I had the cod fish tacos they were both excellent. Service was great place was clean. Tried the local beer and enjoyed the experience would definitely go back again when we return to the area.

1 Thank 56bonnie
Wilson, North Carolina
Level Contributor
35 reviews
19 restaurant reviews
common_n_restaurant_reviews_1bd8 11 helpful votes
5 of 5 bubbles Reviewed 30 October 2016 via mobile

Has great beers as well as table games, lots of room. Brews on site as well as from other local breweries. Ping pong, foosball, table shuffleboard, and cornhole. Nice atmosphere.

2 Thank DKR228
Poughkeepsie, New York
Level Contributor
3 reviews
3 restaurant reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 29 October 2016

Atmosphere is very warm and comfortable. Been here many times and never disappointed. Food is excellent and a very fair price.

1 Thank dmseager
Naples, Florida
Level Contributor
14 reviews
9 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
3 of 5 bubbles Reviewed 19 October 2016

This was fine for a place to eat. We were tired and hungry on our last night on the Cape and this fit the bill. The food was somewhat over cooked. But the service was good.

2 Thank jfknaples
Eastham, Massachusetts
Level Contributor
18 reviews
14 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
4 of 5 bubbles Reviewed 19 October 2016

Have been there many times. Always happy with service, food and atmosphere. Love the clam pie,roast beef sandwich and monte Christo sandwich. Nice bar and appetizer choices too. Would go again in a heartbeat.

2 Thank Willow M
Voorheesville, New York
1 review
common_n_restaurant_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 10 October 2016

I had the pleasure of dining at the Jailhouse during my visit to the Cape this past week . It was my first visit to this restaurant and it was just as good as I'd heard! My husband and I shared the white truffle lobster mac and cheese, a suggestion from our waitress, and then had a "Cape Cod Reuben."... More 

2 Thank jbkjustice
South Yarmouth, Massachusetts, USA
Level Contributor
262 reviews
208 restaurant reviews
common_n_restaurant_reviews_1bd8 124 helpful votes
4 of 5 bubbles Reviewed 8 October 2016

Very nice restaurant off of the typical Cape path. A place for the locals to go. We went for lunch and had a great sandwich and draft cider. Everything was excellent. They make there own chips and these were not oily or greasy and were simply delicious. We plan to return again and likely again.

2 Thank Franco M

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Restaurant Details

Rating summary
  • Food
    3.5 of 5 bubbles
    4 of 5 bubbles
  • Value
    3.5 of 5 bubbles
    3.5 of 5 bubbles
Average prices
American, Bar, Pub, Gluten Free Options
Lunch, Dinner, After-hours
Restaurant features
Outdoor Seating, Seating, Waitstaff, Parking Available, Television, Wheelchair Accessible, Serves Alcohol, Full Bar, Reservations, Highchairs Available
Good for
Kids, Child-friendly, Groups, Bar Scene
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: 15082555245

Questions & Answers

Questions? Get answers from Jailhouse Tavern staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?