Enable JavaScript to run this app.
Skip to main content
OpenTable logo
Harrie’s Jailhouse - Middletown, Middletown, CT

Harrie’s Jailhouse - Middletown

4.7
4.7
19 Reviews
$30 and under
American
51 Warwick St, Middletown, CT 06457-3703

Make a reservation

2 people
7:00 PM
Booked 9 times today

About this restaurant

  • Neighborhood gem
  • Good for groups
  • Great for creative cocktails
Comfort Cuisine & Classic Cocktails located in the historic 1850s Pameacha Jailhouse. Please note that reservations are only accepted for our upstairs dining room & cell room. Our basement bar is walk ins only.

Dining areas

Additional information

  • Dining style
    Casual Dining
  • Price
    $30 and under
  • Cuisines
    American
  • Hours of operation
    Mon–Wed 4:00 pm–10:00 pm Thu–Sat 12:00 pm–12:00 am Sun 12:00 pm–10:00 pm
  • Phone number
  • Payment options
    AMEX, Mastercard, Visa
  • Dress code
    Casual Dress

What 19 people are saying

Harrie’s Jailhouse - Middletown reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.7
4.7 based on recent ratings
  • 4.7Food
  • 4.7Service
  • 4.5Ambience
  • 4.4Value

NoiseModerate

Loved For

  • Middlesex

    Best Value

  • Middlesex

    Great for brunch

  • Middlesex

    Innovative

  • Middlesex

    Great for outdoor dining

Review summary

AI-generated from verified diner reviews
Harrie's Jailhouse in Middletown offers a "cozy ambiance" with a "cool atmosphere" and "outstanding" food and drinks. Guests rave about the "stellar service" and the "delicious comfort food" in this historic setting. While some note minor issues, many agree it's a "great fun place" worthy of repeat visits.

19 Reviews
  1. Christina

    Connecticut1 review

    5.0

    Dined 1 day ago

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    We really had a nice time here and the food is both casual and creative which can be hard to balance. Staff is friendly and accommodating, We will be back ….they had me at Parmesan pesto fries and Expresso Martini. This place is a gem if you are looking for a casual relaxing meal and a great cocktail.

    Is this helpful?

  2. janet

    Connecticut5 reviews

    5.0

    Dined on April 6, 2025

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 4
    I enjoyed everything about the place. Service was excellent. Ambience cozy. My drinks were good. My friend’s drink could’ve had a little more alcohol she said. Food was tasty and different. Will be back.

    Is this helpful?

  3. Liz

    New York City2 reviews

    5.0

    Dined on April 5, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great food, fast service and cool atmosphere! Highly recommend!

    Is this helpful?

  4. Kim VIP

    Liverpool10 reviews

    3.0

    Dined on March 29, 2025

    1. Overall 3
    2. Food 5
    3. Service 3
    4. Ambience 3
    Our first visit was much better than our second. The service this time was lackluster. While the food was still good, the dessert was a huge disappointment. Who serves something with completely melted ice cream? And the noise in the cell room made conversation almost impossible. Finally, the outdoor lighting out front is nil, causing a member of our party to take a bad spill. I don’t think we’ll be back.

    Is this helpful?

  5. Chris

    Greater Boston14 reviews

    5.0

    Dined on March 10, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Always love this place. Drinks and food outstanding

    Is this helpful?

  6. Scott

    Greater Boston4 reviews

    5.0

    Dined on March 8, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great handhelds and fast service. Will definitely go back.

    Is this helpful?

  7. Sarah

    New York City2 reviews

    5.0

    Dined on March 7, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    As usual, everything was outstanding. Harrie’s is everyone’s favorite place to go out to eat.

    Is this helpful?

  8. OpenTable Diner

    New York City1 review

    4.0

    Dined on March 7, 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 3
    Food good liquor over priced for the volume of liquor was under whelming. Got a martini and could have finished in one gulp. But again the food was very good.

    Is this helpful?

  9. Alex VIP

    Los Angeles21 reviews

    5.0

    Dined on February 16, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Delicious comfort food and great cocktails in an historic setting. The service is stellar as well. Try the short rib melt and the seasonal cocktails!

    Is this helpful?

  10. Tiffany

    New York City1 review

    5.0

    Dined on February 16, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a great experience. The food was very very good and the service was top notch. Atmosphere was cool. Will def be back when we are in the area again.

    Is this helpful?

FAQs

Harrie’s Jailhouse - Middletown is rated 4.7 stars by 19 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

  1. Home
  2. United States
  3. Connecticut
  4. Middlesex
  5. Middletown

Make a reservation

2 people
7:00 PM
Booked 9 times today
Google Map for Harrie’s Jailhouse - Middletown

51 Warwick St, Middletown, CT 06457-3703

Dining areas

Additional information

  • Neighborhood
    Middletown
  • Hours of operation
    Mon–Wed 4:00 pm–10:00 pm Thu–Sat 12:00 pm–12:00 am Sun 12:00 pm–10:00 pm
  • Price
    $30 and under
  • Cuisines
    American
  • Dining style
    Casual Dining
  • Dress code
    Casual Dress
  • Parking details
    None
  • Payment options
    AMEX, Mastercard, Visa
OpenTable
  • About Us
  • Blog
  • Careers
  • Press
More
Businesses
  • Restaurant reservation software
  • Industry insights
  • Hospitality resources
  • Marketing resources
  • Operation resources
  • How to open a restaurant
  • For restaurants
  • For restaurant groups
Join us on
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Do Not Sell or Share My Personal Information
  • Cookie Preferences
Copyright © 2025 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo