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  5. Sanford

The Old Jailhouse

4.5
4.5
252 Reviews
$30 and under
American
Coming Soon!

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2 people

7:00 PM


Booked 9 times today

Additional information

  • Dining style

    Casual Dining

  • Cuisines

    American

  • Phone number

    (407) 548-6964

  • Dress code

    Business Casual

Popular dishes

What 252 people are saying

Overall ratings and reviews

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

4.5
4.5 based on recent ratings
  • 4.4Food
  • 4.6Service
  • 4.7Ambience
  • 4.2Value

NoiseModerate

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  1. KP

    KerriP

    1 review

    4.0

    1 review

    Dined 1 day ago

    overall4food3service5ambience4
    The drinks and apps were fabulous, however the main dishes we not impressive. We frequently dine at The District and really enjoy it and had heard how great The Jailhouse was, we would consider it for coctails and apps in the future but not for a main course. I really hope for an amazing dinner, very disappointed.
  2. JJ

    JaJlmfl

    Orlando

    9 reviews

    vip
    4.0

    9 reviews

    Dined 1 day ago

    overall4food4service4ambience5
    Had a lovely dinner at The Old Jailhouse. I would have given an outstanding but the key lime cheesecake was not a favorite. They were very accommodating however when our friend asked for a gluten free option for dipping with our appetizer. Overall and excellent dinner and we’ll definitely be back.
  3. CM

    ChristineM

    1 review

    5.0

    1 review

    Dined 3 days ago

    overall5food5service5ambience5
    This restaurant was excellent. The food and ambiance was outstanding. Will for certainly be back!
  4. SM

    StephenM

    Orlando

    2 reviews

    vip
    5.0

    2 reviews

    Dined 7 days ago

    overall5food5service5ambience5
    Good service & food
  5. KB

    KylieB

    Chicago

    2 reviews

    4.0

    2 reviews

    Dined on July 31, 2022

    overall4food3service5ambience5
    Loved the decor and vibe of everything. Our server was amazing, I wish I could remember her name but she was stellar. Drinks were delicious as well! We loved our food, but it was brought out to us not even 5 minutes after ordering and it set off a bit of a red flag for us. I had a chicken dish with potatoes and the potatoes seemed to be underdone, but the flavor of everything else was fresh and great.
  6. S

    Sarahb

    Tallahassee

    1 review

    5.0

    1 review

    Dined on July 30, 2022

    overall5food4service4ambience5
    Delicious dinner in a very cool atmosphere! Everything we had was amazing.
  7. C

    Carmen

    Orlando

    4 reviews

    5.0

    4 reviews

    Dined on July 30, 2022

    overall5food4service4ambience5
    We always love the Old Jailhouse - such a cool environment, great service. The service staff are very knowledgeable about the area, adult spirits and food selections.
  8. s

    sfbee99

    Raleigh

    4 reviews

    4.0

    4 reviews

    Dined on July 29, 2022

    overall4food4service4ambience3
    Our first impression was not great - the woman seated us was a little rude. But after we were sitting in one of the front rooms our experience was enjoyable. Our server was pleasant, the food was tasty (the gnocchi is amazing) and the cocktails were really good. The room was a little loud and we weren't able to enjoy the cool ambiance of the bar area, I would probably ask to sit there next time.
  9. TL

    TammyL

    Washington DC

    1 review

    4.0

    1 review

    Dined on July 29, 2022

    overall4food4service5ambience4
    Unique atmosphere, good food, great service, friendly staff.
  10. OT

    OpenTable Diner

    Orlando

    1 review

    4.0

    1 review

    Dined on July 27, 2022

    overall4food5service5ambience5
    Our server was great, food was excellent and venue interesting we enjoyed the ambiance and food will go again.
  11. MK

    MargieK

    1 review

    5.0

    1 review

    Dined on July 23, 2022

    overall5food5service5ambience5
    Most amazing empanadas ever, steak pasta amazing. The only thing was the water it was room temperature and tasted bad
  12. JS

    JenniferS

    1 review

    5.0

    1 review

    Dined on July 23, 2022

    overall5food5service5ambience5
    Wonderful experience! Booked dinner here for my husband's birthday. We've never been to downtown Sanford but he's a big history nerd so I thought he'd appreciate the ambiance. Everything from the aesthetics to the service to the meal was top shelf. Easily tops our list of best restaurants and we can't wait to visit again!
  13. AB

    AprilB

    Tampa

    18 reviews

    5.0

    18 reviews

    Dined on July 20, 2022

    overall5food5service5ambience5
    The restaurant is unique set in an old jail. The rooms are quiet and not crowded. The menu is small but diverse and the food delicious and plentiful.
  14. OT

    OpenTable Diner

    Orlando

    6 reviews

    3.0

    6 reviews

    Dined on July 15, 2022

    overall3food2service2ambience5
    Our server was not as knowledgeable about the available options for drinks. His guest interactions were awkward sometimes. The food was not hot. We usually love this place and brought our friends to celebrate, but we were a little embarrassed at some of the moments of our experience.
  15. s

    sharonr

    Miami

    1 review

    5.0

    1 review

    Dined on July 12, 2022

    overall5food5service5ambience5
    Trendy food and great atmosphere. Historic building.
  16. CS

    ChrisS

    1 review

    3.0

    1 review

    Dined on July 9, 2022

    overall3food2service5ambience5
    Steaks were obviously cooked by different chefs then our last visit June 4th because they were perfect that visit. But not so much this visit on July 9th it was disappointing for sure. Absolutely different seasoning.It was not a good steak Especially when you consider the price at your establishment. Not sure if I will come back anytime soon. Who ever cooked the steaks June 4 👍 Who ever was in charge July 9 Not sure when I will be coming back especially at your prices to The Old Jail House.
  17. OT

    OpenTable Diner

    Orlando

    1 review

    3.0

    1 review

    Dined on July 9, 2022

    overall3food2service4ambience5
    Very cool ambiance, server was great. Appetizers and drinks were great but main courses were all overall bland and unimpressed.
  18. RG

    RosarioG

    Orlando

    1 review

    5.0

    1 review

    Dined on July 9, 2022

    overall5food5service5ambience5
    First time at The Old Jailhouse. The staff & our server were very friendly & attentive. The food & drinks were great my family & I had an amazing time.
  19. KL

    KathrynL

    Charlotte

    15 reviews

    5.0

    15 reviews

    Dined on July 2, 2022

    overall5food5service5ambience5
    Food was fantastic. Best Caesar dressing ever! Our waiter was fantastic! Great experience
  20. RS

    RachS

    Orlando

    2 reviews

    3.0

    2 reviews

    Dined on July 1, 2022

    overall3food3service1ambience4
    Had some challenges with service. Server just wasn’t trained well enough to work at a place like this. People are expecting high level of service when dining here.
  21. MM

    MaureenM

    1 review

    5.0

    1 review

    Dined on July 1, 2022

    overall5food5service5ambience5
    Met some out of town friends for dinner here 1st time for all of us we had a great time the food was fantastic.
  22. KW

    KimW

    Chicago

    1 review

    2.0

    1 review

    Dined on June 30, 2022

    overall2food2service5ambience3
    Not the same quality menu from a few years ago. Basic food, swimming in sauce . Disappointed . Saving the night was a great server in training.
  23. JW

    JodiW

    1 review

    5.0

    1 review

    Dined on June 29, 2022

    overall5food5service5ambience5
    Really really great food in a unique and fun atmosphere. We loved the way that the water was served. We all joked that it should have also been served alongside some crusty rolls as an upscale play on the “bread and water” jailhouse theme. We will most definitely return!
  24. JP

    JennefferP

    Orlando

    27 reviews

    vip
    1.0

    27 reviews

    Dined on June 28, 2022

    overall1food1service3ambience2
    The quality of food and development of the menu have deteriorated compared to the previous Chef Fowler and his team. Quite a bad experience, it was like eating at Chili's which is quite a disgusting experience. We took most of our food to go. It's a shame
  25. EF

    ElizabethF

    Orlando

    1 review

    5.0

    1 review

    Dined on June 26, 2022

    overall5food2service5ambience5
    Cutest little restaurant! Mimosas were yummy! Omelettes not great, but potatoes were good. I will be back but will order something else.
  26. JL

    JulieL

    Orlando

    1 review

    5.0

    1 review

    Dined on June 25, 2022

    overall5food5service5ambience5
    Every single food item was its own star. The pork belly appetizer to start - so flavorful with the apple parsnip accenting perfectly. My chicken breast was cooked perfectly (not dry at all) and the goat? cheese spread served with it was phenomenal. My green beans were downright miraculous and potatoes cooked perfectly. My husband’s burger was exactly how he likes it and delicious. We also ordered the roasted mushrooms and cannot put in words how amazing they were.
  27. J

    Jessica

    New England

    1 review

    5.0

    1 review

    Dined on June 25, 2022

    overall5food5service5ambience5
    I have been here twice both great experiences and awesome /friendly staff. The prawns appetizer was so delicious and the steak and mash potatoes ,brocollini were seasoned and cooked to perfection. French fries were light and crisp and Also the best margaritas I have ever had!
  28. AV

    AndreaV

    New York Area

    1 review

    5.0

    1 review

    Dined on June 24, 2022

    overall5food5service5ambience5
    Wonderful night!! Enjoyed the food atmosphere and service Will be back !!
  29. WV

    WilliamV

    Baltimore

    6 reviews

    3.0

    6 reviews

    Dined on June 23, 2022

    overall3food3service3ambience1
    Acoustics were horrible. Added the restaurant was playing loud music making it impossible to talk to person next to you. Should consider softer classical music at low volume. Empanada arrived after meal.Black and blue had lots of steak but was over powered by the blue cheese making it tasteless. Overall, a poor to mediocre experience.
  30. JB

    JohnB

    1 review

    1.0

    1 review

    Dined on June 19, 2022

    overall1food1service3ambience3
    Booked last minute for Father’s Day LUNCH, table confirmed for 2pm. Arrived and told we had to put ALL orders in before 2.30pm as they were closing. Only had the BRUNCH menu available and Booked a LUNCHTIME slot so we could order from their lunch time menu as listed on their website. Asked for 3 items on brunch menu and they were out. If they were under staffed and too busy to take our reservation they should of let us know. We would of gladly made other arrangements. We spent a lot of money on steak rolls, chicken and biscuits and bread sticks with cheese, none of which was outstanding. As we were leaving at 2.54pm they were turning the lights out. Nice decorations etc but to only offer brunch on a celebration day at 2pm when their website shows a lunch time menu, we were really disappointed. We left and headed to BJ’s for dessert, cocktails and coffee and had a much nicer welcome, both Dad’s were handed a ‘fathers Day’ glass and a 20% off coupon for our next visit and we weren’t pushed out the door as we were at the Jailhouse.
  31. OT

    OpenTable Diner

    1 review

    3.0

    1 review

    Dined on June 19, 2022

    overall3food2service2ambience4
    It was Father’s Day. The group of 12 next to us were extremely noisy, shouting constantly. Our server did not take the order correctly. My son’s omelette was very overcooked and dry, so we’re everyone’s biscuits. My over medium eggs had cheese on them and the sausages were very salty. My son and I did get a new plate of food. We liked the ambiance, but the food was not up to par. Another issue we noticed was that they were short staffed. All of the servers we’re running around and ours was always out of breath. The online menu showed Shrimp Cocktails for brunch , but our server said they were discontinued the week before. Other than what we experienced ,we’re willing to give the Old Jailhouse a second chance.
  32. NR

    NRC1

    Orlando

    5 reviews

    vip
    5.0

    5 reviews

    Dined on June 19, 2022

    overall5food5service5ambience5
    Took my husband for Father's day, he absolutely love it!! Me too.
  33. OT

    OpenTable Diner

    Orlando

    1 review

    5.0

    1 review

    Dined on June 19, 2022

    overall5food5service5ambience5
    One of my favorite brunch spots! Sad to see they removed the complimentary mimosa though.
  34. DG

    DanaG

    New Orleans

    6 reviews

    3.0

    6 reviews

    Dined on June 19, 2022

    overall3food2service4ambience4
    It was good, however, I don’t have a strong desire to return. I have nothing bad to say but I was underwhelmed. I had the chicken and biscuits and it was “ok”.
  35. OT

    OpenTable Diner

    Atlanta

    2 reviews

    5.0

    2 reviews

    Dined on June 18, 2022

    overall5food5service5ambience5
    Food service and ambiance were all excellent. We will definitely be back.
  36. MV

    MaryV

    1 review

    5.0

    1 review

    Dined on June 15, 2022

    overall5food5service5ambience5
    Delicious dinner, attentive service, lovely atmosphere.
  37. t

    tracynycgal

    Orlando

    26 reviews

    vip
    5.0

    26 reviews

    Dined on June 11, 2022

    overall5food5service5ambience4
    We loved our experience - food and drinks were wonderful. My only complaint is that there are tables next to a kitchen prep-area where you can see the waitstaff working in what looks like a diner. I wanted to feel the atmosphere of a jail and instead I was looking at the inside of a very bright kitchen and a Coke machine. Management should consider putting a curtain up as this takes so much away from the atmosphere of that room and restaurant experience.
  38. OT

    OpenTable Diner

    Orlando

    8 reviews

    4.0

    8 reviews

    Dined on June 10, 2022

    overall4food4service3ambience2
    This was our first time here and it was fine but I would say the price point is too high for what you get for a meal. The noise level is high so don't plan on hearing your guests.
  39. FL

    FLSunshine

    Orlando

    14 reviews

    5.0

    14 reviews

    Dined on June 10, 2022

    overall5food5service5ambience5
    Such a unique place. If walls could talk! Really love the ambience of this restaurant. Service was spot on. The food was delicious. I have two very minor gripes. First, I wanted the empanadas without the goat cheese, but they are made with the cheese inside already. Bummer. Second, after my "Something Blue" drink, our server said they ran out of ingredients for that drink. I wasn't going to order another drink, but if I had, that would have been a disappointment because it's a very pleasant cocktail. Other than that, we had a great time. Would definitely dine here again and recommend it to friends.
  40. PB

    PatriciaB

    1 review

    5.0

    1 review

    Dined on June 10, 2022

    overall5food5service5ambience5
    Amazing food and good portions. Be sure to try an appetizer (like the pork belly or empanadas), a main entree (love their take on the Carbonara), and dessert for a full dining experience. If you like enjoying a libation, I highly recommend the “Brake Fluid”. Under no circumstance should you skip dessert. My personal fav, “Give ‘em the slip”.

FAQs

The Old Jailhouse is rated 4.5 stars by 252 OpenTable diners.

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

Make a reservation

2 people

7:00 PM


Booked 9 times today
Google Map for The Old Jailhouse

113 S Palmetto Ave, Sanford, FL 32771-1331

Additional information

  • Neighborhood

    Sanford

  • Cuisines

    American

  • Dining style

    Casual Dining

  • Dress code

    Business Casual

  • Parking details

    None

  • Phone number

    (407) 548-6964

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