Osa Middletown

Gastropub
500 Main St, Middletown, CT 06457, United States
(350 Reviews)

Osa Middletown Photos

Description

Osa Middletown is a Gastropub located at 500 Main St, Middletown, CT 06457, United States, with 350 user reviews. The menu highlights include Octopus, Duck Breast, Burrata, Mussels, and a Pickle Plate, offering a mix of sophisticated comfort dishes. This venue sees its busiest times mostly later in the week and on weekends, including waits up to 30 minutes on Wednesday from 4:30 PM to 7:00 PM, Saturday from 4:30 PM to 7:00 PM, and Sunday from 5:00 PM to 7:00 PM. Thursday and Friday wait times peak around 15 minutes during afternoon and early evening hours. Mondays are calm with no wait times, ideal for quieter visits.

Amenities

  • Outdoor seating
  • Takeout
  • Dine-in
  • Delivery
  • Fast service
  • Great beer selection
  • Great cocktails
  • Great dessert
  • Great wine list
  • Serves local specialty
  • Solo dining
  • Wheelchair accessible entrance
  • Wheelchair accessible parking lot
  • Wheelchair accessible restroom
  • Wheelchair accessible seating
  • Alcohol
  • Beer
  • Cocktails
  • Coffee
  • Comfort food
  • Food
  • Food at bar
  • Hard liquor
  • Vegetarian options
  • Wine
  • Dessert
  • Table service
  • Bar onsite
  • Restroom
  • Wi-Fi
  • Cozy
  • Upscale
  • Family-friendly
  • Dinner reservations recommended
  • Accepts reservations
  • Credit cards
  • Debit cards
  • NFC mobile payments
  • High chairs
  • Free street parking
  • Paid parking lot
  • Paid street parking
  • Parking

FAQs

(1) What are the opening hours of Osa Middletown?

Osa Middletown welcomes guests during these hours: Monday (Closed), Tuesday, Wednesday, Thursday, Sunday (05:00 PM - 09:00 PM), Friday - Saturday (05:00 PM - 10:00 PM), offering flexibility for different dining times.

(2) Where is Osa Middletown located?

If you're looking to visit, head over to 500 Main St, Middletown, CT 06457, United States, where Osa Middletown is located.

Reviews (350)

5 Superb Reviews Out of 350 Reviews
Amazing
284
Great
39
Okay
14
Not Great
9
Terrible
4
  • Amanda Ratti
    Mar 17, 2026 - 8:14 am

    Go to date night spot. Service is always great, the food is wonderful, fresh, and always always delicious. Cocktails and drinks are fantastic. Perfect night out every time for some tired parents that love having this special place to go to. It always feels casual, but ok to dress up a bit. Great vibe.

  • Melissa Oddo
    Mar 08, 2026 - 8:49 am

    I have eaten at OSA many times and always LOVE the experience there. When we ate there this past weekend, it prompted me to take a moment to finally write them a well-deserved 5 star review. On this night, I was on the fence about ordering the corn ribs to start and asked our server Vanessa about them. Though they sounded tasty, my husband and I decided not to get them. Vanessa was so kind and actually brought us some anyway so that we could see exactly what she was talking about. They were SO GOOD! Not only was this gesture beyond sweet, she continued to provide us exceptional service throughout the night- checking in just enough but also giving us space to enjoy our first date-night out in a while. The food, drinks, and service are always a win at OSA.

  • Missing SD
    Feb 23, 2026 - 5:00 pm

    Very quaint interior but a little loud. The steak frites were fantastic. Well flavored, perfectly cooked, the sauce was delicious. Only downside is it took us an hour from the time we were seated to get our food. It took awhile for the waiter to come to us so we ordered our food right away. He did not check on us again and after a long wait we had to flag him down to ask where our food was. I understand if they were busy, but there was no acknowledgement that the kitchen was busy or backed up, no apology for the long wait.

  • Sally A.
    Feb 10, 2026 - 12:44 pm

    Osa is a gem located in Middletown Connecticut. With its stunning interior and friendly weight staff, this is definitely a place to check out. We've been two times now and the service and food quality are consistent. The first time we went I had a fish dish and I didn't care for it. It was a little too smoky and fishy for me. But it looks lovely. What I remember from our first visit was the burger that my husband had so when we recently revisited I knew that was the thing to get. And I have no regrets. Everything was delicious Including the cocktails. While there are so many places to visit in Middletown and we have lots to explore, we definitely recommend making Osa a priority.

  • Shalin Shah
    Jan 29, 2026 - 7:12 am

    OSA was fantastic. Super cool vibe, very reasonably priced for the quality and great staff. I sat at the bar and had the bread, octopus, pasta and dessert. Everything was gorgeous, well balanced and nicely proportioned. Jay was my bartender and server at the bar and HE WAS AMAZING. I was in the mood for a fun drink and he invented one for me. Great spot - it will be my first choice if I’m ever back in Middletown.

  • Todd Fellerman
    Jan 18, 2026 - 5:27 pm

    LOVE this gem in Middletown! Such an adorable ambiance and look inside. They had a great food and drink menu. Everything we had was very good (pear salad, various dips, breads, oysters, wines). Definitely will come back here, as I want to try more things!

  • Chris Connelly
    Dec 26, 2025 - 2:19 am

    The level of detail this place puts into each dish is notable. The chefs go the extra mile in terms of flavor, and I like how it’s a smaller place, ideally leaving the kitchen to more time and care for each dish. A little expensive, but seemingly worth every penny. A great place to celebrate a special occasion, but pricey enough to keep to a once in a while treat. Amazing overall, couldn’t recommend enough.

  • Michael Astorino
    Dec 21, 2025 - 1:15 pm

    Osa is a world class restaurant that happens to reside in Middletown, CT. The food is excellent and constantly updated by the season. BEN is the best. We’ve been coming here for several years and he makes us feel at home here, take care of us and goes above and beyond every time. And the atmosphere, somehow every time we’re at OSA, conversations flow better, jokes are funnier, the restaurant just brings out the best in people. Raving review, but it is a special place.

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