Middletown (Connecticut) Restaurants
Make a free reservation
Find the right table in Middletown (Connecticut)
Let OpenTable find the best spots for you.
Check out diners' favorite restaurants in Middletown (Connecticut)
Updated on
Diners’ Choice Awards are based on where your fellow diners book, dine, and review. Only verified diners get to review restaurants on OpenTable, so our data doesn’t lie.
Osa
$$$$•Contemporary American•4.8(810)Kevin Wirtes and Rich Garcia of Krust (Middletown), team up in the creation of their latest venture, Osa. Located at 500 Main Street in Middletown, Osa features local food, with a fresh take on New American. The full bar offers crafted cocktails, whiskey, a large wine pour list, and craft beer.Krust
$$$$•Pizzeria•4.8(219)Wood Fired Pizza - Craft Beer/Cocktails - Whiskey Bar
Stella D'oro
$$$$•Italian•4.7(117)Stella D’oro, a family owned restaurant, was established in 1993 in Old Saybrook, Connecticut. Reopened in Middletown, Connecticut serving fine, northern Italian food.
At Stella D’oro you’ll enjoy the best Italian cuisine with a full bar and various wines.
View our full, up to date menu. We offer salads, pasta, steak, seafood, and more!T-Bone Prime Steakhouse
$$$$•Steak•3.9(53)Located on Main Street in Middletown, CT, T-Bone Prime Steakhouse offers prime cuts of beef, exquisite wine pairings, and a welcoming atmosphere. Join us for elevated cuisine and delicious cocktails. We can’t wait to serve you! To keep up to date with our latest events, announcements, and more, make sure to follow us on social media.
See what locals rave about in Middletown (Connecticut)
- HHeatherNew York City •5 reviews4.0Dined 7 days agoOverall it was an excellent meal and experience. It seemed they were understaffed and some staff maybe needed more direction on how to be helpful. Our waitress was working very hard. It took a long time to get some bar drinks. Waters were not kept full.More infoT-Bone Prime Steakhouse$$$$• Steak• Middletown•3.9
- DDianeConnecticut •8 reviews5.0Dined on May 18, 2026We had a nice Quiet dinner with great service, drinks and food from an extensive menu. Delicious bread was served complimentary. Will go back another time for HappyHour at the bar!More infoStella D'oro$$$$• Italian• Middletown•4.7
- SShelbyGoldGreater Boston •177 reviews5.0Dined on May 10, 2026What a hidden gem! Great tasting food, excellent service, and huge portions. Everyone enjoyed their meals. Everything was unique and fresh. I ordered the house salad. Very fresh and tasty. The salad could serve 4 people! My friend ordered the spring chicken sandwich with onion straws. Stating the sandwich was the best she ever had! My mom and sister ordered the Folsom chicken sandwich with onion straws and fries. Everything was mouth watering they said! Packed with flavor! The strawberry rhubarb pie and carrot cake were so delicious! I don’t even eat that pie annd I enjoyed it. BCP snacks were out of this world! Moe excellent service! Great waiter who was genuine and fun! Thank you!😊More infoHarrie’s Jailhouse - Middletown$$$$• American• Middletown•4.9
- AAngelSan Diego •2 reviews5.0Dined on Apr 25, 2026Fiore’s is our go-to restaurant for family celebrations! Their garlic knots are AMAZING as well as their espresso martinis!! Service is absolutely amazing every single time!More infoFiore II - Middletown$$$$• Italian• Middletown•4.7
- PFPriscillaFGoldNew York City •13 reviews5.0Dined on May 31, 2019Great summer atmosphere on back deck. Food was terrificMore infoMezzo Grille - CT$$$$• Gastro Pub• Middletown•3.8
Trending dishes in Middletown (Connecticut)
Restaurant experiences trending in Connecticut
Private Dining
Private Dining
Frequently asked questions
Celebrate special occasion at the best restaurants in Middletown (Connecticut). Our customers recommend Red Fox Restaurant, Stella D'oro and Osa
As of May 30, 2026 there are 10 restaurants in Middletown (Connecticut). Filter by “outdoor dining”, “romantic” or “dog friendly”.
On OpenTable we support all cuisines. Find Contemporary American, Steakhouse, Pizzeria, Italian, American and more. Use our filters to find exactly what you’re looking for and make your reservation today.
Yes! We partner with restaurants in Middletown (Connecticut) who deliver with ChowNow, Uber Eats, Postmates, Toast, Olo.
Yes, you can also see restaurants near you offering takeout.
Yes! OpenTable provides free, convenient and trusted options to book the best restaurants in Middletown (Connecticut) either on OpenTable or directly with the restaurant.
Yes, we partner with a third party to bring back menu information for restaurants near you.
Explore OpenTable
- Passport Inn and Suites
- Van Vleck Observatory
- Higganum Reservoir State Park
- Riverview Center Shopping Center
- Henry Clay Work Park
- Metro Square Shopping Center
- St Sebastian Church
- Hubbard Park
- Providence and Worcester Railroad Bridge
- Washington Square
- Starr Mill Road Bridge
- Old Middletown High School
- Old Middletown Post Office
- Butternut Hollow Park
- Palmer Field
- Metro South Historic District
- Seven Falls Highway Park
- Jacob Pledger House
- Inn at Middletown
- Sanseer Mill
- Home
- United States
- Connecticut