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Best Comfort Food Restaurants in Middletown, Connecticut

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48 restaurants available nearby

How are Featured results ranked

A photo of Harrie’s Jailhouse - Middletown restaurant
1. Harrie’s Jailhouse - Middletown
4.9
Exceptional(46)
$$$$
• American • Middletown
Booked 8 times today
Comfort Cuisine & Classic Cocktails located in the historic 1850s Pameacha Jailhouse. Please note that reservations are only accepted for our upstairs dining room & cell room. Our basement bar is walk ins only.
A photo of The Charles - Wethersfield restaurant
2. The Charles - Wethersfield
4.5
Awesome(1968)
$$$$
• Contemporary American • Wethersfield
Booked 57 times today
Vintage Feel, Modern Taste – Welcome to The CharlesLocated in the historic Old Wethersfield, CT, The Charles blends timeless charm with contemporary cuisine. Whether you're dropping in for a craft cocktail and small bite at the bar, enjoying a fireside dinner, hosting a business meeting in our state-of-the-art Board Room, or celebrating a special occasion in our private dining room, The Charles offers an experience for every guest.As we proudly celebrate 5 years in June 2025, The Charles has earned over 70 awards for excellence in culinary innovation, beverage programs, service, ambiance, and community involvement.Come see why The Charles continues to be a local favorite and a destination dining experience.CT Magazine's 2025 Best RestaurantsStatewide Finalist▪ Business Lunch▪ Most Romantic▪ Wine SelectionStatewide Runner-Up▪ American New▪ Fine DiningHartford County Winner▪ American New▪ Fine Dining▪ Most RomanticCRA (2022)Best Restaurant – North Region
A photo of Sadler's Ordinary restaurant
3. Sadler's Ordinary
4.6
Exceptional(976)
$$$$
• American • Marlborough
Booked 16 times today
Sadler's Ordinary is known for its comfort food and home-cooked meals. One reviewer noted it as a 'wonderful little New England restaurant serving delicious comfort food'. The restaurant's menu features dishes made from scratch, including baked pasta and seafood. The ambiance is also praised, with its 'charming' and 'comfortable' atmosphere, and its fireplaces which add to the cozy vibe. Whether you're in for a special occasion or just a casual dinner, the friendly service and delicious food make it a choice for any day.
A photo of The Library Wine Bar & Bistro restaurant
4. The Library Wine Bar & Bistro
4.6
Exceptional(841)
$$$$
• American • Wallingford
Booked 14 times today
A UNIQUE DINING EXPERIENCEWe've combined the essence of historic downtown Wallingford with exquisite cuisine, along with a worldwide wine selection to bring you Wallingford's most unique dining experience.The Library Wine Bar and Bistro is Wallingford's original town library. Built in 1899, it was passionately and lovingly restored back to its classic, architectural beauty in 2014.Executive Chef Jonathan Harris, and the Massella family invite you to come and dive into a new chapter of an old Wallingford landmark. Savor the comforts of traditional cuisine, wine, and spirits while nestled at a comfortable table near our cozy fire, and let the story begin!
A photo of 1741 Pub & Grill restaurant
5. 1741 Pub & Grill
4.7
Exceptional(318)
$$$$
• American • Middlefield
Booked 4 times today
While our signature burgers are the stars, we offer a wide array of sandwiches and entrees that will surely please. A fully stocked bar with signature cocktails and great local draft beer on tap compliment our great food.
A photo of Tavern At The Armory restaurant
6. Tavern At The Armory
3.5
Very Good(21)
$$$$
• American • Middletown
Booked 2 times today
With appealing nightly specials and a tidy list of drinks, Tavern at the Armory provides a charming culinary experience, serving up traditional New England cuisine in a beautiful space. Helmed by Executive Chef Kyle Bates, Tavern at the Armory provides a nice quaint, neighborhood dining experience. During the warmer months, the restaurant's space expands to include a beautiful courtyard. Open for breakfast, lunch, and dinner daily.
A photo of Pond House Cafe restaurant
7. Pond House Cafe
4.7
Exceptional(2742)
$$$$
• Fusion / Eclectic • Hartford
Booked 26 times today
Nestled on the pond in historic Elizabeth Park the Pond House is surrounded by gardens & offers four seasons of charm with a menu to match. Changed seasonally we offer eclectic comfort food that reflects the down to earth but playful spirit of our staff. Announce Spring's arrival with a walk through the park followed by brunch on the patio. Stop and smell the world famous roses then linger over dinner as sun slowly sets over the trees. Lunch, Dinner, Brunch & Take out. The Pond House Cafe- stylish, fun & playful.
A photo of The Brushmill by the Waterfall restaurant
8. The Brushmill by the Waterfall
4.6
Exceptional(810)
$$$$
• Contemporary American • Chester
Booked 24 times today
The Brushmill By The Waterfall is a restaurant and tavern featuring contemporary cuisine in an elegant setting overlooking a romantic waterfall on the Pattaconk Creek located in picturesque Chester, Connecticut.
A photo of Comomango Mexican Kitchen and Cantina restaurant
9. Comomango Mexican Kitchen and Cantina
4.6
Exceptional(152)
$$$$
• Mexican • Madison
Booked 19 times today
Experience upscale Mexican cuisine with a delightful twist at Comomango Mexican Kitchen and Cantina. Our newly redesigned downtown spot offers a charming ambiance, perfect for enjoying drinks and appetizers at the bar or dining on our enclosed porch year-round. Indulge in our inventive tacos with homemade tortillas, featuring flavors like savory shrimp or succulent pulled pork tamales. Cap off your meal with our creamy Tres Leches dessert. With prompt service and engaged waitstaff, every visit is a celebration of flavor and hospitality.
A photo of Maggie McFly's® l Glastonbury restaurant
10. Maggie McFly's® l Glastonbury
4.6
Exceptional(9)
$$$$
• American • Glastonbury
Booked 13 times today
MAGGIE MCFLY'S® PRIDES ITSELF ON NOT ONLY BEING IN COMMUNITIES, BUT BEING A PART OF THEM. FOR US, THIS INCLUDES GIVING BACK AND USING AS MANY LOCALLY-SOURCED PRODUCTS & COMPANIES AS POSSIBLE.FROM SUGARS TO BREADS TO DESSERTS TO SPIRITS, MAGGIE MCFLY'S® UNDERSTANDS THAT SUPPORTING LOCAL DOES NOT ONLY MEAN HELPING LOCAL ECONOMIES, BUT ALSO USING THE FINEST AND FRESHEST LOCALLY-SOURCED INGREDIENTS TO NOURISH AND FULLFILL OUR DISHES. "LOCAL & CRAFT" ARE NOT JUST A PART OF OUR TAGLINE, THEY ARE STATEMENTS THAT WE LIVE BY EACH & EVERY DAY WE OPEN OUR RESTAURANTS FOR BUSINESS. I HOPE YOU ENJOY OUR DISHES AS MUCH AS WE'VE ENJOYED CREATING THEM FOR YOU & YOUR FAMILY. - Ray Harper
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

See what locals rave about

From verified diners like you
From verified diners like you
  • Mike
    New York City •1 review
    5.0
    Dined 4 days ago
    As always an amazing experience, drinks are always great, had the raw oysters and mussels for apps 10/10.
    More info
    The Charles - Wethersfield$$$$• Contemporary American• Wethersfield
    •
    4.5
  • Nora
    Yorkshire •9 reviews
    5.0
    Dined on May 23, 2026
    As always food and service were outstanding. We’ve gone 3 Saturdays in a row. Gem of a restaurant!
    More info
    Sadler's Ordinary$$$$• American• Marlborough
    •
    4.6
  • ShelbyGold
    Greater Boston •177 reviews
    5.0
    Dined on May 10, 2026
    What a hidden gem! Great tasting food, excellent service, and huge portions. Everyone enjoyed their meals. Everything was unique and fresh. I ordered the house salad. Very fresh and tasty. The salad could serve 4 people! My friend ordered the spring chicken sandwich with onion straws. Stating the sandwich was the best she ever had! My mom and sister ordered the Folsom chicken sandwich with onion straws and fries. Everything was mouth watering they said! Packed with flavor! The strawberry rhubarb pie and carrot cake were so delicious! I don’t even eat that pie annd I enjoyed it. BCP snacks were out of this world! Moe excellent service! Great waiter who was genuine and fun! Thank you!😊
    More info
    Harrie’s Jailhouse - Middletown$$$$• American• Middletown
    •
    4.9
  • Cathy
    Las Vegas •3 reviews
    5.0
    Dined on May 10, 2026
    Amazing Mother’s Day brunch buffet. The weather was perfect for the tent outside. The food was delicious, always stocked and the right amount of options. The apple cider donuts were delicious as always, as was the Lyman’s cider.
    More info
    1741 Pub & Grill$$$$• American• Middlefield
    •
    4.7
  • Deb
    Hawaii •1 review
    5.0
    Dined on Dec 25, 2025
    We had a lovely Christmas day dinner. The staff were warm and friendly, the food was delicious with accommodations for allergies easily made. I
    More info
    Tavern At The Armory$$$$• American• Middletown
    •
    3.5

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