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Best Historic Restaurants in Plainville

Price
Cuisine
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Top Rated
Dining Options
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35 restaurants available nearby

How are Featured results ranked

A photo of The Griswold Inn restaurant
4.6
Exceptional(1185)
$$$$
• American • Essex
Booked 26 times today
We arrived early for our reservation and we were asked if we wanted to sit right away or wait in the bar. No pressure, just a friendly question. We chose to sit and begin dinner our waitress could not have been more pleasant. Food was amazing and we had a wonderful evening with friends enjoying the atmosphere of the dining room and good friends. We would highly recommend The Griswold Inn when you are in or around the Essex area.
A photo of The Charles - Wethersfield restaurant
4.5
Awesome(2051)
$$$$
• Contemporary American • Wethersfield
We had the steak frites and the chicken and dumplings… Truly one of the best meals we’ve had in a long time. Oh, and don’t forget arranciata pepper and beet appetizer… Really really good.
A photo of The Old Inn On The Green restaurant
5.0
Exceptional(1172)
$$$$
• Contemporary American • New Marlborough
Booked 18 times today
This was our second time at this restaurant and it was once again sensational
A photo of Fleming's Steakhouse - West Hartford restaurant
4.8
Exceptional(1731)
$$$$
• Steakhouse • Hartford
Booked 56 times today
Who won the parents from Tommy arrived until the time we left. They catered to every need. Services impeccable. Food was delicious. Hot. Great place to celebrate. Everyone seems to go out of the way to make us feel at home. Thank you Fleming’s for both of the evening, look forward to seeing you again during the holidays. 
A photo of The Library Wine Bar & Bistro restaurant
4.6
Exceptional(877)
$$$$
• American • Wallingford
Booked 18 times today
It was a great experience. The waitress was great it was our 25th Anniversary she took pictures for us also and went out of her way to get the perfect shots. The food was great also you got a lot of good food for the price and the mixed drinks were perfectly mixed and chilled. Will definitely be coming back again and hope to have the same great waitress.
A photo of Pond House Cafe restaurant
4.6
Exceptional(2743)
$$$$
• Fusion / Eclectic • Hartford
Booked 13 times today
I gather that dinner is done as a pop up, and there was a wedding going on in the main room, so.we were in the cafe area. The food and service were excellent, with a broader menu than expected for a pop up. The only slight downside was the lack of formality of the room and tables - it was a little less fancy. Throw some tablecloths on and we wouldn't have noticed! We go back in a heartbeat though for a quirky, fun and delicious dinner.
A photo of Belden House & Mews restaurant
4.3
Awesome(124)
$$$$
• Farm-to-table • Litchfield
Booked 5 times today
Beautifully designed spaces with comfortable seating. Attentive and friendly staff. Food was delicious, especially the smoked trout dip with homemade chips. International wine list is appropriately concise and offers a variety of price points. Offerings by the glass are plentiful. I can’t wait to return!
A photo of Il Gusto Italian Wine and Bar restaurant
4.5
Awesome(257)
$$$$
• Italian • Cheshire
Booked 17 times today
Very good, will definitely return. Service great as well as the martinis!
A photo of Market Place Tavern | Litchfield restaurant
4.4
Awesome(335)
$$$$
• American • Litchfield
Booked 4 times today
Very nice find. Our first time there won’t be the last
A photo of Diorio's Restaurant and Bar restaurant
4.6
Exceptional(698)
$$$$
• Italian • Waterbury
Booked 8 times today
Erin was a great server, she wore many hats besides a server! Enjoyed our meals of Linguine with Clams, Bruschetta and the Chicken, sausage,peppers onions and potatoes...

See what locals rave about

From verified diners like you
From verified diners like you
  • JamesGold
    New York City •14 reviews
    5.0
    Dined 4 days ago
    This was our second time at this restaurant and it was once again sensational
    More info
    The Old Inn On The Green$$$$• Contemporary American• New Marlborough
    •
    5
  • Michael
    Baltimore / Maryland •1 review
    5.0
    Dined on Oct 27, 2026
    It was a great experience. The waitress was great it was our 25th Anniversary she took pictures for us also and went out of her way to get the perfect shots. The food was great also you got a lot of good food for the price and the mixed drinks were perfectly mixed and chilled. Will definitely be coming back again and hope to have the same great waitress.
    More info
    The Library Wine Bar & Bistro$$$$• American• Wallingford
    •
    4.6
  • Tamara
    Connecticut •1 review
    5.0
    Dined on Oct 27, 2026
    We had the steak frites and the chicken and dumplings… Truly one of the best meals we’ve had in a long time. Oh, and don’t forget arranciata pepper and beet appetizer… Really really good.
    More info
    The Charles - Wethersfield$$$$• Contemporary American• Wethersfield
    •
    4.5
  • Ruth
    Connecticut •1 review
    5.0
    Dined on Oct 24, 2026
    This place is great !. Wonderful ambience. Excellent food. Real value
    More info
    Harrie’s Jailhouse - Middletown$$$$• American• Middletown
    •
    4.8
  • Ted
    New York City •16 reviews
    5.0
    Dined on Oct 19, 2026
    We arrived early for our reservation and we were asked if we wanted to sit right away or wait in the bar. No pressure, just a friendly question. We chose to sit and begin dinner our waitress could not have been more pleasant. Food was amazing and we had a wonderful evening with friends enjoying the atmosphere of the dining room and good friends. We would highly recommend The Griswold Inn when you are in or around the Essex area.
    More info
    The Griswold Inn$$$$• American• Essex
    •
    4.6
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