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Best Historic Restaurants in Windsor, Connecticut

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40 restaurants available nearby

How are Featured results ranked

A photo of Millwright's Restaurant restaurant
1. Millwright's Restaurant
4.9
Exceptional(4134)
$$$$
• American • Simsbury
Booked 29 times today
With its unique setting perched atop a waterfall in Simsbury, Connecticut, Millwright’s invites guests to dine in the 17th century mill with acclaimed, James Beard nominated Chef Tyler Anderson and his team. Featuring daily-chosen farm ingredients, the freshest and most select product, proprietary cocktails, and exciting wine menu, Millwright’s offers a new experience to the Farmington Valley farm-to-table dining scene. The culinary team understands the impact of the highest-quality fresh ingredients. Millwright’s kitchen thrives on local ingredients – grown, raised, produced, foraged and prepared – whenever possible. They also take the farm-to-table concept one step further. Millwright’s has partnered with a farm that will grow most of its organic produce. The “Inspired New England” cuisine at Millwright’s pays homage to the land, to the flavor-rich quality of local, fresh ingredients and to the time-honored cooking techniques that enhance the natural goodness of those ingredients.
A photo of The Mill on the River restaurant
2. The Mill on the River
4.8
Exceptional(2672)
$$$$
• Contemporary American • South Windsor
Booked 31 times today
The Mill on the River is one of the most picturesque restaurants in Connecticut. With a reputation of excellence for over forty years, it is the flagship restaurant of the Mill Restaurant Group. The Mill on the River is the perfect blend of traditional New England comfort and upscale dining elegance.Featuring an exciting menu of creative, modern American cuisine and an extensive wine and bar menu; The Mill on the River can please even the most discerning diner. Whether you’re looking for a romantic dinner for two, a special family celebration, a business meeting, or even a casual evening at the bar, The Mill on the River looks forward to accommodating you! For Parties over 6 please call the us directly. at 860 289 7929.
A photo of Pond House Cafe restaurant
3. Pond House Cafe
4.6
Exceptional(2754)
$$$$
• Fusion / Eclectic • Hartford
Booked 10 times today
Nestled on the pond in historic Elizabeth Park the Pond House is surrounded by gardens & offers four seasons of charm with a menu to match. Changed seasonally we offer eclectic comfort food that reflects the down to earth but playful spirit of our staff. Announce Spring's arrival with a walk through the park followed by brunch on the patio. Stop and smell the world famous roses then linger over dinner as sun slowly sets over the trees. Lunch, Dinner, Brunch & Take out. The Pond House Cafe- stylish, fun & playful.
A photo of Fleming's Steakhouse - West Hartford restaurant
4. Fleming's Steakhouse - West Hartford
4.7
Exceptional(1696)
$$$$
• Steakhouse • Hartford
Booked 40 times today
Your West Hartford Fleming's is located in the historic Educational Building, just off West Hartford Center and next to the Noah Webster Library. Fleming's in West Hartford is an outstanding choice to enjoy an exceptional Prime steak, glass of wine or handcrafted cocktail. Whether you're celebrating a special occasion, hosting a business dinner or simply wanting to enjoy a night out - we will create a safe and memorable evening in our Dining Room. If you prefer to enjoy your fine dining experience at home, you can order and pay for lunch or dinner online and then pick up curbside or select from one of our delivery partners.
A photo of The Charles - Wethersfield restaurant
5. The Charles - Wethersfield
4.5
Awesome(1994)
$$$$
• Contemporary American • Wethersfield
Booked 29 times today
Vintage Feel, Modern Taste – Welcome to The CharlesLocated in the historic Old Wethersfield, CT, The Charles blends timeless charm with contemporary cuisine. Whether you're dropping in for a craft cocktail and small bite at the bar, enjoying a fireside dinner, hosting a business meeting in our state-of-the-art Board Room, or celebrating a special occasion in our private dining room, The Charles offers an experience for every guest.As we proudly celebrate 5 years in June 2025, The Charles has earned over 70 awards for excellence in culinary innovation, beverage programs, service, ambiance, and community involvement.Come see why The Charles continues to be a local favorite and a destination dining experience.CT Magazine's 2025 Best RestaurantsStatewide Finalist▪ Business Lunch▪ Most Romantic▪ Wine SelectionStatewide Runner-Up▪ American New▪ Fine DiningHartford County Winner▪ American New▪ Fine Dining▪ Most RomanticCRA (2022)Best Restaurant – North Region
A photo of The Griswold Inn restaurant
6. The Griswold Inn
4.6
Exceptional(1127)
$$$$
• American • Essex
Booked 20 times today
The Griswold Inn is an inn and restaurant located in the historic seaport village of Essex. The Gris, as it is affectionately known, has been in continous operation since 1776.`Currently we are offering dine in, dine out, and Gris To Go! Inside, guests may enjoy dining in historic, art-filled rooms which exude character, charm and tradition. Seating for the alfresco experience is available on a first-come, first-served basis, with the exception of larger parties of 7 or more which may be made by calling 860.767.1776. The Inn boasts a wine list consistently recognized by Wine Spectator with the prestigious Award of Excellence; Food & Wine and Travel + Leisure have recently recognized the Inn's restaurant as "Connecticut's coziest" and it is included in Patricia Schulz's "1000 Places to See Before You Die". The Griswold Inn is also the recipient of Connecticut's Highest Award for Hospitality. The best of old and new meet here.
A photo of Publick House restaurant
7. Publick House
4.7
Exceptional(3386)
$$$$
• Comfort Food • Sturbridge
Booked 38 times today
We welcome you to the Publick House Historic Inn where delicious homemade food and comfortable lodging becomes your home away from home. When you come to the Publick House to feast on our generous meals and enjoy the comfort of our Yankee hospitality, you'll be warmed by the same magnificent open hearths that warmed our early American ancestors. Whether you're looking for a restaurant that offers family dining, need comfortable accommodations, or you're in need of a convenient meeting place, planning a bridal shower or want the perfect venue for your dream wedding...the Publick House Historic Inn welcomes you.
A photo of The Red Lion Inn restaurant
8. The Red Lion Inn
4.6
Exceptional(3425)
$$$$
• Contemporary American • Stockbridge
Booked 46 times today
Since welcoming its first guests in 1773, The Red Lion Inn has earned a reputation for outstanding food and genuine country hospitality. Those traditions are continued today, with our outstanding menu featuring contemporary cuisine that is rooted in the region's history and harvests. Emphasizing the use of fresh, local ingredients and a huge proponent of buying locally and sustaining the region, we regularly update the Inn's menus to reflect the bounty of each season. Guests choose from the elegant Main Dining Room and the cozy Widow Bingham's Tavern. The wine list offers 500 plus selections, and has received the Wine Spectator best of Award of Excellence for ten consecutive years; Sommelier Tim Eustis helps pair wines with meals. If you would like to dine in the Tavern, please choose Bar when making your reservation.
A photo of The Old Inn On The Green restaurant
9. The Old Inn On The Green
4.9
Exceptional(1102)
$$$$
• Contemporary American • New Marlborough
Booked 12 times today
Dining at The Old Inn on the Green is an extraordinary experience: fine wine, great food, attentive, knowledgeable service and the dining rooms illuminated only by candle light. Chef and Owner Peter Platt, along with his team, work to create innovative and memorable meals that are an event unto themselves. Currently, we are offering a $95 prix fixe menu with 5-6 choices per course every night we are open. The hours for dinner are Wednesday through Sunday 5:30pm to 9:00pm for both indoors and in a new screened outdoor Covered Patio. The wine list is graced with an array of thoughtfully selected estate bottled wines from France, California, Italy and around the world. In addition to candlelight, in the colder months there are wood burning fireplaces in each room. A copy of our current menu can be found on the home page of our website www.oldinn.com. Parties of 6 or more will be subject to a 20% gratuity.
A photo of The Russell Restaurant restaurant
10. The Russell Restaurant
4.3
Awesome(218)
$$$$
• Caribbean • Hartford
Booked 2 times today
Located in Downtown Hartford, Visitors love the Russell’s interior, which reminds them of an intimate getaway in a classic island hotel. “The Russell should feel like home,” says owner Hugh Russell, “I wanted to create a warm and cozy atmosphere.”Open for, happy hour, dinner, and special events with live entertainment, there’s always a memorable moment to be made at The Russell.

See what locals rave about

From verified diners like you
From verified diners like you
  • Susan
    New York City •4 reviews
    5.0
    Dined 4 days ago
    Everything was delicious. The bridge was beautiful. The Caesar salad was the best ever. Steak, duck, pork, and salmon were perfectly created. We were fortunate enough to sample all of the desserts. Just amazing! Very creative as always. One of our favorite places to eat.
    More info
    Millwright's Restaurant$$$$• American• Simsbury
    •
    4.9
  • JeffGold
    New York City •138 reviews
    5.0
    Dined 6 days ago
    Truly delicious dinner and perhaps the best New England clam chowder that I’ve ever had.
    More info
    The Griswold Inn$$$$• American• Essex
    •
    4.6
  • Beth
    Greater Boston •7 reviews
    5.0
    Dined 7 days ago
    The Charles is one of the nicest places to dine. Excellent meals, cocktails, desserts! The building is beautiful. All of the service members are lovely!
    More info
    The Charles - Wethersfield$$$$• Contemporary American• Wethersfield
    •
    4.5
  • Marife
    Fort Lauderdale •11 reviews
    5.0
    Dined 7 days ago
    The place was buzzing on a Tuesday evening! The food was tasty! We had a birthday sparkler to end the evening!
    More info
    Fleming's Steakhouse - West Hartford$$$$• Steakhouse• Hartford
    •
    4.7
  • Catherine
    Connecticut •7 reviews
    5.0
    Dined on Jun 25, 2026
    Beet salad appetizer was loaded with pistachios and included two colors of beets. It was delicious. The braised short ribs and homemade pasta were tasty and flavorful. The (fresh) peaches and cherries shortcake was one of the best I've ever had. Freshly cut fruit - not loaded with sugar and a delicious homemade biscuit.
    More info
    Pond House Cafe$$$$• Fusion / Eclectic• Hartford
    •
    4.6

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