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Best Casual Restaurants in Chester

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9 restaurants available nearby

How are Featured results ranked

A photo of Rustica Ristorante - Chester restaurant
4.7
Exceptional(1341)
Price: Moderate
• Italian • Chester
Booked 1 time today
Authentic Italian Food!!!UNDER THE STATE LAW DUE TO COVID-19, RUSTICA RISTORANTE HAS IMPLEMENTED HEALTHY AND SAFE PRECAUTIONS FOR OUR EMPLOYEES AND CUSTOMERS. OUR OUTDOOR SEATING ALLOWS YOU TO INTERACT WITH EACH OTHER SAFELY
A photo of Surfridge Brewing Company restaurant
4.6
Exceptional(50)
Price: Moderate
• Pub • Centerbrook
Booked 2 times today
Wood fired Artisanal pizza and brewpub. Cold and hot share plates, Neapolitan Pies, and chef driven cuisine. House brewed beers, wines, mixology. Large patio, family and dog friendly.
A photo of Aspen Restaurant restaurant
4.8
Exceptional(1738)
Price: Moderate
• Contemporary American • Old Saybrook
Booked 6 times today
Aspen Restaurant Voted Best New Restaurant for 2009 by Connecticut Magazine. A premiere destination dining experience, serving contemporary american cuisine with global accents. Aspen Restaurant is Located on 2 main street in Old Saybrook,CT.
A photo of Chamard Vineyards, Farm Winery Bistro restaurant
4.7
Exceptional(2472)
Price: Expensive
• French American • Clinton
Booked 7 times today
Established in 1983, Chamard Vineyards, is one of the Connecticut Wine Trails founding fathers. Tucked between the Long Island Sound and the Connecticut River, Chamard enjoys a unique marine micro-climate ideal for growing European Vinifera vines such as Chardonnay, Riesling, Gewürztraminer, Cabernet Sauvignon, Cabernet Franc, Merlot and Pinot Noir. To produce “French Inspired Wines from the Connecticut Shoreline” has been Chamards mission from the start. As a farm, Chamard honors agriculture by partnering with fellow growers and producers to pair food with wine in celebration of Connecticut’s local gastronomy.
A photo of Luigi's Restaurant - Old Saybrook restaurant
4.9
Exceptional(115)
Price: Moderate
• Italian • Old Saybrook
Booked 2 times today
Coming Soon!
A photo of Penny Lane Pub restaurant
4.5
Awesome(357)
Price: Moderate
• American • Old Saybrook
Booked 5 times today
Penny Lane Pub & Restaurant is an English style pub located in Old Saybrook. The casual and friendly atmosphere on two stories offers plenty of options for diners. Whether you choose the entertaining and active downstairs or the quieter dining upstairs or even the patio when weather permits, the casual pub fare will win you over.Lunch choices at Penny Lane Pub & Restaurant include classic English pub favorites such as fish and chips, shepherd’s pie and a corned beef Reuben. Be sure to also visit Penny Lane Pub & Restaurant for live music on Friday nights. Heading to the Kate theater just walking distance down Main street? Make a reservation today!
A photo of Little Pub- Old Saybrook restaurant
4.8
Exceptional(149)
Price: Moderate
• American • Old Saybrook
Booked 10 times today
Great food, generous drinks, and a lively pub atmosphere you'll feel right at home in. A rustic neighborhood gathering place with a relentless focus on customer service, value, and fun.
A photo of Sip Wine Bar - Old Saybrook restaurant
5.0
Exceptional(3)
Price: Expensive
• Wine Bar • Old Saybrook
Escape to Sip Wine Bar, your destination for global wine adventures in Old Saybrook. Enjoy a warm, inviting atmosphere where rustic charm meets modern elegance. With over 40 wines from around the world available by the glass or bottle, your palate is in for a treat. Savor delectable small plates made with fresh, seasonal ingredients that pair perfectly with your wine. Our passionate staff is here to guide you through our diverse selection, ensuring an unforgettable experience. Whether you're planning a romantic evening, a lively gathering with friends, or a solo retreat, Sip Wine Bar offers the ideal setting. Join us and embark on a journey of flavor and discovery, one sip at a time.
A photo of Bistro Mediterranean and Tapas Bar - Westbrook restaurant
4.3
Awesome(113)
Price: Expensive
• Mediterranean • Westbrook
The Bistro Mediterranean and Tapas Bar of Westbrook, CT has a simple philosophy to provide an exceptional meal with superior service. We hope that every guest at the Bistro Mediterranean and Tapas Bar will enjoy the warm and relaxed Mediterranean-style atmosphere. As in the Spanish and Mediterranean countryside, we provide you a fine dining experience and attentive, leisurely service so you may take the time to enjoy your meal in pleasant surroundings. By using Spanish and Mediterranean influences, we delight in creating innovative dishes, using only the freshest ingredients in the Mediterranean style. Our dishes are not only a treat for your palette but also considered one of the best diets for your health.

See what locals rave about

From verified diners like you
From verified diners like you
  • Maria
    Philadelphia County •9 reviews
    4.0
    Dined 2 days ago
    Our dinner food quality was excellent. Everyone enjoyed the Penne Rustica, Shrimp Blanca & Chicken Piccata dishes ordered. Our waiter was very attentive yet not intrusive. The bummer was the ambience and noise level. The tables were a little close together so we were privy to every conversation around us. We will return because of the food quality though!
    More info
    Luigi's Restaurant - Old SaybrookPrice: Moderate• Italian• Old Saybrook
    4.9
  • Marla
    Washington, D.C. Area •21 reviews
    5.0
    Dined 2 days ago
    Great food, nice wine recommendations and quiet enough to have perfect conversations with our group Our party had steak frites, salmon, chicken pesto sandwich and flatbread. We enjoyed the recommended white wine with our meal which paired perfectly. We also splurged on dessert and had gelato, crème brûlée, cheesecake and chocolate mousse. All foods were wonderful. Service was great. Our waiter was helpful and attentive but not overly so. We enjoyed walking the grounds after our meal. A great experience. Would visit again.
    More info
    Chamard Vineyards, Farm Winery BistroPrice: Expensive• French American• Clinton
    4.7
  • Christine
    Greater Boston •3 reviews
    5.0
    Dined 3 days ago
    Met all expectations, great food, great staff, would definitely go back
    More info
    Aspen RestaurantPrice: Moderate• Contemporary American• Old Saybrook
    4.8
  • Emelia
    New York City •12 reviews
    5.0
    Dined 3 days ago
    Excellent as always. Delicious dinner and pleasant service. Overall, highly recommend Rustica. We are so lucky to have them in Chester!
    More info
    Rustica Ristorante - ChesterPrice: Moderate• Italian• Chester
    4.7
  • pete
    Connecticut •1 review
    5.0
    Dined on May 30, 2025
    Surfridge Brewing Company is "THE BEST". The brewpub is located in an old industrial facility that has a ton of charm. The food and brew is top notch. They have regular specials ( which change with the seasons ) which are consistently outstanding. The Management team and Waitstaff are super friendly and engaging. We love coming here !!!! I highly recommend checking them out.
    More info
    Surfridge Brewing CompanyPrice: Moderate• Pub• Centerbrook
    4.6
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