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Best Date Night Restaurants in Chester

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13 restaurants available nearby

A photo of The Brushmill by the Waterfall restaurant
1. The Brushmill by the Waterfall
4.5
Awesome(601)
Price: Expensive
• Contemporary American • Chester
Booked 9 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 The Griswold Inn restaurant
2. The Griswold Inn
4.5
Awesome(933)
Price: Expensive
• American • Essex
Booked 11 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 Rustica Ristorante - Chester restaurant
3. Rustica Ristorante - Chester
4.7
Exceptional(1313)
Price: Moderate
• Italian • Chester
Booked 2 times 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 The Wine Bar & Bistro at The Griswold Inn restaurant
4. The Wine Bar & Bistro at The Griswold Inn
4.8
Exceptional(85)
Price: Moderate
• Wine Bar • Essex
Booked 1 time today
The Wine Bar at The Griswold Inn is an extraordinary space in which to enjoy a delicious experience in every respect. It features an innovative tapas menu, inspired "macro" plates, artisanal cheeses and handcrafted desserts. The menu changes periodically to take advantage of all that characterizes a particular season, though there are a few classics that remain on the menu throughout the year, like its very popular Grilled and Carved Bistro Steak, served with white truffle-laced pommes frites, arugula,and red wine jus. A consistent winner of Wine Spectator's prestigious Award of Excellence, it offers numerous wines by the glass, wine flights, and a more extensive bottle list. A full-service bar is also available. A creative and accomplished chef and a knowledgeable and attentive service staff complete the experience.
A photo of Surfridge Brewing Company restaurant
5. Surfridge Brewing Company
4.8
Exceptional(43)
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 La Marea restaurant
6. La Marea
4.8
Exceptional(1802)
Price: Expensive
• Italian • Old Saybrook
Booked 10 times today
Savor the authentic tastes of Italy when you dine at La Marea. Located on the shoreline of CT in Old Saybrook, our family owned Italian restaurant prepares northern and southern Italian cuisine using a mix of the finest imports from Italy as well as fresh, locally sourced ingredients. Gluten Free and Vegetarian options are available. Enjoy your dining experience in either our dining room or be sure to reserve a seat at our conversational hi-top tables or at the bar in our lounge.Important: when making a reservation through OpenTable there is an option to make a reservation at a high top table in the bar area or standard table which is in the dining room. If the high top option does not pop up as an option for you then that means that there are NO High Top tables available at those times. If you would like to reserve bar seats please leave us a note or call us. See you soon! Take-out available
A photo of Fresh Salt restaurant
7. Fresh Salt
4.6
Exceptional(1517)
Price: Expensive
• Seafood • Old Saybrook
Booked 14 times today
Fresh Salt is more than just a restaurant; it is a place to enjoy one another’s company and experience the breathtaking views of the Long Island Sound quietly intertwined with the Connecticut River. Utilizing the chef’s simple yet high quality approach, the fresh, seasonal local ingredients of Connecticut are transformed into beautifully inspired dishes. Our Local Food Commitment allows us to work with local farmers and artisans to ensure the quality of locally grown ingredients from the sea, land and soil. These fresh ingredients and vibrant tastes of Fresh Salt are available daily for breakfast, lunch and dinner. Located right on the water means seriously fresh seafood and our menu definitely delivers. From the beloved Lobster Roll to the cherished Clam Chowder and so many more specialties, Fresh Salt dishes are guaranteed to please every palate. We offer indoor and outdoor dining, outdoor dining is based on a first come first serve basis, outdoor dining is non-reservable.
A photo of Aspen Restaurant restaurant
8. Aspen Restaurant
4.7
Exceptional(1709)
Price: Moderate
• Contemporary American • Old Saybrook
Booked 9 times today
Aspen Restaurant is a great spot for date night, as evidenced by one reviewer who stated it would be their new date night spot. The ambiance is described as cozy and perfect for a special occasion. The menu offers a variety of dishes with global accents, and the service is consistently excellent. Plus, the dual-sided fireplace creates a lovely atmosphere.
A photo of Café Routier restaurant
9. Café Routier
4.7
Exceptional(2171)
Price: Moderate
• American • Westbrook
Booked 11 times today
Café Routier is a perfect date night spot with its romantic ambiance and excellent service. Reviewers mention the 'cozy and romantic' setting, and 'friendly and accommodating' staff. Plus, the food is consistently praised for its quality and innovation. It's the perfect place to enjoy a 'delightful' French-inspired meal in a 'changing' yet 'focused' setting.
A photo of Liv's Oyster Bar restaurant
10. Liv's Oyster Bar
4.9
Exceptional(2703)
Price: Expensive
• Seafood • Old Saybrook
Booked 5 times today
Opening in 2006, Liv’s Oyster Bar and Restaurant quickly became a dining destination in Old Saybrook. Inspired by his daughter, Olivia, and years of experience in the restaurant industry, owner John Brescio set out with a desire to welcome the community to his family’s table.Dining at Liv’s, whether in the main room, at the bar, or on the patio, is an experience to be savored with friends and family long after summer on the shoreline has past.John Brescio also serves as Liv’s Executive Chef, creating simple, focused dishes with an emphasis on local ingredients, and the stunning seafood that the area provides. The menu at Liv’s changes with the seasons, bringing guests a true taste of the pristine environment. John works closely with Liv’s partners to make sure only the best produce is used, as he would serve nothing less to his family.Together with his exceptional staff, John welcomes you to the special experience he’s created at Liv’s Oyster Bar.
‘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
  • Nancy
    Hawaii •2 reviews
    5.0
    Dined 2 days ago
    We’ve always had amazing meals at Rustica…. It never lets us down. Highly recommend.
    More info
    Rustica Ristorante - ChesterPrice: Moderate• Italian• Chester
    •
    4.7
  • JeffVIP
    San Francisco Bay Area •9 reviews
    5.0
    Dined 3 days ago
    Great location and property. Excellent ambiance and vibe. Piano music in the pub before dinner. Decorated beautifully. Popcorn for early snack. Dinner in the timeless Steamboat room. Excellent and diverse menu. Food was very good. After dinner had a classic 60s trio band playing. Great sound. Was a great Valentine’s Day dinner. Only draw back was the service. Specifically the bar. Took forever to get a drink. Bar tender was surly with limited sense of urgency and lots of attitude. This was when the bar crowd was small. As the evening progressed it become significantly worse. I can’t imagine how much revenue was lost by the establishment due to these inefficiencies. Overall our experience was very positive.
    More info
    The Griswold InnPrice: Expensive• American• Essex
    •
    4.5
  • kimVIP
    New York City •6 reviews
    5.0
    Dined 3 days ago
    The restaurant is very nice inside with a rustic comfortable dining room and bar area. We were there for the special Valentine’s Day menu. The food was very good and well presented. Service was excellent. Would definitely return for regular lunch/dinner meal and would recommend to others.
    More info
    The Brushmill by the WaterfallPrice: Expensive• Contemporary American• Chester
    •
    4.5
  • Richard
    Greater Boston •3 reviews
    5.0
    Dined 3 days ago
    Absolutely fantastic! We will be back soon! First class staff.. and the food? All 10’s! Thanks for a wonderful evening! Cheers
    More info
    The Wine Bar & Bistro at The Griswold InnPrice: Moderate• Wine Bar• Essex
    •
    4.8
  • Fred
    Rhode Island •1 review
    5.0
    Dined 7 days ago
    Our first time having dinner at Tao at Mohegan Sun. It was nothing short of amazing from start to finish! Tao is truly an experience. From the ambiance, to the staff, and of course the food itself. I rarely review a restaurant at 5 stars, but Tao has certainly earned that rating. FKP
    More info
    TAO Mohegan SunPrice: Expensive• Pan-Asian• Uncasville
    •
    4.7

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