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Best Date Night Restaurants in Chester

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12 restaurants available nearby

A photo of The Brushmill by the Waterfall restaurant
1. The Brushmill by the Waterfall
4.5
Awesome(574)
Price: Expensive
• Contemporary American • Chester
Booked 15 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(916)
Price: Expensive
• American • Essex
Booked 9 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
4.6
Exceptional(1309)
Price: Moderate
• Italian • Chester
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
4.9
Exceptional(83)
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(40)
Price: Moderate
• Pub • Centerbrook
Booked 5 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 Fresh Salt restaurant
6. Fresh Salt
4.6
Exceptional(1500)
Price: Expensive
• Seafood • Old Saybrook
Booked 20 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 La Marea restaurant
7. La Marea
4.8
Exceptional(1783)
Price: Expensive
• Italian • Old Saybrook
Booked 16 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 Liv's Oyster Bar restaurant
8. Liv's Oyster Bar
4.8
Exceptional(2691)
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.
A photo of Aspen Restaurant restaurant
9. Aspen Restaurant
4.6
Exceptional(1700)
Price: Moderate
• Contemporary American • Old Saybrook
Booked 17 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
10. Café Routier
4.8
Exceptional(2161)
Price: Moderate
• American • Westbrook
Booked 16 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.
‘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
  • Mckenzie
    Greater Boston •5 reviews
    5.0
    Dined today
    Awesome place. Vibe is great, food was amazing. Great selection of scotch. Different dining experiences in each room; We chose fine dining and it was wonderful. Ribeye was exceptional. New favorite spot!
    More info
    The Brushmill by the WaterfallPrice: Expensive• Contemporary American• Chester
    •
    4.5
  • RichardVIP
    Greater Boston •100 reviews
    4.0
    Dined 1 day ago
    After many years, we decided to make the drive to The Gris. We were not disappointed. I ordered clam chowder and the salmon entree. My wife ordered the cod entree. Everything was prepared perfectly and tasted delicious. However, our waitress seemed confused at times and not everything went smoothly as a result. For instance, although I asked for the chowder to be served before the entrees but the entrees were brought to the table without getting the chowder. When I asked the waitress what happened, she was confused but asked me if I still wanted it. I said yes and she promptly served it along side my salmon. That aside, it is a grand old place. The only other negative was that a cold breeze permeated the restaurant every time the front door opened. You would think they would have solved that problem over the many years it’s been there.
    More info
    The Griswold InnPrice: Expensive• American• Essex
    •
    4.5
  • LauraVIP
    New York City •74 reviews
    5.0
    Dined 3 days ago
    We visit this Tao every time we go to Mohegan sun and we love it! Food and service always top notch. Food comes out super fast though , great if you want to get backed to gambling. That being said our waitress was wonderful last night and I can’t remember her name …meal was so perfectly paced as we were NOT looking to get backed to gambling we were looking for a break from gambling. Love this place and its vibe
    More info
    TAO Mohegan SunPrice: Expensive• Pan-Asian• Uncasville
    •
    4.7
  • anne
    Greater Boston •11 reviews
    5.0
    Dined on 19 Dec 2024
    Great neighborhood restaurant. Food and service was excellent! If you are looking for a wonderful dining experience Rustica is the place!
    More info
    Rustica Ristorante - ChesterPrice: Moderate• Italian• Chester
    •
    4.6
  • Lisa
    New York City •2 reviews
    5.0
    Dined on 19 Dec 2024
    Festive and fun and delicious! Great food and ambience!
    More info
    The Wine Bar & Bistro at The Griswold InnPrice: Moderate• Wine Bar• Essex
    •
    4.9

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