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Best Date Night Restaurants in Chester

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11 restaurants available nearby

A photo of The Brushmill by the Waterfall restaurant
1. The Brushmill by the Waterfall
4.5
Awesome(606)
Price: Expensive
• Contemporary American • Chester
Booked 7 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
4.6
Exceptional(939)
Price: Expensive
• American • Essex
Booked 8 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(1312)
Price: Moderate
• Italian • Chester
Booked 3 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
4.9
Exceptional(90)
Price: Moderate
• Wine Bar • Essex
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(47)
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 La Marea restaurant
6. La Marea
4.8
Exceptional(1812)
Price: Expensive
• Italian • Old Saybrook
Booked 11 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(1527)
Price: Expensive
• Seafood • Old Saybrook
Booked 26 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(1720)
Price: Moderate
• Contemporary American • Old Saybrook
Booked 10 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 Little Pub- Old Saybrook restaurant
9. Little Pub- Old Saybrook
4.6
Exceptional(139)
Price: Moderate
• American • Old Saybrook
Booked 3 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 Penny Lane Pub restaurant
10. Penny Lane Pub
4.4
Awesome(344)
Price: Moderate
• American • Old Saybrook
Booked 12 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!
‘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.

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