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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(554)
Price: Expensive
• Contemporary American • Chester
Booked 5 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 Rustica Ristorante - Chester restaurant
2. Rustica Ristorante - Chester
4.7
Exceptional(1296)
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 Griswold Inn restaurant
3. The Griswold Inn
4.4
Awesome(902)
Price: Expensive
• American • Essex
Booked 13 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 The Wine Bar & Bistro at The Griswold Inn restaurant
4. The Wine Bar & Bistro at The Griswold Inn
4.8
Exceptional(80)
Price: Moderate
• Wine Bar • Essex
Booked 3 times 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(39)
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 Liv's Oyster Bar restaurant
6. Liv's Oyster Bar
4.8
Exceptional(2670)
Price: Expensive
• Seafood • Old Saybrook
Booked 13 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
7. Aspen Restaurant
4.7
Exceptional(1687)
Price: Moderate
• Contemporary American • Old Saybrook
Booked 6 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 Fresh Salt restaurant
8. Fresh Salt
4.6
Exceptional(1482)
Price: Expensive
• Seafood • Old Saybrook
Booked 23 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
9. La Marea
4.8
Exceptional(1762)
Price: Expensive
• Italian • Old Saybrook
Booked 5 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 Café Routier restaurant
10. Café Routier
4.8
Exceptional(2147)
Price: Moderate
• American • Westbrook
Booked 17 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
  • Rayford
    New York City •1 review
    5.0
    Dined today
    Food was great music was on point DJ was really good mixing old school music. My waitress was great I did not get his name but the service was great water glass never was empty. Service was top 10 I would recommend this restaurant and lounge to anyone.
    More info
    TAO Mohegan SunPrice: Expensive• Pan-Asian• Uncasville
    •
    4.7
  • Lisavip
    New York City •36 reviews
    5.0
    Dined 2 days ago
    Another wonderful dinner at the Wine Bar! It is such a cozy spot. Love the tapas. Chicken cacciatore, autumn salad and flatbread were great. The upside apple cake was amazing.
    More info
    The Wine Bar & Bistro at The Griswold InnPrice: Moderate• Wine Bar• Essex
    •
    4.8
  • Steven
    Greater Boston •5 reviews
    5.0
    Dined 3 days ago
    We have been here a couple of times now and really enjoyed both, to the point that even though we’re 30 minutes away will make it one of our regular restaurants. The food was delicious and all 4 of us liked our meals very much (swordfish, fettuccine carbonara, etc). Great sauces, flavors and homemade pasta that was light and tasty! Our server was delightful and patient with us as we were slow to order doing much talking. The ambience is also very nice, casually warm with an understated elegance. The bar is also a great spot to wait for a table if needed, but also great to eat there if just two. I highly recommend!
    More info
    Rustica Ristorante - ChesterPrice: Moderate• Italian• Chester
    •
    4.7
  • Heathervip
    New York City •4 reviews
    5.0
    Dined 4 days ago
    Amazing food and great service! We will be back. What a great night.
    More info
    Fresh SaltPrice: Expensive• Seafood• Old Saybrook
    •
    4.6
  • Josephvip
    New York City •13 reviews
    5.0
    Dined 5 days ago
    Had an excellent dinner at Brushmill at their latest “Burgers, Bourbon, and Brews” night. Both my wife and my burger were cooked to perfection and delicious. The fries put even McDonald’s to shame. If you enjoy Manhattans and old fashioned cocktails, they nailed those too. Service wise, couldn’t ask for better. Water was kept filled (with complimentary Fiji water), drinks never went empty without ordering a refill, and all the staff including the manager and owner were lovely to talk to.
    More info
    The Brushmill by the WaterfallPrice: Expensive• Contemporary American• Chester
    •
    4.5

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