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Best Restaurants for Outdoor Dining in Chester

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5 restaurants available nearby

A photo of The Brushmill by the Waterfall restaurant
4.6
Exceptional(580)
Price: Expensive
• Contemporary American • Chester
Booked 12 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 Scotch Plains Tavern restaurant
4.8
Exceptional(703)
Price: Moderate
• Pub • Essex
If you’re looking for an authentic tavern cuisine and rustic ambiance, Scotch Plains Tavern is the place to be. Located minutes from Essex Steam Train, Rt. 9, and I-95, guests can kick back with a drink and some wings in our newly renovated upstairs bar, redesigned in a modern vintage industrial style while maintaining the original bar from Oliver’s Tavern. The bar, retrofitted for additional space, was originally built in 1913 for a bar in Chicago where Al Capone is rumored to have regularly tipped a glass.
A photo of Fresh Salt restaurant
4.6
Exceptional(1501)
Price: Expensive
• Seafood • Old Saybrook
Booked 29 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 The Essex restaurant
4.8
Exceptional(1019)
Price: Expensive
• American • Old Saybrook
Booked 12 times today
Set in the heart of downtown, across from the Katharine Hepburn Cultural Arts Center, the “new” Essex will continue to offer the progressive, modern, approachable cuisine that has made it a top restaurant in the region. Whether it’s a pre-theater dinner, a casual gathering with friends, or a tasting menu for a special evening, guests can gather at The Essex to create memories with family and friends while enjoying excellent cuisine. The Essex menu showcases modern American cuisine that draws inspiration from the land, sea and deep heritage of the Connecticut River Valley, using the freshest locally sourced products available from farm and sea. All will inspire an ever-changing menu of progressive interpretations of timeless dishes. "Voted Best New Restaurant in New England" Yankee Magazine "Best Restaurants in Connecticut" CT Magazine "Not to be Missed" Town & Country Magazine"Rising Chef Star" CT Mag
A photo of Little Pub- Old Saybrook restaurant
4.6
Exceptional(133)
Price: Moderate
• American • Old Saybrook
Booked 7 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.

See what locals rave about

From verified diners like you
From verified diners like you
  • MaureenVIP
    New York City •14 reviews
    5.0
    Dined 1 day ago
    Love this gem ! Service was awesome . The duck dish was unique and amazing. Kudos to the pastry chef as well. Love the history of the restaurant and rustic cozy atmosphere
    More info
    The Brushmill by the WaterfallPrice: Expensive• Contemporary American• Chester
    4.6
  • Ken
    New York City •1 review
    5.0
    Dined 2 days ago
    Went to meet my longtime friend at Terrain in Westport Connecticut today. Upon entering, I thought I was walking into a terrarium of sorts. I didn’t even realize it was a restaurant.  walking past the beautiful decorations I saw lots of smiling faces; waiters and patrons.  I sat down and was offered a drink right away. The menu was clean and elegantly designed. I liked how it was not overwhelming, but still had a nice range of options. The prices were great considering how lavish the decor was. I don’t think there was anything over $30 But the average I would say was $15. My friend ordered the grilled cheese and I got a medium well burger with aïoli dressing, bacon on top and a side of fries. I was really impressed with the quality of the meat combined with the juiciness of the burger. You never know what you’re gonna get when you Order medium well. The waiters were always on hand and ready to serve, but never gave us the feeling they were trying to rush us out. But we were there after the lunch rush so I don’t know what it’s like during the busiest times. Couple of lattes and we were ready to go. Was excited to explore the other areas of the place. I felt like I was at the botanical gardens with a restaurant growing out of it. It would be a great place to eat when the weather would allow outdoor seating.  Besides our kind waitress, a hostess by the name of Teresa, came by to check on us. She appeared to be a nature-loving enthusiast with an artistic bent. She turned me on to a Portuguese author whom I’m interested in reading. Overall, my friend and I had a great time and now planning on returning the last Thursday of this month. There’s a lot more to experience there not only in food, but in shopping. I could easily drop $1000 at the store, considering all the unique things on display. No hesitation, offering up five stars for Terrain ! After you check it out, send me your comments. Would love to hear from you. @HEARTmyMIND
    More info
    Terrain Cafe – WestportPrice: Moderate• Contemporary American• Westport
    4.7
  • Diana
    Connecticut •1 review
    5.0
    Dined on Jan 1, 2025
    Our late lunch early dinner was fabulous on New Year's Day 2025. Our waitress, Barbara, was very friendly, energetic, helpful and wonderfully nice-she gets all the kudos for a great visit. We will definitely return to Fresh Salt.
    More info
    Fresh SaltPrice: Expensive• Seafood• Old Saybrook
    4.6
  • PatriciaVIP
    New York City •16 reviews
    5.0
    Dined on Jan 1, 2025
    We have frequently chosen this restaurant for our New Year’s Day brunch and will continue to do so. Wait staff is friendly and attentive and food choices are varied and well prepared
    More info
    The Wharf-Madison Beach HotelPrice: Expensive• Unspecified• Madison
    4.7
  • Joseph
    New York City •2 reviews
    5.0
    Dined on Nov 14, 2024
    Food and staff are Great! Will not disappoint...
    More info
    Scotch Plains TavernPrice: Moderate• Pub• Essex
    4.8
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