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Best Restaurants for Outdoor Dining in Chester

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8 restaurants available nearby

A photo of The Brushmill by the Waterfall restaurant
1. The Brushmill by the Waterfall
4.5
Awesome(564)
Price: Expensive
• Contemporary American • Chester
Booked 8 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
2. Scotch Plains Tavern
4.5
Awesome(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
3. Fresh Salt
4.6
Exceptional(1494)
Price: Expensive
• Seafood • Old Saybrook
Booked 28 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 Chamard Vineyards, Farm Winery Bistro restaurant
4. Chamard Vineyards, Farm Winery Bistro
4.7
Exceptional(2435)
Price: Expensive
• French American • Clinton
Booked 10 times today
Established in 1983, Chamard Vineyards, is one of the Connecticut Wine Trails founding fathers. Tucked between the Long Island Sound and the Connecticut River, Chamard enjoys a unique marine micro-climate ideal for growing European Vinifera vines such as Chardonnay, Riesling, Gewürztraminer, Cabernet Sauvignon, Cabernet Franc, Merlot and Pinot Noir. To produce “French Inspired Wines from the Connecticut Shoreline” has been Chamards mission from the start. As a farm, Chamard honors agriculture by partnering with fellow growers and producers to pair food with wine in celebration of Connecticut’s local gastronomy.
A photo of Café Routier restaurant
5. Café Routier
4.8
Exceptional(2155)
Price: Moderate
• American • Westbrook
Booked 17 times today
Please go to www.caferoutier.com for all current menus and important postings!"Constantly evolving, Seasonally driven and Globally inspired menus"Cafe Routier, Bistro and Lounge, serving a three paneled menu format; Regional (a different region of the world every 8 weeks), Seasonal (locally sourced seasonal ingredients) and a specialty menu of classic Bistro fare. A 40 seat lounge serving 'small plates' and tapas adjoins the bar area. Ethos is important to us.Reservations made online are for our dining room only. Our lounge does not require reservations and works on a first come/first serve approach, so please do not make a reservation if your intent is to sit in the lounge!
A photo of The Essex restaurant
6. The Essex
4.8
Exceptional(1009)
Price: Expensive
• American • Old Saybrook
Booked 9 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 Penny Lane Pub restaurant
7. Penny Lane Pub
4.5
Awesome(327)
Price: Moderate
• American • Old Saybrook
Booked 10 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!
A photo of Little Pub- Old Saybrook restaurant
8. Little Pub- Old Saybrook
4.5
Awesome(130)
Price: Moderate
• American • Old Saybrook
Booked 9 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
  • Andrew
    San Francisco Bay Area •14 reviews
    5.0
    Dined 1 day ago
    We celebrated our anniversary and had a delightful meal. Our server, Paige, was excellent. Just the right balance of attentiveness and friendliness, while not rushing us. The food was excellent. The view of the water made everything perfect for a special occasion.
    More info
    Fresh SaltPrice: Expensive• Seafood• Old Saybrook
    •
    4.6
  • Ellen
    Greater Boston •14 reviews
    5.0
    Dined 4 days ago
    We had a family dinner of 8 on a Saturday night and everyone’s dinner was incredible. Our server was great. We have been coming to this restaurant for years through all of its changes and this might be the best ownership yet. The place looks great. The owner came to our table to make sure everything was right. Our waiter was local and reminisced with us. Highly recommend this restaurant on all levels but mainly because the food was just so good!
    More info
    The Brushmill by the WaterfallPrice: Expensive• Contemporary American• Chester
    •
    4.5
  • EzraLVIP
    New York City •117 reviews
    5.0
    Dined 4 days ago
    What’s there not to love? It’s near impossible to be fair because I’ve never had a restaurant where EVERYONE is so positive and happy to make your experience so wonderful. When I come here I get to see the terrific staff with a coordinated view and food. Love it. Look forward to being back at the summer house down the block and being a weekly regular again.
    More info
    The Wharf-Madison Beach HotelPrice: Expensive• Unspecified• Madison
    •
    4.7
  • josue
    Connecticut •1 review
    5.0
    Dined 5 days ago
    We started with the quinoa fritters, they were amazing. For Entrees we had the short rib with eggs, you can have your eggs any way you like. My wife had hers poached and mine scrambled. It was served with a side of roasted potatoes. The food came out amazing. Followed by dessert, a slice of cheesecake topped off in caramel sauce. Typically I find caramel overpowering sweet but this sauce met the perfect blend between bitterness and sweetness. Very well done
    More info
    Terrain Cafe – WestportPrice: Moderate• Contemporary American• Westport
    •
    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
    •
    4.5

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