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Chesca's Restaurant


Ratings and reviews

Certificate of Excellence2015 - 2018 Winner

Location and contact


Clam Chowder
fresh sea clams, cream and garnished with smoked bacon and chives
Jumbo Shrimp Cocktail
three shrimp with red and white cocktail sauces
Lobster Bisque
with a scallop shell pastry and chive oil garnish
Pizzetta Margherita
grilled thin crust with fresh tomatoes, mozzarella and basil
House Made Gnocchi
gorgonzola sauce, wild mushrooms and fresh sage
Lobster - Crab Cake
mesclun greens and lemon tarragon aoli
Island and Vermont Cheeses
grey barn: prufrock and eidolon; vermont: tarentaise and ash-ripened goat dried cherries, asian pears, marcona almonds and crostini
Grilled Vegetable Antipasti
with insalata ricotta, olives, romesco sauce
Bresaola Carpaccio
extra virgin olive oil, lemon, capers, arugula, and shaved parmigiano reggiano
Steamed Mussels
leeks, roasted fennel, shallots and white wine
Farmhouse Greek
cucumbers, tomatoes, red onions, capers, kalamata olives, shaved feta with red wine vinaigrette
Grilled Romaine Hearts
heirloom tomatoes, avocado, scallions, chopped egg, gorgonzola and warm bacon dressing
Pear Bibb
asian pears, bibb lettuce, goat cheese, pickled onions, spiced walnuts and dried cherry vinaigrette
Simple Greens
with nice tomatoes mesclun and raddichio, parmesan crisp with maple-mustard balsamic vinaigrette
Marinara, Alfredo or Tomato Basil Cream Sauce
over penne, pappardelle or gluten-free pasta
Sautéed Broccolini
with olive oil and garlic
Tonight's Vegetable
Creamy Polenta
Chive Mashed Potatoes
House Made Meatballs
Potato Gratin
Grilled Salmon
sweet thai chili glaze, chive mashed potatoes and fresh vegetables
Braised Beef Short Ribs
fried leek gremolata, creamy polenta, sautéed garlic broccolini
Braised Beef Short Ribs
red onion and bacon confit, creamy polenta, broccolini and baby carrots
Pan Roasted Halibut
spinach, roasted tomatoes and white beans in a light garlic fish broth
Chicken Marsala
boneless shicken breast sautéed with mushrooms, shallots, scallions, stock and marsala wine with chive mashed potatoes and fresh vegetables
White Clam Sauce
over angel hair extra virgin olive oil, garlic, butter and parsley with chopped clams and littlenecks
Grilled Black Angus New York Sirloin
roasted shallot chianti butter, grilled asparagus and potato gratin
Lobster Ravioli and Seared Scallops
light sherry cream with roasted hazelnuts, pancetta and heirloom tomato salad
Pappardelle Bolognese
veal ragu with pancetta, vidalia onions, tomato and cream
Sole Piccata
over sautéed spinach with artichoke hearts, tomatoes and capers
box divided into compartments. mixed green salad with house vinaigrette, your choice of soup or chowder, fresh sautéed vegetable and chive mashed potato. your choice of:
Grilled Salmon
with thai chili glaze
Chicken Marsala
mushroom, shallots and scallions
Grilled Shrimp
lemon, garlic, olive oil and parsley
Marinara, Alfredo or Tomato Basil Cream Sauce
over penne, angel hair, pappardelle or gluten-free penne
Bittersweet Chocolate Brownie*
cappuccino ice cream, callebaut dark chocolate sauce, whipped cream
Chef's Créme Caramel
incredibly smooth with fresh berries
Chocolate Stout Cake
malted milk cream cheese frosting and choice of ice cream
vanilla bean ice cream coated with sponge cake crumbs caramel sauce and chilmark chocolates' almond-butter crunch crumbles
Key Lime Pie
graham cracker crust, raspberry sauce, whipped cream and toasted fresh coconut
Fresh Fruit Brown Butter Cobbler
sweetened marscapone drizzle
With Grand Marnier $14.0
Fresh Berries
Ice Cream
vanilla bean, cappuccino, dutch chocolate, or hand-mixed fresh mint chip served with a pizzelle cookie
Kitchen Sink Skillet Sundae* (for two)
vanilla, cappuccino, and chocolate ice creams chocolate, caramel and strawberry sauces brownie crumbles, cake crumbs, almond-butter crunch with whipped cream and toasted coconut
Raspberry Sorbet
Spicy Mango Margarita
tanteo jalapeno tequila, cointreau, fresh lime juice, mango purée, agave nectar and homemade sour
Raspberry Lime Rickey
stoli raspberry vodka, fresh lime juice raspberry purée, club soda
Vineyard Breeze
bacardi rum, bacardi coco, pineapple, cranberry, and lime juices with a meyer's rum floater
Twisted Ginger
absolut vodka, canton ginger liqueur lime juice and a splash of prosecco
stoli vanilla vodka, kahlua, tia maria and chilled espresso
Sicilian Kiss
grey goose orange, solerno blood orange liqueur campari, lime, blood orange purée, splash of o.j.
Perfect Pear Martini
pear vodka, fresh pear puree, lemon juice
Left Bank Martini
oxley gin, st. germain, splash of grapefruit and sauvingnon blanc
Cucumber Martini
crop organic cucumber vodka, fresh lemon juice splash of sauvignon blanc
Left Bank Martini
bombay gin, st. germain, a splash of grapefruit and sauvignon blanc
Chalone Vineyards, Monterey, California, 2012
Montinore Vineyards (organic), Willamette Valley, Oregon, 2012
Lincourt, Santa Rita, California, 2011
Acacia, Carneros, California, 2011
Expression 44, Willamette Valley, Oregon, 2011
Patz & Hall, Sonoma Coast, California, 2012
Sequana, Single Vineyard, Russian River Valley, California, 2009
Goldeneye, Anderson Valley, California, 2010
Spellbound, Napa Valley, California, 2012
Tangley Oak, Lot 10, Napa, California, 2009
Napa Cellars, Napa Valley, California, 2011
Twomey, Napa Valley, California, 2009
Duckhorn, Napa Valley, California, 2010
Special Diets
Vegetarian Friendly, Gluten Free Options
Dinner, After-hours
Italian, American
Reservations, Seating, Waitstaff, Serves Alcohol, Full Bar
Reviews (281)
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All reviews chicken marsala seafood paella scallops tuna poke bread mashed potatoes key lime pie clam chowder vineyard square hotel overlooking water front porch the short ribs before dinner every summer an entree wine selection worth the wait
Updating list...
1 - 10 of 279 reviews
Reviewed December 18, 2018

despite the fact that I worked in this restaurant, I want to say impartially that this is the most delicious food on the island and wonderful service. Working 2 months before dinner there, I heard a lot of reviews from visitors who after dinner usually...More

Date of visit: August 2018
Thank equateur97
Reviewed October 14, 2018

Visited this place with friends who recommended it. Sat on the balcony but still inside. Excellent food and service. Would go again

Date of visit: September 2018
Reviewed October 8, 2018

Good food and excellent service. The risotto with shrimp and the clam & angel hair pasta were well prepared. The restaurant has a nice ambiance. The only negative from my perspective is that the menu is limited. Note: This restaurant, like many others, closes for...More

Date of visit: October 2018
Thank pamt464
Reviewed September 30, 2018

We were staying at the Vineyard Square and arrived late on a Friday evening. Chesca's was an easy option for dining. We enjoyed our dinner very much. Friendly staff, delicious food and a deal on the wines (end of season) made this restaurant a gem....More

Date of visit: September 2018
Thank HAV847
Reviewed September 21, 2018 via mobile

Food was excellent. It was hot and very flavorful. Service was on top of things. The cost was a good value for the location. Malbec blend and Pinot Noir were very good and paired well with food.

Date of visit: September 2018
Thank William R
Reviewed September 13, 2018

Came here on our last night at the Vineyard. This is five star dining with five star dining prices. Everything was delicious. This is a tablecloth restaurant with an extensive wine list, a very good menu and delicious desserts. The service was very professional, and...More

Date of visit: May 2018
Thank GTheo
Reviewed September 13, 2018

My wife and I had dinner here last Sunday. Weather was rainy, Chesca's was in our hotel, so this was a no-brainer- we were not disappointed. Cathy, our waitress, was pleasant, informative, and efficient. We had the clam chowder, salmon and braised short ribs. The...More

Date of visit: September 2018
Thank et1952017
Reviewed August 18, 2018

There was a time when Chesca's food was top rate - sadly those days have passed. It's time for an updated menu and new efforts from the kitchen though service is always solid.

Date of visit: August 2018
1  Thank Susie R
Reviewed August 16, 2018 via mobile

We dined here twice and it was fabulous. The 1st evening we were there musicians were entertaining the crowds outside with songs from James Taylor, Fleetwood Mac and other well known artists. It was wonderful. Chesca's was fabulous. A busy restaurant with a great buzz,...More

Date of visit: August 2018
1  Thank FarAway798414
Reviewed August 13, 2018

Our party of 4 ate at Chesca this week for dinner. It was outstanding. Great service....and outstanding food. BTW I had the linguini w white clam sauce. It was world class......and FYI.....my parents were born in Italy so I know good clam sauce. :-)

Date of visit: August 2018
Thank Robert A
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Questions & Answers
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July 15, 2018|
Response from estela r | Reviewed this property |
I am not really sure, sorry. You could check directly with them
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