
Chesca's Restaurant
An upscale Edgartown bistro offering gourmet Italian-American dishes with a cozy porch for pre-dinner drinks and intimate ambiance.
Highlights
Must-see attractions
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Chesca's Restaurant

Highlights
Must-see attractions
An upscale Edgartown bistro offering gourmet Italian-American dishes with a cozy porch for pre-dinner drinks and intimate ambiance.
Make Reservations
Consider making reservations in advance to secure your preferred table, especially during peak times.
Clear Communication
Communicate dietary restrictions or special requests clearly to ensure a smooth and enjoyable dining experience.

Quick Facts
Cuisine
Italian-American
Price
$$$
Highlights
Discover the most iconic attractions and experiences

Intimate & Romantic Atmosphere
Experience an intimate and romantic dining atmosphere, perfect for special occasions with twinkling lights and a charming ambiance.

Gourmet Comfort Dishes
Savor classic comfort dishes with a gourmet twist, from specialty pasta like lobster ravioli to outstanding seafood options.

Charming Front Porch Dining
Relish in the inviting ambiance on the front porch overlooking Edgartown, ideal for pre-dinner drinks and people-watching.
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Insider Tips
from TikTok, Instagram & Reddit
Make Reservations
Consider making reservations in advance to secure your preferred table, especially during peak times.
Clear Communication
Communicate dietary restrictions or special requests clearly to ensure a smooth and enjoyable dining experience.
Visit Off-Peak
Visit during off-peak seasons for potentially shorter wait times and more personalized attention.
Tips
from all over the internet
Make Reservations
Consider making reservations in advance to secure your preferred table, especially during peak times.
Clear Communication
Communicate dietary restrictions or special requests clearly to ensure a smooth and enjoyable dining experience.
Visit Off-Peak
Visit during off-peak seasons for potentially shorter wait times and more personalized attention.
What Travellers Say
Reviews Summary
Chesca's Restaurant garners praise for its intimate atmosphere, gourmet Italian-American cuisine, and charming porch views, making it a favorite for special occasions and family gatherings. However, some diners have noted a decline in food quality and service consistency since recent ownership changes, with occasional issues like incorrect orders or poorly prepared dishes impacting the overall experience.
"We were staying at the hotel and decided to check this restaurant out. We sat at the bar and our bartender was fantastic. He was on point with answering our questions. I ordered the delicious clam chowder my wife got the ahi tuna entree. She loved it. I would definitely come back to try other items."
Lisa Callei
"Chesca’s food isn’t as good as it used to be. And the service felt a little chaotic. My entree was never put in so I ended up eating a dish that was brought to our table by accident and they still charged us for it. Which I wouldn’t have minded so much if it all tasted really good but it was just good not great. I don’t recommend the lobster pinsa which is advertised as a pizza. It’s a cold dish ."
Jen Brown
"Chesca’s Restaurant is my favorite on the island!
First, the food is hands-down amazing! The service was spot on for our party of 20. Every dish was full of flavor and freshness! The entrees were perfect and so were our wine selections.
In addition, I had an engagement cake made by one of the owners and the Chef himself came to congratulate us as well as our families!
You MUST stop by for your special occasions as these are wonderful people who filled our evening with great food, great atmosphere, and great service!
We can’t wait to go back again for more great food!"
Crissy V
What People Like
What People Dislike
Frequently Asked Questions
Making reservations in advance is highly recommended to secure your preferred table, especially during busy seasons.
Beyond standard juice or soda, you can request a Non-Alcoholic Beer if available.
Popular dishes include Pappardelle Bolognese, Lobster Ravioli, Grilled Salmon, and the Braised Short Ribs.
Yes, many reviewers mention Chesca's for special occasions, citing the ambiance and the staff's efforts to make evenings memorable.
The staff is known to adhere to special dietary needs with utmost concern and attention.
The restaurant offers an intimate and romantic atmosphere, with a charming front porch and a lively courtyard that sometimes features live music.
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Romantic Restaurants on Martha’s Vineyard
Located in the luxurious Vineyard Square Hotel & Suites in Edgartown, Chesca's Restaurant is an upscale bistro with a charming porch that specializes in classic Italian-American cuisine and casual Italian wines served in a warm and welcoming atmosphere. The family-friendly restaurant offers a seafood-centric menu of gourmet offerings, such as lobster ravioli with seared sea scallops, seafood paella packed with littleneck clams, mussels, chorizo, shrimp, scallops, and lobster, Pappardelle Bolognese, and grilled Salmon with Thai chili glaze. A charming front porch boasts beautiful views of historic downtown Edgartown and live music is hosted in the quaint courtyard on Thursday evenings.
Edgartown — Good Eats MV
Chesca’s has been a staple in Edgartown for over 30 years, located in the Vineyard Square, one block from Main St. and a block from Edgartown Harbor. Come in and enjoy a casual “Island” fine dining experience in our candle lit relaxed vibe dining room, have a drink at the bar or a cocktail outside on the porch taking in the scene and making new friends. Enjoy yourself while eating and drinking at a quintessential Edgartown landmark.
Martha’s Vineyard Lighthouse - Things to Do in Martha's Vineyard
Delight in fine dining, such as at our on-site Edgartown restaurant, Chesca’s Restaurant. Regardless of where your interests lie, you’re sure to have an unforgettable time getting comfortable in our spacious accommodations and exploring Martha’s Vineyard with your significant other. For additional information about making a reservation, please give us a call at 508-627-4711 or create your booking online.
Restaurants in Martha's Vineyard
What distinguishes this classic Italian restaurant may be a boisterous bar scene where you can catch a game on TV while dining. The casual and lively restaurant also includes an enclosed porch for a quieter dining experience. This is the place to bring a large group and enjoy a big…
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Chesca’s Restaurant is a top-notch Northern Italian-American restaurant in Edgartown. Have a drink on their beautiful front porch that overlook the famous village of Edgartown, or enjoy fine dining, whether you’re in the mood for fresh seafood, steak, or specialty pasta dishes.
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