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Windward Grille Restaurant

109 Eastern Ave, Essex, MA 01929-1331
+1 978-768-0050
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  • Excellent62%
  • Very good29%
  • Average7%
  • Poor2%
  • Terrible0%
Travellers talk about
“steak” (17 reviews)
“haddock” (24 reviews)
“seafood” (33 reviews)
Open Now
11:30 am - 9:00 pm Hours
American, Seafood, Bar, Pub
$$ - $$$
109 Eastern Ave, Essex, MA 01929-1331
All Details
Write a ReviewReviews (212)
Traveller rating
Traveller type
Time of year

1 - 10 of 211 reviews

Reviewed 1 week ago

We were traveling in the area and needed to find a place for dinner. This place was very comfortable and the food was better than what we had the day before in the Little Italy part of Boston!!

Thank TNVOL1985
Reviewed 2 weeks ago via mobile

Very nice place, excelent food, great service, a very warm environment for family and friends. the bread was delicious, and the cheesecake dessert was superb.

Thank andescur
Reviewed 4 weeks ago

We were able to get a reservation at the time we wanted (on rather short notice) and in the room that I like. Our food was excellent. My friend got a risotto dish which she said was the best she ever had. Our server was...More

Thank Mary Q
Reviewed 10 September 2018

I don't usually post reviews-but this is hands down the best Tenderloin steak in the area. The Windward is a "go to" for my husband and I during Fall and Winter (we only sit in the bar area) and I generally always get the Tenderloin....More

Thank nancy f
Reviewed 8 September 2018

The atmosphere is a well preserved historic (1640's or so) building sectioned into various dining rooms. We sat in one that had exposed brick walls, wood beams, wainscoting and an original fireplace. Service was friendly and efficient. We were feeling like lobster. I got the...More

Thank kathyandalan
Reviewed 26 August 2018

I ate here with my family tonight and everyone enjoyed their meal. I got the lobster bisque and seafood marinera and they were both excellent. They were both large portions and tasted great. Our waitress, Nicole provided excellent service/ She took our orders in a...More

Thank sleeper61
Reviewed 18 August 2018 via mobile

The place itself catches your attention from outside but inside is even better. The service and the food are very good. I was pleased and surprised with prices. They are spectacular!!! I will be going back no doubt!

Thank joao f
Reviewed 10 August 2018

I had dinner at this restaurant with my sister and my husband. We all ordered seafood and we all agreed that it was good. The prices are reasonable, the service is very good, the atmosphere is quite pleasant and there is plenty of parking.

Thank Kathy B
Reviewed 7 August 2018 via mobile

Owner/greeter not overly friendly. Waitress was great. Good food. Salad was a little lame but we ate it. All very happy with our meals. Price was right for that arena.

Thank lvien
Reviewed 29 July 2018

Nice old place updated inside - a little crowded - food very good - not on the river but I'm a local and see enough of it as it is

Thank ChrisinMass
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Ask a question
Questions & Answers
18 December 2015|
AnswerShow all 4 answers
Response from Rgon11 | Reviewed this property |
I believe it is between 11 and 2 . However, calling them is recommended.
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Restaurant Details

Rating summary
  • Food
  • Value
Average prices
USD 8 - USD 24
American, Seafood, Bar, Pub
Lunch, Dinner
Restaurant features
Takeout, Seating, Waitstaff, Parking Available, Free Off-Street Parking, Television, Wheelchair Accessible, Serves Alcohol, Full Bar, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Reservations, Private Dining, Accepts Credit Cards
Good for
Special Occasion Dining, Kids, Business meetings, Local cuisine, Groups, Child-friendly
Open Hours
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 9:00 pm
11:30 am - 10:00 pm
11:30 am - 10:00 pm
Location and Contact Information
  • Address: 109 Eastern Ave, Essex, MA 01929-1331
  • Location: United States  >  Massachusetts (MA)  >  Cape Ann  >  Essex
  • Phone Number: +1 978-768-0050
Antique New England farmhouse with 1800's barn attached. Fireplaces lit during the winter months. Large rustic bar with high-top seating around bar area. Booth and table seating available in several dining rooms. Special value priced specials available Monday thru Thursday. Large parking area with easy wheelchair accessibility.
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