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Windward Grille Restaurant

) #1 of 19 Restaurants in Essex $$ - $$$ American, Seafood,
109 Eastern Ave, Essex, MA 01929-1331
+1 978-768-0050
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  • Excellent60%
  • Very good29%
  • Average9%
  • Poor2%
  • Terrible0%
Travellers talk about
“steak” (14 reviews)
“prime rib” (12 reviews)
“haddock” (22 reviews)
Opens in 12 min
All hours
American, Seafood, Bar, Pub, Gluten Free Options
$$ - $$$
109 Eastern Ave, Essex, MA 01929-1331
All Details
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Reviews (177)
Traveller rating
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Time of year

1 - 10 of 176 reviews

Reviewed 4 days ago

We ate there due to the good reviews. From outside looks very pretty, an old inn. One dining area was cute. The other 2 rooms were extremely plain and not really clean looking. The salad and soup were just eh... Iceberg lettuce salad.... thin no...More

Thank mittmott
Reviewed 1 week ago

Had the haddock which was fresh and delicious. Five of us had very good meals, great service, and prices were not too expensive.

Thank Mary A
Reviewed 2 weeks ago

I went here with friends while we were visiting nearby Rockport and Gloucester, and we had a ball. Great wait staff, beautiful building and atmosphere, and a ghost story to boot. The food was truly wonderful. I had the mixed grill, which admittedly sounds odd...More

Thank Susan D
Reviewed 2 weeks ago

Quaint, early American building, nice decor, excellent food, excellent service, very reasonable prices; Waiter even brought us a small cake for our anniversary. Worth the short ride from Gloucester for the pennywise who an outstanding meal.

Thank Don B
Reviewed 3 weeks ago

This was my first time here in a long time and it was so good. For an appetizer, I got a tomato basil soup which was excellent. For dinner, I got a special that I had never gotten before. Seafood marinera. It was a combination...More

Thank sleeper61
Reviewed 3 weeks ago

I went out for dinner with two friends and as always, we got delicious meals! I got a lobster roll and it was superb! Lots of lobster, one romain lettuce leaf, toasted hot dog roll, very little mayonaise! The friendly waitress let me substitute a...More

Thank betsyk757
Reviewed 16 July 2017 via mobile

I ordered the duck breast, my friends ordered the fish sandwich, and the mixed grill. Food was served was delicious, served in a non-rushed manner. The fish was flakey white. The duck had squash and ravioli. Mixed grill has three meats with fantastic sausage and...More

Thank pilzsap
Reviewed 21 June 2017

I made our reservation about two weeks in advance to be sure we would be able to get in. We were a group of 9 and were given a private room upstairs. Waitress was great, and the food and drinks were very good. Everyone enjoyed...More

Thank Winnekini
Reviewed 8 June 2017 via mobile

This is an all time favorite place to dine. The ambience, and the quality of the food is fabulous. The staff is friendly and the service is excellent.

Thank 688jules
Reviewed 2 June 2017

Food was very good and the service was fantastic...totally recommend this place...only comment would be that the outside rails need updating, but everything else was good!

Thank Rick l
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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
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
Good for
Business meetings, Special Occasion Dining, Groups, Romantic, Local cuisine, Kids, Child-friendly
Open Hours
11:30 - 21:00
11:30 - 21:00
11:30 - 21:00
11:30 - 21:00
11:30 - 21:00
11:30 - 22:00
11:30 - 22:00
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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