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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 good30%
  • Average8%
  • Poor2%
  • Terrible0%
Travellers talk about
“steak” (13 reviews)
“prime rib” (12 reviews)
“haddock” (21 reviews)
Open Now
11:30 - 21:00All hours
American, Seafood, Bar, Pub, Gluten Free Options
$$ - $$$
109 Eastern Ave, Essex, MA 01929-1331
All Details
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Reviews (171)
Traveller rating
Traveller type
Time of year

1 - 10 of 170 reviews

Reviewed 1 week ago 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
Reviewed 1 June 2017

Had dinner here for my son's birthday, based on other tripadvisor reviews. We were not disappointed. Our party of five all enjoyed our meals very much! Haddock was wonderful. Our server Kristen, was very polite and attentive. Will most definitely return in the near future,...More

1  Thank FLYDL
Reviewed 18 May 2017

Went here with a group of ladies , eleven of us , had private room, and menu is full of choices for dinner seafood beef or other , servings generous, staff very courteous and helpful, allowed us to bring in our own cake for dessert,...More

Thank rosemary c
Reviewed 14 April 2017

There are times this is a great Place! But always, it is very good. From the outstanding steak selections, to the Fried seafood, I love the food and the plating that the chefs make the meal look delectable. I like the steak potato wedges. Service...More

1  Thank rebaspal
Reviewed 5 April 2017

I officially be go with a group of friends to eat out after water aerobics. We have never had a bad meal! The seafood is delicious and the coffee and desserts are excellent M

1  Thank Betsy K
Reviewed 21 March 2017 via mobile

Everything on the menu is excellent. Good selection of options. Prices are decent...Good compared to the quality.

Thank Steve E
Reviewed 12 March 2017

I've eaten at most of the Essex venues and the majority are busy, tourist oriented places. When I went into the Windward I could see why it is #1. Authentic surroundings, good food and service. I'll be back!

Thank Richard R
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Nearby Attractions
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174 reviews
1.34 km away
Crane Beach
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Singing Beach
112 reviews
6.82 km away
Essex Shipbuilding Museum
26 reviews
1.59 km away
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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
US$8 - US$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
Special Occasion Dining, Kids, Local cuisine, Business meetings, Child-friendly, Romantic, Groups
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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