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Windward Grille Restaurant

Certificate of Excellence
$$ - $$$
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109 Eastern Ave, Essex, MA 01929-1331
+1 978-768-0050
11:30 am - 10:00 pm
Closed now
See all hours
Sun - Thu 11:30 am - 9:00 pm
Fri - Sat 11:30 am - 10:00 pm
More Info
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156 Reviews from our TripAdvisor Community

Traveler rating
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Time of year
Showing 155: English reviews
Long Island
Level Contributor
435 reviews
214 restaurant reviews
common_n_restaurant_reviews_1bd8 250 helpful votes
5 of 5 bubbles Reviewed December 10, 2016

Love this place. We visit every time we come up and we're never disappointed. Service is great, the food is tasty and hot and the prices are fair. Check out their specials. You won't go wrong here.

Thank RoadMaven
Newburyport, Massachusetts
Level Contributor
30 reviews
24 restaurant reviews
common_n_restaurant_reviews_1bd8 12 helpful votes
4 of 5 bubbles Reviewed November 13, 2016

Always dependable, food and service. We love going here. Seafood or steaks. Their steak fries are awesome! Nice bar as well. Always a chance to watch a game if interested.

Thank Kathy D
Wilmington, Massachusetts
Level Contributor
269 reviews
172 restaurant reviews
common_n_restaurant_reviews_1bd8 156 helpful votes
4 of 5 bubbles Reviewed November 6, 2016

My buddy and I visited the Windward Grille Restaurant on our way to a show at the Shalin Liu Performance Center in Rockport. We had reservations at 6 PM, showed up about 5 minutes early. Yes, they had our name on the list. 20 minutes later we were finally seated. There is a reason for reservations. We had to be... More 

1 Thank c2h5oh_1
Level Contributor
13 reviews
11 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed November 5, 2016 via mobile

My husband grew up in Wenham and even though we now live In Southern NH, we return to the North Shore often. We are quite familiar with Woodman's and the other well known places in Essex but saw this as highly rated on Trip Advisor so decided to check it out. It is that good! Wonderful warm atmosphere, attentive sincerely... More 

Thank Nhdebtraveling
Appleton, Maine
Level Contributor
4 reviews
5 of 5 bubbles Reviewed November 4, 2016

We ate here the first night in MA. They have the best food I have eaten out in a very long time. The wait staff was friendly and the service was great. I recommend this restaurant.

Thank Shirley M
Santa Rosa, California
Level Contributor
36 reviews
26 restaurant reviews
common_n_restaurant_reviews_1bd8 18 helpful votes
4 of 5 bubbles Reviewed October 16, 2016

On a cool Fall evening, Windward Grille provided a lovely respite with excellent seafood in the cozy dining room. Essex is famed for its seafood (particularly clams) so you can't go wrong with selecting some. The food is well prepared and you will find many locals to share space with - - always a good sign.

Thank Barbara P
Reading, MA
Level Contributor
7 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
4 of 5 bubbles Reviewed September 25, 2016

Came here after reading reviews on Trip Advisor for a Labor Day lunch with friends. We were seated right away and our server was excellent throughout. They had a decent list of craft beers and wine by the glass. In our group of four we ordered two types of haddock, one lobster roll and a chowder. All were very good... More 

Thank AuntLulu
Framingham, Massachusetts
Level Contributor
33 reviews
31 restaurant reviews
common_n_restaurant_reviews_1bd8 15 helpful votes
3 of 5 bubbles Reviewed September 22, 2016

My Wife and I spent a day at Wingaersheek Beach; and decided to try the Windward Grill. It was highly rated in TripAdvisor and was on our way home. Our dining experience was disappointing; the Windward Grill, sadly, did not measure up to its reputation. Let me explain in detail: We both ordered the Mug of Clam Chowder. We both... More 

1 Thank Neil10468
Level Contributor
18 reviews
8 restaurant reviews
common_n_restaurant_reviews_1bd8 9 helpful votes
5 of 5 bubbles Reviewed September 14, 2016

This place never lets me down. The staff are 100%, the food is very fresh and reasonably priced for the portion. I have been here 20+ times and my review is long overdue!

Thank biztravelerBoston
Level Contributor
39 reviews
32 restaurant reviews
common_n_restaurant_reviews_1bd8 6 helpful votes
5 of 5 bubbles Reviewed September 11, 2016 via mobile

Always great drinks, food and bartenders! It's a nice home feeling, I recommend this place to all. Go enjoy!

Thank Sharon G

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Restaurant Details

Rating summary
  • Food
    4.5 of 5 bubbles
    4.5 of 5 bubbles
  • Value
    4.5 of 5 bubbles
    4 of 5 bubbles
Average prices
$8 - $24
American, Seafood
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
Families with children, Special occasions, Kids, Local cuisine, Business meetings, Large groups
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.

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Windward Grille Restaurant and other visitors
1 question
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danvers, ma
over a year ago

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Questions? Get answers from Windward Grille Restaurant staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?