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Windward Grille Restaurant

Certificate of Excellence
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109 Eastern Ave, Essex, MA 01929-1331
11:30 am - 10:00 pm
Closed now
All hours
Sun - Thu 11:30 am - 9:00 pm
Fri - Sat 11:30 am - 10:00 pm
More Info
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132 Reviews from our TripAdvisor Community

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Showing 131: English reviews
Ipswich, Massachusetts
Level Contributor
78 reviews
50 restaurant reviews
common_n_restaurant_reviews_1bd8 28 helpful votes
4 of 5 stars Reviewed 2 days ago NEW via mobile

We had a family luncheon, 10, which exceeded everyone's expectations. Many had the brunch menu, lobster cakes, scallop linguini, shrimp salad and everything in between. Wait staff very accommodating and nice. . Breads excellent to stave off hunger wile waiting. Food came hot for everyone, not easy when cooking ten different meals to come out at once. Raves for the... More 

Thank Marty C
New Jersey
Level Contributor
102 reviews
60 restaurant reviews
common_n_restaurant_reviews_1bd8 52 helpful votes
5 of 5 stars Reviewed 1 week ago via mobile

First time at this restaurant after finding it on TA. We both had mussels as an appetizer and seafood cannelloni as the main course. Very nice and enjoyable meal.

Thank NewJerseyPhil
Lynnfield, Massachusetts
Level Contributor
242 reviews
155 restaurant reviews
common_n_restaurant_reviews_1bd8 113 helpful votes
5 of 5 stars Reviewed 2 weeks ago

The venue is outstanding (country inn atmosphere) hostess was engaging and welcoming as was our server. Service was excellent, we felt like guests not customers. Our lunch was hearty, plentiful and delicious. If you’re in the area and looking for a great place to relax and enjoy a great meal this is the place to go.

Thank jax14fun
Gloucester, Massachusetts
Level Contributor
160 reviews
95 restaurant reviews
common_n_restaurant_reviews_1bd8 58 helpful votes
4 of 5 stars Reviewed 3 weeks ago

Steak au poivre and lobster mac & cheese, fried oysters (buttery), caprese salad (basil and CAPERS). I don't have to describe what goes into each of these dishes, but I can tell you that each was DELICIOUS, prepared exactly right. The seats were comfortable--the bolsters in our booth were, remarkably, positioned in exactly the right place to be very comfortable... More 

Thank Sarah_the_F00die
North Andover, Massachusetts
2 reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 5 weeks ago

Stopped for lunch after a friend recommended it as a change from our usual Essex stops. Very pleasantly surprised! We both had Haddock, one breaded and the other lemon basil. Both were excellent with portions larger than expected for lunch. Our server was very friendly and attentive to our needs. Looking forward to going back and trying the seafood platter.... More 

1 Thank FloridaC5
Level Contributor
9 reviews
9 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed June 8, 2016 via mobile

Decided to try after positive reviews from friends. Terrific baked haddock and shrimp scampi. Steak fries were outstanding as promised. Friendly efficient service. Can't wait to go back.

Bradenton, Florida
Level Contributor
22 reviews
13 restaurant reviews
common_n_restaurant_reviews_1bd8 6 helpful votes
4 of 5 stars Reviewed June 5, 2016 via mobile

We left Gloucester for a different view and other options and found Essex. What a great town with great food options. We picked Windward from a recommendation from diners in Sweet Magnolia's in Gloucester and were not disappointed. The Vanilla Martini's were perfect and set the mood for a great dinner. Steamed lobsta and Haddock prioved to be a great... More 

Thank BarryMichele K
Dighton, Massachusetts
Level Contributor
11 reviews
3 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
4 of 5 stars Reviewed May 23, 2016

Been there several times under old name not sure when change occurred. Wonderful old farm house. Great service even though busy Sunday evening. Seafood is excellent. Well prepared and good portions. Prices are good for the setting and quality of food.

2 Thank Susan S
South Hamilton, Massachusetts
Level Contributor
8 reviews
5 restaurant reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed May 22, 2016

I was cranky that my friend dragged me all the way up to Essex to eat here, but as soon as I took the first bite of my haddock marsala, my irritation was replaced with euphoria. I understand that the Windward specializes in haddock. Well, the haddock marsala was probably the best fish I've had in quite a long time,... More 

Thank Dinsmoor1958
Sebastian, Florida
Level Contributor
16 reviews
13 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed May 18, 2016 via mobile

During recent visit dinned at this wonderful establishment. Called ahead, thank goodness, for a party of 4. Had to wait about 10 mins. But it was worth it. The atmosphere wonderful for intimate conversation, the waitress staff very attentive and the food very good. The use of local catch and fresh produce. This is a must with my next visit.

Thank Julie D

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Restaurant Details

Rating summary
  • Food
    4.5 of 5 stars
    4.5 of 5 stars
  • Value
    4.5 of 5 stars
    4 of 5 stars
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
Local cuisine, Business meetings, Large groups, Families with children
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: 19787680050
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
7 months 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?