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All 22 Essex Restaurants

Windward Grille Restaurant

109 Eastern Ave, Essex, MA 01929-1331
978-768-0050
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Ranked #3 of 22 Restaurants in Essex
Hours:
Sun - Thu 11:30 am - 9:00 pm
Fri - Sat 11:30 am - 10:00 pm
Cuisines: American
Dining options: Breakfast/Brunch, Lunch, Dinner, Reservations
Restaurant details
Dining options: Breakfast/Brunch, Lunch, Dinner, Reservations
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78 reviews from our community

Visitor rating
    39
    27
    9
    3
    0
Rating summary
    Food
    Service
    Value
    Atmosphere
Date | Rating
  • English first
  • Italian first
  • Any
English first
Salem, Massachusetts
Senior Reviewer
6 reviews 6 reviews
45 helpful votes 45 helpful votes
3 of 5 stars Reviewed January 23, 2015 NEW

Went on a Friday around 4:30 for dinner with my husband. We heard great reviews so it was a easy choice. No waiting, seated at a small cozy booth right away. I ordered prime rib well done. Very dry and pink inside. No taste and almost tasted like leftover not fresh. Baked potato was awful. Tasted like dirt! Husband had... More 

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Manchester-by-the-Sea, Massachusetts
Senior Reviewer
8 reviews 8 reviews
5 restaurant reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed January 13, 2015

When visiting Essex, MA or just traveling through the area make sure to plan to eat at the Windward Grille on Route 133. My husband and I have eaten there alone and with friends and we've never had a bad meal. A variety of baked haddock entrees are most often our choice but I also love the traditional roast turkey... More 

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Massachusetts
Top Contributor
141 reviews 141 reviews
68 restaurant reviews
80 helpful votes 80 helpful votes
4 of 5 stars Reviewed December 26, 2014

Heading out for a birthday dinner with my wife, we decided on going here as it had been awhile. Very nice choice for sure. I greatly enjoyed the Prime Rib as did my wife. Started off with some drinks and I had the chowder which was wonderful. Saved a little room to share a brownie sundae. So glad we went.... More 

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Beverly, Massachusetts
Contributor
18 reviews 18 reviews
16 restaurant reviews
16 helpful votes 16 helpful votes
4 of 5 stars Reviewed December 18, 2014

Having been to the Windward a number of times; I am always impressed with their consistency. The food, the service, the cleanliness and the friendly staff are ever present. Last night, December 17th, the restaurant was crowded with business parties for the holidays, but there was still room for my wife and I. We were seated in a timely manner,... More 

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Beverly, Massachusetts
Senior Reviewer
8 reviews 8 reviews
7 restaurant reviews
4 helpful votes 4 helpful votes
4 of 5 stars Reviewed December 18, 2014

The Windward Grill on Rt. 133 in Essex has been around for a while but may not be well known outside Essex-Manchester-Gloucester. We went there 4 years ago and were not too impressed. But after my wife attended a few luncheon parties there with friends and loved it, we went back, and back, and back, and back again. What a... More 

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boston
Senior Reviewer
6 reviews 6 reviews
4 restaurant reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed October 29, 2014

Went recently on a Saturday evening, and the restaurant was very crowded.....but we were able get a high-top table in the bar area, which worked out very well (not too noisy as in some). The service was excellent...waitress was friendly, accommodating, but not overbearing. And the food was also excellent. If you like duck, order the duck breast with cranberry... More 

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Senior Contributor
34 reviews 34 reviews
16 restaurant reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed October 19, 2014

Visited with a group of people from out of town for an "authentic" Cape Ann experience. The restaurant is very charming and the staff is pleasant. Everyone at the table ordered seafood and no one was disappointed. Very fresh!

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Atlanta, Georgia
Contributor
13 reviews 13 reviews
12 restaurant reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed September 30, 2014

The lobster bisque and baked stuffed clams were cooked perfectly and served promptly. Red wine selection is fantastic. Great service all the time. Windward is a must every time I visit Cape Ann.

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Marblehead, Massachusetts
Senior Reviewer
6 reviews 6 reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed September 28, 2014

Last night my husband & I took our clients out for their 53rd Anniversary! We eat out a lot and are always looking for new places to try. We went on Trip Advisor, as we always do, and the reviews were very good. Well, we were NOT disappointed!! :) The "colonial house" has all neat little cozy rooms. As far... More 

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Gloucester, Massachusetts, United States
Top Contributor
58 reviews 58 reviews
51 restaurant reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed September 17, 2014

Windward is consistent offer both excellent food and service. The staff is very accommodating and the offerings on the menu is sure to please your palate. From seafood to steaks, they present a delicious meal followed by some great desserts. Always a pleasure to eat here.

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Additional Information about Windward Grille Restaurant

Address: 109 Eastern Ave, Essex, MA 01929-1331
Phone Number: 978-768-0050
Location: United States  >  Massachusetts (MA)  >  Cape Ann  >  Essex
Open Hours:
Sunday 11:30 am - 9:00 pm
Monday 11:30 am - 9:00 pm
Tuesday 11:30 am - 9:00 pm
Wednesday 11:30 am - 9:00 pm
Thursday 11:30 am - 9:00 pm
Friday 11:30 am - 10:00 pm
Saturday 11:30 am - 10:00 pm
Cuisine: American

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  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?