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Windward Grille Restaurant

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109 Eastern Ave, Essex, MA 01929-1331
978-768-0050
Website
Today
11:30 am - 10:00 pm
Closed now
See all hours
Hours:
Sun - Thu 11:30 am - 9:00 pm
Fri - Sat 11:30 am - 10:00 pm
Dining options: Dinner, Breakfast, Lunch, Reservations

TripAdvisor Reviewer Highlights

Read all 89 reviews
Visitor rating
  • 47
    Excellent
  • 30
    Very good
  • 9
    Average
  • 3
    Poor
  • 0
    Terrible
Rating summary
  • Food
    4.5 of 5 stars
    Service
    4.5 of 5 stars
  • Value
    4.5 of 5 stars
    Atmosphere
    4 of 5 stars
Excellent food, service and drinks

Having been disappointed in several Boston restaurants lately, I found Windward Grille Restaurant in Essex MA to be be so refreshing. Great tasting food, wonderful service and terrific drinks at reasonable prices, separate this restaurant from the overpriced hyped venues in Boston. Also... read more

4 of 5 starsReviewed May 25, 2015
DAVID K
,
Middleton, Massachusetts
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89 Reviews from our TripAdvisor Community

Date | Rating
  • English first
  • Italian first
  • Any
English first
Middleton, Massachusetts
1 review
4 of 5 stars Reviewed May 25, 2015 NEW

Having been disappointed in several Boston restaurants lately, I found Windward Grille Restaurant in Essex MA to be be so refreshing. Great tasting food, wonderful service and terrific drinks at reasonable prices, separate this restaurant from the overpriced hyped venues in Boston. Also, management is very accommodating.

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Essex, Massachusetts
Senior Reviewer
7 reviews 7 reviews
6 restaurant reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed May 23, 2015 NEW

One of the signs of a really great place is when you go after not having been there for awhile, order your favorite thing abd it's just as perfect as you remember. The Windward has consistently fresh "homemade" dishes that are consistently delicious. The staff only amplifies their commitment to a first rate hospitality experience. Great for family events, special... More 

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Marblehead, Massachusetts
Top Contributor
188 reviews 188 reviews
100 restaurant reviews
97 helpful votes 97 helpful votes
5 of 5 stars Reviewed May 19, 2015

Stopped in for a late lunch on a Sunday and the lobster rolls were delicious, as was the clam chowder. Wonderful very old homestead with the colonial vibe.

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New York City, New York
Senior Reviewer
6 reviews 6 reviews
4 restaurant reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed May 5, 2015

Steamers are the best we've ever had. Seafood cannelloni continues to be one of my favorite dishes. Best Planters Punches in the world. Hard to decide which haddock entree to order; the're all so good. Indian pudding is a treat. All of the staff are warm and friendly as well as hard-working and attentive.

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Worcester, Massachusetts
Senior Contributor
26 reviews 26 reviews
12 restaurant reviews
27 helpful votes 27 helpful votes
5 of 5 stars Reviewed April 26, 2015

The Windward is in a classic 18th c. home, serving solidly good (and generous) fare at reasonable prices. My lobster roll was bursting with fish and flavor, and having ordered clam chowder perhaps one hundred times in my life, this one was among the top ten.

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Danvers, Massachusetts
Reviewer
3 reviews 3 reviews
5 of 5 stars Reviewed April 21, 2015

In my opinion Windward Grille is the best restaurant in the Essex, Massachusetts area. Their menu is varied and creative, and not surprisingly they do seafood very well. There are many "touristy" places in the area, but Windward is, thankfully, not one of them. The Sunday brunch menu has many tempting dishes and a wide array of scrumptious omelets. Another... More 

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Top Contributor
65 reviews 65 reviews
62 restaurant reviews
23 helpful votes 23 helpful votes
5 of 5 stars Reviewed April 18, 2015

One visit, busy Sat night, sat at bar. Great bartender, ordered large Caesar, hamburger, haddock sandwich. Home made chips, nice crisp 1/2 sour pickle, homemade cole slaw and homemade tarter sauce. Results: good drinks, great service, excellent food. Fresh haddock, huge rolls, big portions, good hamburger. Will definitely go back.

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Danvers, Massachusetts
Reviewer
3 reviews 3 reviews
3 restaurant reviews
5 of 5 stars Reviewed April 8, 2015

Been here 2 times, once around the holidays and once Good Friday before Easter, Very busy with a wait both times. I found out this last time they do take reservations for smaller parties as well, 2-3 people so I will be sure to make one next time to avoid the wait. I ordered haddock dinners both times, haddock Marsala... More 

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Gloucester, Massachusetts
2 reviews
1 helpful vote 1 helpful vote
4 of 5 stars Reviewed April 5, 2015

Several visits to this clean, professionally run establishment with mature staff who more than cater their customer base. Honestly, best burger and sides option on the North Shore. Keep it consistent. Simply a nice experience.

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Gloucester, Massachusetts
Contributor
16 reviews 16 reviews
9 restaurant reviews
18 helpful votes 18 helpful votes
5 of 5 stars Reviewed April 3, 2015

Husband and I eat out every week, but twice a week often at the Windward. 12 shrimp specials Tues- Thurs. Steaks are prime and delicious. Every vegetable is fresh and flavorful and the prices are amazing from $10 - $21, lunch to dinner after 4:30pm.Sunday brunch is awesome with so many choices and again reasonable prices. The bar is up... More 

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Restaurant Details

Location and Contact Information

  • Address: 109 Eastern Ave, Essex, MA 01929-1331
  • Location: United States  >  Massachusetts (MA)  >  Cape Ann  >  Essex
  • Phone Number: 978-768-0050

Price and Cuisine

  • Cuisine: American
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

Questions & Answers

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?