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Windward Grille Restaurant

€€ - €€€American, Seafood,
109 Eastern Ave, Essex, MA 01929-1331
+1 978-768-0050
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  • Excellent62%
  • Very good28%
  • Average8%
  • Poor2%
  • Terrible0%
Travellers talk about
“steak” (15 reviews)
“haddock” (23 reviews)
“prime rib” (12 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 (187)
Traveller rating
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Time of year

1 - 10 of 186 reviews

Reviewed 5 days ago via mobile

Menu impressed. Prices reasonable. Food quality high. Definitely worth a visit. We sat in bar area. The service was great and wine cost very reasonable. Loved the French onion soup, NY strip, and haddock. Be back soon.

Thank Joseph K
Reviewed 6 days ago

I tried the seafood cannelloni and it was just delicious. My vodka martini was very well made and I thoroughly enjoyed it. The Indian Pudding, which happens to be my favorite dessert, was the best I've ever had. I love this place and everything about...More

Thank Joanne V
Reviewed 1 week ago

In October, my wife and I took a couple out for dinner of their choice. They picked Windward Grille in Essex. Essex is known for its clams--they are excellent whichever restaurant you pick--some just a tad bit better than others, though. At the Windward, we...More

Thank RichardDianaT
Reviewed 17 October 2017

We had a wonderful lunch at this old, established restaurant. Confirming the predictable excellence of the food is the typically large attendance by "locals". The Reuben sandwich is very large (perhaps efficient for 2) and loaded with tender and juicy meat. The chili was a...More

Thank Jim W
Reviewed 14 October 2017

When the ten of us want to get together we reserve a small room just for us. The service, quality, and choice of food is excellent.

Thank Donna G
Reviewed 12 October 2017

The stately Windward Grille is a fine experience! We were greeted by Tim as we entered and although busy had time for us , found us a table at the bar and insured a table when one was available. Kim the bartender was busy but...More

Thank Kevin I
Reviewed 2 October 2017

Had the pleasure to eat there twice while on vacation in MA. Lunch was a HUGE lobster roll that was delicious. Dinner, another day, was baked stuffed shrimp - again delicious. The service was excellent, our waitress was warm, friendly, professional at all times. Dining...More

Thank thephoenixagain
Reviewed 14 September 2017 via mobile

I had the steak - awesome. The service was excellent. I loved the great 'old England' style interior. Prices were good value for money. All in all a great time had.

Thank WalterLockhart
Reviewed 14 September 2017

I got my favorite food item here which is one of the specials, seafood marinara. It is fetticini with lots of shellfish and it is delicious. For an appetizer, I got the tomato basil soup which was great as well. Everything was great about this...More

Thank sleeper61
Reviewed 25 August 2017

This is old New England at its best. Essex is crowded with restaurants, especially seafood restaurants, so competition is tough. The Windward provides a more extensive and varied menu than the clam and lobster houses down the road. That doesn't mean their clam and lobster...More

Thank Richard T
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Questions & Answers
17 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, Accepts Credit Cards
Good for
Kids, Special Occasion Dining, Child-friendly, Local cuisine, Business meetings, 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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