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Windward Grille Restaurant

109 Eastern Ave, Essex, MA 01929-1331
+1 978-768-0050
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  • Excellent61%
  • Very good29%
  • Average8%
  • Poor2%
  • Terrible0%
Travelers talk about
“steak” (16 reviews)
“haddock” (24 reviews)
Closed Now
American, Seafood, Bar, Pub, Gluten Free Options
$$ - $$$
109 Eastern Ave, Essex, MA 01929-1331
All Details
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1 - 10 of 195 reviews

Reviewed 1 week ago

My wife and I decided to try the Windward Grille in Essex for a late lunch. We were not disappointed. Jenna, our waitress was excellent as she was very attentive and efficient. We started with the mussels and they were a great start. My wife...More

Thank 41651Happytraveler
Reviewed 2 weeks ago via mobile

Omg! I enjoyed the most wonderful lobster salad tonight! There was 6 ounces of delicious lobster on a large fresh salad!!! My husband had the rack of lamb special that he totally enjoyed!! I can’t wait to return!! U need to make reservations to be...More

Thank meme4934
Reviewed 3 weeks ago via mobile

Visited the Windward Grille on our recent trip to New England. Had dinner there with family & friends. We shared several appetizers which were great. (Stuffed mushrooms, calamari & Shrimp.) For dinner my husband & I each had the steamed 1 1/4 lobster which was...More

Thank Stephanie K
Tim521, Owner at Windward Grille Restaurant, responded to this reviewResponded 3 weeks ago

Thank you for your visit. I am glad you enjoyed your experience. If you return to the area, please stop and see us.

Reviewed May 6, 2018

We were a party of 5 and had reservations. When we arrived, the host gave us the option of having a table or large booth. We chose a table given that it was a bit more room. The menu is fairly extensive with many appetizer...More

Thank Chrys67
Reviewed April 24, 2018

The Scallops and beacon were excelled as a started, ordered the Shrimp Scampi and it was also great, others had Rack of Lamb and they said was one of the best,

1  Thank Jerry G
Reviewed March 4, 2018

We visited the Windward on a Friday and a Saturday night. It is a rustic looking restaurant with a cozy, comfortable feel. OurFriday night waitress was friendly and did a great job even though she was running up and down the stairs all night. Our...More

1  Thank angelasn2003
Reviewed February 27, 2018

Great menu with lots of variety, and have only had delicious meals, Recently went for daughter's 16th birthday. They went out of their way to provide space, allow us to bring our own cake. All 14 of us enjoyed our entrees, and the apps were...More

Thank GloucesterLucy
Reviewed January 13, 2018

Nice large bar with plenty of seats around the bar, also hi-top tables. Multiple small cozy dinning rooms, each with a fireplace.

Thank tgsboston
Reviewed December 23, 2017

It's the day before Christmas Eve and we were looking for a warm environment to enjoy a relaxed meal. Something comfortable. The Windward proved to be a perfect choice. We started off with French Onion Soup. Very satisfying; particularly on a cold and icy evening....More

1  Thank Don W
Reviewed December 13, 2017

Went to the Windward Grill to celebrate a family occasion with my wife after hearing from friends that the food was excellent and it surpassed even my high expectations. Exposed beams, fireplace, huge parking lot, large capacity venue but feels very intimate because there are...More

1  Thank Jim K
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Questions & Answers
December 17, 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
$8 - $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
Large groups, Local cuisine, Kids, Families with children, Business meetings, Special occasions
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.
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