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Windward Grille Restaurant

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 AM - 9:00 PMAll 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
Traveller type
Time of year

41 - 50 of 186 reviews

Reviewed 11 September 2016 via mobile

Always great drinks, food and bartenders! It's a nice home feeling, I recommend this place to all. Go enjoy!

Thank Sharon G
Reviewed 7 September 2016 via mobile

Sure, if you wanna do the touristy thing, go for woodman's or some of the other waterfront places. If you want high quality seafood in a nice atmosphere, go to Windward! The spicy shrimp and scallops were worth the try. The clam chowder did not...More

1  Thank Jill E
Reviewed 6 September 2016 via mobile

After reading the reviews on TripAdvisor we had very high expectations for this restaurant. I am afraid that it was far from what we anticipated. While we waited for our table we went to the bar. The Strawberry Daiquiri was terrible. For dinner my wife...More

2  Thank Jeffrey B
Reviewed 5 September 2016 via mobile

Excellent food and beautiful old building, go here instead of the tourist traps down the road. You don't have a water view, though if that's what you want. But I recommend coming here! The clam chowder was yummy, the lobster casserole was excellent (this was...More

Thank cgeorgeBoston_MA
Reviewed 26 August 2016

This restaurant is one of the best in Essex. It has excellent quality food well served. Can accommodate over 100 guests.

Thank ecloutier2016
Reviewed 19 August 2016

This was my first visit here after an afternoon spent on Cranes Beach and I wasnt disappointed. Last year we went to Woodmans where it seems like everyone goes but the Windward Grille might just beat out Woodmans. I had baked stuffed clams for an...More

Thank jjenfa
Reviewed 15 August 2016 via mobile

Great food and reasonably priced if you are use to dining out in a city. Large menu with plenty of options. The restaurant and bar is in an old house. Very New England. I highly recommend.

Thank Daniel C
Reviewed 13 August 2016

Reserved a table for 7; short term. were seated right away; very comfortable interior; friendly service; extensive menu, seafood obviously a mainstay; haddock prepared in various ways - excellent. drinks and wine fairly priced. well- worth the drive from either Rockport or Gloucester.

Thank Ken W
Reviewed 13 August 2016

This was my first time here this year and it was wonderful. For an appetizer, I wanted to get a seafood soup but when I asked what the soup of the day was and the waitress told me, "tomato basil," I was sold. It was...More

Thank sleeper61
Reviewed 12 August 2016

Best restaurant we found whilst on holiday in Boston and north. Could not fault a thing, and the food was the best I've tasted anywhere for a while. Very reasonably priced too.

Thank _amymee71
Nearby Restaurants
Woodman's of Essex
688 reviews
1.21 km away
J.T. Farnham's
324 reviews
.28 km away
CK Pearl
150 reviews
1.24 km away
Nearby Attractions
Essex River Cruises & Charters
235 reviews
1.34 km away
Crane Beach
471 reviews
6.09 km away
Cogswell's Grant
25 reviews
1.32 km away
Coolidge Reservation
24 reviews
6.02 km away
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Questions & Answers
18 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
Local cuisine, Special Occasion Dining, Kids, Business meetings, Groups, Child-friendly
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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