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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 - 9:00 pm
Open now
See all hours
Hours:
Sun - Thu 11:30 am - 9:00 pm
Fri - Sat 11:30 am - 10:00 pm
Dining options: Dinner, Lunch, Breakfast, Reservations

TripAdvisor Reviewer Highlights

Read all 96 reviews
Visitor rating
  • 52
    Excellent
  • 31
    Very good
  • 10
    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
Consistently great!

This is a go to place for us. We go here about once a month. They take reservations and are always accommodating. I usually have the tuna app which is wonderful! My husband thoroughly enjoys the fried clam/ scallop combo. My one complaint is feeling rushed at times ( not always) but tonight we got... read more

4 of 5 starsReviewed July 3, 2015
Helen M
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96 Reviews from our TripAdvisor Community

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Date | Rating
  • English first
  • Italian first
  • Any
English first
Level Contributor
1 review
4 of 5 stars Reviewed July 3, 2015 NEW

This is a go to place for us. We go here about once a month. They take reservations and are always accommodating. I usually have the tuna app which is wonderful! My husband thoroughly enjoys the fried clam/ scallop combo. My one complaint is feeling rushed at times ( not always) but tonight we got our apps and 5 minutes... More 

Was this review helpful? Yes
Lynnfield
Level Contributor
6 reviews
3 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 3, 2015 NEW

I have eaten in this restaurant times but this is my first time this calendar ear. I got my favorite two things. The spicy seafood chowder is delicious and words can barely describe how good how good the seafood cannelloni is. It is small and compact so it does not take long to eat but it is great. I remember... More 

Was this review helpful? Yes
Peabody, Massachusetts
3 reviews
3 of 5 stars Reviewed June 30, 2015 NEW

Nice area and reasonable food but service was tough. The place was empty and bartender/server asked me to keep kids quit? What??

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Boston
Level Contributor
86 reviews
43 restaurant reviews
common_n_restaurant_reviews_1bd8 87 helpful votes
5 of 5 stars Reviewed June 16, 2015

After visiting Cogwell's Grant, we were looking for a nice restaurant to have lunch. I am very glad that I looked at TA and "found" this restaurant. The restaurant is outside of the downtown Essex area and up Rt 133 a bit. The building itself dates to 1690 or so and has several rooms. Our hostess asked us which room... More 

Was this review helpful? Yes
Level Contributor
4 reviews
4 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed June 4, 2015

Once again, Trip reviews were correct. Windward Grille was great. Oysters were fresh and the prime rib was spot on. The mash potatoes were probably the best "homemade" restaurant potatoes I've had. I also had scallops as a combo with my prime rib which were baked in a bread and butter topping. All was great. Wait staff was extremely friendly... More 

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Massachusetts
Level Contributor
33 reviews
16 restaurant reviews
common_n_restaurant_reviews_1bd8 21 helpful votes
5 of 5 stars Reviewed June 3, 2015

I live near here but drove by this place for years. I used to eat there regularly way back when it was Dexters, and it was great. But since the transition to Windward I didn't bother until friends asked to meet there for lunch. Well, once I went, I've learned it's great too. The fried clams to me are made... More 

Was this review helpful? Yes 1
Venice, Florida
2 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed May 30, 2015

Celebrated a birthday and anniversary. It was hard making a choice from the varied menu. Everyone was happy with their selections.........especially enjoyed the Seafood Audrey. Nice selection of beer and wine also. Will definitely return.

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Middleton, Massachusetts
1 review
common_n_restaurant_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed May 25, 2015

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.

Was this review helpful? Yes 1
Essex, Massachusetts
Level Contributor
8 reviews
7 restaurant reviews
common_n_restaurant_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed May 23, 2015

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
Level Contributor
213 reviews
110 restaurant reviews
common_n_restaurant_reviews_1bd8 108 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.

Was this review helpful? Yes

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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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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?