We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Windward Grille Restaurant

Improve this listing
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Get directions
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

TripAdvisor Reviewer Highlights

Read all 79 reviews
Visitor rating
  • 39
    Excellent
  • 28
    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
Winter evening dinner

We had a wonderful dinner this past weekend with friends. Shrimp and ravioli , chicken picatta and onion soup were very good, Major disappointment was the French martini which was terrible to say the least. No flavor, flat tasting, just terrible!

4 of 5 starsReviewed February 23, 2015
BTK1127
,
Rockport, MA
Good for:
  • Breakfast/Brunch
  • Lunch
  • Dinner
  • Reservations
Add Photo Write a Review

79 Reviews from our TripAdvisor Community

Date | Rating
  • English first
  • Italian first
  • Any
English first
Rockport, MA
Senior Contributor
31 reviews 31 reviews
24 restaurant reviews
8 helpful votes 8 helpful votes
4 of 5 stars Reviewed February 23, 2015

We had a wonderful dinner this past weekend with friends. Shrimp and ravioli , chicken picatta and onion soup were very good, Major disappointment was the French martini which was terrible to say the least. No flavor, flat tasting, just terrible!

Was this review helpful? Yes
Salem, Massachusetts
Senior Reviewer
6 reviews 6 reviews
45 helpful votes 45 helpful votes
3 of 5 stars Reviewed January 23, 2015 via mobile

Went on a Friday around 4:30 for dinner with my husband. We heard great reviews so it was a easy choice. No waiting, seated at a small cozy booth right away. I ordered prime rib well done. Very dry and pink inside. No taste and almost tasted like leftover not fresh. Baked potato was awful. Tasted like dirt! Husband had... More 

Was this review helpful? Yes
Manchester-by-the-Sea, Massachusetts
Senior Reviewer
8 reviews 8 reviews
5 restaurant reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed January 13, 2015

When visiting Essex, MA or just traveling through the area make sure to plan to eat at the Windward Grille on Route 133. My husband and I have eaten there alone and with friends and we've never had a bad meal. A variety of baked haddock entrees are most often our choice but I also love the traditional roast turkey... More 

Was this review helpful? Yes
Massachusetts
Top Contributor
151 reviews 151 reviews
75 restaurant reviews
85 helpful votes 85 helpful votes
4 of 5 stars Reviewed December 26, 2014

Heading out for a birthday dinner with my wife, we decided on going here as it had been awhile. Very nice choice for sure. I greatly enjoyed the Prime Rib as did my wife. Started off with some drinks and I had the chowder which was wonderful. Saved a little room to share a brownie sundae. So glad we went.... More 

Was this review helpful? Yes
Beverly, Massachusetts
Contributor
20 reviews 20 reviews
18 restaurant reviews
16 helpful votes 16 helpful votes
4 of 5 stars Reviewed December 18, 2014

Having been to the Windward a number of times; I am always impressed with their consistency. The food, the service, the cleanliness and the friendly staff are ever present. Last night, December 17th, the restaurant was crowded with business parties for the holidays, but there was still room for my wife and I. We were seated in a timely manner,... More 

Was this review helpful? Yes
Beverly, Massachusetts
Senior Reviewer
8 reviews 8 reviews
7 restaurant reviews
4 helpful votes 4 helpful votes
4 of 5 stars Reviewed December 18, 2014

The Windward Grill on Rt. 133 in Essex has been around for a while but may not be well known outside Essex-Manchester-Gloucester. We went there 4 years ago and were not too impressed. But after my wife attended a few luncheon parties there with friends and loved it, we went back, and back, and back, and back again. What a... More 

Was this review helpful? Yes 1
boston
Senior Reviewer
6 reviews 6 reviews
4 restaurant reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed October 29, 2014

Went recently on a Saturday evening, and the restaurant was very crowded.....but we were able get a high-top table in the bar area, which worked out very well (not too noisy as in some). The service was excellent...waitress was friendly, accommodating, but not overbearing. And the food was also excellent. If you like duck, order the duck breast with cranberry... More 

Was this review helpful? Yes
Senior Contributor
37 reviews 37 reviews
18 restaurant reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed October 19, 2014

Visited with a group of people from out of town for an "authentic" Cape Ann experience. The restaurant is very charming and the staff is pleasant. Everyone at the table ordered seafood and no one was disappointed. Very fresh!

Was this review helpful? Yes
Atlanta, Georgia
Contributor
16 reviews 16 reviews
15 restaurant reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed September 30, 2014

The lobster bisque and baked stuffed clams were cooked perfectly and served promptly. Red wine selection is fantastic. Great service all the time. Windward is a must every time I visit Cape Ann.

Was this review helpful? Yes 1
Marblehead, Massachusetts
Senior Reviewer
6 reviews 6 reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed September 28, 2014

Last night my husband & I took our clients out for their 53rd Anniversary! We eat out a lot and are always looking for new places to try. We went on Trip Advisor, as we always do, and the reviews were very good. Well, we were NOT disappointed!! :) The "colonial house" has all neat little cozy rooms. As far... More 

Was this review helpful? Yes 1

Travelers who viewed Windward Grille Restaurant also viewed

 
Essex, Cape Ann
Essex, Cape Ann
 

Been to Windward Grille Restaurant? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

Register now for free — and start getting automatic notification of new reviews, responding to traveler feedback, adding new photos to your listing and much more.

Manage your listing
Improve this listing

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?