Enable JavaScript to run this app.
Skip to main content
OpenTable logo
Anna's Harborside Grille, Plymouth, MA

Anna's Harborside Grille

4.2 (36)
$30 and under
Greek
145 Water St, Plymouth, MA 02360

Make a reservation

2 people
SunMonTueWedThuFriSat
7:00 PM
Booked 3 times today

About this restaurant

  • Charming
  • Neighborhood gem
  • Good for special occasions
Discover Anna’s Harborside Grille, a cherished family-owned restaurant named in loving tribute to the founders’ mother. Nestled by the waterfront, this establishment promises a cozy dining experience infused with Greek and Mediterranean flavors.
Open daily at 11:30 AM, begin your culinary journey with appetizers like Aegean fries, crispy calamari, or the delightful Spanakopita—a savory spinach pie with fresh herbs and feta, enveloped in flaky filo dough. Indulge in Greek classics such as stuffed peppers, souvlaki, or the rich layers of moussaka, combining eggplant, potato, and ground beef in a savory tomato sauce, crowned with béchamel.
Anna’s Harborside Grille also boasts live entertainment every night of the week, ensuring a lively backdrop to your meal. Join us for bar promotions on weekdays and enjoy an incredible meal with a scenic ocean view.
Experience unparalleled hospitality and culinary delights at Anna’s Harborside Grille—an inviting escape along the waterfront.

Additional information

  • Dining style
    Casual Dining
  • Price
    $30 and under
  • Cuisines
    Greek, Seafood, American
  • Hours of operation
    Mon, Wed, Thu, Sun 11:30 am–9:00 pm Fri, Sat 10:30 am–9:30 pm
  • Phone number
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Business Casual
  • Private party facilities
    Anna’s Harborside Grille offers three stunning event spaces: the cozy Indoor area, a Heated Outdoor Tented Space with ocean views, and The Garden’s serene, botanical setting. Perfect for any occasion, each space provides exceptional service and a memorable atmosphere by Plymouth Harbor.
Gift card

Gift card

Send gift cards instantly by email or print to present in person.

Send a gift card

What 36 people are saying

Anna's Harborside Grille reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.2
4.2 based on recent ratings
  • 4.2Food
  • 4.2Service
  • 3.9Ambience
  • 4Value

NoiseModerate

Loved For

  • Cape Cod and the Islands

    Neighborhood gem

  • Cape Cod and the Islands

    Great for outdoor dining

  • Cape Cod and the Islands

    Romantic

  • Cape Cod and the Islands

    Good for special occasions

Review summary

AI-generated from verified diner reviews
Anna's Harborside Grille offers an inviting atmosphere with "excellent service" and a diverse menu. Diners rave about the "calamari," "lollipop lamb chops," and "fish and chips." While some experienced slower service, the "pleasant and efficient" staff frequently receives praise. Portions are "large" and "fairly priced," making it a "favorite" dining spot.
36 Reviews
  1. OpenTable Diner

    Greater Boston2 reviews

    2.0

    Dined 3 days ago

    1. Overall 2
    2. Food 2
    3. Service 2
    4. Ambience 2
    Our server barely knew anything. Asked questions about the bar…answer was “I don’t know.” Asked questions about what things were on the menu answer was “I don’t know.” Asked for specific drinks they were all messed up. Food was cold, or dry. French fries were rock hard. Wasn’t asked how food was or we would have had the chance to maybe have them try to rectify. Maybe it was an off night.

    Is this helpful?

  2. Lisa

    Greater Boston6 reviews

    1.0

    Dined 3 days ago

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 1
    This was not a good food experience on Mother’s Day!!!! Long wait for food and when it finally arrived the food was cold - kids food wasn’t good either. I would give this restaurant an overall 1

    Is this helpful?

  3. Leslie VIP

    Greater Boston106 reviews

    2.0

    Dined on May 3, 2025

    1. Overall 2
    2. Food 2
    3. Service 1
    4. Ambience 2
    Our waiter totally ignored us. After ordering our meal we waited a very long time and finally chased him down and asked for bread, which they normally serve. He brought some cold pita bread-not great. Then they can and said they had run out of rice! The person whose dinner included rice was not happy. Also waiter said the squash included with meal was butternut. But it was zucchini. They had butternut which they brought upon our complaint. Won’t rush back.

    Is this helpful?

  4. Deb

    Greater Boston3 reviews

    2.0

    Dined on May 3, 2025

    1. Overall 2
    2. Food 3
    3. Service 1
    4. Ambience 2
    The service was extremely slow, some our meals were not very hot and the meals came out before we even got our appetizer. Not a good experience last night but have enjoyed it many times before this.

    Is this helpful?

  5. Ellie VIP

    Greater Boston57 reviews

    4.0

    Dined on April 20, 2025

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 3
    The food here was excellent. The restaurant is very small indoors so we were seated in a tent. No atmosphere at all and certainly no view. Please be aware they put a 3% hospitality charge on the bill with no warning.

    Is this helpful?

  6. Lisa VIP

    Greater Boston6 reviews

    4.0

    Dined on April 19, 2025

    1. Overall 4
    2. Food 3
    3. Service 4
    4. Ambience 2
    Service was great! Steak tips were saturated in some kind of tangy sauce and were undercooked. Sautéed mushrooms were 1 of my sides and they weren't fresh mushrooms... more like canned mushrooms with loads of garlic on them. I wish their sides were more descriptive. I wouldn't have ordered them knowing they were in a garlic sauce with chopped garlic in it. The place is quaint and near the water. Overall ok.

    Is this helpful?

  7. Leslie VIP

    Greater Boston106 reviews

    3.0

    Dined on April 11, 2025

    1. Overall 3
    2. Food 3
    3. Service 3
    4. Ambience 3
    I had a Greek chicken wrap which could have used more chicken. I was told I could substitute sweet potato fries for French fries, but wasn’t told I’d be charged extra. There is an added hospitality fee. So while the food and atmosphere are ok, I’ve always felt it was somewhat overpriced for what you get.

    Is this helpful?

  8. Dennis VIP

    Philadelphia6 reviews

    4.0

    Dined on April 5, 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    Food and service was excellent. We will be back again.

    Is this helpful?

  9. Deb

    Greater Boston37 reviews

    5.0

    Dined on April 2, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 3
    Anna's is our new favorite place to eat. The calamari is great as are the lollipop lamb chops. We had four different meals. The fish and chips included a one pound piece of fish, lightly breaded and very tasty. The scallop santorini was delicious. The red peppers gemiste were filling and well cooked--the lemon potatoes need not have been included, but all was good. The only dish that was a bit of a disappointment was the beef dish special. But the service is awesome and very helpful. We love Anna's.

    Is this helpful?

  10. Valerie VIP

    Greater Boston10 reviews

    2.0

    Dined on March 12, 2025

    1. Overall 2
    2. Food 2
    3. Service 2
    4. Ambience 4
    We enjoyed our appetizer hummus platter very much. Our entrees were disappointing. I was looking forward to the stuffed peppers but found the filling to be like mush and the potatoes were overcooked. Service was slow. We had heard good things but our overall experience was very disappointing.

    Is this helpful?

FAQs

Anna's Harborside Grille is rated 4.2 stars by 36 OpenTable diners.

Anna's Harborside Grille does offer gift cards which you can purchase here.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

  1. Home
  2. United States
  3. Greater Boston
  4. Cape Cod and the Islands
  5. Plymouth

Make a reservation


Booked 3 times today
Google Map for Anna's Harborside Grille

145 Water St, Plymouth, MA 02360

Additional information

  • Neighborhood
    Plymouth
  • Hours of operation
    Mon, Wed, Thu, Sun 11:30 am–9:00 pm Fri, Sat 10:30 am–9:30 pm
  • Price
    $30 and under
  • Cuisines
    Greek, Seafood, American
  • Dining style
    Casual Dining
  • Dress code
    Business Casual
  • Parking details
    None
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Additional
    Beer, Cocktails, Full Bar, Gluten-free Options, Vegan, Wine
  • Phone number
  • Private party facilities
    Anna’s Harborside Grille offers three stunning event spaces: the cozy Indoor area, a Heated Outdoor Tented Space with ocean views, and The Garden’s serene, botanical setting. Perfect for any occasion, each space provides exceptional service and a memorable atmosphere by Plymouth Harbor.
Gift card

Gift card

Send gift cards instantly by email or print to present in person.

Send a gift card
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2025 OpenTable, Inc. 1 Montgomery St Ste 500, San Francisco CA 94104 - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo