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Anna's Harborside Grille, Plymouth, MA

Anna's Harborside Grille

4.7
4.7
23 Reviews
$30 and under
Greek

Make a reservation

2 people
7:00 PM
Booked 4 times today
  • Good for special occasions
  • Neighborhood gem
  • Charming
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, Sun 11:30 am–9:00 pm Thu 11:30 am–9:30 pm Fri, Sat 11:30 am–10:00 pm
  • Phone number
    (508) 978-1630
  • 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.
  • Private party contact
    Demetri Stavropoulos: (508) 591-7372
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What 23 people are saying

Overall ratings and reviews

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

4.7
4.7 based on recent ratings
  • 4.7Food
  • 4.8Service
  • 4.4Ambience
  • 4.5Value

NoiseModerate

Loved For

  • Cape Cod and the Islands

    Romantic

Review summary

AI-generated from verified diner reviews
Anna's Harborside Grille offers a "lovely ambiance and quaint atmosphere" with consistently "fantastic" food and generous portions. Highlights include "outstanding" Mediterranean/Greek dishes and attentive service. While some reports mention service inconsistencies, the overall dining experience is often described as "pleasant and unrushed," making it a "hidden gem" worth visiting again.

23 Reviews
  1. Deb

    Greater Boston

    35 reviews

    5.0

    35 reviews

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 3
    Outstanding service, great selection of food. Calmari appetizer was great—nice and crunchy. Rack of lamb wonderful as was the Bolognese. Our new fave restaurant! Holly and Jesse do a great job.

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  2. Marianne

    Greater Boston

    5 reviews

    5.0

    5 reviews

    Dined on February 8, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This was my first time at Anna’s and it was amazing! The food was incredible, drink menu unexpectedly unique and service out of this world. I highly recommend this cute and delicious restaurant is you are in Plymouth.

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  3. Amy

    Greater Boston

    3 reviews

    4.0

    3 reviews

    Dined on January 11, 2025

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 4
    We had a great dinner at Anna's. The stuffed peppers were excellent!

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  4. Jo

    San Francisco

    12 reviews

    5.0

    12 reviews

    Dined on January 11, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Mostly enjoyable evening at Anna’s. Food is always fantastic, great selection and entrees are always plentiful. We sat alone on the high top side and we are bit annoyed by a lonely women sitting at the bar on her phone the entire time. She was a bit obnoxious singing loudly to the music at one point talking about the concerts she went to with the other person on the phone holding the phone up to the speaker . The manager had to ask her to move away. Fortunately she left shortly after that , but so did we… Would have been nice if the manager had stepped up a bit sooner for the sake of the other diners. But we will be back, one bad diner will not stop us!

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  5. Linda

    VIP

    Naples

    61 reviews

    4.0

    61 reviews

    Dined on January 6, 2025

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    The restaurant has a lovely ambiance and quaint atmosphere.. The dishes were very good and nicely presented. Definitely recommend

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  6. RJ117

    Greater Boston

    2 reviews

    5.0

    2 reviews

    Dined on January 1, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our party of 5 all enjoyed the appetizers & their dinners. My Chicken Santorini was delicious & I will definitely be going back for it. Brought my foodie son & he is already talking about going back with friends. Prices were very fair for the large portions.

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  7. Nancy

    VIP

    Memphis/West TN

    19 reviews

    5.0

    19 reviews

    Dined on December 24, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Dined here with 8 for Christmas Eve. Service was excellent. Dinner portions were huge— we all had a to go box at the end of the meal. Bruschetta and crab cakes appetizers were delicious. We all ordered something different from burger to shrimp broccoli Alfredo and every meal was outstanding. Highly recommend.

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  8. Chris

    VIP

    Greater Boston

    13 reviews

    3.0

    13 reviews

    Dined on December 14, 2024

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 4
    Service was pleasant and efficient. Most of our party enjoyed their meal but I thought the chips with our appetizer were stale and my main course was bland. Our red wine was served far too cold. The restaurant is very small, cozy but noisy

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  9. Scott

    New York City

    3 reviews

    5.0

    3 reviews

    Dined on December 6, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent all around! Pleasant and unrushed dinung experience. Good food and service.

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  10. Deb

    Greater Boston

    35 reviews

    5.0

    35 reviews

    Dined on December 3, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Wonderful first meal for us at Anna's Harborside. The service was prompt and friendly. The food was outstanding. The fish and chips had a pound! of fish. The lollipop lamb chops were done to perfection. We loved the experience and will be back.

    Is this helpful?

FAQs

Anna's Harborside Grille is rated 4.7 stars by 23 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.

Make a reservation

2 people
7:00 PM
Booked 4 times today
Google Map for Anna's Harborside Grille

145 Water St, Plymouth, MA 02360

Additional information

  • Neighborhood
    Plymouth
  • Hours of operation
    Mon–Wed, Sun 11:30 am–9:00 pm Thu 11:30 am–9:30 pm Fri, Sat 11:30 am–10:00 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
    (508) 978-1630
  • 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.
  • Private party contact
    Demetri Stavropoulos: (508) 591-7372
Gift card

Gift card

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

Send a gift card
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