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Anna's Harborside Grille — Restaurant in Plymouth

Name
Anna's Harborside Grille
Description
Casual restaurant & bar offering Greek & American fare plus a large, harbor-view patio.
Nearby attractions
Plymouth Waterfront Visitor Center
130 Water St, Plymouth, MA 02360
Pilgrim Hall Museum
75 Court St, Plymouth, MA 02360
Pilgrim Memorial State Park
79 Water St, Plymouth, MA 02360
The Art Shoppe Jessart Studio
84 Court St, Plymouth, MA 02360
Spire Center for Performing Arts
25 1/2 Court St, Plymouth, MA 02360
Mayflower II
Water St, Plymouth, MA 02360
Plymouth Rock
79 Water St, Plymouth, MA 02360
Plymouth Jetty
PLYM-014A, Plymouth, MA 02360
Yankee Woodcarvers & Signs
63 Court St, Plymouth, MA 02360
Nelson Memorial Park
235 Water St, Plymouth, MA 02360
Nearby restaurants
Tavern On The Wharf
6 Town Wharf, Plymouth, MA 02360
The CabbyShack
30 Town Wharf, Plymouth, MA 02360
Lobster Hut
25 Town Wharf, Plymouth, MA 02360
Wood's Seafood
15 Town Wharf, Plymouth, MA 02360
East Bay Grille
173 Water St, Plymouth, MA 02360
Terrace Rooftop Dining
150 Water St Floor 2, Plymouth, MA 02360
Mamma Mia's Restaurants
122 Water St, Plymouth, MA 02360
Dillon's Local
21 S Park Ave, Plymouth, MA 02360
The Shanty Rose
16 Town Wharf, Plymouth, MA 02360
The Blue-Eyed Crab Caribbean Grill & Rum Bar
170 Water St, Plymouth, MA 02360
Nearby local services
The Shoppes at Village Landing
170 Water St, Plymouth, MA 02360
Ryan Family Amusements- Plymouth
136 Water St, Plymouth, MA 02360
The Cranberry house
145 Water St, Plymouth, MA 02360
Salt of the Earth Catering
30 Town Wharf, Plymouth, MA 02360
Plymouth Cruises
9 Town Wharf, Plymouth, MA 02360
Plymouth Memorial Hall
83 Court St, Plymouth, MA 02360
Fedele's Chocolates
170 Water St #8, Plymouth, MA 02360
GOAT Cards and Collectibles
150 Water St Suite 106, Plymouth, MA 02360, United States
1620 Wine Bar
170 Water St, Plymouth, MA 02360
Plymouth IV Lounge & Aesthetics
17 S Park Ave, Plymouth, MA 02360
Nearby hotels
Hotel 1620 Plymouth Harbor
180 Water St, Plymouth, MA 02360
Thomas Sea Suites
150 Water St Floor 2, Plymouth, MA 02360
By the Sea - B&B
22 Winslow St, Plymouth, MA 02360
Best Western Plus Cold Spring
180 Court St, Plymouth, MA 02360, United States
John Carver Inn & Spa
25 Summer St Suite #1, Plymouth, MA 02360
Related posts
Keywords
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Anna's Harborside Grille things to do, attractions, restaurants, events info and trip planning
Anna's Harborside Grille
United StatesMassachusettsPlymouthAnna's Harborside Grille

Basic Info

Anna's Harborside Grille

145 Water St, Plymouth, MA 02360
4.3(461)$$$$
Open until 10:00 PM
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Ratings & Description

Info

Casual restaurant & bar offering Greek & American fare plus a large, harbor-view patio.

attractions: Plymouth Waterfront Visitor Center, Pilgrim Hall Museum, Pilgrim Memorial State Park, The Art Shoppe Jessart Studio, Spire Center for Performing Arts, Mayflower II, Plymouth Rock, Plymouth Jetty, Yankee Woodcarvers & Signs, Nelson Memorial Park, restaurants: Tavern On The Wharf, The CabbyShack, Lobster Hut, Wood's Seafood, East Bay Grille, Terrace Rooftop Dining, Mamma Mia's Restaurants, Dillon's Local, The Shanty Rose, The Blue-Eyed Crab Caribbean Grill & Rum Bar, local businesses: The Shoppes at Village Landing, Ryan Family Amusements- Plymouth, The Cranberry house, Salt of the Earth Catering, Plymouth Cruises, Plymouth Memorial Hall, Fedele's Chocolates, GOAT Cards and Collectibles, 1620 Wine Bar, Plymouth IV Lounge & Aesthetics
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Phone
(508) 591-7372
Website
annasharborsidegrille.com
Open hoursSee all hours
Fri11:30 AM - 10 PMOpen

Plan your stay

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Featured dishes

View full menu
dish
Aegean Fries
dish
Tomato-Basil Bruschetta
dish
Grilled Octopus
dish
Hummus Platter
dish
Harborside Calamari
dish
Broiled Crab Cakes
dish
Spanakopita Rolo
dish
Tzatziki Platter
dish
Nachos
dish
Horiatiki Tomato
dish
Souvlaki
dish
Stuffed Grape Leaves Dolmades
dish
Moussaka
dish
Stuffed Peppers Gemistes
dish
Lamb Kabobs
dish
Santorini
dish
Grilled Steak Tips
dish
Broccoli Alfredo Pasta
dish
Pan Seared Salmon
dish
Roasted Half Chicken
dish
Baked Scallops
dish
Baked Haddock
dish
Fish And Chips
dish
Lobster Roll
dish
Seafood Platter
dish
Classic Burger
dish
Diesel Burger
dish
Southwest Burger
dish
Chicken Parmigiana Ciabatta
dish
Fish Tacos
dish
Gyro Meritha

Reviews

Live events

NE Voices 2026 Festival Concerts
NE Voices 2026 Festival Concerts
Fri, Jan 23 • 7:00 PM
41 Obery Street Plymouth, MA 02360
View details
Sip, Set & Manifest 2026
Sip, Set & Manifest 2026
Thu, Jan 29 • 6:30 PM
46 Main Street, Plymouth, MA 02360
View details
Candlelight: 90s Hip-Hop on Strings
Candlelight: 90s Hip-Hop on Strings
Sat, Jan 24 • 7:00 PM
83 Court St, Plymouth, 02360
View details

Nearby attractions of Anna's Harborside Grille

Plymouth Waterfront Visitor Center

Pilgrim Hall Museum

Pilgrim Memorial State Park

The Art Shoppe Jessart Studio

Spire Center for Performing Arts

Mayflower II

Plymouth Rock

Plymouth Jetty

Yankee Woodcarvers & Signs

Nelson Memorial Park

Plymouth Waterfront Visitor Center

Plymouth Waterfront Visitor Center

4.7

(130)

Open 24 hours
Click for details
Pilgrim Hall Museum

Pilgrim Hall Museum

4.3

(79)

Open 24 hours
Click for details
Pilgrim Memorial State Park

Pilgrim Memorial State Park

4.6

(2K)

Open 24 hours
Click for details
The Art Shoppe Jessart Studio

The Art Shoppe Jessart Studio

4.9

(39)

Closed
Click for details

Nearby restaurants of Anna's Harborside Grille

Tavern On The Wharf

The CabbyShack

Lobster Hut

Wood's Seafood

East Bay Grille

Terrace Rooftop Dining

Mamma Mia's Restaurants

Dillon's Local

The Shanty Rose

The Blue-Eyed Crab Caribbean Grill & Rum Bar

Tavern On The Wharf

Tavern On The Wharf

4.2

(1.2K)

$$

Open until 12:00 AM
Click for details
The CabbyShack

The CabbyShack

4.2

(1.4K)

$$

Open until 1:00 AM
Click for details
Lobster Hut

Lobster Hut

4.5

(1.2K)

$$

Click for details
Wood's Seafood

Wood's Seafood

4.5

(1.3K)

$$

Closed
Click for details

Nearby local services of Anna's Harborside Grille

The Shoppes at Village Landing

Ryan Family Amusements- Plymouth

The Cranberry house

Salt of the Earth Catering

Plymouth Cruises

Plymouth Memorial Hall

Fedele's Chocolates

GOAT Cards and Collectibles

1620 Wine Bar

Plymouth IV Lounge & Aesthetics

The Shoppes at Village Landing

The Shoppes at Village Landing

4.4

(327)

Click for details
Ryan Family Amusements- Plymouth

Ryan Family Amusements- Plymouth

4.4

(89)

Click for details
The Cranberry house

The Cranberry house

4.2

(35)

Click for details
Salt of the Earth Catering

Salt of the Earth Catering

4.9

(63)

Click for details
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Posts

Art BeecherArt Beecher
I've been to Anna's several times now, and last night was the best experience yet. This is due, in large part, to our slightly sunburned server, Jessica. I asked my amazing girlfriend to meet me at Anna's for some Friday Date Night late summer outdoor seating. She arrived before me, and when I arrived, she said, "you're going to like our server." This is important because she knows I think the server, like the food, can totally make or break the experience, and she has endured my "judginess" on both (simply visit my other Yelp reviews to understand what I mean). With the bar set high, when Jessica arrived, I almost immediately teased her, and she handled it like an absolute pro, giving it right back to me, with appropriate humor, playfulness, and patience. And when she left, my amazing g/f chastised me. #lifeisgood Throughout our evening, Jessica visited us only to make sure we were content, and when she did, she continued to offer personality that made her a welcome and appropriately brief addition to our table (it was Date Night, after all). For dinner, my g/f had the chicken Santorini, which is generally excellent, and the same thing my dad orders 99% of the time he is there. I tried something totally new to me, the gyro meritha. My meal was, as usual, fine. Nothing I would go out of the way for, but there's always something here that I can enjoy in the company of my amazing g/f in Plymouth's scenic outdoor waterfront. Note: my g/f dislikes olives (I know, right? She also dislike avocados, so you have a sense of the challenges I face), so all of her warm and delicious olives landed on my plate and they were a welcome addition! Maybe something Anna's will consider adding to their meritha going forward? Anyway, we had a *great* night. My g/f loved her meal and having a server with whom she could commiserate, and she and I both enjoyed our date night very much.
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Jess BoysenJess Boysen
The nice gal that seated me was awesome. Server was very low-key and efficient. Outdoor area is very nice - perfect sun angle. Took forever to get a beer.
Cindy ButrickCindy Butrick
First time customers. We came in for the buck a shuck oysters. Which hubby said were excellent 👍. Also had an appetizer of crab cakes which had more crab in them than I've ever seen in a crab cake. The taste was light and flavorful. We shared the seafood platter at $35.00 the portion was huge! A ton of fried whole belly clams which were cooked perfectly. Three colossal fried shrimp done just right, Three huge fried scallops perfectly cooked and two pieces of lightly battered fish along with tasty fries. We couldn't eat it all. I also had a Santorini sunrise drink, not a sweet drink, not sure I'm a fan, but to each their own. Blue moon is a great choice for my husband to accompany this wonderful meal. We sat outside on a very steamy afternoon, they had many fans to make it a pleasurable dinner. Wait staff were very attentive. I Would recommend coming and enjoying this Plymouth restaurant.
See more posts
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Pet-friendly Hotels in Plymouth

Find a cozy hotel nearby and make it a full experience.

I've been to Anna's several times now, and last night was the best experience yet. This is due, in large part, to our slightly sunburned server, Jessica. I asked my amazing girlfriend to meet me at Anna's for some Friday Date Night late summer outdoor seating. She arrived before me, and when I arrived, she said, "you're going to like our server." This is important because she knows I think the server, like the food, can totally make or break the experience, and she has endured my "judginess" on both (simply visit my other Yelp reviews to understand what I mean). With the bar set high, when Jessica arrived, I almost immediately teased her, and she handled it like an absolute pro, giving it right back to me, with appropriate humor, playfulness, and patience. And when she left, my amazing g/f chastised me. #lifeisgood Throughout our evening, Jessica visited us only to make sure we were content, and when she did, she continued to offer personality that made her a welcome and appropriately brief addition to our table (it was Date Night, after all). For dinner, my g/f had the chicken Santorini, which is generally excellent, and the same thing my dad orders 99% of the time he is there. I tried something totally new to me, the gyro meritha. My meal was, as usual, fine. Nothing I would go out of the way for, but there's always something here that I can enjoy in the company of my amazing g/f in Plymouth's scenic outdoor waterfront. Note: my g/f dislikes olives (I know, right? She also dislike avocados, so you have a sense of the challenges I face), so all of her warm and delicious olives landed on my plate and they were a welcome addition! Maybe something Anna's will consider adding to their meritha going forward? Anyway, we had a *great* night. My g/f loved her meal and having a server with whom she could commiserate, and she and I both enjoyed our date night very much.
Art Beecher

Art Beecher

hotel
Find your stay

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Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
The nice gal that seated me was awesome. Server was very low-key and efficient. Outdoor area is very nice - perfect sun angle. Took forever to get a beer.
Jess Boysen

Jess Boysen

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Plymouth

Find a cozy hotel nearby and make it a full experience.

First time customers. We came in for the buck a shuck oysters. Which hubby said were excellent 👍. Also had an appetizer of crab cakes which had more crab in them than I've ever seen in a crab cake. The taste was light and flavorful. We shared the seafood platter at $35.00 the portion was huge! A ton of fried whole belly clams which were cooked perfectly. Three colossal fried shrimp done just right, Three huge fried scallops perfectly cooked and two pieces of lightly battered fish along with tasty fries. We couldn't eat it all. I also had a Santorini sunrise drink, not a sweet drink, not sure I'm a fan, but to each their own. Blue moon is a great choice for my husband to accompany this wonderful meal. We sat outside on a very steamy afternoon, they had many fans to make it a pleasurable dinner. Wait staff were very attentive. I Would recommend coming and enjoying this Plymouth restaurant.
Cindy Butrick

Cindy Butrick

See more posts
See more posts

Reviews of Anna's Harborside Grille

4.3
(461)
avatar
1.0
4y

Horrible experience and food. Made reservations days prior to arriving, and when we first walked in we were ignored by two members of the wait staff for over five minutes. Once finally greeted by the hostess we were shown to our table which was seated right in front of the constantly opening door on this 40° night.

The first thing we ordered were the Aegean fries appetizer. It took a speedy 30 seconds for them to arrive at our table stone cold. All the toppings were lumped in one spot on top and not melted at all. It did not reflect the pictures on the website and it was extremely disappointing, especially the kfact that the fries themselves were cold and had obviously been sitting for a while before they were served to us. We also ordered the hummus platter as an appetizer. The vegetables were fresh and good but the hummus was flavorless and again disappointing.

Onto the main meals, I’m not sure how to describe what we received but I will tell you what we ordered. First stop, a delicious dish consisting of scallops over lobster ravioli in a butter sauce. The scallops had an odd residue on them which I can only guess was some sort of leftover spice from the pan they were seared in. The lobster raviolis were atrocious. The lobster was extremely dry, there was no sauce in the raviolis, and it had a chewy texture and fishy taste/smell. Also, the raviolis were hardly cooked, and the edges of them were hard and chewy.

The other dish ordered was a short rib special over mushroom and goat cheese ravioli. This was detailed to be served in a browned butter sauce. This dish was by far the worst thing we received. The browned butter sauce was actually a balsamic mixture over an extremely fatty pot roast trying to be passed off as a short rib. I did not have one bite of short rib that did not contain 90% fat. The balsamic flavor was overwhelming and did not go with the mushroom goat cheese under-cooked raviolis. You could also tell the vegetables in the dish were left over from another dish as they were completely mushy and barely held together. The vegetables also had a leftover flavor that did not go with the overall dish and the balsamic.

Besides the quality of the food it was extremely overpriced. We paid $35 and $28 respectively for each meal. Those prices reflect a certain expectation of dining that was not met. I’m the first person to pay $50 for a good steak, but I expect it to be cooked to my liking.

Out of all the fantastic dining options in downtown Plymouth and the surrounding area I have to say this is by far the worst experience and will not go back. I do not recommend this restaurant. The service was subpar from the moment we walked in up to the moment we left. We noted to staff the food was not what we expected and nothing was done for us - not even the question of it we’d like to order something else. Then we were left to sit waiting for our check for over ten minutes after we asked for it.

The very least they could do is put a curtain up near the door to take away some of the draft that we had to endure the entire time we...

   Read more
avatar
4.0
7y

I've been to Anna's several times now, and last night was the best experience yet. This is due, in large part, to our slightly sunburned server, Jessica.

I asked my amazing girlfriend to meet me at Anna's for some Friday Date Night late summer outdoor seating. She arrived before me, and when I arrived, she said, "you're going to like our server."

This is important because she knows I think the server, like the food, can totally make or break the experience, and she has endured my "judginess" on both (simply visit my other Yelp reviews to understand what I mean).

With the bar set high, when Jessica arrived, I almost immediately teased her, and she handled it like an absolute pro, giving it right back to me, with appropriate humor, playfulness, and patience. And when she left, my amazing g/f chastised me. #lifeisgood

Throughout our evening, Jessica visited us only to make sure we were content, and when she did, she continued to offer personality that made her a welcome and appropriately brief addition to our table (it was Date Night, after all).

For dinner, my g/f had the chicken Santorini, which is generally excellent, and the same thing my dad orders 99% of the time he is there. I tried something totally new to me, the gyro meritha.

My meal was, as usual, fine. Nothing I would go out of the way for, but there's always something here that I can enjoy in the company of my amazing g/f in Plymouth's scenic outdoor waterfront.

Note: my g/f dislikes olives (I know, right? She also dislike avocados, so you have a sense of the challenges I face), so all of her warm and delicious olives landed on my plate and they were a welcome addition! Maybe something Anna's will consider adding to their meritha going forward?

Anyway, we had a great night. My g/f loved her meal and having a server with whom she could commiserate, and she and I both enjoyed our date...

   Read more
avatar
2.0
1y

One should expect crappy food at a heavily trafficked tourist hub and Anna's did not disappoint in this regard. We stopped in on one of our few nights in Plymouth, after eating the previous nights at terrific little seafood shacks, to be a little more, shall I say, fancy. There are two outdoor seating areas, one in a tent that is darker with too many TV screens that are way too large, the other with nothing but tables, chairs and umbrellas. Live music, by two different musicians is going on simulatenously, niether of which were memorable. But let's get to the food. I ordered clam chowder. HELLO, this is the port, this is MA, clam chowder country but not at Anna's. After returning the soup twice due to it having zero clams in it, a server confides in me the soup is pre-made and sent over in batches. Whoever makes this floury clumpy no taste dish has never eaten clam chowder! My friend got the spinach and feta Sapanotaki which tasted more like a croissant than filo dough and had balsamic vinegar drizzled on it. Huh? Disgustingly sweet and worse it wasn't filled with feta cheese but with egg, like an omelet. The servers whilst sweet were way too slow. That is not their fault but rather the kitchen. OK, so they took the clam chowder off the bill and I was hungry so I ordered local Wellfleet oysters. Out of 6 one was decrepit, and the shell was too soft and lined in a yellow goo. I spit that out and again, they didn't charge me for the one. But still! How do you serve delicious oysters like that and shuck them knowing one is bad? Well I guess whoever is shucking has zero clue how to do it. The sauce was wrong. You don't serve cocktail sauce with oysters, that is the domain of shrimp cocktail. Anna's did not have ponzu sauce. Anna's is not someplace to go to in Plymouth when there is so...

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