We had such a fun night here celebrating dad's 30th birthday! Our server was literally the best I've ever had (but I forget her name) and the crab cakes were out of this world. She brought us a collection of their house made sauces for us to try without prompting, and we loved all of them! Our 3yo enjoyed watching the boats come and go, and our waitress had his meal come out faster so he wasn't hangry. It was such a joy to come here! read more

Hole In The Wall - American Near Me - Gwynns, Virginia

This waterfront restaurant is adorable and just what you'd like for a casual meal. The service was good and the views spectacular. We all ordered fried fish which was a bit overdone. But the giant warm pretzel is what impressed us the most. All in all a good time. read more

Super casual waterfront restaurant with a pub like feel. Great menu and don't miss the fried pickles. Servers were very attentive, friendly and fun! The live music can get a bit loud so recommend an outdoor waterfront seat if you can get it. read more

Love this place. Great food with a variety to choose from. Friendly staff and a great view! Definitely recommend.

Absolutely LOVE this place! Spent a week in the area and ended up here 3 times! 2 out of the 3 visits, I went straight for the OBX Peel & Eat Shrimp, which were AWEsome. Girlfriend went for a little variety each visit - was happy with each meal. Great 'seafood shanty' atmosphere & great views! Another constant was top-notch service - servers were affable, efficient, & knew the ins & outs of the menu & specials. If I lived in the area, this would definitely be my 'home base' for good food & drinks. Highly recommended! read more

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Drive 45 minutes , on Google and their site showed they are open, got there and was caution tape over the steps and the open sign was off, with doors locked , called and no one Answered disappointing that hours are not updated correctly on social media read more

Hole in the Wall is perfect place to go if you want to dine at a waterfront restaurant in Mathews county. It is also the only waterfront restaurant in Mathews county. Pluses are the variety of menu items, from seafood to hamburgers to soups to salads, with numerous appetizers, sides and desserts to whet your pallet. The staff is also friendly, while the vibe of Hole in the Wall is unique. Negatives are the prices can be a bit out of line with the quality of the food. Consistent quality will maybe never be one of Hole in the Wall's strengths. But even on a bad day, the food is always pretty good, if not great. You can eat indoors or outside on a large deck. When the weather is nice, it's hard to best eating on the deck while listening to and watching the wildlife go by, or people-watching the sounds of boats being launched or brought out of the water at the adjacent public boat landing. I recommend Hole in the Wall for the consistent waterfront dining experience. I would give Hole in the Wall five stars if only the food were as consistent. read more

First time visitor. Sadie took excellent care of us making awesome recommendations. I had the blackened fish tacos. My lovely bride had the turkey club. Topped it off with the Island Dream dessert. Well worth the drive, great view from the deck, we will definitely be back. read more

Great place! Views of water, good food!! Love the music live they have on occasion.

Wonderful atmosphere! The view from the windows is incredible! The first time I came here I ordered their Fireside Burger, and my first thought was "The patty is incredible!". Not to mention that their sidewinder fries are unique and worth a try! A couple family members ordered seafood and they loved it too! The icing on the cake is that the staff are super friendly and eager to help foster a delicious dining experience. read more

Nice surprise on a trip to Matthew's. Started with a delicious oyster appetizer, my wife got shrimp tacos and I got the Italian sandwich. All was excellent, but the Italian was amazing! read more

Great cocktails. Chow was good. Great water views. Tastefully decorated for the holidays. Our server (sorry, forgot her name) was terrific.

Second time here in two years. We have family in the area. We visited last year this time. Decided to give it another visit this year as well. The staff are amazing. Friendly. Conversational. Prompt. The food was good as well. We had a lot to accommodate. Age ranges from 8 to 82. Everyone came away well fed and happy. The view is phenomenal as well. If we find ourself in the area again we will definitely repeat. Highly recommend. read more

Really disappointed with lunch today. We arrived around 3:30pm and happy there was no wait to eat outside. Wasn't particularly busy inside or out at this time. Lunch took about 25 minutes to come out. We ordered steamed shrimp, Grilled shrimp entree, crab cake sandwich, crab cake dinner entree, kids cheese pizza w/Mac & cheese and a kids drink - shark attack! Everything looked great but nothing was served hot. All the hot food was served cool - everything except the kids cheese pizza. Even the kids mac and cheese was cold. I did t finish all the steamed shrimp due to serving temp. They were not hot/warm like maybe they'd just been steamed, nor were they cold enough to enjoy as shrimp cocktail. I let our server know our food was not hot and he said he brought everything when it was placed in the window. He did apologize for the food temperature. Grandchild spilled her drink. I asked if we could have half a cup of soda and was informed there are no refills. I noticed when we received our check that a couple substitutions resulted in additional costs. The server did not mention any up charges; we usually never mind but always appreciate the heads up. So, $150 for a cold lunch today except for kids pizza who had nothing to wash it down with. Maybe lids are good for kids drinks? As always, the outdoor atmosphere is wonderful.. read more

YAY! One of our favorite places is open again! This time, we had the Mexican street corn oysters and the daily grinder. Both absolutely delicious! We also split an order of pickled beets, some of the best I've had. The menu is small, but the servings are big, and I suggest you order off the daily specials...always good stuff there... And the waitstaff seems to always smile, so you just feel GOOD by the time you leave. And the views. If you're not hungry, just go for the view. And....their patio is dog friendly, BONUS!! read more

Servers are always friendly and attentive! I love when the bartenders make something fun after I give them a free pass to make whatever! Tom is the best! If you're from here, you know parking is not going to be ideal but you get over it! -1 star because I feel like the variety and quality of the food has decreased with slight price increase over the last few years. I understand raising prices, but the last few times we've been, menu items I have not been available and the food was semi-Bland unfortunately read more

Hole In The Wall - Cocktails - American Near Me - Gwynns, Virginia

Cheap Great food Outdoor on water experience Wait staff super friendly and efficient read more

Hostess was great. She was new, but because the waitress' were 'too busy', she got us seated and took drink orders. She kept having to go in and out to get our questions answered, but she really tried. Ended up that the waitress we had knew absolutely nothing about beer and never was able to tell my husband exactly what IPA he had (brand yes, but which IPA-no). At first, she kept insisting that it was a brown. My burger was very good. Fries were very good too. We called ahead of time to see if they had outdoor seating (as we had our dog) and if it was covered (was super hot). They said yes and that there were fans. Fans outside in VA heat do nothing and we were seated in the sun. Only 2 tables can really be shaded. You can only see water from a couple of the tables and high tops. read more

Incredible views incredible food great service. Don't miss this hole in the wall. The name says it all, but does not do it justice.

Finding this place was such a catch! (Get it? ) I don't live in the area, but I don't think you cod do better than Hole in the Wall. Don't trout me and just go! I had the fried oysters, my partner had the grilled sea bass, and both were amazing! It's a lot of food with the sides, but the views over the water are fun--if you have a boat they also do boat-based takeaway--and everyone is socially distant at tables. Considering going somewhere else for lunch seems a bit fishy to me. This place is o-fish-ally a winter! I should dolphinitely scale back on the fish puns. read more

Hole In The Wall - Oysters - American Near Me - Gwynns, Virginia

Great location by the water with fabulous views. Service is fast and friendly and there atmosphere is very casual. We both ordered specials, myself the crab and lobster mac and cheese which had a great flavor even though pasta was slightly overcooked and it came with a really nice side salad. My friend had the blackened shrimp and grits which he said was pretty good but not a lot of flavor. We ordered the breaded green beans with ranch dip as an appetizer which was tasty. I ordered the HITW island triple mojito which was also very tasty and my friend ordered a beer on tap, the waitress was great and let him sample a beer he was unsure about ordering. Prices were reasonable and the food was good. I would recommend for a casual seafood meal on the water. read more

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Review is mostly for wait staff. We had heard about this restaurant through Yelp and neighbors at the house we rented. We were really excited based on the menu we saw. The wait was about 30 minutes at dinner time. There are tables inside and outside so things moved pretty fast. We were seated inside. After that, I'm not sure I can accurately review the food. The reason why, the inside was freezing cold. Within a few minutes, my husband went out to get our jackets. Then he mentioned something to the server who said she had said something to the manager but they didn't do anything. She actually said she mentioned it earlier as well. I think the food was ok but we were so uncomfortable that it is hard to remember. I know it's hard to balance the temperature when you have the kitchen wide open, work staff and customers. But this felt like they didn't really care. read more

I'll start off saying the service and ambience here is always good! I was disappointed w my food recently because my burger did not come out the way I ordered it. But, I won't hold it against them lol. Because overall, it's always a good experience when I come here to eat! read more

Hole In The Wall - Bacon Cheeseburger and Mac n Cheese - American Near Me - Gwynns, Virginia

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I highly recommend the crabcake sandwich, tons of crabmeat and not a lot of filling. The fries were nice and crispy. They have indoor and outdoor dining areas. The service was good. read more

Hole In The Wall - View from the patio - American Near Me - Gwynns, Virginia

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The world will never know what inspired my friends to go to the butt crack of nowhere for spring break. Y'all ever heard of Gwynn's Island? We hadn't either. But wow, was the little Virginian island a welcome surprise -- lovely beaches, wide roads perfect for biking, (mostly) friendly residents who all recommended us to visit the same place: Hole in the Wall. Hole in the Wall is conveniently situated at the entrance of the island; you can't miss the big sign. They offer both indoor and outdoor seating; we attempted the latter until the winds got the better of us. There's a wooden plaque on the wall that reads: Bad decisions make the best stories. Very true. My friend and I split a shrimp basket with veggies (collard greens) and subbed-in onion rings. The serving size was alright for two -- it would have otherwise been a pricy meal for one. We opted for deep-fried shrimp at the suggestion of our waitress, which was nicely battered and paired with tartar and cocktail sauce. The sides were good, but not special. Hits the spot if you're ever in the mood for fat-infused seafood and an outlook over the ocean. read more

Hole In The Wall - Deep Fried Shrimp Basket w Onion Rings (substitute) and Collard Greens - American Near Me - Gwynns, Virginia

Enjoyed the food , drinks, vibe, and location of this place. Service was great at the bar where i sat. The bartender worked harder than anyone I've seen in a long time. All the staff appeared to be hustling. Def recommend giving this place a try. read more

Such a great spot with amazing food! I had the crab cake and it was full of lump crab, yum!! My grandma had a burger and she said it was the best she ever had read more

All signs pointed to my having found a hidden gem on Gwynn Island. Full parking lot, boats competing for spots at the dock to park and eat, a full deck of patrons. Boy was I wrong. Busy Sunday lunch visit. We were seated promptly and the waitress was very helpful and friendly answering questions about the menu. I ordered a small order of peel and eat shrimp for an appetizer for the table. They were large, well cooked and seasoned perfectly. Good start. An hour later when our entrees arrived, my opinion had shifted significantly. I passed on the Oyster platter when I was informed that market price was $32. I opted to buy a pint of oyster on the way home and cook my own. Below is a picture of my second choice - $25+ fried flounder entree. Even if the fish was even remotely edible, this is not platter worth $25. After my hour wait, I was disgusted to find that for the first time ever, I had to use a knife to cut a bite of fried fish. I don't know if my attached picture paints an accurate picture, but not only did my fish not flake, when I sliced a bite with my knife it was so dry it pulverized into almost a powdery consistency. They played about six tasty, but small, hush puppies. I was graciously ONE of the little plastic butter packages (the ones about the size of a pinky nail). I was not offered tartar sauce. This wasn't an issue for me because I don't like covering up the taste of a good piece of fish with sauces. But I had to ask the server for tartar just to be able to choke down the fish. I couldn't request a replacement because my guests had a 6 hour drive and I couldn't ask them to wait another hour for another piece of fish. Next time I'm visiting the middle peninsula I will skip the waterfront view and and have some edible seafood at Richardson's. Edit: the seating capacity of this establishment is too large to have a single restroom. I was thoroughly embarrassed when my one of my out of state guests was told if his restroom needs was urgent that he could use the second restroom - a port-a-john in the parking lot. read more

Hole In The Wall - American Near Me - Gwynns, Virginia

My husband and I went out to go explore Matthews County and stopped at this gem. The food was absolutely delicious. The people were great as well. Tacos were fantastic. read more

Hole In The Wall - American Near Me - Gwynns, Virginia

Great water spot (5) with OK food (3) makes this a solid 4 star review. Gets crowded easily as it's really the only place around.

Great view and even better food with a wide variety of menu options! The costumer service was amazing with it being quick even when the restaurant was busy. Definitely will be eating their again! read more

Service was great... food was tasty...music on Monday night was enjoyable...view was very nice.

A very casual place on the water on Gwynn's Island, this is a true "hole in the wall". The decor is homey with a typical watermen

Great food and awesome service! Our second time here and it did not disappoint! Thanks for being consistent and friendly!!

Meh. Food is way overpriced for the quality. We had the crab dip and there was barely any crab in it. $15. More like a bowl of cream cheese with old bay. The chips were a bit stale. We thought about getting fish tacos but $18 for two with no sides? Nah. We got a salad with friend chicken. My husband added "crispy jalapeños" for an additional $1. Turns out they were jalapeño flavored chips. "Fresh greens" = iceberg lettuce. And "fried chicken" = cut up chicken tenders. $15. We also got the breaded fried shrimp basket. Shrimp was actually very good. Not overly breaded and perfectly cooked. Cocktail sauce resembled ketchup. However, with a side salad - $23. I knew the cost but there wasn't much more on the menu besides burgers. They were out of wings and oysters. Place has a nice vibe, tons of staff and in a nice setting on the water. Would go back for a cocktail or two but would eat somewhere else. read more

Great food and service! Amazing bloody Mary's! My favorite place to go eat when vacationing in the Northern Neck!

We came here for the first time since the pandemic...and found a really nice relaxed waterfront atmosphere with excellent food, great service (thank you Brandi!) and a good variety of adult beverages. Portions were just right. Food seasoning was so good....not over spiced and not under spiced. Perfect. Definitely will return - maybe next time we boat in! read more

Hole In The Wall - Sitting on the water.... - American Near Me - Gwynns, Virginia

So super yummy!!! Brandi was awesome and super patient with us through all our questions. The restaurant was crowded but we were still served in good time and the fries were soooo good. read more

Hole In The Wall - American Near Me - Gwynns, Virginia

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Great food and service! Will definitely be back. The wings (not pictured) we so juicy and the Cajun dry rub was amazing! read more

Hole In The Wall - Shrimp and scallop tortellini pasta. Valentine's Day special! Two thumbs up!! - American Near Me - Gwynns, Virginia

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Was so-so 2 years ago but thought we'd give it another shot. Waited 20+ min for a table, watched a family finish their meal, pay and leave, only to be told that we could sit there but couldn't be served. Just left and went elsewhere. Won't ever be back. read more