Hole in the Wall Waterfront Grill

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Hole in the Wall Waterfront Grill Located on Gwynn Island, VA. Serving fresh local seafood & many homemade specials.
(700)

Caribbean Crab Sandwich: Soft shell crab grilled with jerk seasoning on a hoagie with lettuce, tomato, creamy caribbean ...
10/04/2026

Caribbean Crab Sandwich:
Soft shell crab grilled with jerk seasoning on a hoagie with lettuce, tomato, creamy caribbean sauce, witn Choice of side.

🍂 Fall/Winter hours are here! ❄️The days are getting shorter, the air’s getting cooler, and island time keeps rolling ri...
09/27/2026

🍂 Fall/Winter hours are here! ❄️

The days are getting shorter, the air’s getting cooler, and island time keeps rolling right along. 🌴

Take a peek at our updated hours and come grab a bite, a drink, and a little waterfront time with us.

And remember to relax.. you’re on island time.

Our Portabella Parm special features a flash-fried portabella cap, marinara, parmesan, pesto, burrata, and balsamic glaz...
09/26/2026

Our Portabella Parm special features a flash-fried portabella cap, marinara, parmesan, pesto, burrata, and balsamic glaze on a brioche bun. 🤤🍄

09/26/2026

The baked spinach artichoke mac & cheese we've got on special today has a crazy cheese pull. You HAVE to try it. 🍜

Judgment Day! Vindication is finally here, after 4 years of persecution HITW is settling one of the outstanding cases ag...
09/19/2026

Judgment Day!

Vindication is finally here, after 4 years of persecution HITW is settling one of the outstanding cases against Mathews County. I would have preferred to settle both cases pending to not cost the Mathews citizens anymore on wasted legal fees but I couldn’t convince all the powers that be. Still I’m happy that the board agreed to settle at least one case. This is the first positive movement since 2022.
I look forward to a repaired relationship with the new BOS! 🤞🏻

Come get your puff on!🐡😃Sugar toad platter with your choice of side on special today!
09/11/2026

Come get your puff on!🐡😃

Sugar toad platter with your choice of side on special today!

Feeling crabby?🦀Come enjoy our soft shells while we got them. Available as a sandwich or on a loaded platter! ...
09/10/2026

Feeling crabby?🦀

Come enjoy our soft shells while we got them. Available as a sandwich or on a loaded platter!

09/07/2026

Who said Mondays aren’t fun?

It’s Labor Day Monday and a busy one at that!

🎵 Live Music Tonight
👕 NEW SHIRTS AND JACKETS just dropped
🍔 Chef Cassey’s amazing specials
🍹 Cold drinks
🌊 Waterfront vibes

Come enjoy this beautiful day with us and have a Happy Labor Day!😊

08/31/2026

Come celebrate your birthday with us! We’ve got great dessert options and even better music tonight from 5:30-7 with Mike Reed🎂🎂

Sunday’s call for s’mores! Cheesecake with graham cracker crust and semi-sweet chocolate filling topped with marshmallow...
08/30/2026

Sunday’s call for s’mores! Cheesecake with graham cracker crust and semi-sweet chocolate filling topped with marshmallow fluff 😋

Address

384 Old Ferry Road
Gwynn, VA
23066

Opening Hours

Monday 11:30am - 8pm
Tuesday 11:30am - 8pm
Thursday 11:30am - 8pm
Friday 11:30am - 8:30pm
Saturday 11:30am - 8:30pm
Sunday 11:30am - 8pm

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