Chesapeake Landing
Classic seafood dishes and market favored by locals and visitors since 1991.
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Google Reviews
We chose Chesapeake Landing for our first dinner after arriving in St. Michaels, and it was a great way to start our Eastern Shore vacation. We arrived early on a Wednesday evening when they were featuring all-you-can-eat steamed crabs ($55) along with all-you-can-eat shrimp and soft shell clams. While we weren't ready to tackle that much food on our first night, the crabs coming out to other tables looked excellent and definitely caught our attention. I started with the fried oysters. They were previously frozen rather than fresh-shucked, but they were still very goodโlightly breaded with a nice deep oyster flavor. For dinner I ordered the broiled crab cakes, and they were exactly what I was hoping for: loaded with lump crab meat with very little filler. My wife ordered the steamed shrimp, which were sweet, perfectly cooked, and lightly seasoned with just enough Old Bay to complement the shrimp without overpowering them. The surprise star of the meal was the side of stewed tomatoes. They were incredibly sweet with a rich, concentrated tomato flavorโsome of the best I've had in a long time. Service was quick and efficient. The staff was friendly but very businesslike, taking orders promptly and keeping everything moving. We appreciated the efficiency, especially after a long day of traveling. If you're looking for a classic Eastern Shore seafood restaurant with solid crab cakes, steamed seafood, and a relaxed atmosphere, Chesapeake Landing is well worth a visit.
Jul 7, 2026 ยท Google ReviewThe food here is pretty good. Some is much better than others. They do steaks and the usual side, seafood is usually done good also. There are some exceptions. I've been here 4 or 5 times and have been pleased with the food. I was here last night with friends. They liked their food, but i was disappointed. I had the seafood alfredo which included the Alfredo in the middle of the plate surrounded by blue crab meat, 2 steamed shrimp, a sizable portion of imitation crab meat and about 8 small to medium size scallops. Also included 2 sides, baked potatoe and onion rings (I know, no veggies). I'll start with the good stuff. They serve bread rolls as an appetizer and their home made cornbread. One of the thou g htful thing they do is to serve the bread above the single serving butter which softens the butter just right!!! The cornbread is wonderful!!! The service is pretty good and is very responsive to the needs of the diners. The ambiance is a nice wooden style decor that is generally open including tables and booths. Now for the comments on my dinner. Of the 4 or 5 times I've been here, this was my least favorite. Not all of my food was as warm as I would have liked. The Alfredo was in a clump in the midfle of the plate surronded by the meats. The steamed shrimp was not warm enough. But there were only two, so I didn't comment to our server. The crab meat was warm but could have been warmer but didn'thave much crab flavor/ taste. The scallops not as soft as expected and lacked flavor as well. This was especially disappointing as I am a scallop fan and one of the main reasons this dish was ordered. The imitation crab meat was good and quite warm, as expected!! The baked potatoes and onion rings were served on separate side plates. The potatoes was a little on the small side but still a good portion and it was also good. The onion rings were a lower level frozen rings, they were just ok. However they were served just a bit above room temp and after 2 were eaten I requested our server to heat them up for us which she did very quickly to a good temperature. This is the first time we ate here in the middle of the week. That may have had an influence on the food prep and there were plenty of other other diners there for dinner. I have enjoyed our other visits here so I will consider this a one-off event here. My dinner companions liked their food as well. This place is above average for restaurants but it is not presented as a high quality experience. They also have a nice active bar area that we did not try. I suggest you give this place a try!!!
Feb 12, 2026 ยท Google ReviewThis place is always great. They have an expansive menu from fresh fish and steaks, a variety of crab dishes, and the best fried chicken around. Their crab deck is nice too. They also do carry-out very well and have a wonderful selection of homemade desserts. This is also a convenient spot to grab a bag of ice and a six pack. This is where the locals go on busy summer weekends.
Jun 30, 2026 ยท Google ReviewOur waitress was amazing but I can't say the same about the food. We stopped by today and was excited to try this place since the locals say it's really good. Hushpuppies 6/10- They were ok. Sweet and spicy shrimp 3/10- definitely frozen. Very bland. Seafood Platter 6/10- Everything was fried. This included the soft-shell crab, shrimp, scallops, crab cake, flounder. The shrimp was definitely frozen, the crab cake was good, the flounder was pretty good, scallops were good. The soft shell crab wasn't that great either. The waitress alone was a 10/10 but sadly because of the food, this will be my first and last visit. It sucks that this place is so close to the water with terrible food.
Jun 24, 2026 ยท Google ReviewMy wife and I were happy to spend our 40th wedding anniversary at the oyster buffet and really enjoyed it. The raw oysters were ice cold, the steamed were cooked hot and perfect. The stew was oyster loaded and delicious. The buffet was well stocked with much to choose from! We were very pleased with our server Katie, who pleasantly waited on us and made us feel welcomed and like family. And let me say, we owe her a nice pair of shoes, lol. Thanks to everyone there who do an amazing job with the Friday night buffet.
Mar 28, 2026 ยท Google Review






































