Two If By Sea Restaurant

5776 Tilghman Island Rd
Tilghman, 21671
Reviews:
We stopped in here while exploring the island. Its a cute little cafe that sells homemade jams, jellies, and flavored salts. It is a small cafe with a few tables and a counter on one side but the other side has more tables and antiques for sale. The woman who greeted us was awesome. She was friendly, gave us any info we needed to know about the food and drinks, and spoke with us while doing just about everything but cooking. We ordered a few coffees which were decent. I then spied a pan of fresh baked chocolate chip cookies Cooling and asked if we could share one. It was still a little warm, soft, and obviously homemade. It was so good we ordered a second. Turns out they are only 50 cents each! I would definitely like to come back and try a full breakfast sometime.
My fiancé and I came to Two If By Sea on a recommendation. We stopped by on a Sunday morning and it wasn't super crowded but it was obviously a popular place because people were steadily coming in and out. We had our dog with us so we sat on the front porch, which meant we had to go in and order but that was no biggie. I ordered the corned beef hash with breakfast potatoes and an English muffin. My date had the "crabby" Benedict. Both entrees were delicious. My hash was perfectly crispy on both sides, and salty but not overwhelming. The potatoes were fantastic with lots of herbs. I'd recommend this to others visiting the area. It's a little out of the way from St Michaels but worth the drive for delicious breakfast! Plus the service is fast and the prices were more than reasonable. I think for both of us it was under $20.
We loved this place for breakfast because of the quaintness factor. It has a "yesterday" feel with its collection of cookie jars & old-fashioned ceiling fans. I loved my omelet with crab & asparagus. My husband was pleased with his eggs & toast, as was our friend with her omelet & home fries. Our one criticism is that the iced tea wasn't made fresh but came from one of those dreadful machines. Yuk!

(410) 886-2447

American (Traditional), Sandwiches

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Black Walnut Point Inn

4417 Black Walnut Point Rd
Tilghman, 21671
Reviews:
Spent a weekend here with friends and had a great time. Bob and Tracy were good hosts, the breakfasts were wonderful, and the house was charming as can be. Perfect location on the water with lovely gardens to explore. Totally recommend!
DO NOT HOST A WEDDING OR EVENT HERE DO NOT HOST A WEDDING OR EVENT HERE DO NOT HOST A WEDDING OR EVENT HERE Bob promised the world when pitching us, promising very specific things. Well, turns out he is a big embellisher and just a teller of tall tales. Nothing he talked about materialized. He doesn't answer the phone and doesn't return calls/emails. His boyfriend/partner Tracy is just a hot mess. I don't even know where to start with him. He somehow thought shouting in my face and talking about his previous wedding bride having a miscarriage would be a helpful contribution when he decided to crash my food tasting with the caterer and eat our food. Since we paid the final payment on our site fee (before the wedding), we just began to feel like an inconvenience and unwanted guests. We spent months planning our wedding and were just cool as ice, calm and collected about everything. No stress, no worries.... But when it came time for the wedding and had to deal with Bob & Tracy on "the day of", I felt like we were part of their crazy dramatic bridezilla drama-filled disorganized wedding... instead of the bride & groom. They whined and complained about everything and generally acted bitchy and rude, like we were college students throwing an unwanted keg-party in their backyard or something. Which is really funny, since about 80+% of our guests were C-level executives, lawyers, doctors, engineers and professors. We had a wonderful tent, wonderful food, wonderful bar, wonderful band, wonderful DJ, wonderful toasts... but horrible hosts. They are incapable of handling an event smoothly and without unnecessary drama. Tracy threw a huge tantrum about my aunt having a service dog on premises... and said he was cancelling the wedding because "I don't allow dogs in my house and it went inside the inn...I'm going to cancel this wedding" LOL!!! It was a tiny little dog in a service dog vest with his service dog ID attached to it. I tried to be calm but he just kept escalating it... until it came to the point of shouting obscenities at full volume AT MY MOTHER. This was just one of many remarkable things they did that evening, and probably not even the worst thing they did. It was an interesting situation... to say the least. All my guests thought the wedding was wonderful...and so did I... We loved our wedding and everything we put together...but the whole time we felt like we were fending off two psycho drama queens who were in over their heads. Bottom line, they are just inexperienced amateurs... they were overwhelmed and in over their heads, and downright scared. It was simply too much for them... and their solution for any problem seems to alway involve maximum drama and rudeness, rather than gracious warmth and calm problem solving. It's funny, because you can go to any of the local places on the whole island (or eastern shore really), like the awesome Harrison Country Inn, and the attitude is totally the opposite. These guys don't really belong here... they aren't Eastern Shore people. Somehow they landed the deal to live out their B&B fantasy after Tracy got fired from his job. Two thumbs down for the selfish drama queens. They are just consistently dishonest, rude, selfish, unprofessional and downright outrageously obnoxious. Bob and Tracy are sick people. Stay away from them. The only thing the BWPI has going for it is the scenery. You're better off staying at the Harrison Country Inn or one of the other B&Bs that actually tries (you know, like actually has a real breakfast....other than those same old soggy egg squares every morning). I was severely traumatized by the experience of dealing with them for my wedding. I felt like they tried to ruin it. They are also dishonest, when we came to stay at the inn a month before our wedding, they told us the only room available was the most expensive one.... but there were no other guests when we came. Just overall, every dealing with everyone involved in our wedding, EXCEPT BWPI, was awesome! All the other people on and around Tilghman Island (Easton, St Michaels, etc.) ARE THE BEST...SUCH SUCH nice people...so friendly..... BUT BOB & TRACY are the BWPI were just a nightmare to deal with. Unprofessional, unreliable, dishonest, RUDE RUDE RUDE RUDE and MELODRAMATIC to a MAXIMUM possible level. I don't know what their problem is.... As my mother put it, Bob and Tracy are "two bitches on wheels." DO NOT HOST A WEDDING OR EVENT HERE DO NOT HOST A WEDDING OR EVENT HERE DO NOT HOST A WEDDING OR EVENT HERE
Beautiful grounds. Unfortunately it rained most of the time we were there. A truly relaxing place in quiet isolation. Very friendly innkeepers and staff with lovely touched and delicious breakfasts. The house, however, is very old - part of the charm - so be prepared. This won't be "luxury," but it's definitely peaceful and quaint. The price is probably a bit steep for what you get, but seems like the going rate on the Eastern Shore is high to begin with!

(410) 886-2452

Hotels, Bed & Breakfast

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Tilghman Island Inn

21384 Coopertown Rd
Tilghman, 21671
Reviews:
We stopped here on our way down to Cambridge, MD by boat stopping for a few hours docked up at Tilghman Island Marina. They had told our party that they weren't used to groups our size (which I appreciated the honesty and it isn't surprising sometimes when the boater fleet across all the boats moving was 20 people roughly). They had everything ready, and accommodated us just like they said they would! The server was good but obviously a little flustered, which again knowing what they honestly told us up front made it acceptable. The atmosphere was great, the restaurant is tucked away in a quaint little spot, with a nice outdoor eating area and bar, the inside was well kept as well. The bathrooms were clean and orderly. Our party ate outside under the covered area. The only downfall I thought was the food was good but not great. The Nachos appetizer was awesome, but in general the group seemed to feel it was a good lunch stop but a few people were on the fence about their food (no one felt it was bad, you know just typical) and the rest liked their food a lot. We will definitely keep this spot on the radar as a pit stop on boating trips after this stop!
Our company had a reception in the restaurant. We had a breakfast buffet which included bacon that was done just right; not to hard not too soft. After taking a boat tour we came back for lunch that surprised most of us. Another buffet and I had the southern fried chicken, green beans, mac and cheese and crab balls. Being from the south I never have good expectations for anyone southern food who isn't my mom. This food was the real deal! If I hadn't already mentioned how difficult my diet was I would have stormed the buffet for seconds. The restaurant is quaint. We had a laugh about how small the stalls were in the ladies room but the cleanliness made up for that.
What a strange, quaint, little place. It's right on the water-- just a few steps from the dining room, you can sip your coffee in adirondack chairs right on the bay, watching ships scoot past and listening to the nautical clang of rigging in the wind. It's quiet-- except for the occasional traffic to the restaurant or a small wedding reception, hardly anybody but guests has occasion to come out here. It's dog friendly-- dogs are allowed in the rooms and the owners have a big old poodle of their own. But, at least in the off-season, the quaintness and quietness can also be a little creepy. The retro-furnished bar feels a little bit like the scene of an episode of Twin Peaks or a British manor murder mystery on the foggy moors. The dining room was almost entirely empty, even on a weekend. The general mood was well-preserved but battered. That led to a strange combination of comforts and nuisances. The restaurant is acclaimed and award-winning, but the food is a very strange combination of "hotel food" and "actually kind of tasty." A tart key lime filling in an awfully stale crust. A fresh-tasting asparagus risotto; a sticky-sweet fruit compote served on top of a pork tenderloin. And then the continental breakfast-- delicious, fresh, crunchy/tender muffins with chunks of glorious fruit inside them; and . . . nothing else but boxed cereal, milk, and a tiny fruit plate. It was just what I wanted in the morning with my first cup of coffee (in the adirondack chair, of course). But I was hungry 90 minutes later, and it's not as if there are a lot of other places to get food nearby. I don't really know how to rate it. Bizarre but nice; nice but bizarre.

(410) 886-2141

Hotels, Restaurants

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Harrison’s Chesapeake House

21551 Chesapeake House Dr
Tilghman, 21671
Reviews:
The telltale sign was when we walked in and one of the kitchen staff was playing on his phone at a table and was surprised that actual customers were going there to pay for food. I think he called the host/waiter on his cell phone to seat us. We were literally the only people in the very large space. I ordered the Rockfish bites which were burnt and fried in old oil. The sauces it came with were out of a jar. My entree was fried softshell crabs. They were also burnt in the same old ass oil. The waiter made a big deal of pushing the potato salad and coleslaw on us, and it also must have come out of a factory processed giant tub of old mayonnaise. Our waiter was good and came back to the table often. It is on the water but it was views of a marina and boats. Not much nature or scenic views. This place reminded me of a seaside version of the hotel from The Shining, but you don't need telepathic powers to tell that this place has seen better days.
What can I say! We showed up, were greeted very nice. Checked into the rooms that were fine (This is a fishing place you know, not vegas) Nothing fancy but amenities were all good. For a fishing spot to base out of I think the rooms were just fine. We caught fish, limited out, and had fresh Rockfish for dinner at the restaurant. All cooked perfectly, sides were delicious, no complaints at all. If you're looking for a good place to go fishing and base out of that also has a restaurant (which really does come in handy especially for early morning departure) then this is a great place to go. I have not been there during summer, but it looks like it would be a fun place to hang out. If you're looking for something fancy, you may be disappointed, but that is not what this place is trying to be. We enjoyed our visit, comfortable rooms, great food, and caught fish. A great time had by all!
Never thought a place on the shore would have good fried chicken, but it said house special and I will say it was darn good. That was about the only positive thing I can say about this place. Granted it was busy, but it's a holiday weekend and management should know to staff up. Most people were outside and we ended up seated at an inside table. I'm willing to look past a few things, but there were about a dozen black flies buzzing against the window next to our table, which should have been a sign even the flies were trying to get out of this place. After the waitress showed up and got us drinks in a reasonable amount of time, it took about 15 minutes from that to actually place an order. After that, at least 50+ minutes to get our food. Again, I will say the House Special (Fried Chicken & 2 Crab Cakes) were above average, but our waitress, who mentioned she was supposed to be off but got called in, was totally overwhelmed with to many tables and made an effort to check back in, but kept forgetting water and just mentioned one time that everyone was ordering fried food and it would be out soon. She had too much going on in separate sections and no management support. Food was above average, our server tried but just no support from her kitchen in terms of time and I guess a visit from a manager or some sort of discount on the check for food that felt like it took, and almost did, an hour was a little to much to expect. As we walked out of this place, most of the wait staff was going through the buffet line with to go boxes and just wanted to go home. It just shows this place has no control of its staff and no management that takes pride in the experience of their guests and the appearance of their staff.

(410) 886-2121

Hotels & Travel, Restaurants

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Grassini’s Bridge Restaurant

6136 Tilghman Island Rd
Tilghman, 21671
Reviews:
No review available for this restaurant

(410) 886-2330

Seafood, Steakhouses

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