A hidden gem in Annapolis! The.entire experience was exceptional. Would not only go back but would highly, highly recommend.
We hadn't been to O'Leary's in years! Went tonight and the whole experience was wonderful!! We so enjoyed the food, the service and the atomostphere!
I've been frequenting O' Leary's for years and have never been disappointed in a meal. It's menu is full of amazing choices that are fairly priced, staff is always professional and attentive. Side note, it also bosts some Fantastic art work in and out!
One of if not the best fine dining in Annapolis. The atmosphere is perfect—cozy, inviting, high end but not stuffy, and sets the stage for an excellent meal. Service is always top notch, fantastic wine list and the food is consistently fabulous—and memorable! The rockfish is one of my all time favorite dishes! Have been several times and have never been disappointed. Great for work dinners, date nights or ladies night out. The owners and kitchen staff are also very nice and extremely talented. Highly recommend!
Went to dinner here on Sunday evening at 7p with a group of 12 after reservations made. They close at 9p Sundays. They were extremely organized. All staff knew the menu & were very polite. They made suggestions & were so helpful to us. The menu is huge. Bring a sweater/light jacket as it was Freezing inside. Restrooms ok, but just 1 seater in each. Is a parking lot for about 15 cars & street parking. Small L shaped bar. Booths & tables. Each booth holds 6 adults; maybe 8 if thin. Beautiful view of the water. Most entrees start at $40. Extensive wine & whiskey list. Plenty of appetizers starting around $16+. Portions are big & I took 1 of my 2 crab cakes home. Get warm bread & butter with meal. Awesome place.
I haven't been to O'Leary's for quite some time and have missed it so much! Our waitress, Chelsea, was hands down one of the best servers we've had in a long time. She was so personable and knowledgeable about the menu. We really enjoyed our drinks and meals. I won't wait so long to return again!