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Food & Dining

Local Food Finds

June 24, 2025 by Kevin Devine

O’Loughlin’s:  A Neighborhood Favorite Serving 40 Years of Flavor & Fun 

Holy cocktails, Batman! O’Loughlin’s in Arnold on Bay Dale Drive has been serving up seriously good food and drinks for over 40 years—and it’s showing no signs of slowing down. Nearly everything on the menu is made in-house, from sauces to infused spirits, which means you’re getting fresh, flavorful dishes with every visit.

The cocktail game here is strong, featuring a rotating seasonal menu and unique creations like the house-infused Jalapeño Tequila Blackberry Margarita. With classic tap beers and a full lineup of Crushes (don’t miss the Ketel One Cucumber Mint Crush), the bar has something for everyone.

Photo of the restaurant
A plate full of spicy Thai wings with celery and bleu cheese sauce
Stuffed Jalapeños- Breaded, fried, stuffed jalapeños
Spicy Blackberry Margarita- A deep-pink cocktail in a short glass with ice, a salted rim, a lime, and two stirring straws.

Daily specials make it easy to indulge. Wing night offers 12 wings for $12 or 18 for $18, plus a host of other great deals. The Daily Features didn’t disappoint either. I went with a Nashville Hot Chicken Sandwich, but they also had a Crispy Fish Sandwich and other fun options to shake things up.

The Snake Bites appetizer—tender steak tips grilled with blackened seasoning and paired with hot sauce and blue cheese—is a house favorite. Think “Buffalo-style flavor bomb.”

Service is top-notch. Jeff, my server, was knowledgeable, personable, and never rushed me. The bar was packed by 5 p.m., and the energy was electric. TVs line the walls, making it a sports lover’s haven, but the space still feels family-friendly and perfect for a night out with friends.

The menu covers all the bases—burgers, seafood, pasta—for those who play it safe, while dishes like the “Luck of the Irish” burger and stuffed jalapeños bring the bold.

Whether you’re sipping, snacking, or settling in for a full meal, this long-loved local spot has earned its reputation—one housemade bite at a time.

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Category: Food & DiningTag: Annapolis, Family Friendly, Food See all posts by Kevin Devine

About Kevin Devine

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🍕 TONIGHT’S DINNER? TAKEOUT, OF COURSE!

Too tired to cook? Too busy to meal prep? Annapolis has plenty of local spots where you can pick up dinner and bring it home to the family.

From pizza and tacos to family-friendly meals everyone can agree on, we rounded up local takeout options to make those busy weeknight dinners a little easier.

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