Visiting Portland for the first time and wondering where to get your food and drink on? Or maybe you’re just a local looking for your next hangout spot? Either way, here are 4 places to eat and drink in Portland, Maine this October 2022, including a Latin American cocktail bar, an original alehouse, a taco-centric food truck, and a rustic bar with a rock n’ roll feel.
The Newbie - Cabana
Bringing the Latin American flair to Maine, Cabana is Portland’s new intimate and energetic cocktail bar.
Recently opened in the Old Port by Owner René Emilio Peña, a former resident of Miami and the operator behind La Bodega on Congress Street, Cabana has quickly become the cocktail bar welcoming the late-night social scene away from Wharf Street. Guests can sip on colorful cocktails, listen to lively tunes, and dine on both traditional and innovative takes on Mexican, Cuban and Dominican small bites. In addition to their bright cocktail menu, guests can enjoy an agreeable list of beer and wine, including both bubbly and rosé.
Can’t stay out past nine anymore? You can get a taste of Cabana with their newly announced brunch hours. Home cooked meals Saturday + Sunday only starting at 11 AM.
Open Monday – Friday 3 PM – 11 PM, Saturday + Sunday 11 AM 0 11 PM
: 111 Middle Street, Portland
The Staple - Three Dollar Dewey's
Hailed as “Portland’s Original Alehouse” and the first place in town to pour a pint, Three Dollar Dewey’s has remained a staple since its opening in 1980.
Drawn in immediately by the rustic, yet approachable pub feel, Three Dollar Dewey’s features 36 tap lines of the best beer from Maine and beyond. Beyond the expansive draft list, Three Dollar Dewey’s impressive elevated pub fare features possibly the largest lobster roll in Greater Portland and the towering Roman Empire Burger (as shown above) with 8oz beef patty, bacon, beef chili, onion rings, and beer cheese.
Centrally located within Portland’s teeming Commercial Street, Three Dollar Dewey’s is just a hop, skip, and a jump from Portland’s ferry terminal and waterfront views.
Open 7 days a week for lunch + dinner 11:30 AM – 11 PM, Sunday brunch from 9 AM – 2 PM.
🍹 Happy Hour Monday – Friday 4 PM -6 PM.
: 241 Commercial Street, Portland
The Food Truck - Ironclad Eats
Founded on 3 principles: good food, good fun, and family, Ironclad Eats is one of Greater Portland’s newer food trucks, opening just in 2021. Owned and operated by Dan and Stephanie McCluskey, who combined bring over 40 years of experience in the tourism and food industry to the table.
Offering familiar comfort food with a twist, Ironclad Eats’ taco-centric menu is developed from unique home recipes featuring powerful flavors and high quality ingredients. Seared, not fried, Ironclad Eats does not hide the flavor of their food behind a deep-fried taste. Popular menu selections include the ‘Thrashville Chicken’ with Slow-cooked, spicy chicken slathered, chopped on the grill, smothered in their hot honey sauce and crunchy slaw; and the Iron Cubano with Smokey pork griddled with jack cheese, topped with Triple B Pickles and mustard sauce. Both Gluten free.
Their food truck can often be found roaming around Greater Portland, including East Bayside breweries, cider houses, and tasting rooms, including Belleflower Brewing Co., Goodfire Brewing Co.,Après. Available for private events and catering, schedule drops weekly on Instagram but can also be viewed on their website or found via Foodtrux, Maine’s #1 food truck tracking app. Download here.0
The Personal Pick - Broken Arrow
What’s to be expected while dining at Broken Arrow? In short, expect candle-lit tables, low lights, a vibrant bar atmosphere enhanced only by your favorite rock ballad, classic cocktails reimagined, and a menu that highlights the bounties of each season.
Still somewhat a newcomer to the Portland scene and despite opening during the pandemic’s early days, Broken Arrow’s rustic regional menu has quickly given them a loyal following and a top spot as a Portland “Must Eat”. Focusing on freshest ingredients sourced in Maine, Broken Arrow’s food menu is only amplified by their perfectly paired cocktail menu featuring new classics and updated originals. Small plate menus are offered daily or you can book a dining experience featuring a Chef’s Tasting menu of four or six courses, available with beer, wine, or hand-crafted cocktail pairings.
Open Tuesday – Thursday starting at 5 PM.
🍹Happy Hour runs daily from 5pm-6pm.
: 545 Congress St, Portland
