Highlandtown’s Main Street is a thriving ten-block stretch of shops, restaurants, grocers and art spaces with merchants and clientele from around the globe.

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WELCOME to I♥Highlandtown!

Welcome to I ♥ Highlandtown.com! We’re the website for the Highlandtown Main Streets program in Baltimore. Please stick around for updates and news as we build our website. Highlandtown’s Main Street, which runs along...

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Ho, Ho, Ho! Holidays in Highlandtown

If the cool weather holds, we may soon see the initial skirmishes of southeast Baltimore’s annual “chair wars” – a series of verbal battles fought over whether row house dwellers have the social right...

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Holidays in Highlandtown 2016

FRI. DEC. 2, 5pm-7pm  ǀ  Conkling St & Eastern Ave On Fri. Dec 2, 2016, business owners, residents and visitors gathered at Eastern Ave & Conkling St to mingle with hot chocolate & Hoehn’s...

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Small Business Saturday Breakfast 2016

SAT. NOV. 26, 8am-noon Hoehn’s Bakery, 400 S. Conkling St.  ǀ   Free shopping bag, Hoehn’s pastries, High Grounds coffee, shopping guides and other goodies to start your morning right!

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Trick-o-Treat on Main Street 2016

Monday, October 31, 3-6pm, Over 100 families (400 people) walked throughout the Highlandtown Main Street visiting businesses and collecting candy this Halloween. Families enjoyed a free photo booth, games, and $1 pizza at Filippo’s Restaurant...

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Highlandtown Community Chicken Dinner

On Tuesday, September 27, 2016 community members gathered at the Markets at Highlandtown for a family-style dinner on Highlandtown Main Street featuring chicken dishes and sides from six local businesses. Restaurants included Chicken Rico,...

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Dog Days of Summer Block Party

Thanks to all who visited us at the Highlandtown Main Street and Highlandtown Business Association booth at the Dog Days of Summer Block Party on Sat. Aug 13–hosted by the Creative Alliance!   Check...

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Sizzlin’ Summer Celebration

  Thank you to everyone who came out to the Sizzlin’ Summer Celebration. THE PHOTOS ARE IN–to see photos of the event click here.     SIZZLIN’ SUMMER CELEBRATION Fri. Jul 22, 6-9 PM Party...

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Concerts on Conkling Plaza: Mariachi Mania!

Thurs. May 5 5:30-8pm 418 S. Conkling Street (outside of Filippo’s Restaurant & Lounge) The 2016 Concerts on Conkling Plaza kicks-off with a live mariachi band, free food, and drink specials! Highlandtown Main Street...