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8 Most Eccentric Towns in Maryland

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8 Most Eccentric Towns in  Maryland


Although Maryland is the ninth smallest state by size, it is surprisingly diverse in festivals, history, and natural landmarks, particularly in its small towns. Antique auctions, bathtub races, banjo competitions, waterfall hikes, and alpaca farms are just a few of the exciting experiences that await. If you want to mix up your routine and visit a town with one-of-a-kind attractions, keep reading to discover your next adventure.

Berlin

Historic buildings in the town of Berlin, Maryland. Editorial credit: Kosoff / Shutterstock.com

Named by the Smithsonian as one of the “20 Best Small Towns to Visit”, bathtub races, honkey tonks, and colonial mansions are just a few of the attractions that set Berlin apart. One of the town’s strangest traditions takes part on July 7th, a bathtub race where competitors dash through the streets in tubs and barrels, vying for the title of fastest tub racer. The Globe is another unbeatable attraction, serving as a restaurant and bar while doubling as a live music venue, comedy club, or movie theater, depending on the night.

The Rackliffe House is a fascinating historic landmark, a brick mansion over 300 years old that has witnessed the passing of Barbary Pirate Ships, Spanish Galleons, and the Revolutionary War, serving as a museum today. Keep your eye out for funky shops and restaurants downtown, including Fins Ale House and Raw Bar, Blacksmith Restaurant, and Jeffery Auxer Designs Glass Studio.

Oakland

Swallow Falls State Park in Oakland, Maryland
Swallow Falls State Park in Oakland, Maryland. Image credit Veronica Varos via Shutterstock

There is always something going on in Oakland, with the town hosting countless annual events throughout the year. The Maryland State Banjo, Mandolin & Fiddle Championships, Oakland Winter Fest, Little Yough Summer Music Festival, and Autumn Glory Grand Feature Parade are just a few to check out.

Ever dreamed of meeting an alpaca? You can do so at Alpaca Acres Farm and Fun by scheduling a meet and greet, as well as enjoy the farm’s family-friendly activities and gift store. To see the tallest free-falling waterfall in the state, spend a day hiking at Swallow Falls State Park, home to 53-foot tall Muddy Creek Falls.

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Chestertown

Local businesses in Chestertown, Maryland.
Local businesses in Chestertown, Maryland. Image credit George Sheldon via Shutterstock

Those who love eclectic finds and antiques must spend a few days at Chestertown, home to the renowned Dixon’s Crumpton Auction. Crumpton’s, a third-generation auction company, hosts fast-paced antique auctions. It is not uncommon to sell 200 antique items per hour, allowing visitors to nab a vintage treasure.

Chestertown’s arts & entertainment district is another great place to walk away with a one-of-a-kind souvenir, full of art studios, galleries, and art centers. Barn Artist Studio, Hegland Glass Gallery, and Garfield Center for the Arts are just a few artsy spots worth checking out. Those wanting to get some exercise can start their morning off running, walking, or biking on the 2-mile Wayne Gilchrest Rail Trail.

Leonardtown

Downtown Leonardtown, Maryland
Downtown Leonardtown, Maryland. Image credit: Elvert Barnes via Flickr.com.

Leonardtown can be divided into several diverse districts, the Leonardtown Wharf, Fenwick Street, Leonardtown Square, and the Arts & Entertainment District, being just a few. At the Wharf, visitors can admire waterfront views and rent a kayak or canoe to explore the waters.

Fenwick Street is home to eclectic shops and boutiques, Board & Brush, North End Gallery, and David’s Flowers being just a few to check out. Check out the War Memorials Garden in Leonardtown Square, one of the few provincial town squares remaining, while the Arts & Entertainment District is perfect for attending a class, workshop, or occasional town market.

St. Michaels

Shops and stores along the main street of St. Michaels, Maryland.
Shops and stores along the main street of St. Michaels, Maryland. Image credit George Sheldon via Shutterstock

Located on a narrow strip of land along the Miles River, near the Chesapeake Bay, St. Michaels is a lively coastal town. Visitors can explore the harbor by renting a paddleboard or kayak, going on a sailing charter, or enjoying an afternoon cruise. To learn more about the Chesapeake Bay, travelers can spend a morning at the Chesapeake Bay Maritime Museum, situated on an 18-acre waterfront campus.

For a meal with a view, there are several waterfront restaurants to choose from, including Stars and Blu Miles. All December long, visitors can enjoy St. Michael’s holiday events, including a Christmas and Lighted Boat Parade, Breakfast with Santa, and New Years Eve celebrations, so keep your eye on their calendar!

Sykesville

Main Street in Sykesville, Maryland.
Main Street in Sykesville, Maryland. Image credit Jon Dawson via Flickr.com

Sykesville boasts one of the state’s most fascinating downtown districts, recognized as both a National Trust for Historic Preservation District and a National Main Street District. A few of the historic landmarks to check out include the Old Main Line Visitors Center and Post Office, the Sykesville Town House, and the Sykesville Gate House Museum.

The Little Sykes Railway Park is another fun attraction, a miniature train from 1949 that runs through Sykesville’s 2-acre park. Those wanting to head outdoors can make their way to the Patapsco River, popular for both tubing and fishing.

Thurmont

Downtown Thurmont, Maryland.
Downtown Thurmont, Maryland. Image credit Andrew Bain, CC BY-SA 3.0, Wikimedia Commons

Locals in Thurmont often refer to it as being Maryland’s “Gateway to the Mountains”, conveniently situated near the Catoctin Mountains. Those wanting to explore these nearby mountains must visit Catoctin Mountain Park, home to 25 miles of hiking trails, historic exhibits such as the Sawmill and Blue Blazes Whiskey Still, and places to camp, picnic, rock climb, and fish.

The historic village of Catoctin Furnace is another one of Thurmont’s attractions, featuring 65 houses, a church, a school, and a store to explore. To see a 78-foot cascading waterfall, Cunningham Falls State Park is another outdoor recreational option, also home to a 43-acre man-made lake.

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Chesapeake City

Chesapeake City, Maryland.
Chesapeake City, Maryland. Image credit: WhisperToMe, via Wikimedia Commons.

Located along one of the world’s busiest canals, Chesapeake City is a lively waterfront town with many bars, 19th-century historic buildings, and a brewery to discover. Explore the canal up close along the Ben Cardin C&D Canal Trail, a 17-mile trail that winds along the entirety of the canal.

Bayheads Brewing Company, founded in 2016, is a local brewery with a rustic-style taproom where visitors can enjoy craft beer, cider, whiskey, or wine. For luxury chocolates and candies, check out Chesapeake Candy Works. Want to get on the water? Consider a tour with Chesapeake Water Tours, who will take you on an exciting cruise through the bay.

Final Thoughts

Concluding our tour of these eight eccentric towns, it is clear that Maryland has a unique side that sets it apart. No matter where your interest lies, whether it be in hiking, maritime history, or souvenir shopping, each of these towns will give you an unforgettable vacation or weekend away. So, dust off your suitcase and prepare to explore the quirky, unforgettable side of Maryland!



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Candidates nominated with under 40% of the vote in Maryland and New York primary elections – FairVote

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Candidates nominated with under 40% of the vote in Maryland and New York primary elections – FairVote


Maryland and New York held primary elections this week, with several open seats attracting large and competitive fields. However, those crowded fields caused a problem. Winners of several key races were backed by only a small share of voters; in one case, just 32% of voters supported the nominee.

Maryland and New York could solve their plurality problem by adopting ranked choice voting (RCV) – a reform that gives voters more choice, and ensures the winners of elections have majority support.

Plurality winners in the Maryland primary

When votes are spread between many candidates, winners can emerge with less than majority support. For example, nearly two dozen candidates ran to replace retiring Rep. Steny Hoyer in the Democratic primary for Maryland’s 5th Congressional District. Hoyer was the second-ranking Democrat in the House for two decades, and according to Baltimore-based political scientist Jé St Sume:

Whoever wins this primary will do more than fill an open seat… They will help shape the Democratic Party’s direction heading into November and, potentially, the 2028 presidential cycle.

However, when “choose one” elections do not produce majority winners, it can be unclear whether the winners best reflect the preferences of voters, or simply benefitted from the way votes were split among candidates. On Tuesday, Maryland State Delegate Adrian Boafo won with just 32% of the vote – meaning 68% of voters picked someone else. 

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Nearby Montgomery County – the most populous county in Maryland – had three primaries where no candidate earned support from a majority of voters. Most notably, the Democratic primary for Montgomery County executive – a critically important role as chief executive of this million-person county – was won with 41% of the vote. This marks the third Democratic primary in a row for this seat in which the winner lacked majority support – and in which the margin between the top two candidates was dwarfed by the number of votes for lower-performing candidates.

Year % votes for winner % votes for runner up Margin between top two Votes for other candidates
2026 40.84% 33.51% 7.33% (6,549 votes) 22,938
2022 39.20% 39.18% 0.02% (32 votes) 25,764
2018 29.02% 28.96% 0.06% (77 votes) 54,359

Maryland’s 6th Congressional District also saw notable plurality wins on Tuesday. The Democratic and Republican primaries saw winners emerge with just 44% and 43% of the vote, respectively.

Plurality winners in the New York primary

New York State also held primary elections yesterday, and Rep. Jerry Nadler’s retirement drew a crowded Democratic field in the 12th Congressional District. New York Assembly Member Micah Lasher won that primary with 39% of the vote. His closest competitor had 35%, and other candidates totaled 26% of the vote. 

Boafo and Lasher are heavily favored to win their deep-blue seats in November, meaning a fraction of a fraction of the electorate is effectively choosing the next representatives for their entire districts. Overall on Tuesday, there were six congressional primaries in Maryland and three in New York State in which winners are on track to emerge without majority support from their party.

Ranked choice voting lets more voters be heard

Ranked choice voting would solve this problem, ensuring nominees have support from a majority of their party. With RCV, voters rank candidates in order of preference. If no one has a majority of votes, the lowest-performing candidates are eliminated until a candidate reaches 50% support. 

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Voters can vote honestly, without worrying about whether their favorite candidate has a chance to win. If your top choice is eliminated, your vote counts for your next choice. In this year’s Montgomery County executive primary, for example, the nearly 23,000 voters who cast a ballot for a lower-performing candidate would have been able to weigh in between the two frontrunners.

Many voters across both states have already embraced this idea. New York City uses RCV in its local primaries, and 76% of voters say they want to keep or expand RCV. Takoma Park, MD also uses RCV in local elections. The Montgomery County, MD delegation to the state legislature has repeatedly sponsored legislation to allow RCV in its County Council elections.

Maryland and New York are well positioned to expand the use of RCV, and deliver more representative outcomes across state and local contests. To learn more, visit Ranked Choice Voting Maryland and Common Cause New York.



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Maryland congressional incumbents cruise to primary wins

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Maryland congressional incumbents cruise to primary wins


The crowded 5th District race in Southern Maryland, along with the costly 6th District race in Western Maryland, drew most of the attention during the primary election campaign. In the state’s six other congressional districts, incumbents appeared headed to renomination in races with less spending and less drama. District 1: Rep. Andy Harris (R-1st), the […]



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SCOTUS holds the fates of 20,000 Haitian TPS recipients on Maryland’s Eastern Shore

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SCOTUS holds the fates of 20,000 Haitian TPS recipients on Maryland’s Eastern Shore


Real journalists wrote and edited this (not AI)—independent, community-driven journalism survives because you back it. Donate to sustain Prism’s mission and the humans behind it.

Seven days after giving birth to a son in Salisbury, Maryland, immigration authorities took away 27-year-old Emane Alexandre’s husband following a scheduled court appearance for their pending Temporary Protected Status (TPS) and asylum applications.  

This form of government protection, granted by the Department of Homeland Security, is issued to immigrants who are unable to safely return to their home countries due to armed conflict, an environmental disaster, an epidemic, or other extraordinary and temporary conditions. TPS was established for Haitians 16 years ago, following the devastating 2010 Earthquake in Haiti that killed hundreds of thousands. 

There are approximately 350,000 Haitians with TPS in the U.S., and more than 20,000 Haitians on Maryland’s Eastern Shore. President Donald Trump has attempted to end TPS for multiple countries—including Haiti. TPS expired for the country on Feb. 3, though it was temporarily stayed by a federal judge. The Trump administration asked the Supreme Court to intervene, and now, thousands of families are in limbo as they await the court’s decision this month in Miot v. Trump

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Not only does Alexandre’s fate in the U.S. rest with the stacked Supreme Court, but so does her son’s. The court will also issue a decision this month on birthright citizenship, determining whether the children of newly arrived undocumented parents are U.S. citizens. 

The administration’s ongoing xenophobic attacks have wreaked havoc on immigrant communities. This is especially true for Haitians, who found legal protection in the U.S. and whose futures in the country are now uncertain. 

“The immigration system is slavery”

In October 2023, Alexandre fled her home in the Haitian-Dominican border town of Ouanaminthe, where the Earth is hot and the Dajabon River, also known as the Massacre River, separates the two countries. She left following an armed attack that destroyed her clothing business. Kidnapped, violated, and scared for her life, she felt unsafe staying in the country. Violence continues to roil the region. In February, four decapitated Haitian women were found along the border in Ouanaminthe.

Like many migrants from across the world, Alexandre made her way to Mexico in 2023 in hopes of requesting asylum at the U.S.-Mexico border. This is where she met Wesley Pericles, who made the trek up from Chile. The couple was stuck in Mexico for close to a year waiting for an asylum appointment. Eventually, Alexandre and Pericles were paroled into Texas on Christmas Eve 2024 to await their asylum hearing in the U.S. Alexandre was six months pregnant at the time. “I was finally able to take a breath,” she said.

They immediately made their way to Salisbury, where Pericles had a friend working in a poultry processing plant, a $4.6 billion industry that has shaped the region. Along the Eastern Shore, a coastal region that includes Delaware, Maryland, and parts of Virginia, industrial poultry farms and processing plants dot the landscape, creating company towns. Historically, the region was a hub for slavery. It was also the birthplace of Harriet Tubman and Frederick Douglass, and a throughway for the Underground Railroad. Today, more than two-thirds of workers in meat and poultry processing industries are Black or Latinx and an estimated 40% to 50% are migrants.

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Salisbury, Maryland is home to more than 5,000 Haitian TPS recipients who are awaiting a Supreme Court decision this month that will determine if they can be deported. Credit: Jess Dipierro Obert

Immigrants account for 17% of Maryland’s population, and they are the primary workforce for poultry giants in the region, such as Perdue and Mountaire Farms. In nearby Wicomico and Sussex Counties, the overwhelming majority of residents voted for Donald Trump in the 2024 presidential election. Ronald Cameron, CEO of Mountaire Farms, was a major donor to Trump’s campaign. Last summer, ahead of TPS expiring for Haiti, Mountaire plants laid off TPS workers who did not have a five-year work permit.

Mountaire did not respond to Prism’s request for comment.  

One of Mounaire’s laid-off workers was Jean-Ronald Petit-Frere. In Haiti, the 47-year-old worked as a security guard for a Christian nonprofit. He reported armed group members to the police and he received death threats in return. He fled the port town of Leogane for the Haitian island La Gonave, where he was born. But the threats followed, so he hopped on a container ship to Puerto Rico.  

His cousin was kidnapped, and his 16-year-old daughter was murdered in retribution for his cooperation with police. Four of his children remain in Haiti today. 

After applying for both TPS and asylum, Petit-Frere received a work permit. In 2021, he joined his childhood friend in Salisbury, where he found work at Mountaire in 2022. He worked for the company for three years, earning enough to enroll his children in school in Haiti. He finally felt as if his life was moving forward, but last summer, he received a letter from the government instructing him to report to Immigration and Customs Enforcement (ICE). Ultimately, he was given the choice to state his case in front of a judge or self-deport for $1,000. He took his chances in front of a judge and was allowed to remain in the U.S.—for now. 

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Soon after his court appearance, Petit-Frere lost his job. Though free, his life still hangs in the balance.  

“I have nowhere else to go,” said Petit-Frere, his voice breaking as he considered the possibility of deportation. “If I go back they will kill me—they will kill my children.”

Another Haitian TPS recipient discarded by Mountaire is Venise Paul. She and her husband, also a Mountaire worker, bought a house in Salisbury in 2023, and their young children go to school in the area. The 40-year-old has lived in the U.S. for 12 years, and she started packing chicken at Mountaire in 2019. In January, she and her husband were laid off, a week apart. She begged Mountaire to let her stay, but management refused. 

“I came here for a better life, I paid taxes, I haven’t done anything bad in the country,” she said. 

Haitian TPS recipient, Venise Paul and her two youngest children stare out the window of their Salisbury, Maryland home.
Photo by Jess Dipierro Obert

Ultimately, whether an immigrant pays taxes or has a clean record has little bearing on whether they become targets for deportation—and this is especially true for Black immigrants under the Trump administration. Trump vowed to carry out mass deportations during his second term, and Black immigrants have been a regular target of the president’s racism and xenophobia.

“If you do not have a green card or citizenship, the immigration system can feel like slavery all over again,” said Dr. Marie D Bernadette Fouché, a former Centers for Disease Control and Prevention consultant and the founder and president of Safe Harbor Circles, an organization that provides support to immigrant communities across Maryland’s Eastern Shore. 

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Caption: Dr. Marie-Bernadette Fouché is a Haitian activist and the founder and president of Safe Harbor Circles, an organization that provides support to immigrant communities across the Eastern Shore. Photo by Jess Dipierro Obert

The uptick in local job loss has caused some of Maryland’s migrant workers to become homeless, according to Rebirth, a Haitian nonprofit in Salisbury that supports the immigrant community. As unrest spiked in Haiti in 2024, Rebirth assisted 20-30 new immigrants a day, connecting them to government aid, healthcare, and other services. 

Every Thursday, Rebirth’s founder, Habucuc Petion, and his wife Eddline, open a food bank for the community. The organization’s food bank was packed with community members in February after TPS for Haiti expired. Advocate Kenson Raymond stood at the front of the room and explained their rights in Haitian Creole, while members of the Black immigrants rights organization Haitian Bridge Alliance distributed packets about the Supreme Court’s TPS case and how recipients can prove work authorization in the interim.

 In February, before a court order paused the expiration of Haiti’s TPS designation, Haitian immigrants gathered at a monthly food pantry organized by Rebirth4Hope, a Haitian organization in Salisbury, MD. Local advocate Kenson Raymond, featured on the right, spoke to the crowd in Haitian Creole, explaining their rights. Photo by Jess Dipierro Obert

In more recent months, the food bank’s attendance has dropped from 300 to 150—not because needs have lessened, but because people are afraid. The organization currently delivers directly to 19 people too scared to leave their homes.

“A lot of people had a few months left on their TPS and [poultry processing plants] let them go,” Petion said. “It’s like they are disposable.”

The court decision pausing the termination of TPS gave some hope they could begin working again. When Paul heard the news, she returned to Mountaire and once again asked for her job back. Again, management said no. Her husband now drives for Uber and the couple relies on food stamps to help feed their children. 

Broadly, the court stay did not result in TPS recipients obtaining new work permit cards, said Guerline Jozef, co-founder and executive director of Haitian Bridge Alliance. According to advocates, the uncertainties around TPS are driving the hiring decisions of local poultry processing plants. 

“They don’t want to take the risk to hire or bring back someone who they will have to let go again in a month or two,” Raymond said. 

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The targeting of Haitian immigrants in Maryland has made life in the region even more precarious. 

Lyna Cobite, 60, had TPS since 2010 and lived in Salisbury for more than two decades. Her standing as a local, respected tax-paying business owner and mother of two American citizens did not save her from the Trump administration. 

On May 15, Pastor Roosevelt Toussaint of the World of Life Center drove Cobite to what she believed would be a routine immigration appointment. However, Cobite didn’t return from the appointment. ICE detained her, claiming it had no record of her status as a TPS recipient. She was detained in Baltimore. “I feel very bad,” Toussaint said. “I encouraged her to go.”

Cobite’s niece, Patricia Vilacon, fought for her release. “My heart [was] pounding,” said Vilacon, describing the moment she learned her aunt was detained. “I [felt] the same exact pain as when my mom passed.” 

After three days, Cobite was released, though she’s being monitored by ICE. “I just want her to be free,” her niece told Prism.

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No safe return 

Apart from video calls, Alexandre hasn’t seen her husband, Pericles, since last May. 

Pericles, 32, was taken by ICE in May 2025 when the Trump administration first rolled out nationwide enforcement operations. Agents detained Pericles at a routine immigration appointment, in violation of basic due process. 

In search of legal support, Alexandre connected with Jozef of Haitian Bridge Alliance. The organization provided three-months of rent assistance and offered a pro-bono lawyer. While tremendously helpful, Alexandre was still distraught. 

The first week following her husband’s detainment, the stress made it difficult for her to breastfeed or to even remember her own name. The trauma of family separation one week after giving birth was too much to bear. 

After Pericles’ detainment, Alexandre was left alone to raise their son while her husband spent a year shuffled between ICE detention centers in Louisiana and New Jersey. While in New Jersey, a judge ordered Pericles’ deportation for Nov. 10, 2025, but it was delayed for months. Living in a cramped cell with more than 100 people, he eventually found himself begging for a flight home. 

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“I was suffering from a fever that wouldn’t go away, headache, and a terrible toothache,” he later explained over a WhatsApp video call from Haiti. “I couldn’t eat.” While seemingly innocuous, a toothache can be deadly, given the inadequate healthcare and dire conditions inside detention centers. Earlier this year in Arizona, a detained Haitian man died from an untreated toothache. 

During the first week of 2026, with his hands and legs shackled, ICE deported Pericles to Northern Haiti. In February, Alexandre was issued her own deportation order for March 11, but it was stayed after an emergency appeal by her lawyer. 

In the months since, she received a work permit, but she is too scared to leave her apartment. 

Despite her fear, she is not ready to give up on her dream of reuniting her family in the U.S. Her son, after all, is an American citizen—at least for now. 

The topic of guardianship has become a regular focus of conversation among Haitian TPS recipients. Alexandre recently asked Fouché if she might be her son’s guardian— just in case. 

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“I don’t know what to do yet,” Alexandre said. “I would like to work, pay my bills, get my husband back so we can be together again.”

Emane Alexandre holds her phone up so that her son can speak to his father, Wesley Pericles. The family was separated just one week after the baby was born, when Pericles was taken by ICE at a routine immigration hearing. He has since been deported to Haiti. Photo by Jess Dipierro Obert

Currently, there is no legal way for Pericles to return to the U.S., and he finds himself displaced in Haiti as well, after armed groups in Artibonite set his parent’s home and small garden on fire. According to the United Nations, the armed group Gran Grif killed upward of 70 people in March as part of a massacre in the area, burning and looting more than 50 homes.

More broadly, Haiti is still reeling from the July 2021 assassination of President Jovenel Moïse, which gave armed groups expansive control of more than 90% of the Haitian capital and national highways connecting the country. Women are at high risk of sexual violence, and more than 1.4 million people have been displaced. In May, Doctors Without Borders/Medecins Sans Frontieres (MSF) was forced to close a hospital in Port-au-Prince’s Cité Soleil neighborhood after it was flooded with gunshot victims and more than 800 people seeking refuge—a reflection of the healthcare crisis awaiting those sent back. 

“People are risking their lives simply to reach a medical facility,” said MSF U.S. CEO Tirana Hassan in a statement.  

These are the conditions Alexandre and thousands of others are fearful of returning to, and these are the conditions the U.S. government ignores as it deports Haitians such as Pericles. Even the Toussaint Louverture International Airport in Port-au-Prince remains closed due to armed groups shooting at airliners. Since July 2018, the State Department has given the country a Level 4: Do Not Travel warning, and the U.S. ban on international aviation to the country was recently extended through September. 

Still, deportation flights to Haiti continue.

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Editorial Team:

Tina Vasquez, Lead Editor

Lara Witt, Top Editor

Stephanie Harris, Copy Editor

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