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What did Hallowell learn from the December 2023 flood?

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What did Hallowell learn from the December 2023 flood?


Sam Joyall, co-owner of Rusticators Emporium on Water Street in downtown Hallowell, points out Thursday the high-water mark of last year’s December flood, the fifth-highest in the city’s history. Joyall says he noticed the water rising fast on the morning of Dec. 19, 2023, and he quickly called his wife. “I did a quick U-turn around, she booked it up there, and then we spent the rest of the day watching as that graph kept projecting it to go higher and higher for flooding.” Joe Phelan/Kennebec Journal

7:30 a.m., Tuesday, Dec. 19, 2023

Kennebec River at 17.3 feet: moderate flood stage

HALLOWELL — Power was out on Water Street, and Sam Joyall knew there was a cold spell coming. He drove from his home in Richmond to insulate his storefront, The Rusticators Emporium, from the dropping temperatures early Tuesday morning.

Joyall passed the boat launch on the southern end of downtown. It hadn’t rained for almost a day, but water encroached on the launch parking lot. Noted.

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He continued on to his store, two blocks north of the launch, insulating supplies in hand.

“By the time I had stuffed the doors and was like, ‘OK, this is all I came here for,’ and was leaving, I noticed how — in that brief period — substantially higher the water was at the boat landing area,” he said.

A slow-moving storm had dropped 4-8 inches of rain across much of Maine over the previous two days, melting snowpack and quickly increasing river levels.

Joyall was seeing the beginning of what would become a historic flood. A year ago this week, riverside communities across central Maine suffered damage they will remember for decades — and as the climate changes, the storms that led to the flooding are expected to only increase in intensity.

It’s a time the communities can’t afford to forget. That December morning, experts say, will be repeated more frequently in the years ahead.

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Front Street, which borders the river and lies much lower than the rest of downtown, had flooded the evening before. Hallowell’s bulkhead — where the famous colorful Adirondack chairs sit for much of the year — was already covered by several feet of water. The Kennebec River was rising by nearly a foot every hour.

Joyall called his wife, Lexi, who checked on the river’s flood gage predictions — and it did not look pretty. The duo, who co-own the store, scrambled to take action.

“I did a quick U-turn around, she booked it up there, and then we spent the rest of the day watching as that graph kept projecting it to go higher and higher for flooding,” Joyall said. “We were just in the shop, doing whatever it was we could — we took out some of our most expensive items, fearing that we were probably going to see some water come into the shop by that point.”

Floodwater soon lapped at the doorsteps of Water Street storefronts and completely inundated Front Street basement spaces.

And the river was still rising.

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The town center of Hallowell was unreachable on the afternoon of Dec. 19, 2023, with both sides of Route 201 closed and cars coming from Gardiner being directed to turn around. Emily Duggan/Kennebec Journal file

10:30 a.m., Tuesday, Dec. 19, 2023

Kennebec River at 19.27 feet: major flood stage

Joyall spent the rest of the morning moving merchandise and watching the flood gage read higher and higher. Business owners up and down Water Street had the same idea — many scrambled to get their belongings to higher ground. Upstairs, up the hill — anything would do.

Down the street, Joyall saw volunteers, including Mayor George Lapointe, moving stock out of Vignettes of Maine — a gift shop near the corner of Water and Wharf streets — as the business took on water.

Chiseled into the building across Wharf Street, notches marking Hallowell’s biggest floods from the past 200 years loomed over Lapointe’s parked pickup truck. Nine months later, this flood’s high-water point would be marked on that building — the fifth-highest ever recorded in Hallowell and the highest since 1987.

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Joyall called across Water Street to make sure Michel-Paul Cyr, who owns Michel Paul Artist Studio, had all the help he needed while water crept up to his gallery’s back deck. Lapointe jumped from business to business, asking owners how he could help.

On Front Street, the Quarry Tap Room’s back patio was submerged in 8 feet of water. Easy Street Lounge was filled with water “to the rafters,” and it took months for owner Bruce Mayo to rebuild and restock, Lapointe said.

chart visualizationchart visualization

Joyall said he stayed at The Rusticators Emporium for several more hours, watching the water slowly rise outside. He said the store’s lights and heat, which had been out since the day before, flickered back on, even before the water stopped climbing.

“Oh, this is a reverse Titanic situation here,” Joyall said to himself.

9:30 a.m., Wednesday, Dec. 20, 2023

Kennebec River at 17.97 feet: moderate flood stage

With power back on the western side of Water Street, City Manager Gary Lamb powered up the city’s computers and opened City Hall doors for business for the first time in two days.

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The river had already noticeably dropped from its peak of 22.49 feet around 9 p.m. Tuesday, but roads were still impassable on the southern side of downtown until about midday, according to a memo Lamb wrote recapping the flood. Public works employees removed barricades and began cleanup, using the city’s snowblower’s power broom.

A swollen Kennebec River floods buildings on the back side of Water Street in Augusta after a severe rainstorm in December 2023. File photo courtesy of Dave Dostie

Much of downtown was covered in inches-thick silt that was “greasy as heck,” Lapointe said. Granite City Park, which had been underwater for about 36 hours, was caked in sediment. The building housing Vignettes of Maine and what was then Traverse Coffee Co. was lifted slightly off its foundation and required substantial structural work. The Quarry Tap Room’s outdoor stage had floated over a railing and onto Front Street. Several buildings in the southern part of downtown were evacuated due to a propane tank leak near Café de Bangkok. Floats from the boat launch had traveled downstream, despite being stored across the Water Street, away from the river. Merrill’s Bookshop lost eight tons of books.

Buildings on the western side of Water Street were mostly spared from the worst of the flooding, including Berry & Berry Floral, where Lapointe said he saw a “small puddle” inside during the worst of the flooding. The Rusticators Emporium, on the western side of the street, was kept mostly dry, too.

timeline visualizationtimeline visualization

But on the eastern side of Water Street, closer to the river, flood waters were slow to recede, and power was still out through Wednesday night.

Lamb contacted Central Maine Power early Thursday morning, wondering when electricity would be restored and hoping businesses wouldn’t freeze up during the impending cold snap. He was told by customer service representatives that building owners and tenants would need to sign CMP’s post-flood power restoration form, signaling they understood the risks associated with turning power back on.

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“Because so many of the services were inundated, they required this form to be filled out and signed by a master electrician who’d actually done an inspection,” Lamb said. “For obvious reasons, safety reasons; it could start a fire or hurt somebody.”

Lamb said he didn’t know about the form before the flood — buildings downtown hadn’t flooded this badly since he became city manager — but that city staff and other volunteers jumped in to contact relevant people as quickly as possible. Power was back on by Saturday morning.

“The critical part was people were going to have to drain their buildings,” Lamb said. “It was getting much colder after the waters receded and buildings were going to freeze up because they had gone for four or five days without power, and most of those places are relatively uninsulated. We were ecstatic that, right before Christmas, we got the power back on that Saturday.”

11 a.m., Thursday, Dec. 12, 2024

Kennebec River at 6.55 feet: well below flood stage

Almost exactly a year later, city officials’ fears about another river flood were growing. Conditions were similar to the December 2023 event: A powerful storm capable of dropping several inches of rain, rising temperatures, high winds that knocked out power to thousands and the potential for substantial snowmelt.

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Lamb watched the flood gage predictions closely, and Lapointe mentioned in a City Council meeting earlier in the week that the city may have to deal with significant flooding again.

No such flood came.

But Maine State Climatologist Sean Birkel said events like last December’s will only get more severe with climate change.

“We’re much more uncertain about the frequency part,” Birkel, also a research assistant professor at UMaine’s Climate Change Institute, said. “However, as climate warms, we have seen an increase in the intensity of storms, and in particular with the amount of precipitation that these storms are producing.”

The Dec. 17-18, 2023, storm produced more than 3 inches of rain in most of the Kennebec River watershed. Warm, strong winds from the southeast created an “atmospheric river” event, which ushered massive amounts of rainfall, especially in central and western Maine.

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When added to snowmelt, Birkel said, the conditions for widespread river flooding downstream were ideal.

“We have seen that a cold-season cyclone can produce this much flooding and damage, and in a warming world, there’s increased risk,” he said. “And so as we prepare in the future, we have to bear that in mind and incorporate that into our planning, especially at the state and municipal level.”

Lapointe said, while Hallowell does not plan on building a seawall to keep floodwaters out, city officials can take some steps to improve emergency response and prepare for future flooding events.

He said he and other city leaders should lean on the U.S. Geological Survey’s river gage — which Joyall watched intently during the flood and which Lamb said was “worth its weight in gold” — as a useful resource during floods. He said he would also like to standardize the city’s automatic emergency notification system for downtown businesses and residents and learn more about flood prediction, so the city is not scrambling to respond.

The water level from last year’s December flood is carved in a granite corner piece of the building at the intersection of Water and Central streets in downtown Hallowell. Joe Phelan/Kennebec Journal

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Lapointe said it took two to three months for downtown Hallowell to feel normal after the December flood. Several businesses were closed for extended periods of time, and others never came back.

Some received aid from a City Council-approved relief fund, which directed $50,000 to businesses, with a cap of $2,000 per business. Others got help from private fundraising: One Quarry Tap Room employee’s husband raised more than $10,000 for the staff’s lost wages.

Vision Hallowell — a downtown support organization of which Joyall was recently appointed president — distributed more than $17,000 to downtown businesses following a monthslong fundraising campaign with other Hallowell community groups. The city matched that fundraising with another $17,000, which also went out to businesses impacted by the storm.

Lapointe said it would be easy for the city to beat itself up over its response to the flood. Not all business owners and tenants on Water and Front streets were on the city’s emergency contact list. Power restoration took longer than hoped. Lamb faced criticism for not invoking the city’s emergency management ordinance — which would have convened an eight-person committee of city leaders to coordinate response to the flood — but Lamb said the committee had never met, was not trained in emergency response and likely would not have been any more effective.

But above all the controversy and frustration, Lapointe said Hallowell should be proud of how it responded: The community came together to support its downtown, he said, in a relatively short amount of time.

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“When there’s only so much you can do, people help out,” he said.



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Maine Trash Kings turns clutter into cash across Searsport

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Maine Trash Kings turns clutter into cash across Searsport


SEARSPORT, Maine (WABI) – A new Searsport business sees other people’s trash as an opportunity.

Maine Trash Kings got its start at the beginning of April, and with spring cleaning underway, the founders say the business is booming.

“It’s been really good, we started at the beginning of this month, and we just started posting around on Facebook ads and word of mouth. It’s gone really good, just kind of blown up from there,” Alex Dakin, co-founder of Maine Trash Kings, said.

Maine Trash Kings is run by two Searsport High School students. They both say they’ve had to learn how to balance time quickly.

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“When we don’t have jobs or something like that, after schools, I get an hour, two hours to myself, but then, I got to post ads. I got to, look at finances, go over that, fix the trailer, work on the trailer and stuff like that,” Isaac Traves, co-founder of Maine Trash Kings, said.

“It can be stressful at times, but you just got to look at the bigger picture and know that all the work you’re putting in now is just going to pay off in the future,” Dakin said.

Traves said he wants to go to college for business in the future. The junior in high school said the business has given him a head start on finances.

“Sometimes there are instances where we have to spend money to make money, and it is scary at first. Some people think oh, I’m going to spend money, that means that I’m going to lose all of that. I’m not going to make that money back. No, it’s not really how it works. You have to spend money to make money, to be honest,” Traves said.

Traves and Dakin’s work hasn’t gone unnoticed. Derek Ginn is a teacher at Searsport Middle School. Ginn said the boys came to him and asked if he could help them get the business started.

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“It’s really great to see kids who, 16, 17, starting life not knowing exactly what they want to do, to see, hey, maybe I want to start a business. Let me see if I can fail. Let me see if I can succeed. Let’s see what’s out there,” Ginn said. “These guys did that all on their own. I’m not saying, you guys should go start this business. You guys should go start this business. No, they came to me and are like, hey, how do I do this? And that’s incredible to see for kids their age.”

Ginn said the boys also help him with his students. They serve as mentors to the younger students in the school. Ginn said that’s how he got to know Traves and Dakin.

The young business owners said they are giving the business everything they’ve got. So far, they say they love the work.

“I like working and I actually quit my job to do this full-time now, so I mean, just putting all my effort into this and seeing it grow is just, I love it,” Dakin said.

Maine Trash Kings serves Searsport and surrounding areas.

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They give quotes via their Facebook page or by calling 207-323-6984 for junk removal.

Copyright 2026 WABI. All rights reserved.



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A top issue in Maine and Oklahoma governors’ races? Tribal sovereignty. – ICT

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A top issue in Maine and Oklahoma governors’ races? Tribal sovereignty. – ICT


This story is part one of a two-part story on gubernatorial races to watch in the 2026 midterm elections as part of the #NativeVote26.

Pauly Denetclaw
ICT

Two of the 39 states with gubernatorial races have tribal sovereignty at the top of their policy agendas: Oklahoma and Maine. The two states where tribal nations have had friction with their state governments. Now Native voters in both states will be electing a new governor, and the results will impact the relationship between tribal governments and the state for the next four years. 

Wabanaki Nations in Maine had a challenging time getting state legislation signed into law by Gov. Janet Mills, Democrat, that would strengthen tribal sovereignty. The 38 tribes in Oklahoma had a tumultuous relationship with Republican Gov. Kevin Stitt. 

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Eighteen of the 39 governor races in 2026 will have incumbent candidates, according to the National Governors Association. Stitt is the 2025-2026 chair of the association. 

What’s happening in Oklahoma? 

Over the past seven years, tribal nations and the state of Oklahoma had a contentious relationship — especially after the McGirt decision. Current governor, Stitt, who is a Cherokee Nation citizen, has been outspoken against the McGirt decision, tribal compacts for tobacco and car tags, and tribal gaming compacts. 

Tribal-state compacts are legal agreements between federally recognized tribes and state governments. It is most commonly used for class III gaming — slot machines and table games. 

“There was a time and a day when we used to compact with the tribes. That is not a unique thing across the nation. It wasn’t a unique thing in Oklahoma,” Chip Keating said during an April 6 candidates forum. “We absolutely have to hit the full reset button with the tribes — work together, treat them with the respect that they should have been treated with, and we’ve got to get back to compacting.”

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Tribal leaders are looking forward to new state leadership, said Michael Stopp, president and chief executive officer of SevenStar Holdings. 

“It’s good for the tribes and the tribal leaders are happy about it,” said Stopp, a citizen of the Cherokee Nation. “It has very much been a sticking point with tribal leaders that Governor Stitt has a very different perspective on sovereignty and what role the tribes play in this state. Obviously, we’ve had some big changes with the reservation status here because of the McGirt decision in 2020, but Governor Stitt, who is a member of the Cherokee Nation, has been more of an antagonist when it comes to that, than trying to help with the transition. I can definitely say the tribal leaders are looking for leadership change.”

Cherokee Nation Principal Chief Chuck Hoskin called Stitt the most anti-Indian governor in the state’s history. Oklahoma Attorney General Gentner Drummond described Stitt as having a “penchant of racism against tribes,” during an April candidates forum. He added that it was unacceptable.

Oklahoma Gov. Kevin Stitt is pictured during an interview in his office Wednesday, Aug. 3, 2022, in Oklahoma City. The Oklahoma Board of Pardon and Parole has recommended clemency for death row inmate James Coddington. Stitt said that he hasn’t been formally briefed on Coddington’s case, but that with any clemency recommendation, he meets with prosecutors, defense attorneys and the victim’s family before making a decision. (AP Photo, Sue Ogrocki) Credit: Oklahoma Gov. Kevin Stitt is pictured during an interview in his office Wednesday, Aug. 3, 2022, in Oklahoma City. The Oklahoma Board of Pardon and Parole has recommended clemency for death row inmate James Coddington. Stitt said that he hasn’t been formally briefed on Coddington’s case, but that with any clemency recommendation, he meets with prosecutors, defense attorneys and the victim’s family before making a decision. (AP Photo, Sue Ogrocki)

Tribal nations and state governments have to work together often. As seen in Oklahoma, Stitt vetoed several tribal compacts, despite overwhelming support by the state’s legislature, and this slowed the process for establishing the tobacco, car tag and gaming compacts between Oklahoma and tribal nations. 

“Governor Stitt came in thinking that he could renegotiate this contract, and quite frankly, it just doesn’t work that way. Instead of listening and coming to the negotiating table, (Stitt) tried to come in with a really strong stance and ended up losing, honestly,” Stopp said. “I think that was unfortunate for him and for the tribes. Again, missing out on the chance of negotiating and I think the tribal leaders are definitely looking forward to having someone on the other side of the table to negotiate with.”

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Oklahoma governor candidates

There are nine Republican candidates on the ballot for Oklahoma’s primary election set for June 16:

  • Gentner Drummond: 20th Attorney General for Oklahoma
  • Chip Keating: Former highway trooper and former Oklahoma Secretary of Public Safety
  • Mike Mazzei: Former Oklahoma state Senator and former Secretary of Budget
  • Charles McCall: Longest-serving Speaker of the House in Oklahoma history
  • Jake Merrick: Local radio host and former Oklahoma state Senator
  • Kenneth Sturgell: Local, small business owner 
  • Leisa Mitchell Haynes: Former marketing director and former city manager
  • Calup Anthony Taylor
  • Jennifer Domenico-Tillett

Three Democratic gubernatorial candidates are also running for the primary election:

  • Cyndi Munson: Oklahoma House Minority leader
  • Connie Johnson: Former Oklahoma state Senator
  • Arya

Candidates will have to get more than 50 percent of the votes to avoid a runoff. If there is no outright winner, the top two candidates for each political party will head to a primary runoff election on August 25. 

An additional three Independent candidates will automatically head to the general election this November. 

Two important issues this election in Oklahoma are tribal sovereignty and a commitment to working with tribes. 

During an April 6 Republican candidates forum, Gentner Drummond, Charles McCall, Chip Keating and Mike Mazzei, were asked to raise their hand if they shared Stitt’s perspective on the McGirt decision. Stitt was quoted as saying that the McGirt decision has torn Oklahoma apart and has created two justice systems based on race. None of the four candidates raised their hand. 

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“For three and a half years I’ve been working with every tribal leader in the state of Oklahoma, and I recognize them as unique among themselves, just like France is different from Germany,” Oklahoma Attorney General Gentner Drummond said during a candidates forum. “We have to honor and respect the culture of diversity that they bring to the table and the needs that they have. We have been working with tribal law enforcement each of the last three years to take the fight to organize crime in our rural communities. They are a great partner.”

All four candidates promised their administration would work with tribal nations and negotiate tribal compacts.    

Mazzei said at two different candidate forums that he would be a strong negotiator with tribal nations. 

In a recent interview with KOCO 5 News, local small business owner Kenneth Sturgell said tribal nations are their neighbors and should be treated as such. He also said that the state and tribal nations have to work together. 

Jake Merrick, local radio host and former Oklahoma state Senator, was pleased that the state Supreme Court affirmed tribal nations’ right to hunt on their own lands, during a March 30 candidates forum. 

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Democratic candidate Cyndi Munson, Oklahoma House Minority leader, said in a recent press release that her caucus supports tribes.

“The Oklahoma House Democratic Caucus supports tribal sovereignty and acknowledges that our tribes fill important gaps in our education and healthcare systems, as well as other areas throughout our state,” Munson said. “I am extremely grateful for the work our tribes have done and continue to do despite vicious attacks on them by the Governor.”

A respectful working relationship between tribal nations and the state has shifted significantly since the last gubernatorial race in 2022.  

“I think every one of them [Oklahoma governor candidates] has said something about it,” Stopp said. “[It’s] different than four years ago. It was an issue in the governor’s race, but it wasn’t a good issue. Here everyone’s saying yes, we want to change the tone and start the conversation differently. So I think as far as Indian voters go, that conversation is going to change regardless of who wins.”

Dawnland

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In Maine, Gov. Mills repeatedly refused to sign a law that would strengthen tribal jurisdiction and recognize Wabanaki Nations right to access federal Indian laws. She vetoed the bill twice despite overwhelming support from state legislators. 

“We’ve had multiple opportunities to send [legislation] to the governor’s desk and not just party line votes,” said Maulian Bryant, executive director of the Wabanaki Alliance and former Penobscot ambassador. “We generally have Democratic support, but we have gotten Republicans voting on these issues too. So, the governor has seen some great bipartisan work reach her desk and has still decided to veto some of these efforts.”

FILE – Democratic Gov. Janet Mills delivers her State of the State address, Jan. 30, 2024, at the State House in Augusta, Maine. (AP Photo/Robert F. Bukaty, File)

In order for tribes to access federal Indian laws, the state has to approve it. The Wabanaki Alliance, created to educate the people of Maine about tribal sovereignty, has been working diligently to amend the Maine Indian Claims Settlement Act of 1980.

Through the settlement, tribal nations ceded land in exchange for $81.5 million. However, it also drastically limited tribal sovereignty, and brought tribes under the jurisdiction of the state. Tribal nations that predate the state, are subjected to state jurisdiction and treated more like municipalities. The act was meant to be a living document but the state resisted changes for decades. 

The Wabanaki Alliance has been able to increase tribal sovereignty and self-governance one legislation or amendment at a time. Throughout her two-terms, Mills has resisted a complete overhaul of the 1980 act and this created tension between the governor and tribal nations. 

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“If we had a governor that came in and fully embraced the inherent rights and inherent sovereignty of our people, and fully recognized that, it would strengthen our communities and it would also uplift the entire state of Maine,” said Bryant, who is Penobscot. “Our tribal communities are near rural places that could really use economic opportunities and could really use tribal businesses that are able to grow without all of these bureaucratic restrictions. We really are coming from a place of friendliness and we want to be good neighbors and we want to uplift the communities around us.”

The Wabanaki Alliance held a gubernatorial candidates forum in March where nine governor candidates participated: 

  • Shenna Bellows, Democrat
  • Rick Bennett, Independent
  • John Glowa, Independent
  • Troy Jackson, Democrat
  • Derek Levasseur, Independent
  • Hannah Pingree, Democrat
  • Nirav Shah, Democrat
  • Angus King III, Democrat

None of the eight Republican candidates participated. 

Most of the gubernatorial candidates generally supported increasing tribal sovereignty, recognizing inherent rights and working with tribal nations. Angus King III said he wasn’t educated on the topic enough to make any commitments and would have to look into it. This sentiment was shared by John Glowa and Derek Levasseur. 

Hannah Pingree, Rick Bennett, Shenna Bellows and Troy Jackson firmly supported tribal sovereignty for Wabanaki Nations. 

“If a governor comes in, and isn’t afraid of recognizing tribal sovereignty and sees it as an opportunity, I think we could see some real progress for everyone,” Bryant said. 

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The 10 Most Popular Restaurants in Portland, Maine, Back in 1996

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The 10 Most Popular Restaurants in Portland, Maine, Back in 1996


It seems commonplace now that people visit Portland, Maine, for the food.

Portland is home to a mix of classic and new restaurants that people travel long distances to experience.

But that wasn’t always the case. Looking back 30 years ago, Portland, Maine, was home to delicious restaurants that were not home to many frills or fanfare.

Some of those restaurants are still rolling along today, others failed to move forward.

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Here’s a look at the 10 most popular restaurants in Portland, Maine back in 1996.

Back Bay Grill

Officially opening its doors in 1988, the Back Bay Grill quickly became one of the places for fine dining in Portland, Maine.

In 1996, it was one of only a handful of restaurants within the city that would be considered upscale.

The Back Bay Grill ended its lengthy run when it closed permanently in 2022.

Becky’s Diner

Opening in Portland’s waterfront in 1991, it didn’t take long before Becky’s Diner was a regular part of the working waterfront’s routine.

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As the working waterfront began diminishing, Becky’s has managed to transform itself into a place locals still enjoy while simultaneously serving as a tourist destination.

35 years later and Becky’s is still going strong.

Granny’s Burritos

Opening in 1995, Granny’s Burritos has taken on an almost mythical presence for that fondly remember it.

Granny’s called several different spots around time home over the years but remains fondly remembered for its stellar nachos and signature burritos.

The last iteration of Granny’s Burritos officially closed in 2017.

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Fore Street

Officially opening in 1996, Fore Street is widely considered the restaurant that took Portland, Maine, and put it on the map for food.

Almost from the day it opened, Fore Street became a cornerstone to fine dining in the city and laid the groundwork for many other upscale restaurants to follow.

Fore Street still remains one of the most popular restaurants in Portland, Maine, 30 years after it initially opened.

Squire Morgan’s

Now home to Cutie’s, the corner of Market and Milk streets was once home to one of Portland’s most popular pubs called Squire Morgan’s.

Squire Morgan’s had a fantastic run in the city through the 80’s and early-90’s before a fire burned the restaurant in 1996.

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Squire Morgan’s rebuilt but it was never the same and closed permanently in 1998.

DiMillo’s Floating Restaurant

There is something unique and elegant about dining aboard a floating restaurant. That has been the draw for DiMillo’s since it opened in 1982.

Like Back Bay Grill, DiMillo’s was one of a handful of restaurants in Portland during the mid-90’s where people could visit and receive upscale service and dining.

Despite the restaurant scene changing drastically around it, DiMillo’s remains a destination restaurant for many visiting Portland.

Silly’s

Even amongst a slew of restaurants serving pub grub and classic New England fare, Silly’s always stood out.

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It was a quirky spot with a eclectic menu that people consistently flocked to, especially on the weekends. It became a staple in the city throughout the 90’s.

Silly’s had a couple of starts and stops in Portland in more recent times before finally reestablishing itself in Standish.

The Sportsman’s Grill

Opened in 1952, the Sportsman’s Grill on Congress Street was a staple of dining in Portland, Maine, for decades.

The restaurant was sports themed as the name would suggest and evolved over the years to draw in sports fan and casual diners.

1996 proved to be one of the final years for the Sportsman’s Grill as it closed permanently in 1997.

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The Great Lost Bear

Originally known as Grizzly Bear, the Great Lost Bear got a name change in 1981 and really grasped a rapid fanbase throughout the 80’s.

The Great Lost Bear has always been known for its large menu and larger portions and was one of the first spots in town to fully embrace craft beer and champion it.

The Great Lost Bear remains a favorite for many as it approaches its 50-year anniversary.

Walter’s

Originally opening its doors in 1990, some credit Walter’s as a stepping stone restaurant to what most see throughout Portland today.

It was a cornerstone upscale restaurant throughout the 90’s and eventually sold in 2004.

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Walter’s moved from its original location at 15 Exchange Street to 2 Portland Square in 2009 and operated there for years before closing permanently in 2019.

The New York Time’s Best Restaurant Lists Feature These 7 Maine Spots

Gallery Credit: Sean McKenna

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Gallery Credit: Sean McKenna





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