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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

61 Maine Restaurants That Closed in 2025

Gallery Credit: Sean McKenna





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Maine

Stalwart 7 in Varsity Maine baseball poll

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Stalwart 7 in Varsity Maine baseball poll


Gorham shortstop Miles Brenner throws to first during the Rams’ 8-0 win over the Cheverus on May 5 in Gorham. (Derek Davis/Staff Photographer)

The only notable change in the top-seven of the Varsity Maine baseball poll is that Gorham now has eight first-place votes, two more than last week. The order of the seven teams is identical. In fact, the only change in the top-seven over the past three polls is the swap at the top after Gorham’s win over South Portland on May 19.

Furthermore, Gorham, South Portland, Oxford Hills, Cheverus, Bangor, Mt. Ararat and Fryeburg have been ranked in the top seven for four straight weeks, and six of those squads have been among the top seven in every poll this spring.

Meanwhile, Scarborough is ranked for the first time since May 5, and Ellsworth and Thornton swapped spots.

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The Varsity Maine baseball poll is based on games played before June 2, 2026. The top 10 teams are voted on by the Varsity Maine staff, with first-place votes in parentheses, followed by total points.

1. Gorham (8) 89
2. South Portland 79
3. Oxford Hills (1) 75
4. Cheverus 55
5. Bangor 42
6. Mt. Ararat 41
7. Fryeburg Academy 30
8. Ellsworth 27
9. Thornton Academy 25
10. Scarborough 12

Also receiving votes: Washington Academy 8, Monmouth Academy 4, Cony 4, Leavitt 2, Falmouth 2.



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Maine harbormasters are having a moment. What do they do?

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Maine harbormasters are  having a moment. What do they do?


Portland Deputy Harbor Master Elizabeth Morrissey talks with Ruthann Weist, an animal control officer, after recovering a dead bottlenose dolphin in May 2024. A Maine harbormaster is a coastal traffic cop, park ranger and first responder rolled into one municipal job. (Shawn Patrick Ouellette/Staff Photographer)

Harbormasters are the municipal protectors of Maine’s 5,300-mile coastline, where a single day might include tasks as diverse as saving a sinking skiff, sorting a same-day mooring request and seizing undersized quahogs.

The job has existed for more than a century, but a buzzworthy political campaign and a heated lobster turf war have elevated this obscure government position to a new level of visibility in the public discourse, even if few people know what they really do.

“No day is the same,” says Daryen Granata, harbormaster and shellfish warden for Scarborough and Cape Elizabeth. “Ride in my truck or my boat for a week, and I can practically guarantee you that we wouldn’t do the same thing twice.”

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Graham Platner used his $3,000-a-year gig as Sullivan’s former harbormaster to help frame his run for U.S. Senate. Meanwhile, South Thomaston hopes that hiring a harbormaster can resolve a dispute over dock access that some lobstermen say threatens their livelihoods.

Beyond the headlines, however, the duties of Maine’s 250 or so harbormasters vary from town to town. Some are highly paid police officers with arrest powers; others are seasonal mooring managers, like Platner was before he resigned in August, according to the town manager.

“Most people doing this job aren’t doing it for the money,” says Granata, who is vice president of the Maine Harbor Masters Association. “They’re doing it to be a steward, to be an ambassador of the harbor.”

Platner, who operates an oyster harvesting business, said he took the post to make sure the person hired to “run the show” had local waterfront experience. He said he was “bummed” that he had to give up the role due to his campaign schedule.

“There is something to be said about working-class folks coming together over the water despite their differences, all with the same goal in mind — to protect and preserve their way of life,” he said.

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South Thomaston was one of Maine’s rare shoreline communities that had resisted hiring a harbormaster. Residents preferred to solve their own problems to keep their mooring prices artificially low. But that changed when a lobster turf war broke out.

The town is now advertising for a per-diem harbormaster to resolve the dispute.

A typical day for Granata might start by answering office emails at 7 a.m. and end with a 5 p.m. radio call about a boat sinking off Prouts Neck. In between, he juggles calls for illegal fishing, a shark sighting and a boat diesel spill, all while juggling walk-ins.

One of the most time-consuming parts of a harbormaster’s job, regardless of whether they are a police officer or a seasonal volunteer, is managing the vessel placements, or moorings, in their local harbor, Granata said.

Maine has more than 30,000 moorings. Small harbors may have a couple dozen, but larger ones can have up to 1,300. The harbormaster ensures each one is in the proper location with enough depth for a boat’s draft and enough anchor to hold it in place.

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Unlike their counterparts in warmer climates, Maine harbormasters face a seasonal scramble. Because of winter ice, most of the state’s moorings must be pulled ashore in the fall and reset each spring to avoid being dragged around by moving ice.

The role is also one of public safety. Harbormasters coordinate with the U.S. Coast Guard and Maine Marine Patrol on search-and-rescue operations, monitor for navigational hazards, and inspect critical marine infrastructure like piers, docks and cranes.

In Portland, harbormaster Paul Plummer and his six seasonal deputies spend a lot of time keeping Portland Harbor safe — from marine debris that could cause accidents, from environmental threats, and from commercial-recreational boating conflicts.

His office escorts big commercial vessels through the busy harbor to protect the people in kayaks and sailboats that fill it up during the summer, many of whom are not familiar with Maine landmarks and water rules, Plummer said.

“We are out in the harbor and visit the islands every day,” Plummer said. “It’s not just to protect boats, but also the fragile working waterfront infrastructure. We have a lot of old piers and wharves that require a lot of care but are critical to our economy.”

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Despite these differences, state law requires all harbormasters to get certification through the Maine Harbor Masters Association within a year of taking the job. The four-day certification must be renewed every three years.

Success in the role requires more than a technical knowledge of shackles and swivels, Granata said. Harbormasters must be able to shift from “swearing like a pirate” with a lobsterman to politely guiding a Vineyard Vines-clad tourist to a local luncheon spot.

“You can’t be down here being a stiff shirt,” Granata says. “This job is crazy, but it’s a privilege. Drinking straight from the hose, every day. You never get a break, not really, but you never get bored, either.”



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‘Malicious gossip’: Wife of Senate candidate Graham Platner responds to texting claims

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‘Malicious gossip’: Wife of Senate candidate Graham Platner responds to texting claims


PORTLAND (WGME) – The wife of Democrat Graham Platner, who is running for U.S. Senate in Maine, is responding to stories in the Wall Street Journal and New York Times about sexually explicit text messages Platner allegedly sent to other women during their marriage.

CBS13 reached out to the Platner campaign for comment Monday but did not hear back.

According to multiple reports, Platner calls the stories “gossip.”

Amy Gertner, his wife of nearly three years, called the former staffer’s claims a “betrayal” and an “invasion of our privacy.”

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Platner says the Wall Street Journal and New York Times ran stories without any evidence, based solely on gossip from a former staffer.

The wife of Democrat Graham Platner, who is running for U.S. Senate in Maine, is responding to stories in the Wall Street Journal and New York Times about sexually explicit text messages Platner allegedly sent to other women during their marriage. (WGME)

He says claims made by that staffer, former State Representative Genevieve McDonald, are untrue.

Platner’s wife, Amy Gertner, says she trusted McDonald with the most private chapter of their lives.

“I confided deeply personal details about my marriage to someone I considered a friend. In the months since, I have had to watch as she spread malicious gossip to anyone who would take her call,” Gertner said.

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“The situation he’s in right now that’s most uncomfortable, I think, is that he and his wife seem to be telling different versions of the story,” USM Political Science Professor Ron Schmidt said.

Gertner defended her husband in a video she posted.

“I find it really shameful that there’s a group of media outlets, and people who are willing to spread gossip, instead of talking about real issues that Graham is running on like healthcare and education and childcare,” Gertner said.

The wife of Democrat Graham Platner, who is running for U.S. Senate in Maine, is responding to stories in the Wall Street Journal and New York Times about sexually explicit text messages Platner allegedly sent to other women during their marriage. (WGME)

The wife of Democrat Graham Platner, who is running for U.S. Senate in Maine, is responding to stories in the Wall Street Journal and New York Times about sexually explicit text messages Platner allegedly sent to other women during their marriage. (WGME)

She says being newly married while going through infertility and a Senate campaign is hard, but she says they are working on their marriage and mental health.

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“I knew the man that I married had been through an immense amount of violent, active combat,” Gertner said. “No marriage is perfect, and I don’t want a perfect marriage. I want my marriage.”

“If this is a case of mistakes made early on in the marriage, and they’ve had marriage counseling, then the best thing to do is to say ‘I made a mistake. It was a while ago. It was related to something else, and it doesn’t have a bearing on where I am right now,’” Schmidt said.

A Platner supporter, who attended Sunday’s town hall meeting with the candidate, says the focus needs to be on policy, not personal matters.

“I think people should really continue to engage with Platner and the campaign around affordable housing, universal healthcare and issues that really matter to us,” Auburn Community Organizer Safiya Khalid said.

The wife of Democrat Graham Platner, who is running for U.S. Senate in Maine, is responding to stories in the Wall Street Journal and New York Times about sexually explicit text messages Platner allegedly sent to other women during their marriage. (WGME)

The wife of Democrat Graham Platner, who is running for U.S. Senate in Maine, is responding to stories in the Wall Street Journal and New York Times about sexually explicit text messages Platner allegedly sent to other women during their marriage. (WGME)

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“Graham and I have a great marriage,” Gertner said. “And we love each other deeply. We deserve better. I think Mainers deserve better.”

Platner has apologized for other controversies like now-deleted Reddit posts calling himself a communist and blaming victims of rape, and a nazi-symbol skull tattoo his military unit got that he’s since covered up.

Through it all, he’s still leading in the polls.

Schmidt says Democratic voters like what Platner stands for, but he says the controversies are certainly a concern, especially with Senator Susan Collins, in his view, doing a good job distancing herself from President Donald Trump.



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