Guide to a weekend getaway in Portland, Maine

Very Local Staff

Very Local Staff

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Eat Play Stay is dedicated to finding the best places for a weekend getaway in cities and towns across the US. Portland, Maine, is just two hours north of Boston and has lots of options for great things to eat and drink. In addition to great food, Portland is a great place to find adventure on land or on the water.

EAT: Bissell Brothers Brewing

Bissell Brothers had one goal: to craft flavors and experiences that the people of Maine hadn’t had before and serve them as fresh as possible along with the freshest fish around. Now with the growth of the business they have been able to share their beer with other people regionally and nationally. This local craft brewery features a bustling warehouse-like taproom with indoor and outdoor seating. Once an old train building from the 1900s has turned into a one-of-a-kind brillant aesthetic and phenomenal atmosphere.   

EAT: The Holy Donut

Want an authentic doughnut that’s gluten-free? Then head on over to The Holy Donut for this treat made with all-natural products. What is natural? The primary ingredient is mashed potatoes! Have your choice of 16 flavors, such as dark chocolate sea salt, ginger glaze, fresh lemon, honey lavender, maple bacon, or just a regular old-fashioned. 

PLAY: Casco Bay Adventures

Looking for an adventure on Casco Bay? Head on over to Casco Bay Adventures that will help you experience the beauty of the coast with sightseeing and  tours. Maine is home to 60 lighthouses, six are those that are close to Portland. Come get a view of the wildlife, a history lesson, and even fishing and lobster catching if that is what you are into. Anchors away!

EAT: Eventide Oyster Company 

Of course, a visit to a seafood joint is a must so head on over to Eventide Oyster. This small oyster bar began in 2012 but this busy seafood joint has a raw bar, lobster rolls and a creative New England fare. An enormous block of Maine granite sits in the middle of the room that serves as the fresh shellfish display. 

STAY: The Francis Hotel

After getting full from all that shellfish from Eventide, hop over to The Francis. This 15-room modern hotel and spa is named after Francis Fassett, who designed the building as a single-family home in 1881. Fassett was a leading architect in Portland and is credited with helping rebuild much of the city after the Great Fire of 1866, heavily influencing the look and feel of Portland’s historic West End and Parkside neighborhoods. 

PLAY: International Cryptozoology Museum 

Looking for the legendary Bigfoot? You can find him at the International Cryptozoology Museum. Containing the personal collection of world-renowned Loren Coleman, the exhibits range from rare, one-of-a-kind scientific, zoological specimens to popular cultural homages, which include a life-size, 8-feet tall Bigfoot representation. Bigfoot isn’t the only unknown creature featured here so come get a lesson at the world’s only cryptozoology museum.   

PLAY: One Longfellow Square

One Longfellow Square is a non-profit performing arts and concert venue. Located in Portland’s West End at the entrance to the city’s vibrant Arts District, this intimate venue accommodates a wide range of events including film, theater, dance, and of course, live music.

EAT: Becky’s Diner

After a night out of drinks and a show, a good meal is just what you need to end the night and Becky’s Diner is the spot to be. The menu has typical diner food with a heavy dose of seafood because they are on the dock. The diner has been a staple in the community since 1991 and provides breakfast, lunch and dinner. 

Looking to find even more adventure in Portland?

Check out the Portland, Maine, episode of Finding Adventure with Kinga Phillips to learn more about where you can try motocross, lobstering and surf in Portland.

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Finding Adventure in Brunswick, Maine: Sea Kayaking, Horseback Riding, Parasailing

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We’re finding adventure in Portland, Maine, at the motocross park, surfing at Scarborough Beach and on a lobster boat.

Blind Kitchen: Battle of the Titans

Blind Kitchen” is a quirky food competition series where local chefs recreate each other’s signature dish, but they can only determine what the dish is by using their senses of taste, touch, and smell. Each chef is blindfolded during a down-and-dirty guessing phase, and when the masks come off, the heat is on with both chefs cooking what they believe is their opponent’s creation. The chefs are competing for bragging rights and a donation to their favorite charity.

Blind Kitchen: Schooled

Blind Kitchen is a quirky food competition series, local chefs recreate each other’s signature dish, but they can only determine what the dish is using their senses of taste, touch and smell. Each chef is blindfolded during a down-and-dirty guessing phase and when the masks come off, the heat is on, with both chefs cooking what they believe is their opponent’s creation. The chefs are competing for bragging rights and a donation to their favorite charity.

Finding Adventure in Brunswick, Maine: Sea Kayaking, Horseback Riding, Parasailing

Joe Lugosch is a 31-year-old Mainer who is tired of living on the edge and partying too hard. With the help of Kinga, Joe will get a new perspective on the world outside and change his habits for good.

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