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Harpswell, Maine

Scenic Trails and Lobster Tails: A Weekend in Maine

June 15, 2015 by Kristen in Summer Weekend

After a recent trip to Portland, Maine to see my cousin graduate from Bates College, I was left wondering how I'd gotten this far in life without visiting before.  Not only is Maine a mere hour flight from the city, but it's one of the most beautiful places I've ever been.  Seriously, sell one of your Hamptons share weekends and do Maine instead.  When you bite into your first lobster roll, you'll thank me! 

Here's how to do Maine in one weekend:

1.  Fly into Portland on Friday after work.  Rent a car and drive straight to Port Elizabeth and watch the sun set around the iconic Portland Head Light as you stroll along the water. 

2.  Have dinner in Portland at Street & Co. and consume massive amounts of deliciously fresh seafood.  After dinner, stroll through the cobblestone streets of downtown Portland and grab a beer at a local brewery along the water.   At the end of the night, head home to your lovely rented house along the water in Freeport (a pretty area and centrally located for all of your weekend adventures).  

3.  On Saturday morning, drive to the Freeport Farmer's  Market.  Sample cheeses and pet people's dogs while listening to the folk band play.  From here, head to Harpswell and hike the Cliff Trail.  You'll start with a scenic walk through the forest along a river, and slowly ascend the mountain.  Don't spend the entire time on your phone Googling what to do if you see a bear...just enjoy your walk.  When you get to the top, you're rewarded with stunning water views.  This is a good time to eat some trail mix and just admire the views.   

4.  By this point you'll be craving more lobster, so head to Estes Lobster House, right on the water in downtown Harpswell.  Everything is really cheap and you just burned a thousand calories, so don't be afraid to go big.  I suggest the Lobster Roll, Lobster Mac & Cheese, and Lobster and Crab Dip.  Afterwards, check out the adorable town of Brunswick, which is on your way home to Freeport.  If you have room for more seafood, eat dinner at Eventide, a new oyster bar in Portland.  There's also a fancy burger place called Duck Fat, and for sushi, try Yosaku (which involves sitting on the ground on pillows!).   After dinner, take in some tunes at country music bar Bonfire. 

5.  On Sunday morning, drive north about 45 minutes to Nezinscot Farm in Turner and have a delicious, locally-sourced brunch while petting animals.  If you don't have time for that, grab brunch in Portland at Silly's.  

6.  Drive back to the airport and fly home in time to pull your life together before Monday.  Hopefully, it won't be as traumatic as usual because you'll be so invigorated by all the fresh air and lobster.   

Portland Head Light
Portland Head Light

Cape Elizabeth

Portland Head Light
Portland Head Light

Cape Elizabeth

Portland Head Light
Portland Head Light

Cape Elizabeth

Brewery
Brewery

Portland

Harpswell
Harpswell
Freeport Farmers Market
Freeport Farmers Market

Freeport

Cliff Trail
Cliff Trail

Harpswell

Cliff Trail
Cliff Trail

Harpswell

Cliff Trail
Cliff Trail

Harpswell

Cliff Trail
Cliff Trail

Harpswell

Cliff Trail
Cliff Trail

Harpswell

Cliff Trail
Cliff Trail

Harpswell

Estes Lobster House
Estes Lobster House

Harpswell

Estes Lobster House
Estes Lobster House

Harspwell

Estes Lobster House
Estes Lobster House

Harpswell

Portland Head Light Portland Head Light Portland Head Light Brewery Harpswell Freeport Farmers Market Cliff Trail Cliff Trail Cliff Trail Cliff Trail Cliff Trail Cliff Trail Estes Lobster House Estes Lobster House Estes Lobster House
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June 15, 2015 /Kristen
Portland, Maine, hiking
Summer Weekend
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