Guidebook for Portland
Drinks & Nightlife
My favorite bar in town. A 15 min. walk away and in the heart of the Arts District. Check out their mac & cheese with kale or one of their delicious (and strong) cocktails.
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LFK
188 State StMy favorite bar in town. A 15 min. walk away and in the heart of the Arts District. Check out their mac & cheese with kale or one of their delicious (and strong) cocktails.
Fantastic for drinks, brunch or dinner. Funky and beautiful decor, sidewalk seating, live music, lively atmosphere.
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Local 188
685 Congress StFantastic for drinks, brunch or dinner. Funky and beautiful decor, sidewalk seating, live music, lively atmosphere.
Blue
650 Congress StWine bar and regular live music in a relaxed atmosphere.
My favorite is the pear martini with a panini. Super great atmosphere any time of day or night.
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The North Point
35 Silver StMy favorite is the pear martini with a panini. Super great atmosphere any time of day or night.
Funky bar packed with old school arcade games and board games. Fun~fun!
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Acadia National Bar
504 Congress StFunky bar packed with old school arcade games and board games. Fun~fun!
Views of Portland and the harbor in every directions. Cushy, swanky but not too pretentious.
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Top of the East
157 High StViews of Portland and the harbor in every directions. Cushy, swanky but not too pretentious.
You simply must check out Bubba's. 80's night is the most popular. Original 70s light up disco floor and super quirky decor.
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Bubba's Sulky Lounge
92 Portland StYou simply must check out Bubba's. 80's night is the most popular. Original 70s light up disco floor and super quirky decor.
Parks & Nature
Beautiful central park with a farmer's market spring-autumn and ice skating on the pond in the winter.
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Deering Oaks Park
Beautiful central park with a farmer's market spring-autumn and ice skating on the pond in the winter.
Western Promenade Park
Valley StreetBest place in town to catch the sunset.
Absolutely lovely 1.5 mi walk around this sweet Island with city views and the casco bay. Drive there in 10 minutes. Be sure to look for the fairy village on the north side.
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Mackworth Island State Park
U.S. 1Absolutely lovely 1.5 mi walk around this sweet Island with city views and the casco bay. Drive there in 10 minutes. Be sure to look for the fairy village on the north side.
If you're going to the Old Port, try parking (for free) on the Eastern Prom and walking along the waterfront trail for an easy, beautiful stroll to the Old Port for a meal and shopping.
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Παραλία East End
Eastern Promenade TrailIf you're going to the Old Port, try parking (for free) on the Eastern Prom and walking along the waterfront trail for an easy, beautiful stroll to the Old Port for a meal and shopping.
Everything Else
Amazing riverside concert venue, ice skating in the winter, winery, brewery, circus school, paint a pot, food trucks and more. Check out our latest and greatest addition to Portland just a 10-15 min. walk away.
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Thompsons Point
Thompsons PointAmazing riverside concert venue, ice skating in the winter, winery, brewery, circus school, paint a pot, food trucks and more. Check out our latest and greatest addition to Portland just a 10-15 min. walk away.
Sightseeing
Portland Observatory
138 Congress StBeautiful oceanfront park with a fort, beach, lighthouse and kids adventure zone.
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Fort Williams Park
1000 Shore RdBeautiful oceanfront park with a fort, beach, lighthouse and kids adventure zone.
Arts & Culture
One of the best Children's museums I've been to..
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Children's Museum and Theatre of Maine
250 Thompsons Point RoadOne of the best Children's museums I've been to..
Fantastic central flex space offering a variety of events including lots of live music
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Congress Square Park
Fantastic central flex space offering a variety of events including lots of live music
Μουσείο Τέχνης του Πόρτλαντ
7 Congress SqFree on Friday evenings!
Shopping
Pinecone+Chickadee
6 Free StQuirky local and vintage
Entertainment & Activities
I highly recommend taking any kind of bay cruise. But a quick jaunt to Peaks Island is one of my favorite 1/2 day things to do.
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Casco Bay Lines station
I highly recommend taking any kind of bay cruise. But a quick jaunt to Peaks Island is one of my favorite 1/2 day things to do.