Food
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Breakfast
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Lunch
Hangin' at coffee shops
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Dinner
Greek: Free Street Taverna, three guesses where it's located. A block off Congress St. The lamb stew and lamb gyros are absolutely mouthwatering... I don't even know or care what the cost is like. My vegetarian friend says the vegy gyro is excellent, too. Also, they have a full bar and often have live music.
Thai: I'm changing my recommendation, here. I had previously recommended Sengthai Food 2, 921 Congress St. (the main drag of Portland). A hole in the wall in a seedier part of town, I had gone with the recommendation of a chef I know. However, since then I've been to Vientian, which I absolutely LOVE. From the outside it looks like a little asian market, but they have about 4 tiny tables stuffed in there, and they do a brisk trade in take-out. The service is generally amazingly fast and friendly, and the food is very fresh.
Indian: Tandoor, on Exchange Street is pretty good. But I'm torn between there and Hi Bombay!, at the corner of Pleasant and Fore Streets. That's where I had my college graduation dinner.
Chinese: Oriental Table (see Lunch).
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Drinks
Ice-cream - The Sacrament.
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and after all that eating, you're going to need some...
Casco Bay Weekly, it's cool, it's hip - it's free. :) Covers local news, reviews restaurants, music, theatre and galleries.
Excercise
Dancing
I've also really enjoyed the shows at Stonecoast Brewery, where I saw Bim Skala Bim and Beat Soup. (check my links page under music for more about them). But they have been pushed out of their previous location by the landlord raising the rent, and I don't know where they've gone, yet. The problem is, people in Portland don't seem to like to go out. Sometimes you'll go to some national act and there'll only be 5 people in the audience. That can be depressing, I admit..
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Walking In-Town
Scoping Architecture - Portland is one of the older cities of the U.S., and has a plethora of brick and stone buildings - built after the city burned twice.
The Promenades and Back Cove - These three areas are the most planned places where you can power walk, jog or bike, and include excercise stops, porta potties (though not where you really need them!) and drinking fountains.
The two Promenades are; Eastern with the view of the sea, and Western with the view of... well, Westbrook. At Eastern Prom they've put in a new walkway with a narrow-gauge train alongside, which runs from the working waterfront, near the Casco Ferry Terminal, along the water to East End Beach, and then up to the sewage treatment plant. That bit is better if the wind is off the ocean. They hope to eventually link the Prom to the Cove, so we can make a complete circuit of the end of the penninsular.
You may hear the trail next to Baxter Boulevard around Back Cove referred to as either "walking the Boulevard" or "walking the Cove", depending on which view you prefer, I suppose. The Cove is a wetland sanctuary of sorts, so you see lots of birds in the summer. Or you can watch the butts of the joggers...
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Walking the Urban Wilds:
Behind Evergreen Cemetary, on Steven's Ave, are trails which wander through lots of open, park-like woods, and once my brother and I wandered into a bit of darksome everglade-like swamp. But I've never been able to find that again.
The Fore River Sanctuary has some dark woods, a pretty little waterfall, a long run through a bamboo glade in the summer (Maine bamboo dies off in the winter), and lots of open, grassy saltmarsh with wooden walkways stretched accross them - which always inspires people to say, "have you seen 'The Killing Fields'?" The Sanctuary is owned by the local chapter of the Audebon Society, and they constantly do little improvements. Entrance on Outer Congress Street, by Stroudwater.
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Hiking, camping, canoeing, rock-climbing:
The Maine Rock Gym is intown, on Marginal Way.
Wolf's Neck is a lovely area in Freeport, owned and operated by the University of Southern Maine (though I heard a rumor that most of the property might be reverting to the town soon, I think). There's a couple of low climbs and boulders there, lots of level woods trail, and camping (if you're willing to pay $16 per night) at Recompense Shore.
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Other Amusements
Movies:
Hoyt's Nickolodeon, at the corner of Temple and Middle, is cheap (I think it's gone up to a pricey $3). They get the ordinary things, usually shows that didn't do quite as well at the first run theatres, about a month or 2 after they come out. It isn't necessarily all lousy stuff, either.
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Theatre:
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Live Music
Other sites to check for local scene info...