Neighborhoods
Old Port
Adorable downtown shopping and incredible restaurants.
Sightseeing
Babb's Covered Bridge
Hurricane RoadScenic bridge, refreshing swim underneath
Did you really come to Maine if you didn't take your picture in front of the Portland Light?
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Portland Harbor Museum
12 Captain Strout CircleDid you really come to Maine if you didn't take your picture in front of the Portland Light?
Coastal Maine Botanical Gardens parking
Huge gardens with famous wooden trolls!
Awesome concert venue, catch a show here or at their outdoor venue (Thompson's Point) while you're in town
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State Theater
609 Congress StAwesome concert venue, catch a show here or at their outdoor venue (Thompson's Point) while you're in town
Get Outside
Sebago Trails Paddling Company
1311 Roosevelt TrailKayak rentals & day trip advice
Take the ferry from Portland and rent bikes on the island, bike the whole loop (eat before you go or pack lunch)
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Peaks Island
Take the ferry from Portland and rent bikes on the island, bike the whole loop (eat before you go or pack lunch)
Tassel Top Park
Public Sebago Lake access
Dundee Pond
Local swimming, fun for kids, dock to jump off and concessions
Mountain Division Trail
Local walking/biking
Gambo Preserve
Walk the historic Powder Mill trail
Quarry Run Dog Park
1026 Ocean AveBIG, awesome dog park
Bradbury Mountain State Park
528 Hallowell RdHiking
Old Orchard Beach
A big popular beach with boardwalk, shopping, rides etc
This is a great place to see all of Maine's wildlife in one day! Spot rehabilitating moose, lynx, bobcats, etc. Very affordable entry, snacks and candies available for kids, can see everything in 2 hours.
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Maine Wildpark
56 Game Farm RdThis is a great place to see all of Maine's wildlife in one day! Spot rehabilitating moose, lynx, bobcats, etc. Very affordable entry, snacks and candies available for kids, can see everything in 2 hours.
Scarborough Beach
Black Point RdLovely beach. I always leave with a cool rock.
Dingley's Wharf
851 Roosevelt TrailReserve ahead! Jet ski & boat rentals.
Shopping
L.L.Bean Freeport Outlet
1 StationA Maine tradition, located near other outlets
Food scene
Duck Pond Variety - Windham
463 River RdTo-go drinks and sandwiches & gas--order an Italian
* Now called "Smoked." This is the closest sit-down food. Popular with the locals for wings and beer.
Binga's Express
106 Main St* Now called "Smoked." This is the closest sit-down food. Popular with the locals for wings and beer.
Yosaku
1 Danforth StThe best Japanese in the city
Bob's Seafood
901 Roosevelt TrailGood local seafood place
This location, not any others. Excellent no-frills breakfast foods. Dine in or take out. Get the potatoes and build yourself a breakfast bagel with all the fixins.
Mister Bagel Westbrook
609 Main StThis location, not any others. Excellent no-frills breakfast foods. Dine in or take out. Get the potatoes and build yourself a breakfast bagel with all the fixins.
Fore Street Restaurant
288 Fore StFine American Dining
Crazy good food. Southwestern/BBQ, famous for their meats but there's always a thoughtful veggie option as well!
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Terlingua
40 Washington AveCrazy good food. Southwestern/BBQ, famous for their meats but there's always a thoughtful veggie option as well!