Drinks & Nightlife
The Great Lost Bear
540 Forest AveMost beers on tap in Portland; best wings around
Family friendly restaurant within walking distance. Mix between NYC metro style and local homegrown excellent food...BEST BURGER in PORTLAND!!1
Can eat outside (awesome if you have a dog along!). Brunch too!
51 locals recommend
Woodford Food & Beverage
660 Forest AveFamily friendly restaurant within walking distance. Mix between NYC metro style and local homegrown excellent food...BEST BURGER in PORTLAND!!1
Can eat outside (awesome if you have a dog along!). Brunch too!
Very fun, upscale place to hang out on the deck upstairs or downstairs. In the fall/winter, it is very cosy with stone fireplace. Good for large parties/events, or informal gatherings as the upstairs has lots of high tops. Right on the waterfront!
23 locals recommend
Boone's Fish House & Oyster Room
86 Commercial StVery fun, upscale place to hang out on the deck upstairs or downstairs. In the fall/winter, it is very cosy with stone fireplace. Good for large parties/events, or informal gatherings as the upstairs has lots of high tops. Right on the waterfront!
Great food on the first floor, second floor is a place where live music and karaoke can be found!
102 locals recommend
Empire
575 Congress StGreat food on the first floor, second floor is a place where live music and karaoke can be found!
The view here will give you a view over Portland. It is a high end place to have happy hour or later night drinks. Especially good on the first Friday of the month when there is a wonderful First Friday Art Walk.
67 locals recommend
Top of the East
157 High StThe view here will give you a view over Portland. It is a high end place to have happy hour or later night drinks. Especially good on the first Friday of the month when there is a wonderful First Friday Art Walk.
Stops along a route hitting the best craft brew pubs in Portland.
42 locals recommend
The Maine Brew Bus
320 Commercial StStops along a route hitting the best craft brew pubs in Portland.
Food Scene
This place is a special treat! Amazing raw bar, and seafood! Best thing is that it has the biggest windows and is so bright and sunny looking right onto the Portland harbor!
Right behind an art studio, steps from live music at RiRa or Porthole.
138 locals recommend
Scales
68 Commercial StThis place is a special treat! Amazing raw bar, and seafood! Best thing is that it has the biggest windows and is so bright and sunny looking right onto the Portland harbor!
Right behind an art studio, steps from live music at RiRa or Porthole.
Sightseeing
Could take the ferry to Peaks Island for a bike ride or nice hike and a great meal. or, go to Great Diamond Island for a high end dinner right on the ocean...this is a fun little place to walk around!
140 locals recommend
Casco Bay Lines station
Could take the ferry to Peaks Island for a bike ride or nice hike and a great meal. or, go to Great Diamond Island for a high end dinner right on the ocean...this is a fun little place to walk around!
Shopping
If you have not heard of L. L. Bean's store, it is definitely worth googling. It has camping, hiking, outdoor clothing and essentials, biking, home store.....check it out.
There are a ton of other outlet stores witting walking distance. J. Crew, Banana Republic, Gap, Abercrombie, Rockport, Nike, Brooks Brothers, Calvin Klien......on and on....
270 locals recommend
L.L. Bean Factory Store
95 Main StIf you have not heard of L. L. Bean's store, it is definitely worth googling. It has camping, hiking, outdoor clothing and essentials, biking, home store.....check it out.
There are a ton of other outlet stores witting walking distance. J. Crew, Banana Republic, Gap, Abercrombie, Rockport, Nike, Brooks Brothers, Calvin Klien......on and on....
Many boutiques from books, to home goods, to clothing, dog treats, jewelry.......just plain fun for everyone!
36 locals recommend
Exchange Street
Exchange StreetMany boutiques from books, to home goods, to clothing, dog treats, jewelry.......just plain fun for everyone!
Parks & Nature
This is just two block from the house. It is a 3.5 mile loop around Back Bay. Run, ride bikes, walk.....on Sunday, there is a large part of the boulevard that is closed down so young kids can ride bikes, dogs are out......etc.
22 locals recommend
Back Cove
This is just two block from the house. It is a 3.5 mile loop around Back Bay. Run, ride bikes, walk.....on Sunday, there is a large part of the boulevard that is closed down so young kids can ride bikes, dogs are out......etc.
Visit the Portland Head Lighthouse park at Fort Williams Park and take in the views of the rugged coastline, gorgeous pebble beach and the historic Fort Williams ruins. Wander over to the Portland Head Lighthouse, the most photographed lighthouse in the country, and be sure to snap a shot of yourself in front of it.
346 locals recommend
Portland Harbor Museum
12 Captain Strout CircleVisit the Portland Head Lighthouse park at Fort Williams Park and take in the views of the rugged coastline, gorgeous pebble beach and the historic Fort Williams ruins. Wander over to the Portland Head Lighthouse, the most photographed lighthouse in the country, and be sure to snap a shot of yourself in front of it.
The Eastern Promenade offers unparalleled views of Casco Bay and the Portland Harbor. It connects you to the Back Cove Trail and Bayside Trail, as well as downtown. The Eastern Promenade is dog-friendly with an off-leash area next to Fort Allen Park and East End Beach.
251 locals recommend
Eastern Promenade Trail
Eastern PromenadeThe Eastern Promenade offers unparalleled views of Casco Bay and the Portland Harbor. It connects you to the Back Cove Trail and Bayside Trail, as well as downtown. The Eastern Promenade is dog-friendly with an off-leash area next to Fort Allen Park and East End Beach.
Arts & Culture
Excellent museum with Jazz Brunch Sundays and within walking to several amazing restaurants: Local 188, Nosh, The Tap Room, Five Fifty-Five.
412 locals recommend
Portland Museum of Art
7 Congress SqExcellent museum with Jazz Brunch Sundays and within walking to several amazing restaurants: Local 188, Nosh, The Tap Room, Five Fifty-Five.
Hosts many musical, cultural events......also within walking distance to cool restaurant such as The Press Room, Corner Room, Grille Room.....
30 locals recommend
Merrill Auditorium
20 Myrtle StHosts many musical, cultural events......also within walking distance to cool restaurant such as The Press Room, Corner Room, Grille Room.....
Entertainment & Activities
Outside concerts with food trucks and local breweries.
Total fun for an adult night out!
24 locals recommend
Thompsons Point
Thompsons PointOutside concerts with food trucks and local breweries.
Total fun for an adult night out!
Very fun bowling alley with live music sometimes, EXCELLENT food and very cool roof bar with great views!
93 locals recommend
Bayside Bowl
58 Alder StVery fun bowling alley with live music sometimes, EXCELLENT food and very cool roof bar with great views!
Also a great beach with lots of shopping, restaurants, live music.....
185 locals recommend
Old Orchard Beach
Also a great beach with lots of shopping, restaurants, live music.....
Cross Insurance Arena
1 Civic Center Squareconcerts, sports, etc...