Guidebook for Portland

Chaning
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.
88 locals recommend
LFK
188 State St
88 locals recommend
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.
Fantastic for drinks, brunch or dinner. Funky and beautiful decor, sidewalk seating, live music, lively atmosphere.
142 locals recommend
Local 188
685 Congress St
142 locals recommend
Fantastic for drinks, brunch or dinner. Funky and beautiful decor, sidewalk seating, live music, lively atmosphere.
Wine bar and regular live music in a relaxed atmosphere.
71 locals recommend
Blue
650 Congress St
71 locals recommend
Wine 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.
19 locals recommend
The North Point
35 Silver St
19 locals recommend
My 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!
25 locals recommend
Acadia National Bar
504 Congress St
25 locals recommend
Funky 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.
68 locals recommend
Top of the East
157 High St
68 locals recommend
Views 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.
47 locals recommend
Bubba's Sulky Lounge
92 Portland St
47 locals recommend
You 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.
87 locals recommend
Deering Oaks Park
87 locals recommend
Beautiful central park with a farmer's market spring-autumn and ice skating on the pond in the winter.
Best place in town to catch the sunset.
68 locals recommend
Western Promenade Park
Valley Street
68 locals recommend
Best 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.
130 locals recommend
Mackworth Island State Park
U.S. 1
130 locals recommend
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.
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.
93 locals recommend
East End Beach
Eastern Promenade Trail
93 locals recommend
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.

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.
24 locals recommend
Thompsons Point
Thompsons Point
24 locals recommend
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.

Sightseeing

132 locals recommend
Portland Observatory
138 Congress St
132 locals recommend
Beautiful oceanfront park with a fort, beach, lighthouse and kids adventure zone.
229 locals recommend
Fort Williams Park
1000 Shore Rd
229 locals recommend
Beautiful oceanfront park with a fort, beach, lighthouse and kids adventure zone.

Arts & Culture

One of the best Children's museums I've been to..
114 locals recommend
Children's Museum and Theatre of Maine
250 Thompsons Point Road
114 locals recommend
One of the best Children's museums I've been to..
Fantastic central flex space offering a variety of events including lots of live music
20 locals recommend
Congress Square Park
20 locals recommend
Fantastic central flex space offering a variety of events including lots of live music
Free on Friday evenings!
412 locals recommend
Portland Museum of Art
7 Congress Sq
412 locals recommend
Free on Friday evenings!

Shopping

Quirky local and vintage
14 locals recommend
Pinecone+Chickadee
6 Free St
14 locals recommend
Quirky 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.
140 locals recommend
Casco Bay Lines station
140 locals recommend
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.