Navigating Vacationland
Food scene
This a great fast casual spot that's walkable from Concord St.
8 locals recommend
MAIZ colombian street food
621 Forest AveThis a great fast casual spot that's walkable from Concord St.
Really cool place with fantastic food and cocktails and a mid-century vibe on the corner of Forest Ave and Woodford St that has the best burger in Portland. And only a 5 minute walk from Concord St!
51 locals recommend
Woodford Food & Beverage
660 Forest AveReally cool place with fantastic food and cocktails and a mid-century vibe on the corner of Forest Ave and Woodford St that has the best burger in Portland. And only a 5 minute walk from Concord St!
Bird & Co.
539 Deering AveTucked away in the neighborhood and offering some pretty solid tacos.
Terlingua, along with a multitude of restaurants dotting Inner Washington Ave, is a local's favorite. Great Tex-Mex style food with some of the best barbeque in town. And the backyard deck is a welcome addition to Portland's outdoor dining scene.
77 locals recommend
Terlingua
40 Washington AveTerlingua, along with a multitude of restaurants dotting Inner Washington Ave, is a local's favorite. Great Tex-Mex style food with some of the best barbeque in town. And the backyard deck is a welcome addition to Portland's outdoor dining scene.
These guys got their start as a food cart in front of Bissell Brothers and have since parlayed it into their own brick and mortar location on Exchange St. They have a steady rotation of great beers and frozen cocktails. Definitely a cool spot!
61 locals recommend
The Highroller Lobster Co
104 Exchange StThese guys got their start as a food cart in front of Bissell Brothers and have since parlayed it into their own brick and mortar location on Exchange St. They have a steady rotation of great beers and frozen cocktails. Definitely a cool spot!
No trip to Portland is complete without a trip to Eventide. You'll just need to be strategic when going as the wait be ridiculous. That brown butter lobstah roll....
272 locals recommend
Eventide Oyster Co.
86 Middle StNo trip to Portland is complete without a trip to Eventide. You'll just need to be strategic when going as the wait be ridiculous. That brown butter lobstah roll....
Great neighborhood Mediterranean spot at the corner of Fox and Anderson. Super flavorful food that started as a food truck and has since gained a loyal local following since opening up their brick and mortar.
38 locals recommend
Baharat
91 Anderson StGreat neighborhood Mediterranean spot at the corner of Fox and Anderson. Super flavorful food that started as a food truck and has since gained a loyal local following since opening up their brick and mortar.
Sightseeing
Easy 15-20 minute ferry ride out of downtown. Once you're there, you can rent a golf cart and putt around the island. Be sure to check out Battery Steele while there, which is an old bunker that you're able to walk through. Be sure to bring your phone so that you can use its flashlight to check out the graffiti.
176 locals recommend
Peaks Island
Easy 15-20 minute ferry ride out of downtown. Once you're there, you can rent a golf cart and putt around the island. Be sure to check out Battery Steele while there, which is an old bunker that you're able to walk through. Be sure to bring your phone so that you can use its flashlight to check out the graffiti.
It's touristy, but it's hard not to check out while in town visiting. It's somewhere that I make a point to bring guests. Walking trails, a great food truck (lobster rolls), and amazing views. Cape Elizabeth, where the the Portland Head Light is located, is also a beautiful town.
346 locals recommend
Portland Harbor Museum
12 Captain Strout CircleIt's touristy, but it's hard not to check out while in town visiting. It's somewhere that I make a point to bring guests. Walking trails, a great food truck (lobster rolls), and amazing views. Cape Elizabeth, where the the Portland Head Light is located, is also a beautiful town.
Great views of Casco Bay. Typically, there's some great food trucks to nosh on while enjoying the panoramic views.
251 locals recommend
Eastern Promenade Trail
Eastern PromenadeGreat views of Casco Bay. Typically, there's some great food trucks to nosh on while enjoying the panoramic views.
Beer
Also known as Yeast Bayside due to all of its beers. Between Austin Street, Rising Tide, Lone Pine, and Goodfire, it's hard not to appreciate so many great breweries being in such close proximity.
10 locals recommend
East Bayside
Also known as Yeast Bayside due to all of its beers. Between Austin Street, Rising Tide, Lone Pine, and Goodfire, it's hard not to appreciate so many great breweries being in such close proximity.
Battery Steele is one of a handful of breweries that call 1 Industrial Way home. This Portland beer mecca is where both Maine Beer Company and Bissell Brothers started their journey. On any give summer day, you'll find a fleet of food trucks and it'll be hopping!
20 locals recommend
Battery Steele Brewing
1 Industrial WayBattery Steele is one of a handful of breweries that call 1 Industrial Way home. This Portland beer mecca is where both Maine Beer Company and Bissell Brothers started their journey. On any give summer day, you'll find a fleet of food trucks and it'll be hopping!
If you're a beer drinker, these guys don't disappoint. Relatively new'ish to the Portland beer scene, but they consistently crank out solid beers. They have their own building right next to 1 Industrial Way, which means you've a multitude of world class beers to choose from when visiting the area.
21 locals recommend
Definitive Brewing Company
35 Industrial WayIf you're a beer drinker, these guys don't disappoint. Relatively new'ish to the Portland beer scene, but they consistently crank out solid beers. They have their own building right next to 1 Industrial Way, which means you've a multitude of world class beers to choose from when visiting the area.
Drinks
Great spot in the heart of downtown's Art District that offers presidential themed cocktails.
7 locals recommend
Sagamore Hill Lounge
150 Park StGreat spot in the heart of downtown's Art District that offers presidential themed cocktails.
Minimalist vibe (and menu), but serving up some fantastic cocktails. Great spot to start your Old Port adventure.
74 locals recommend
The Portland Hunt & Alpine Club
75 Market StMinimalist vibe (and menu), but serving up some fantastic cocktails. Great spot to start your Old Port adventure.
Cool spot in regards to vibe, but can be overshadowed by the crowd on weekends. Best to go on a weeknight or earlier in the night.
51 locals recommend
Blyth & Burrows
26 Exchange StCool spot in regards to vibe, but can be overshadowed by the crowd on weekends. Best to go on a weeknight or earlier in the night.
Neighborhoods
Brick buildings and cobblestone streets lend to the Old Port's charm. Does it get touristy? Absolutely. Is it worth checking out? Absolutely.
223 locals recommend
Old Port
Brick buildings and cobblestone streets lend to the Old Port's charm. Does it get touristy? Absolutely. Is it worth checking out? Absolutely.
Portland retains its working waterfront. There's a constant battle between lobstermen and developers, but one can only hope that some element of a working waterfront will remain. It's definitely worth strolling along the waterfront and dropping into The Porthole or Portland Lobster Company for a drink and some live music.
Waterfront District
Portland retains its working waterfront. There's a constant battle between lobstermen and developers, but one can only hope that some element of a working waterfront will remain. It's definitely worth strolling along the waterfront and dropping into The Porthole or Portland Lobster Company for a drink and some live music.
Coffee
A PWM institution. Be sure to get their loaded biscuit. And breakfast sandwich for good measure!
163 locals recommend
The West End Deli & Catering Inc
545 Spring StA PWM institution. Be sure to get their loaded biscuit. And breakfast sandwich for good measure!
If wanting to walk to get coffee, this is your best bet. It’ll give you an opportunity to explore the neighborhood of Woodfords Corner too.
21 locals recommend
Rwanda Bean at Deering Center
463 Stevens AveIf wanting to walk to get coffee, this is your best bet. It’ll give you an opportunity to explore the neighborhood of Woodfords Corner too.