Samantha's South Portland/Portland Proper Guidebook

Samantha
Samantha's South Portland/Portland Proper Guidebook

Sightseeing

Dog friendly all day during the fall and winter months, easygoing folks, beautiful views of surrounding islands like Peak’s Island.
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Willard Beach
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Dog friendly all day during the fall and winter months, easygoing folks, beautiful views of surrounding islands like Peak’s Island.
Walking distance and the history behind it is interesting!
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Bug Light Park
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Walking distance and the history behind it is interesting!
Beautiful! There’s usually a lobster roll truck there, provided the weather is good. Parking can be slightly challenging on really nice weekends. You can also do a nice long there-and-back 5 mile walk and pick up Scratch on the way!
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Portland Harbor Museum
12 Captain Strout Circle
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Beautiful! There’s usually a lobster roll truck there, provided the weather is good. Parking can be slightly challenging on really nice weekends. You can also do a nice long there-and-back 5 mile walk and pick up Scratch on the way!
Gorgeous views and a nice walk. There are coal BBQ grills nestled into the hills if you want to grill and take in the views.
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Two Lights Dövlət Parkı
7 Tower Dr
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Gorgeous views and a nice walk. There are coal BBQ grills nestled into the hills if you want to grill and take in the views.
Walking distance and awesome!
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Spring Point Ledge Lighthouse
2 Fort Rd
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Walking distance and awesome!
Magical!! It's pretty busy on weekends, so try and get there early to get a parking space.
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Mackworth Island State Park
U.S. 1
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Magical!! It's pretty busy on weekends, so try and get there early to get a parking space.
Use this to walk to Bug Light and places like Foulmouthed Brewing!
Greenbelt Walkway
Greenbelt Walkway
Use this to walk to Bug Light and places like Foulmouthed Brewing!
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Crescent Beach State Park
109 Bowery Beach Rd
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Reminds me of Coney Island, if you're into that.
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Old Orchard Beach
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Reminds me of Coney Island, if you're into that.
Get there early to rent a bike or a golf cart to cruise around the island! We strongly encourage to not only book your bike/golf cart reservations in advance and also purchase your ferry ticket as early as possible.
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Peaks Island
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Get there early to rent a bike or a golf cart to cruise around the island! We strongly encourage to not only book your bike/golf cart reservations in advance and also purchase your ferry ticket as early as possible.
Just a beautiful place - dog friendly and sometimes the tide goes out so far that you can walk on the sand bar!
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Popham Beach Dövlət Parkı
711 Popham Rd
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Just a beautiful place - dog friendly and sometimes the tide goes out so far that you can walk on the sand bar!
We've done this twice! We learned SO much about the fascinating lobstering industry here in New England. We also got the chance to catch our own lobsters and bring them straight over to Portland Lobster Company to eat! You can bring adult beverages onto the boat as well ;)
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Lucky Catch Cruises
170 Commercial St
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We've done this twice! We learned SO much about the fascinating lobstering industry here in New England. We also got the chance to catch our own lobsters and bring them straight over to Portland Lobster Company to eat! You can bring adult beverages onto the boat as well ;)
YOU GET TO HIKE WITH GOATS! The hosts are super nice and it's such a fun experience.
Ten Apple Farm
241 Yarmouth Rd
YOU GET TO HIKE WITH GOATS! The hosts are super nice and it's such a fun experience.
Beautiful town about an hour north of here!
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Camden
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Beautiful town about an hour north of here!
About an hour north from here. It’s almost ONE MILE of breakwater which is mind blowing. It’s like you’re walking I in the middle of the ocean. Be prepared to get splashed! Wear sturdy shoes.
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Rockland Breakwater Light
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About an hour north from here. It’s almost ONE MILE of breakwater which is mind blowing. It’s like you’re walking I in the middle of the ocean. Be prepared to get splashed! Wear sturdy shoes.
Really easy walking and a fun place to camp !
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Wolfe's Neck Woods Dövlət Parkı
426 Wolfe's Neck Rd
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Really easy walking and a fun place to camp !
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East End Beach
Eastern Promenade Trail
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They have live events here and it's a fun place to catch a concert - near Bissell Brewing!
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Thompson Point
Thompsons Point
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They have live events here and it's a fun place to catch a concert - near Bissell Brewing!
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Scarborough Marsh Audubon Center
92 Pine Point Rd
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About an hour and a half drive, but so worth it in the Spring and Summer.
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Coastal Maine Botanical Gardens
105 Botanical Gardens Dr
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About an hour and a half drive, but so worth it in the Spring and Summer.

Food scene

The sea salt bagels are amazing and they have rotating savory and sweet pastries. As of April 2022, this location is still under construction, but they have another location nearby called Toast Bar.
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Scratch Baking Co
416 Preble St
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The sea salt bagels are amazing and they have rotating savory and sweet pastries. As of April 2022, this location is still under construction, but they have another location nearby called Toast Bar.
Walking distance!
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Willard Scoops
429 Preble St
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Walking distance!
The peanut butter sundae is *chef's kiss.* Parking can be really difficult so be prepared - it's popular!
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Red's Dairy Freeze
167 Cottage Rd
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The peanut butter sundae is *chef's kiss.* Parking can be really difficult so be prepared - it's popular!
Gets REALLY busy in the summer and parking is tough to find. But if you're patient and wait it out for a spot, it's definitely work the visit. Amazing food and views.
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The Lobster Shack at Two Lights
225 Two Lights Rd
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Gets REALLY busy in the summer and parking is tough to find. But if you're patient and wait it out for a spot, it's definitely work the visit. Amazing food and views.
Get the lobster rolls! Oysters are also amazing.
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Eventide Oyster Co.
86 Middle St
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Get the lobster rolls! Oysters are also amazing.
You can't go wrong here. Everything is good. I recommend splitting a sandwich if you're not starving - they're more filling than you'd expect!
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Duckfat
43 Middle St
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You can't go wrong here. Everything is good. I recommend splitting a sandwich if you're not starving - they're more filling than you'd expect!
Connected to oxbow!
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Duckfat Friteshack
43 Washington Ave
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Connected to oxbow!
This is such a fun place just to hang out and listen to great live music on the water and have a couple of drinks on the water. If you book a Lucky Catch Cruise to catch your own lobsters, this is where you'll bring them. They cook them however you'd like!
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Portland Lobster Co
180 Commercial St
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This is such a fun place just to hang out and listen to great live music on the water and have a couple of drinks on the water. If you book a Lucky Catch Cruise to catch your own lobsters, this is where you'll bring them. They cook them however you'd like!
Get the soup dumplings! Everything else is also equally amazing. on weekends, be prepared to place your order for pickup 2 hours earlier than you'd like to eat. This place is popular!
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Empire
575 Congress St
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Get the soup dumplings! Everything else is also equally amazing. on weekends, be prepared to place your order for pickup 2 hours earlier than you'd like to eat. This place is popular!
Get the burritos! The tacos are just OK. If you're craving good Mexican, the burritos will definitely hit the spot. We prefer El Corazon/Casita :)
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Taco Trio
60 Ocean St
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Get the burritos! The tacos are just OK. If you're craving good Mexican, the burritos will definitely hit the spot. We prefer El Corazon/Casita :)
Super popular!
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Central Provisions
414 Fore St
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Super popular!
Very close to the Airbnb with nice views of the marina. Food is pricey and just okay in our opinion, but it does the trick.
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North 43 Bistro
1 Spring Point Dr
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Very close to the Airbnb with nice views of the marina. Food is pricey and just okay in our opinion, but it does the trick.
Great grocery to find fresh local goods.
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Rosemont Market & Bakery
40 Pine St
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Great grocery to find fresh local goods.
Yum!! Fair priced oysters and you can even take some home - they sell gloves and knives and will show you how to shuck them yourself if you decide to go this route.
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The Shop by Island Creek Oysters
123 Washington Ave
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Yum!! Fair priced oysters and you can even take some home - they sell gloves and knives and will show you how to shuck them yourself if you decide to go this route.
Omg - SO good, you won't regret the chocolate sea salt donut. They also sell these at Hannafords!
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The Holy Donut
194 Park Ave
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Omg - SO good, you won't regret the chocolate sea salt donut. They also sell these at Hannafords!
YUM! Pricey but easily the best sushi you'll find in Portland.
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Mr. Tuna
28 Monument Sq
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YUM! Pricey but easily the best sushi you'll find in Portland.
There is a location in South Portland and one in Old Port! Very good pizza and they also deliver!
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OTTO
576 Congress St
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There is a location in South Portland and one in Old Port! Very good pizza and they also deliver!
You can walk here (0.7 miles away) and they have outdoor seating. You can bring your pup!
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Elsmere BBQ and Wood Grill
448 Cottage Rd
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You can walk here (0.7 miles away) and they have outdoor seating. You can bring your pup!
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The Honey Paw
78 Middle St
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The closest thing to an “authentic” California burrito that we’ve found on the East Coast. Their taquitos are amazing, chips and salsa are super fresh. This is a weekend staple for us for sure! They also opened up Casita which is super close and walking distance :)
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Restaurante El Corazon
190 State St
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The closest thing to an “authentic” California burrito that we’ve found on the East Coast. Their taquitos are amazing, chips and salsa are super fresh. This is a weekend staple for us for sure! They also opened up Casita which is super close and walking distance :)
Outdoor seating and they take over the phone reservations. Pricey but nice to treat yourself!
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Saltwater Grille
231 Front St
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Outdoor seating and they take over the phone reservations. Pricey but nice to treat yourself!
Amazing brisket tacos and margs! Outdoor seating and they take online reservations!
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Terlingua
40 Washington Ave
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Amazing brisket tacos and margs! Outdoor seating and they take online reservations!
We haven't had the food here yet but the patio is nice and the cocktails are decent!
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The Thirsty Pig
37 Exchange St
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We haven't had the food here yet but the patio is nice and the cocktails are decent!
Excellent sandwiches
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Ramona's
98 Washington Ave
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Excellent sandwiches
Fun, big bar with great bar food.
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The Great Lost Bear
540 Forest Ave
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Fun, big bar with great bar food.
I believe they take reservations via the Resy app!
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Woodford Food & Beverage
660 Forest Ave
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I believe they take reservations via the Resy app!
REALLY popular especially on weekends. Just a good 'ole diner in Old Port.
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Joe's Boathouse Catering
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REALLY popular especially on weekends. Just a good 'ole diner in Old Port.
Very close to the house and super good!
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Cafe Louis
173 Ocean Street
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Very close to the house and super good!
AMAZING pasta!
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Leeward
85 Free St
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AMAZING pasta!
Really good fancy grilled cheese!
Cheese Louise Portland
363 Fore Street
Really good fancy grilled cheese!
We like to order this via the DoorDash app when we’re feeling lazy. Really really good!
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Kuno
166 Cumberland Avenue
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We like to order this via the DoorDash app when we’re feeling lazy. Really really good!
Super yum, small plates, a little pricey, but worth it and it’s on Washington ave, which has a lot of good food and drink spots!
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Cong Tu Bot
57 Washington Ave
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Super yum, small plates, a little pricey, but worth it and it’s on Washington ave, which has a lot of good food and drink spots!
Literally the best pizza I think we’ve had in Maine. Reminds of of a classic NYC pie.
Pizza Joint
239 Ocean St
Literally the best pizza I think we’ve had in Maine. Reminds of of a classic NYC pie.
A ~5 minute walk from the Airbnb. Awesome Mexican food.
El Corazón Casita
A ~5 minute walk from the Airbnb. Awesome Mexican food.
SoPo Seafood
Cafe Louis
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Cia Cafe
72 Ocean St
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Verbena Eat Right Now
103 Ocean St
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Crispy Gai
Really good smash burgers on Sunday nights. Their apps and cocktails are amazing.
Wayside Tavern
Really good smash burgers on Sunday nights. Their apps and cocktails are amazing.

Breweries/Bars

Outdoor seating during the warmer months, their food is also great and you can get it delivered. It’s a quick bike ride away on the Greenbelt. Also dog friendly if you sit outdoors!
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Foulmouthed Brewing
15 Ocean St
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Outdoor seating during the warmer months, their food is also great and you can get it delivered. It’s a quick bike ride away on the Greenbelt. Also dog friendly if you sit outdoors!
Easily the best beer you'll have. Pickup only during COVID - follow their instagram to see their latest releases.
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Bissell Brothers
38 Resurgam Pl
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Easily the best beer you'll have. Pickup only during COVID - follow their instagram to see their latest releases.
If you're a fan of farmhouse ales.
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Oxbow Blending & Bottling
49 Washington Ave
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If you're a fan of farmhouse ales.
In our opinion a little overhyped, but it's a staple with decent food!
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Rising Tide Brewing Company
103 Fox St
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In our opinion a little overhyped, but it's a staple with decent food!
Outdoor seating for COVID - super friendly staff and superb beers. Dog friendly! One of our favorites.
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Bunker Brewing Company
17 Westfield St
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Outdoor seating for COVID - super friendly staff and superb beers. Dog friendly! One of our favorites.
Try and get a seat outside so you can be on the water!
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Liquid Riot Bottling Company
250 Commercial St
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Try and get a seat outside so you can be on the water!
Good brews, nice people. Outdoor seating but in the colder months it's a little tough to bear — there are outdoor heaters but it can get pretty windy. It’s next to rising tide
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Austin Street Brewery
115 Fox St
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Good brews, nice people. Outdoor seating but in the colder months it's a little tough to bear — there are outdoor heaters but it can get pretty windy. It’s next to rising tide
Must go! It's SO beautiful inside and very spacious so you can feel safe inside during COVID. They also have heated outdoor seating and I believe you can reserve tables for larger parties. They also have a contactless pickup system if you just want to swing by and pick up beers. Their pizzas are also pretty good!
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Maine Beer Company
525 US-1
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Must go! It's SO beautiful inside and very spacious so you can feel safe inside during COVID. They also have heated outdoor seating and I believe you can reserve tables for larger parties. They also have a contactless pickup system if you just want to swing by and pick up beers. Their pizzas are also pretty good!
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Goodfire Brewing Co.
219 Anderson St
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Batson River Brewing & Distilling - Portland
82 Hanover Street
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Amazing beer selection and some good eats in the heart of Old Port.
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Novare Res Bier Cafe
4 Canal Plaza
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Amazing beer selection and some good eats in the heart of Old Port.
Really good!
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Belleflower Brewing Company
66 Cove Street
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Really good!
Super cool ambiance with an indoor fireplace in the colder months.
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Batson River Brewing & Distilling - Portland
82 Hanover Street
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Super cool ambiance with an indoor fireplace in the colder months.
Fun bar with great music.
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Maps
64A Market St
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Fun bar with great music.
Exactly a 1 mile walk from the Airbnb - great beers and atmosphere.
Mast Landing Brewing Company - South Portland Taproom
Exactly a 1 mile walk from the Airbnb - great beers and atmosphere.
A really sweet crafty spot that does occasional craft tutorials and has Prosecco on tap. The owner, Lisa, is lovely.
Knitting Nook
124 Sawyer St
A really sweet crafty spot that does occasional craft tutorials and has Prosecco on tap. The owner, Lisa, is lovely.
Amazing food and drinks
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The King's Head
254 Commercial St
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Amazing food and drinks
Wayside Tavern
Super fun hard seltzer spot
Après
Super fun hard seltzer spot
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Lone Pine Brewing Company
219 Anderson St
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The Portland Zoo
41 Fox St
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Groceries

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Hannaford Supermarket
295 Forest Ave
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Rosemont Market & Bakery
40 Pine St
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CVS
51 Market St
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City/town information

Original LLBean flagship store is here and lots of outlet shopping.
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Freeport
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Original LLBean flagship store is here and lots of outlet shopping.

Hiking within 1 hour of Portland

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Bradbury Mountain Dövlət Parkı
528 Hallowell Rd
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Pleasant Mountain Summit
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Douglas Mountain
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Rattlesnake Mountain
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Mount Agamenticus
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Şəhərlə bağlı tövsiyə

Nəqliyyat

Download the “passport” app to pay for meters in old port.

The existing meters no longer take coins or card - it’s all done via the passport app.
Nəqliyyat

Download local food delivery apps

2Dinein, carhop, Uber eats, DoorDash!
Nəqliyyat

Uber and Lyft can take a while!

Ubers and Lyfts run here, but you may want to request one ~15 minutes before you want to leave. They can take a while!