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 Strand
Dog friendly all day during the fall and winter months, easygoing folks, beautiful views of surrounding islands like Peak’s Island.
Bug Light Park
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 CircleBeautiful! 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 State Park
7 Tower DrGorgeous views and a nice walk. There are coal BBQ grills nestled into the hills if you want to grill and take in the views.
Spring Point Ledge Lighthouse
2 Fort RdWalking 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. 1Magical!! It's pretty busy on weekends, so try and get there early to get a parking space.
Greenbelt Walkway
Greenbelt WalkwayUse this to walk to Bug Light and places like Foulmouthed Brewing!
Crescent Beach State Park
109 Bowery Beach RdOld Orchard Beach
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
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 State Park
711 Popham RdJust 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 StWe'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 ;)
Ten Apple Farm
241 Yarmouth RdYOU GET TO HIKE WITH GOATS! The hosts are super nice and it's such a fun experience.
Camden
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
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 State Park
426 Wolfe's Neck RdReally easy walking and a fun place to camp !
East End Beach
Eastern Promenade TrailThey have live events here and it's a fun place to catch a concert - near Bissell Brewing!
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Thompson Point
Thompsons PointThey have live events here and it's a fun place to catch a concert - near Bissell Brewing!
Scarborough Marsh Audubon Center
92 Pine Point RdAbout an hour and a half drive, but so worth it in the Spring and Summer.
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Botanische Gärten der Küste von Maine
105 Botanical Gardens DrAbout 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 StThe 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.
Willard Scoops
429 Preble StWalking 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 RdThe 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 RdGets 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.
Eventide Oyster Co.
86 Middle StGet 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 StYou 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!
Duckfat Friteshack
43 Washington AveConnected 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 StThis 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 StGet 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 StGet 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 :)
Central Provisions
414 Fore StSuper 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 DrVery close to the Airbnb with nice views of the marina. Food is pricey and just okay in our opinion, but it does the trick.
Rosemont Market & Bakery
40 Pine StGreat 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 AveYum!! 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 AveOmg - SO good, you won't regret the chocolate sea salt donut. They also sell these at Hannafords!
Mr. Tuna
28 Monument SqYUM! 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 StThere 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 RdYou can walk here (0.7 miles away) and they have outdoor seating. You can bring your pup!
The Honey Paw
78 Middle StThe 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 StThe 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 StOutdoor 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 AveAmazing 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 StWe haven't had the food here yet but the patio is nice and the cocktails are decent!
Ramona's
98 Washington AveExcellent sandwiches
The Great Lost Bear
540 Forest AveFun, big bar with great bar food.
Woodford Food & Beverage
660 Forest AveI 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
REALLY popular especially on weekends. Just a good 'ole diner in Old Port.
Cafe Louis
173 Ocean StreetVery close to the house and super good!
Leeward
85 Free StAMAZING pasta!
Cheese Louise Portland
363 Fore StreetReally 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 AvenueWe 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 AveSuper 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!
Pizza Joint
239 Ocean StLiterally the best pizza I think we’ve had in Maine. Reminds of of a classic NYC pie.
El Corazón Casita
A ~5 minute walk from the Airbnb. Awesome Mexican food.
SoPo Seafood
Cafe Louis
Cia Cafe
72 Ocean StVerbena Eat Right Now
103 Ocean StCrispy Gai
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 StOutdoor 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 PlEasily the best beer you'll have. Pickup only during COVID - follow their instagram to see their latest releases.
Oxbow Blending & Bottling
49 Washington AveIf 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 StIn 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 StOutdoor 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 StTry 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 StGood 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-1Must 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!
Goodfire Brewing Co.
219 Anderson StBatson River Brewing & Distilling - Portland
82 Hanover StreetAmazing beer selection and some good eats in the heart of Old Port.
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Novare Res Bier Cafe
4 Canal PlazaAmazing beer selection and some good eats in the heart of Old Port.
Belleflower Brewing Company
66 Cove StreetReally good!
Super cool ambiance with an indoor fireplace in the colder months.
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Batson River Brewing & Distilling - Portland
82 Hanover StreetSuper cool ambiance with an indoor fireplace in the colder months.
Maps
64A Market StFun 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 StA really sweet crafty spot that does occasional craft tutorials and has Prosecco on tap. The owner, Lisa, is lovely.
The King's Head
254 Commercial StAmazing food and drinks
Wayside Tavern
Après
Super fun hard seltzer spot
Lone Pine Brewing Company
219 Anderson StThe Portland Zoo
41 Fox StGroceries
Hannaford Supermarket
295 Forest AveRosemont Market & Bakery
40 Pine StCVS
51 Market StCity/town information
Original LLBean flagship store is here and lots of outlet shopping.
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Freeport
Original LLBean flagship store is here and lots of outlet shopping.
Hiking within 1 hour of Portland
Bradbury Mountain State Park
528 Hallowell RdPleasant Mountain Summit
Douglas Mountain
Rattlesnake Mountain
Mount Agamenticus
Tipps für Reisende
Verkehrsmittel
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.
Verkehrsmittel
Download local food delivery apps
2Dinein, carhop, Uber eats, DoorDash!
Verkehrsmittel
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!