Maine: Portland and the Surrounding Areas

Portland is an awesome food (and beer!) city that I’d love to visit again soon. It felt like there was something awesome on every corner. While I don’t think we even made a dent in all the awesome things there are to do, we certainly had a solid start. Below is everything we did in Portland and the surrounding areas and I’m already planning a trip back!

Lighthouses – considering there are 5 in the immediate area; we visited all of them

  • Bug Light Park
    • This lighthouse is only 30 feet tall and the smallest one we saw
  • Spring Point Ledge Lighthouse
    • Only slightly taller, this lighthouse was right around the corner and 54 feet tall
  • Portland Head Lighthouse
    • This is the oldest lighthouse in Maine and right across the water you could see Ram Island Light
  • Two Lights State Park (Cape Elizabeth Light)
    • Unfortunately, these lighthouses were in a residential area and we couldn’t get too close to them
    • We went ocean kayaking over here at Crescent Beach State Park with Portland Paddle and it was such a fun experience!
  • Rose Foods
    • The pastrami lox was outstanding – I wish I could have tried a few more things
  • The Honey Paw/Eventide Oyster
    • We grabbed a table at Honey Paw while waiting for a table at Eventide and did small apps at both. Very good, probably the best dinner of the trip
  • High Roller Lobster Co
    • This was a very fun non traditional approach to lobster. Hip spot 
  • Bite into Maine
    • Some fun lobster rolls. Great with a beer if you check out the location near Allagash Brewing – we visited both locations
  • Red’s Dairy Freeze
    • Solid soft serve, perfect for a summer day
  • Tandem Coffee
    • Malted iced coffee was awesome and so were all their pastries. Line wrapped around the block when we went even though I ordered ahead online 
  • Maine Beer Co (Freeport)
    • Great pizzas and great beer – a must when visiting the area
  • Coastal Wine (Ogunquit)
    • lovely little wine shop/tasting room (serving wines not from Maine)
  • The Clam Shack (Kennebunkport)
    • Seafood shack on the water – I think it’s the highest rated lobster roll in the area
  • Bobs Clam Hut (Kittery)
    • Another great lobster roll, this was featured on Diners, Drive-ins, and Dives 
  • Brewery Hopping
    • Foundation Brewing
    • Definitive Brewing
    • Battery Steele Brewing
    • Austin Street Brewing

Want to know exactly what we did? I included our itinerary from our four days in Portland below:

Where we stayed: The Westin Portland

  • Sunday
  • Thursday
    • LL Bean – had to visit the massive outlet
    • Maine Beer Co for drinks and dinner
    • Oxbow Blending + Bottling / Duckfat Frites Shack for beers and some snacks
  • Friday
    • Rose Foods – order it to go and eat at back cove park
    • Holy Donut – also grabbed to go for our lighthouse tour
    • Lighthouse Tour
      • Bug Light Park
      • Spring Point Ledge Lighthouse
      • Portland Head Lighthouse (can see Ram Island Light from here)
      • Two Lights State Park (Cape Elizabeth Light)
    • Brewery Hop
      • Foundation Brewing
      • Definitive Brewing
      • Bite into Maine for a quick lunch
      • Battery Steele Brewing
      • Austin Street Brewing
    • The Honey Paw for some snacks as we waited for a table at Eventide
    • Eventide Oyster for dinner
  • Saturday
    • Tandem Coffee for breakfast
    • Kayak Tour (Portland Paddle)
    • The Lobster Shack at 2 Lights for lunch
    • Fort Williams Park – Bite into Maine; had to try the Wassabi Lobster Roll
    • Red’s Dairy for an ice cream snack
    • Lone Pine Brewing for some beers
    • High Roller Lobster for dinner
  • Sunday
    • Tandem Coffee for breakfast
    • Coastal Wine (Ogunquit) for a wine flight
    • Bobs Clam Hut (Kittery) for lunch as we head home

Drooling for more? Follow me on Facebook and Instagram!

1 reply »


This site uses Akismet to reduce spam. Learn how your comment data is processed.