Maine is full of history and great food! Why not combine them both by heading to one of our most historic restaurants. Not sure where to start? No problem! We’ve put together this list of some of the most notable restaurants in Vacationland that also have some really interesting pasts!

  1. The Brunswick Diner, Brunswick

The Brunswick Diner / Facebook

Paul R. / Yelp This tiny, beloved spot has been around since 1946! With options like the “James Dean” and “Little Richard”, the Brunswick Diner will take you back in time. The tiny place is packed to the gills with good vibes and great food. Visit them at: 101 Pleasant St., Brunswick / (207) 721-1134

  1. Nook & Cranny Restaurant, Baileyville

Martin Cathrae / Flickr

Nook & Cranny Restaurant / Facebook While it might not be the longest standing spot in Maine, when you think about the fact that it’s a converted chicken coop the history feels pretty cool! Washington County’s “Best Kept Secret” serves up seriously good cuisine with great local flair. A family business through and through, you’ll feel right at home the second you step inside. Try the Atlantic salmon topped with Raye’s mustard and southern bourbon finished in the broiler. Visit them at: 575 Airline Rd., Baileyville / 207-454-3335

  1. DiMillo’s On The Water, Portland

Sue S. / Yelp

Leo K. / Yelp This Portland institution has been around since 1982, when it was created on a 200 foot former car ferry. They serve some wonderful seafood, along with Italian food. Plus you’ve got some really lovely views of the harbor if you snag a window seat. Visit them at: 154 Commercial St., Portland / Phone number (207) 772-2216

  1. Becky’s Diner, Portland

Steve Bott / Flickr

Kerrie D. / Yelp Becky’s has been serving up food since 1991 and if you haven’t had the Hobson’s Wharf Special in all that time, you haven’t lived. Head to Becky’s (on Hobson’s Wharf) before the sun is up if you want to sit among the lobstermen before they head out for the day. Visit them at: 390 Commercial St., Portland / (207) 773-7070

  1. Waco Diner, Eastport

Waco Diner / Facebook

Waco Diner / Facebook This small spot tucked away in Eastport has been serving locals since 1924. And, some say they’re the oldest restaurant in all of Maine. The Waco Diner has been under new management for the last few years and it comes with rave reviews. In the season, enjoy the incredible views of Passamaquoddy Bay while enjoying a lobster roll or some fried haddock. Visit them at: 47 Water St., Eastport / (207) 853-9226

  1. The Spirit Restaurant, Kennebunk

Darren B. / Yelp

The Spirit of Massachusetts / Facebook Sure, there are a few other floating restaurants in Maine, but what makes The Spirit Restaurant so special is its authenticity. The 125-schooner was built in New England and served as an educational vessel crossing the globe as a goodwill ambassador for The Commonwealth of Massachusetts. She was launched in 1984 and celebrated in Boston with a tall ship festival that welcomed her (and nearly 80 other tall ships) to the world. 30 years later, The Spirit of Massachusetts was brought back to be restored and repurposed at her new home in Kennebunk. They’re closed for the season right now, but check back in May! Visit them at: 4 Western Ave., Kennebunk

  1. The Palace Diner, Biddeford

Palace Diner / Facebook

Palace Diner / Facebook Originally opened back when Biddeford was a textile mill town, the Palace Diner has been around since 1927. Its walls are an old Pollard dining car - one of only two that exist in the world. It’s been sitting in the town for almost 90 years. Hopefully, it’ll be around for another 90. Visit them at: 18 Franklin St., Biddeford / (207) 284-0015

  1. Red’s Eats, Wiscasset

Red’s Eats / Facebook

Red’s Eats / Facebook Red’s Eats has been around since 1954, and arguably perhaps even longer! While the hype always has us nervous for the output, Red’s won’t disappoint. There’s oftentimes a long wait for a good reason. The lobster rolls here aren’t covered in mayo and pieces are large enough to dip directly into the melted butter provided on the side. Visit them at 41 Water St., Wiscasset / 207-882-6128

Craving more Maine history? Check out these historic homes that are great for weekend trips!

The Brunswick Diner / Facebook

Paul R. / Yelp

This tiny, beloved spot has been around since 1946! With options like the “James Dean” and “Little Richard”, the Brunswick Diner will take you back in time. The tiny place is packed to the gills with good vibes and great food. Visit them at: 101 Pleasant St., Brunswick / (207) 721-1134

Martin Cathrae / Flickr

Nook & Cranny Restaurant / Facebook

While it might not be the longest standing spot in Maine, when you think about the fact that it’s a converted chicken coop the history feels pretty cool! Washington County’s “Best Kept Secret” serves up seriously good cuisine with great local flair. A family business through and through, you’ll feel right at home the second you step inside. Try the Atlantic salmon topped with Raye’s mustard and southern bourbon finished in the broiler. Visit them at: 575 Airline Rd., Baileyville / 207-454-3335

Sue S. / Yelp

Leo K. / Yelp

This Portland institution has been around since 1982, when it was created on a 200 foot former car ferry. They serve some wonderful seafood, along with Italian food. Plus you’ve got some really lovely views of the harbor if you snag a window seat. Visit them at: 154 Commercial St., Portland / Phone number (207) 772-2216

Steve Bott / Flickr

Kerrie D. / Yelp

Becky’s has been serving up food since 1991 and if you haven’t had the Hobson’s Wharf Special in all that time, you haven’t lived. Head to Becky’s (on Hobson’s Wharf) before the sun is up if you want to sit among the lobstermen before they head out for the day. Visit them at: 390 Commercial St., Portland / (207) 773-7070

Waco Diner / Facebook

This small spot tucked away in Eastport has been serving locals since 1924. And, some say they’re the oldest restaurant in all of Maine. The Waco Diner has been under new management for the last few years and it comes with rave reviews. In the season, enjoy the incredible views of Passamaquoddy Bay while enjoying a lobster roll or some fried haddock. Visit them at: 47 Water St., Eastport / (207) 853-9226

Darren B. / Yelp

The Spirit of Massachusetts / Facebook

Sure, there are a few other floating restaurants in Maine, but what makes The Spirit Restaurant so special is its authenticity. The 125-schooner was built in New England and served as an educational vessel crossing the globe as a goodwill ambassador for The Commonwealth of Massachusetts. She was launched in 1984 and celebrated in Boston with a tall ship festival that welcomed her (and nearly 80 other tall ships) to the world. 30 years later, The Spirit of Massachusetts was brought back to be restored and repurposed at her new home in Kennebunk. They’re closed for the season right now, but check back in May! Visit them at: 4 Western Ave., Kennebunk

Palace Diner / Facebook

Originally opened back when Biddeford was a textile mill town, the Palace Diner has been around since 1927. Its walls are an old Pollard dining car - one of only two that exist in the world. It’s been sitting in the town for almost 90 years. Hopefully, it’ll be around for another 90. Visit them at: 18 Franklin St., Biddeford / (207) 284-0015

Red’s Eats / Facebook

Red’s Eats has been around since 1954, and arguably perhaps even longer! While the hype always has us nervous for the output, Red’s won’t disappoint. There’s oftentimes a long wait for a good reason. The lobster rolls here aren’t covered in mayo and pieces are large enough to dip directly into the melted butter provided on the side. Visit them at 41 Water St., Wiscasset / 207-882-6128

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