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Trees

Things To Do

Footbridge Brewery & BBQ

25 Granary Way, Boothbay Harbor, ME 04538

We went here right after they first opened and have loved watching them grow into the place they are today! Jason’s favorite is the Ma Genny’s cream ale and Sydney’s favorite is the Blueberry Hill Freedom’s Edge Cider!

Boothbay Harbor Ghost Tours

If you arrive Friday afternoon we highly recommend this walking tour! We have done this tour several times and love it every time! It’s a history tour with a spooky theme!

Ports of Italy, Boothbay Harbor

47 Commercial Street, Boothbay Harbor, ME 04538

This is one of our absolute favorite places for dinner. If you arrive Friday or stay Sunday evening, we highly recommend! Everything on the menu is incredible! We eat here at least once a year and every time it’s delicious!

Smiling Cow Gift Shop

14 Commercial Street, Boothbay Harbor, ME 04538

Shirts By the Bay

56 Commercial Street, Boothbay Harbor, ME 04538

Between the two of us we probably own half of the inventory at this store! They always have the best deals on comfy clothes especially in October!

Tugboat Restaurant

80 Commercial Street, Boothbay Harbor, ME 04538

Pier One Pizza

15 Wharf Street, Boothbay Harbor, ME 04538

Our favorite late night spot in Boothbay Harbor! We will absolutely end up here the evening of our wedding for a slice!

Mine Oyster

16 Wharf Street, Boothbay Harbor, ME 04538

This restaurant has a huge bar, live music, and a very diverse menu of local seafood and other fare! This is also a favorite spot of ours for lunch or late night entertainment!

Coastal Maine Botanical Gardens

105 Botanical Gardens Drive, Boothbay, ME 04537

Known for their woodland trolls and gorgeous flowers, it’s also home to Gardens A Glow in the winter and is lit up all in Christmas lights.

Boothbay Craft Brewery, Tavern & RV

301 Adams Pond Road, Boothbay, ME 04537

Red Cup Coffeehouse

29 Commercial Street, Boothbay Harbor, ME 04538

Sydney often walks here on the mornings we stay in Boothbay to grab coffee for the two of us. We recommend the blueberry cinnamon roll or an iced coffee. Jason once saw a video that in the winter months, a man will often come in, make himself a pot of coffee and leave money on the counter for the owners to find once they open again for the season. Truly a wonderful spot with local charm.

Sherman’s Maine Coast Bookshop

5 Commercial Street, Boothbay Harbor, Maine 04538

Cute Maine chain bookstore with local authors and gifts.

Coastal Maine Popcorn Co.

15 Townsend Avenue, Boothbay Harbor, ME 04538

We try to buy at least one bag here every year! They have so many great varieties of flavors.

L.L.Bean Flagship Store

95 Main Street, Freeport, ME 04032

This is in Freeport on the drive to Boothbay from Portland if you’re interested in seeing the flagship store! Freeport is a great area for shopping and the pumpkin festival is often happening in October!