Things to Do in Portland, Maine

Yesterday was spent walking around one of my favorite spots in Maine: the Old Port. I don’t usually get to explore in Maine as much as I would like to because I am always away on the weekends so it was good to relax and be home.

My mom and I had a really fun girls day, just the two of us which also never happens. We started our morning grabbing a bite at Bayside American Café. This place was already packed at 9:00 which I learned is because of the FOOD. We waited  about 20 minutes for our table but it was worth every second. I had a caramel latté with soy milk and Seasonal Veggie Homefries, sautéed baby spinach, tomato, summer squash, mushroom, onion, red bell pepper, broccoli, zucchini, seasonal vegetable, Italian cheese blend and two eggs served over three-potato homefries. My mom got the Classic Two Egg Breakfast with Bayside’s homemade white toast. And of course, we had to try the Cinnamon Bun Pancake, swirls of cinnamon and cream cheese icing. This was the real deal.

After breakfast, we walked (rolled) around the Old Port browsing boutiques like Second Time Around and Find, I have an obsession with second hand stores. After an hour or two of walking our sugar high wore off so we took care of that with some cupcakes. East End Cupcakes, located on Fore Street, was started by a Mainer that needed a change after working in the fashion industry in New York and Boston- I think this was her calling from the start. I tried the pumpkin with cinnamon cream cheese frosting and my mom tried the chocolate with salted caramel frosting- both were delicious.

We didn’t get to go everywhere I hoped to but you can check out my Google map to see some of the yummiest spots in the Old Port! Also check out the piece of the Berlin Wall and the love lock fence on the waterfront.


The Holy Donut 
Maine Squeeze 
Blue Spoon
Hot Suppa 
Nosh Kitchen and Bar 
Bonus: The Marshmallow Cart 



Tip: When headed to the Old Port dress comfortable and warm, especially during this time of year. The cool ocean breeze whips around the old brick buildings like you wouldn’t imagine. Shop this look from my previous posts here and here.

On our way home we stopped at the Freeport Fall Festival where I discovered my store soulmate, Wander Truck. Part traveling boutique, part online shop, Wander is your destination for a tasteful curation of American made goods. It will truly inspire your wanderlust, from the small leather goods that make packing easier to the Navajo inspired throws. I had the pleasure of meeting Laura, the curator of Wander Truck, at the Freeport Fall Festival and she was so welcoming and happy to share her little slice of heaven with shoppers, onlookers and wanderlusters alike. Find Wander Truck on Facebook and shop online.

Hope you all had a great weekend! Now, headed to New York.

10 thoughts on “Things to Do in Portland, Maine

  1. Really enjoying your blog, Hannah and happy you got some fun time with your mom! Keep up the tone and tempo. The writing style so fits your topic!


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