If you know me, you know that last-minute travel is my forte. We love taking trips, but we aren’t planners and we like to wing it when it comes to our getaways. So the Wednesday before our wedding anniversary, we decided to take a quick weekend trip to southern Maine. Since we only had 48 hours for our getaway, we decided to explore Kennebunkport and Portland.
We woke up bright and early, packed up the car, the kiddo, and the dog, and headed out. We got to Kennebunkport around noon and our first stop was the beach. We needed to stretch our legs and Zoey needed a good walk. Kennebunkport Beach is a quintessential New England beach surrounded by gorgeous homes and huge jetties.
After our beach frolic, we headed into town to grab some lunch. We ended up at Bennett’s Store and enjoyed all things lobster.
With our bellies full, we explored the downtown, did some window shopping, and just enjoyed the beautiful fall views.
Next, we headed up the coast to Portland, where we were stopping for the night. We stayed at the Tru by Hilton and it was a great place to stop for a quick, one-night trip, but if we were returning to Maine for a longer trip, I would love to rent a home closer to the beach.
My husband often jokes that so many of our trips revolve around food, but when there are so many good things to try, how can it not?! For breakfast we stopped at Biscuits & Company and it did not disappoint. We got some good, strong iced coffee and some biscuit breakfast sandwiches. Sadly, the restaurant has since closed.
Every guide we looked at for Maine said we needed to stop at The Holy Donut for a potato donut, which sounds really weird, but was actually delicious and tasted nothing like potatoes. I got the toasted coconut because that is the best donut flavor ever. The Holy Donut has a bunch of locations throughout Maine, so give them a try!
After our breakfast, we headed out to Cape Elizabeth to visit the Portland Head Light. This historic lighthouse, built in 1791, was like walking into a living postcard! Fort Williams Park surrounds it, offering trails with breathtaking ocean views that are perfect for an Instagram-worthy adventure. 
Next, we headed to downtown Portland to explore and grab some lunch. The city is an eclectic mix of boutiques, galleries, and charming cafes. We strolled along the cobblestone streets, soaking in the atmosphere and popping into shops.
We are an oyster-loving family, so we searched for an oyster bar and stumbled upon The Shop by Island Creek Oysters. Not only was The Shop the cutest, most aesthetic little spot, but the oysters were also incredibly fresh. The local beers were delicious, and the charcuterie was excellent. The charming atmosphere combined with top-notch food and drink made it a highlight of our Portland adventure.
We reminisce about this spot regularly and cannot wait to return sometime soon!
We absolutely loved our quick trip to Maine and can’t wait to visit again! If you’ve been to Maine, let us know your favorite place to visit.
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