Kennebunkport Travel Diary

Kennebunkport is without a doubt one of the most charming places I have ever been. The seaside town is equal parts rugged and refined, and it’s just so quintessentially Maine. If you’ve never been to the state, you really should plan a trip out there. While I have been to Maine a few times, it was always when I was much younger, and I have never been to Kennebunkport. It truly did not disappoint — it was the perfect quaint coastal town.

We were there at a great time because with Memorial Day Weekend already upon us, the high season is just starting. We beat the crowds by just a few days, and had pretty nice weather the entire time. I would be lying if I didn’t say that I’m already planning my next trip back… I would love to visit during both the fall-time and during the holiday season.

Today I’m sharing my recommendations for places to eat, play, shop, and stay in Kennebunkport — my favorite kind of posts! I had a few ideas of what I wanted to do before I got there, but I met up with Jackie and Paul (and their adorable pup, Poppy!) for drinks on my second day in town and they gave me all of the best recommendations from a local’s perspective. They were seriously the sweetest and I’m so, so happy I got to meet them in person! If by the odd chance you’re not following them, you must! They’re the best and their photos and videos are to-die for.

{pin this to your travel pinterest board for future trips!}

We stayed at The Grand Hotel for the first few nights, and we truly couldn’t have had a better experience. The staff was so nice and accommodating, and they really went above and beyond to make us feel at home — they even had a little bag of vegan goodies waiting in our room when we arrived. It is right near Dock Square and the main part of the town of Kennebunkport, so the location couldn’t get any better. Our room had its own private porch which was perfect for either morning coffee or some happy hour rosé, and the heated floors in the bathroom and fluffy white bathrobes were the perfect luxurious touches. They had beach cruisers to use, which was perfect to take for a short ride to the beach. I even did an Instagram takeover of their account during my stay, so you can find that here.

For our last night, we stayed just outside of town in a more wooded area at The Lodge on the Cove. This place had such a funky 60s/70s vibe with turquoise and green accents everywhere, and it has much more family-oriented atmosphere. The pool area was stunning, and there are lawn games all around, an outdoor ping-pong table, a fire pit, and even yoga on Saturday mornings and movies on Saturday nights. They also have a poolside restaurant, The Dory, which opens back up for the season over Memorial Day Weekend. It obviously wasn’t open while we were there, but we only heard great things about it! The staff was also great here, so we couldn’t have had a more enjoyable stay.

Have you ever been to Kennebunkport? Where are headed this summer?

01. Montauk Travel Diary
02. Lake Placid Travel Diary
03. New Orleans Travel Diary
Quebec City Travel Diary
05. Nantucket Island Travel Diary
06. Newport, Rhode Island Travel Diary
07. Mont-Tremblant Travel Diary


  1. I just landed on your blog through another blogger, but I have been going through some of your posts, I have only read a couple and I seriously can’t wait to spend the rest of the afternoon reading more. Your pictures are breath taking and I love all your writing and photography. Love! I think this might become one of my new favorite blogs.

    • Thank you so much!! That makes me so, so happy. I really appreciate you taking the time to look through my blog! xx

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