Road trip time again! For some reason I planned my Colorado and Maine vacays within four days of each other. Go hard or go home I guess. Our main Maine (get it?) places to visit were Boston (obviously not Maine, but we were flying in here), Bar Harbor and Acadia National Park, and Portland. Separate Acadia guide to come!


Bar Harbor





Recommended time: 1/2 – 1 day

We had a brief stop in Boston because flights were cheap to fly here from Nashville. We got a late flight and stayed in Boston just for a couple hours to sleep, get a parking ticket, and eat breakfast at Flour Bakery. I recommend the bakery, don’t recommend the parking tickets.

Our second night stay was near Bar Harbor, so we had about a 4 hour drive with a couple stops along the way. We stopped at Nubble Lighthouse briefly before visiting Kennebunkport. This town was unbelievably adorable. We learned that this town is mostly known for being the summer home of the Bush’s.

We stopped for lunch (including lobster mac and cheese) at Alisson’s Restaurant and ice cream at Rococo. There are lots of shops to pop in: pet stores, candy stores, souvenir shops. Maine is also apparently the blueberry state – if you plan to visit in June, plan to be bombarded with blueberry flavored everything. We spent a couple hours in Kennebunkport – everyone is so friendly and even the flowers seemed brighter here. Definitely make this a stop if you have the time!


Bar Harbor

Recommended time: 1-2 days

We arrived in Bar Harbor at sunset, so we had time for a quick walk around the square. We popped into Bar Harbor Tea Company and a few souvenir shops, noting more blueberry – blueberry tea, chocolate covered blueberries, blueberry taffy, blueberry coffee. We decided on a quick dinner at Rosalie’s Pizza. We stayed in an Airbnb 30 minutes outside Bar Harbor, so we went ahead and checked in to get an early start at Acadia National Park the following morning. A whole Acadia guide is in the works, so come back to check it out!

Day two in Bar Harbor consisted of Acadia for the majority of the day and then another trip to the square. After being in Acadia all day, we stopped at Mount Desert Island Ice Cream ASAP for some fun flavors. We tried The Dude and Thai Chili (spicy af) and, you guessed it, blueberry. We shopped for a couple hours and enjoyed Art in the Park before having dinner at Side Street Cafe. This was my favorite meal in Bar Harbor, mostly because of the drinks and dessert. We sat outside and had nachos, but most importantly they had a blueberry basil margarita that was so good that I had to get two. They had a fun atmosphere with a live band playing inside (Fremont Street String Band while we were there). We also ordered, yes, blueberry pie for dessert – WORTH IT.

Our day three agenda started way too early to watch the sunrise at Cadillac Mountain. After sunrise, I trekked back down to the square and had coffee and a croissant at Coffee Hounds. I got there before any other shops were open and loved it. It was quiet and peaceful, so I was able to sit on a bench near the water and read before it got busy. After coffee I grabbed a beet juice from Thrive Juice – this is a good stop if you want a smoothie or breakfast bowl. I’m a big juice fan so was pleased to find this spot.



Recommended time: 2+ days

Portland was possibly my favorite stop on this trip. It had a hipster vibe but also an old town vibe at the same time. It seemed like a really cool place that I could spend an extended period of time in – we were only here for one whole day.

In Portland we had another Maine staple: whoopie pies. Our very first stop was for a whoopie pie at Two Fat Cats. This is a good dessert to share because it’s not super heavy, so it’s perfect for walking around downtown afterwards. The next essential food stop: Duckfat. We only ordered poutine fries – definitely recommend. You can have poutine to share and then bounce to some other restaurants if you’re pressed for time like we were.

Old Port is an area downtown full of shopping and different restaurants. After Duckfat, we strolled through downtown and ended up at Liquid Riot for a beer flight. This is a Portland brewery/distillery/resto-bar with cleverly named beers like ‘A Beer Has No Name’ (shoutout Arya Stark). My personal favorite in my flight was the ‘Taste The Rainbow’ beer. After beer, we hopped over to Bar of Chocolate – a literal dessert and cocktail bar.

The next morning, we stopped in Bard Coffee for lattes and then shopped in Old Port. Another essential Portland spot is the Holy Donut. This is a popular spot as they make their donuts fresh daily with ingredients like Maine potatoes. I tried the sweet potato donut and was not disappointed. For brunch we stopped in Hot Suppa, another great spot. After more shopping, we headed to Len Libby Candies about 15 minutes from downtown Portland, solely to see their life sized chocolate moose. Yes, a giant moose made of chocolate. We ended up buying a lot of great chocolate here too, of course.

Our very last stop on this trip was a quick drive through Salem on the way to the airport. We found out that Hocus Pocus shot a lot of scenes here – Max and Dani’s house is at 4 Ocean Ave. There’s also a witch museum and tons of other witch related stuff that will have you feeling in the Halloween spirit.


What are your favorite places in Maine? Let me know in the comments below!

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