IMG 2665 Itineraries
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An Awesome Maine Getaway: Portland, Bar Harbor and Acadia

One of the best things you can do on the East Coast during the fall is to explore New England during its most beautiful season of the area, fall! Nothing compares to the crispy air, changing leaf colors, local seafood, and just the most beautiful nature all around. I have visited Maine twice during this magical time and I hope this guide makes you save this post for a future getaway as well. The following itinerary is built for a 3-5 day trip to two of Maine’s amazing areas: Portland and Bar Harbor with Acadia.

While these destinations are one of the best things to do in Maine in the fall, winter is also a magical time in town, and visiting in spring will save you from the crowds.

And don’t worry, if you’re not a hiker, you can explore most of the area from your car! Of course, the best views are rewarded by some effort but don’t fret, I’ll share spots with you that you can drive up to and not sacrifice the view 🙂

Don’t forget to save the map at the bottom of this guide!

Note that you may encounter some affiliate links in this post. They will not make anything more expensive for you but rather provide a small commission for me should you choose to book it via the link I provide. Since I do not charge for any of my awesome travel advice and don’t make you sign up for anything to download my stuff, I appreciate any link clicks and bookings through here 🙂

Quick Maine Logistics

  • Since l live on the East Coast, when I went on this awesome Maine getaway, I drove to all my destinations. If you’re not from the area, you can fly into Portland, Maine, and rent a car there. It will be difficult to explore the area without one.
  • September and October are the best months to visit Maine but an early November or even Christmas visit will save you from the peak season crowds. Don’t forget spring either before the summer crowds start flocking in.
  • A lot of businesses are seasonal being closed between mid-November to mid-April. Check the hours before heading out!
  • Weather is very important to check when visiting especially if you want to spend time outdoors. We got one full day of rain forcing us to stay inside and needing to extend the trip by one more night!
  • Speaking of the weather, pack accordingly! You will be pretty high up north so the temperatures might be slightly more chill than what you’re expecting!

Now, let’s get to your Perfect Fall Maine Getaway

My itinerary below can be done in 3-4 days depending on how much time you’d like to dedicate to the outdoor activities. I would recommend spending a full day in Portland and then the remaining in Bar Harbor and Acadia. These two cities are located about 3 hours from each other but depending on your in-between spots along the scenic drive, that time can be longer.

A Day in Portland

Portland deserves at least a day of your attention. It’s such a charming town lined with cobblestone streets, brick buildings, small shops, harbor views, and delicious food. Walking around them fills my soul with happiness and I promise it will fill yours too! Here is a day plan of things to see in Portland, Maine:

Portland Lighthouse

Portland Head Lighthouse is located a short drive from the city center. I’d recommend going there first thing in the morning to avoid the crowds and enjoy the area before it gets busy. But before you reach this picturesque gem, stop by Omi’s Coff