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Category: Fall

The Ultimate New England Fall Road Trip You Need to Plan Now

One of our favorite trips to date is a road trip through New England during the fall. If you don’t want to feel like you’re living in a postcard for a week, stop reading now, this post isn’t for you.

There isn’t a right or wrong way to plan a road trip but we recommend using the website Roadtrippers! From there it will help you decide what route is best and what places you shouldn’t be missing!
Here’s the route we took:START:¬†Portland, Maine
1. Acadia National Park
2. Plymouth, New Hampshire
3. Sharon, Vermont
4. Grafton, New Hampshire
5. New York City, New York
6. New Haven, Connecticut
7. Boston, Massachusetts
8. Salem, Massachusetts
END: Portland Maine

Now, rent a comfortable road trip car, buy some treats, and follow along with us on the trip of your life.

Our flight landed in Portland, Maine and we didn’t skip a beat. Right after we picked up our rental car we drove straight to Portland Headlight, followed by a quick trip to a bakery for a gingerbread man. Did we mention we are driving in the FALL and everything is beautiful and there are halloween decorations everywhere?! Already we were under the spell of the New England Autumn.

We woke up the next morning and headed straight for Acadia National Park.

ACADIA. ACADIA. ACADIA. If the road trip just isn’t an option, please at least go here!

Everywhere we looked it was a postcard. It was incredible. So many bright colors.


So. Many. Selfies.

Lindsey has gotten a little TOO good at taking pictures out the car window.


That night we did something that we will never forget. We rented an AirBNB for the night at a LIFE-SIZE DOLL HOUSE. It didn’t really help that it was Halloween time and it felt slightly haunted when we arrived, but we LOVED it. Just in case you wanted our sleep deprived tour, we included our video! haha Please know we usually act like grown ups and not like we do in this video. And by usually, I mean like AT LEAST 30% of the time.

 

The next day was a Sunday, so we started off our day with Church followed by a visit to Sharon Vermont. It was absolutely beautiful!


After Sharon, we went to a nearby town to explore and to get some ice cream (obviously). There are the cutest churches and houses all over, we couldn’t stop taking photos of all of them.

Next Stop: NEW YORK CITY! We were lucky enough to score some tickets to Jimmy Fallon before this so that was our first stop of the day. We were so excited. We got a fist bump from THE Jimmy himself. So, we are basically besties. The rest of the day we explored our usual places of this city we love and obviously had to make a stop at Magnolia’s for their banana pudding and Serendipity because ice cream always. Is it cold outside? Doesn’t matter. If there is a good ice cream, we will find it.


The next day we headed to Boston but stopped in Connecticut for lunch. Lindsey loves cheesy jokes so obviously had to snapchat this sign.
Boston was so awesome. Everybody told us we had to start with the Freedom Trail. So that’s definitely what we did. We then had to get dinner in Little Italy because Lindsey loves Italian and you just can’t go to Boston without partaking! We finished our night off with a mandatory stop at Mike’s Pastry. We actually liked the cupcake better than the cannoli, so sue us!

The next morning we made a quick stop to see the Boston Temple before heading to our last stop: SALEM!

Our last stop was probably one of the highlights of the trip. Because it was halloween time, Salem was filled with fun people who may or may not have believed they were actually witches. We explored the town, saw pretty houses, went to some witch museums, visited A LOT of cemeteries, reenacted a couple of Hocus Pocus scenes, and of course partook in some local flavor (ahem Apple Cider DONUTS).

We were so sad when this trip had to end. This is for sure one of our favorite trips we have ever done. Please don’t hesitate and take a road trip through New England yourself. You will NOT be disappointed.

What are some other amazing road trips you have taken? Should we add one to our list?!