One of the best things about fall is that the world changes for the first time in months. While warm weather, green trees, grass and sunshine are wonderful, sometimes you wish it was a little more colorful.
Autumn is an amazing experience with cooler temperatures, fresh air and colorful leaves.
One of the best places in the United States to see leaf color change is the Northeast, especially the New England region. Every year, thousands of casual and fashionable people come to this region to see the leaves and take great Instagram photos.
But there's a reason they do it – because it's great. We headed to New England for a 7 day road trip. throughout the region to see the leaves and experience temperatures and climates not found in South Carolina. Let me tell you that we had one of the best trips of our lives.
If you're thinking about traveling to New England on a leaf-peeping adventure, this itinerary and list of activities will take you to all the highlights and make you feel amazing!
New England Leaf Peeking Week Itinerary
Here's the route you need to take and everything you need to do to have the best leaf-peeping experience in New England! We've done this entire route and we can promise you that the trip is worth it to explore this area. If you break it down over a week, 700 miles doesn't seem bad at all.
Rock Walk in Newport, Rhode Island
(Charleston Craft)
Day One: Boston to Newport, Rhode Island.
The easiest airport for most people in the Northeast is probably Logan Airport in Boston. This will provide more options for direct flights as well as for people connecting to other major airports in the country. Try to arrive in the morning so you have time to hit the road on the first day. If not possible, spend the night near the airport and hit the road the next morning.
For this trip you will need to rent a car. And honestly, spend a little on a car with more legroom because you'll be doing a lot of driving on this trip. Fuel economy is also good because you'll be on the road a lot, but you want to be comfortable.
Start by driving south to Providence, Rhode Island, and time it so you can arrive around lunchtime. Stop by East Side Pockets near Brown University for incredible Greek food you won't regret. They have delicious rolls and hummus. Honestly, it was a trip where I learned how to go to your favorite food review site and filter the top stars by dollar sign. It always works.
End your trip in Newport, Rhode Island and take the 40 Steps to the Rock, which takes you along a rocky trail between the Atlantic Ocean and mega-mansions like you've never seen before. The trail continues and passes dozens of massive objects as the waves crash against you and it's amazing. There are many places where you can take shortcuts leading to the main road, but remember that you will also have to walk back.
After working up an appetite for a walk, head to Midtown Oyster Bar and enjoy a lobster roll on the roof. It's a great atmosphere and great food.
Bridge of Flowers in Massachusetts
(Charleston Craft)
Day Two: Newport to Conway, Massachusetts.
Find a delicious bakery in Newport for breakfast and eat it in the park near Newport Tower, an old building in the city center that is the remains of an old windmill. Believe me, we learned a lot about it from the old man who was sitting there drinking coffee.
Pack up the car and head to Yankee Candle Village if you're really a tourist, or skip it as it's not worth the hype at all and head straight to Northampton, Massachusetts for lunch. Here you can have lunch and stroll along the local greenway to get in a few steps mid-trip.
Continue your trip and find a place to stay in Conway or Shelburne Falls, Massachusetts. These towns are located close to each other, and Shelburne Falls is the most incredible place to walk. It's called the Bridge of Flowers, and that's literally what it is: a bridge covered in incredible flowers and plants. Take all the photos here with the river and flowers around you.
If you can get in, there's a great restaurant called Blue Rock and there are tables on the veranda where you can enjoy the evening air and the view of the river.
Lake in Burlington, Vermont
(Charleston Craft)
Day Three: Conway to Burlington, Vermont.
Today we leave the country and head to Burlington, Vermont, which is much more populated and popular. There are many breweries, restaurants and entertainment here.
When you're heading into town, jump over Tallest filing cabinet in the world. Yes, this is a real thing. Every year more filing cabinets are added to the top and it's just a fun sight to see in the middle of nowhere.
If you like cider, go to Citizen Cider to sip cider on the porch and enjoy the Vermont weather.
Downtown Burlington has a beautiful hiking trail around Lake Champlain. This is a great place to relax and watch the sunset. Then have dinner at Skinny damn. This is a local pancake place that sells sweet and savory spring rolls that will blow your mind.
Breweries in Burlington, Vermont
(Charleston Craft)
Day Four: Explore Burlington
Burlington is a great place to spend a day to recover from a few days of driving. There's plenty to do and plenty to drink here. There are plenty of local breweries here, and many are within walking distance of each other, making it a safe and fun place for couples.
Another great activity to do is stroll around the University of Vermont campus if you feel like going back to your college days. The campus is beautiful and there is plenty of space to walk.
You can also enjoy activities on Lake Champlain if the weather is nice, or rent bikes for a long ride around town.
Ogunquit Harbor, Maine
(Charleston Craft)
Day Five: Burlington to Ogunquit, Maine.
From Burlington, travel to Ogunquit, Maine. This small town has a strange name, but it's our favorite town in the region. Everything looks nice and there are plenty of places to hang out outside.
Perkins Cove is a quaint fishing cove with shops and restaurants such as Barnacle Billy's. It's a hole in the wall with a really good lobster roll and a view of the marina.
When you're ready, hike the Marginal Path. It has one end in Perkins Cove, and on the other side there is a cliff path leading to Ogunquit Beach. During leaf season, the water will be cold, but it's worth walking along the beach to the main part of the beach town. There are several bars where you can grab a bite and a beer before heading back through town or along Marginal Way.
Ogunquit Lighthouse in Maine
(Charleston Craft)
Day Six: Explore Ogunquit.
For a small town, Ogunquit has a lot to do. There are good pastry shops and a market, but in the fall many places are closed for the season. Drive to Mount Agamenticus where there is a really good trail system.
Here you can spend anywhere from an hour walk to a six hour hike, depending on what you want. It's cool that you can be at the top of the mountain, and 15 minutes later you're at Nubble Lighthouse. It is located on a small island that can be seen from the water side.
If you prefer tourist areas, take a quick trip to Kennebunkport, home to the Bush family and other trendy people. There is a nice walk along the cliffs and you can also grab a lobster poutine at the famous restaurant. Restaurant Alisson.
Boston skyline, Massachusetts
(Charleston Craft)
Day seven: Ogunquit – Boston.
Finish the trip by leaving Ogunquit and heading to Salem, Massachusetts so you can tell your old history teacher you made it. Here you can stroll through the historic part of town and take a witches tour if that's your thing, or walk down to the water or through the trees.
From there, travel to Boston and stay in the Beacon Hill area. From here you can walk down to the water or go to the Paul Revere House or many other historical sites.
We also recommend spending time walking through their square and park, where you can see a lot of leaves right in the city.
In conclusion…
Autumn in the northeastern United States is a wonderful time. You can spend a lot of time driving around, looking at leaves of all colors and visiting many amazing places. Enjoy sightseeing, drinks and fun during a week-long leaf peeping adventure!





