Ready to swap out those daily routines for some jaw-dropping fall foliage? Imagine this: you hop on a red-eye from the West Coast, land in Boston bright and early on Friday morning, and just like that—you’re off on the New England fall foliage road trip of a lifetime!
The best part? You only need to take one day off work! Yup, by snagging that single PTO day on Friday and combining it with the weekend and Monday’s Columbus Day/Indigenous Peoples Day holiday, you’ve got yourself a fabulous four-day mini-vacation to see Fall Foliage in New England!
I am going to show you how you can make every moment of your trip count!
New England Fall Foliage Road Trip: Maximizing Colors with Minimal PTO
When To Take This Fall Trip
The truth is, this changes year by year! I know this isn’t what you wanted to hear!! This itinerary is specifically focused on visiting during the Columbus Day/Indigenous Peoples Day holiday weekend. [Second week of October]
I have done this trip multiple times on this same exact itinerary and this same exact weekend and it has been pretty good each time.
It may be a little early in one place such as Stowe and perfect in another place such as the White Mountains, or too late in the White Mountains and perfectly peak in Stowe.
It changes every year, but since this itinerary is focused on visiting during the second week of October due to PTO reasons you are locked in!
That being said, I recommend checking a Fall Foliage Calendar which is updated every year to help you understand the changes!
Getting Started: Fly In and Drive Off
Welcome to your fall road trip in New England! If you’re coming from the West Coast, catch that Thursday night red-eye to Boston so you can hit the ground running early Friday morning. If you are coming from anywhere else in the USA I recommend taking the earliest possible flight so you arrive into Boston ready for your trip!
I also recommend booking the latest flight OUT of Boston for Day 4 [Monday] for your flight home! You want to make the most of your time!
So early as possible in, and late as possible out!
Rent a car out of Boston airport and get ready for your PTO-friendly New England fall road trip!
With only one PTO day—Friday—lined up, you’re setting yourself up for a spectacular, long weekend that stretches until Monday’s Columbus Day/Indigenous Peoples Day.
Day 1: Friday – Arrive in New England and Drive the Kancamagus Highway, NH
You are going to start your trip with a 2.5-hour drive up to New Hampshire. Then we are going to start Kancamagus Highway, affectionately known as “The Kanc.”
This route is a 34.5-miles long and home to some of the best fall foliage in New Hampshire, and really in the world!!!
I couldn’t believe my eyes!!!!
You MUST do this drive on FRIDAY of the holiday weekend. I have done it on Sunday and Monday of this holiday weekend multiple years in a row and the driving is a MESS!! I’m talking sitting in the car for an hour to go 2 miles.
Do it on Friday and thank me later!! [Even Saturday if your flight gets delayed is better than Sunday or Monday!]
Kancamagus Highway Stops I Love:
Albany Covered Bridge
Kickstart your trip with a stop at the Albany Covered Bridge. It’s one of those perfect New England spots where you can snap a great photo surrounded by a mix of amber and ruby leaves. Out of all the fall foliage trips in New England, this is one of the best starts to a trip out there!
Rocky Gorge Scenic Area
Don’t miss the Rocky Gorge Scenic Area. It’s a great place to experience the serene beauty of the White Mountains with trails that meander alongside a lively river. This place was beautiful!!!! But could be crowded with tour busses depending on when you go!
Sabbaday Falls
A little further along The Kanc, pull over for Sabbaday Falls. It’s a short walk to this enchanting waterfall, making it a refreshing pit stop where you can stretch your legs and breathe in the crisp autumn air.
Hancock Overlook
This is a great stop just to check out the views and keep moving! I don’t really hike from here, just look at the view and move on! But I think it is worth it!
Lincoln Woods
Yet another beautiful stop!!! This can get busy but since you are going on a Friday you should be okay!!! A beautiful gorge surrounded by fall foliage!
Otter Rocks
This is a hidden gem! It is a picnic area with bathrooms and if you walk a little you will see a beautiful river surrounded by foliage. It isn’t ever that busy so a great spot for some photos and to see some amazing fall foliage!
Snack time! Make your way to Woodstock Pie and Coffee. Trust me, the pies here are as mouth-watering as they sound.
Where To Eat In Lincoln, New Hampshire [Night 1]
Black Mtn. Burger Co. – If you’re in the mood for casual dining with some of the best burgers in town, this is the place to go. They also offer a good selection of beers and other comfort food favorites.
La Vista Italian Cuisine – Located in the RiverWalk Resort at Loon Mountain, La Vista offers Italian cuisine with a modern twist. The restaurant features an open kitchen and an extensive wine list, perfect for a more upscale dining experience.
One Love Brewery – This brewery offers a variety of craft beers brewed on-site, paired with a menu that includes German-inspired dishes and American classics. It’s a great spot for a casual meal in a lively setting.
Thai 9 – If you’re craving some Thai food, Thai 9 is highly recommended. They serve authentic Thai dishes ranging from mild to fiery, all made with fresh ingredients. I went here multiple times during my trips nad I can highly recommend it!
Where to Stay in The White Mountains of New Hampshire
You will stay here for Day 1 and Day 2 of this New England fall foliage road trip itinerary! Choose anywhere within your budget, and start booking your accommodations NOW as they sell out and get VERY expensive!
Here are two of my suggestions!
- Omni Mount Washington Resort: This is the crème de la crème of mountain resorts, offering stunning views and top-notch amenities.
- The Kancamagus Lodge: Ideal for those who want a comfy place to rest without straying far from the scenic spots.
Day 2: Saturday – Explore Fall Foliage In The White Mountains
Today’s all about exploring deeper into the White Mountains with some can’t-miss stops.
When I tell you that I always thought people were photoshopping fall foliage [and I am sure that some do!] but when I went to these spots I was BLOWN AWAY at the color of the foliage! It was literally neon orange and INSANE!
I hope you get a good fall foliage season for your trip too! I have visited multiple times on this same exact holiday weekend and the foliage has always been great!
White Mountains Stops I Love:
Hiking Artist’s Bluff
Start your morning with a hike up to Artist’s Bluff. It’s an easy (but steep) trail and the payoff? Spectacular panoramic views of the mountains, now dressed in their fall best. This is where I have seen the best fall foliage in New England and I am not even kidding you!!!!
The trail is short but steep. PLEASE wear proper hiking shoes as sooooo many people don’t!!!!! I have seen girls hiking this in heels. It is very rocky and steep, but worth it as it is a very short hike!
Flume Gorge
Next up, Flume Gorge at Franconia Notch State Park. Walk through this natural gorge and marvel at the towering rock walls and the lush, colorful canopy overhead.
There is a really cool covered bridge here. Please note the walk into the gorge itself is quite long, way longer than I expected!!!! So keep this in mind!!
St. Matthew’s Chapel
St. Matthew’s Chapel is one of the most picturesque chapels in all of New England! There are beautiful trees surrounding it and it is right near Franconia and a super quick drive from the Artist’s Bluff area if you are looking for cool and cute photos!
Crawford Notch State Park
If you’re up for more adventure, Crawford Notch State Park is your go-to. Whether you’re here for the scenic drives or the challenging trails, it’s a place that showcases the dramatic beauty of the area.
There are lots of stops in this area, it is kind of like the Kancamagus Highway where there are tons of things to do!
Even if you just have time to drive through, it is still worth it.
Remember, you are going to stay in the Lincoln/Franconia area for both Night 1 and Night 2!
Where To Eat Near Franconia [Night 2]
If you end the day in Crawford Notch area, here are some restaurants that are [kind of] in the nearby region!
Modify where you go out to eat depending on where you stay! If you are near the Littleton area of this region for your two nights then these restaurants may be closer. If you are in the Lincoln area, the previous restaurants I mentioned may be a better fit!
Polly’s Pancake Parlor – This is a must-visit spot for breakfast or brunch. Polly’s has been serving homemade pancakes, waffles, and other breakfast items since 1938. The views and the maple syrup are as authentic as it gets!
Horse & Hound Inn – Located in a renovated 1940s inn, this restaurant offers a fine dining experience with a menu that features locally sourced ingredients, serving American and European dishes in a cozy, elegant setting.
Iron Furnace Brewing – A relatively new addition to Franconia, this brewery offers a good selection of craft beers made on-site, paired with a simple yet delicious food menu that includes sandwiches, burgers, and other pub fare.
Dutch Treat Restaurant – For a casual dining experience, the Dutch Treat serves hearty meals, including breakfast all day, in a laid-back, friendly atmosphere. It’s a great place to relax after a day of exploring the mountains.
Mojo Headquarters – Perfect for picking up a quick bite or a coffee, Mojo Headquarters offers sandwiches, wraps, pastries, and excellent coffee, making it ideal for a light lunch or a snack.
Day 3: Sunday – Stowe, Vermont
Say goodbye to the beautiful white mountains and hello to Vermont! It is time to head to Stowe, Vermont, about a 2-hour drive away. Stowe is picturesque and packed with activities, making it the perfect next stop on your fall tour.
Cold Hollow Cider Mill
One of the first places you should hit up is Cold Hollow Cider Mill. The cider here—especially the donuts—are legendary. Everything is made on property including the cider and baked goods.
I always buy extra to take for the road! The baked goods are INCREDIBLE and the iced cider is even better!! They even have a free taste of cider in the back [ask about it when you arrive!]
Smugglers Notch
Driving through Smugglers Notch is an experience unlike any other. The road, flanked by 1,000-foot cliffs, is narrow and winding, and the views are just breathtaking.
This is home to some beautiful foliage! I think it is worth a drive, but since you just did the Kancamagus Highway I do think the Kanc has better foliage.
Nonetheless, I recommend driving Smuggler’s Notch as it is a must-do in this area and super scenic!
Corn Mazes and Pumpkin Patches
For some quintessential fall fun, check out Percy Farm Corn Maze for a bit of challenge and laughter, and swing by Winslow Farms to pick the perfect pumpkin.
Stowe Gondola Ride
Take a ride on the Stowe Gondola for some of the best aerial views of the foliage. It’s a smooth ride up, with even more stunning sights at the top.
You can also drive the access road to the top. Both of these experiences are quite expensive so if you are on a budget, I recommend skipping them!
Covered Bridges
There are loads of covered bridges in the Stowe area!!! I love them, they scream “New England” to me!!! I highly recommend checking out a few. They are historical and also super pretty for photos!
I recommend: Gold Brook Covered Bridge, Red Covered Bridge, and Grist Mill Covered Bridge [on the other side of Smuggler’s Notch!]
Apple Picking
For apple picking, head to Stowe Farm. The variety is great, and the setting is picturesque—ideal for a leisurely afternoon.
Dinner in Stowe
End your day at Idletyme Brewing Co., where the food is hearty and the brews are crafted to perfection.
Just trust me on this one!!!!! The food is incredible and I love sitting outside even if it is a bit chilly!
I am not even giving you a list for Stowe because this is my favorite place and I highly recommend it!!! Make sure to go early or later as there WILL be a wait on a holiday weekend!!
Where To Stay In Stowe:
You are going to stay in the Stowe area for Sunday night! Stowe is expensive and books up FAST! So as soon as you take your PTO day, make sure to PLEASE book your Stowe stay ASAP!!
My suggestions:
- Trapp Family Lodge: This lodge offers a blend of history, comfort, and natural beauty.
- The Lodge at Spruce Peak Destination by Hyatt Residence: For more luxury seekers: this place has everything. Golf course, spa, restaurants, and more!
- Field Guide Lodge: A modern, boutique option for those who appreciate a stylish stay.
Day 4: Monday – Downtown Stowe And Flight Home
Spend your morning wandering through downtown Stowe, exploring its quaint shops and cozy cafés. I love walking through the downtown area, which features a range of boutiques, art galleries, and local craft stores. It’s perfect for picking up unique gifts or souvenirs.
You can also grab breakfast or lunch.
I recommend stopping at Cold Hollow Cider Mill on your way out of town for a tasty fall-themed treat for the car ride home!!!
Later, it’s time to drive back to Boston, about 3 hours away, and catch your flight home. I recommend booking the latest flight possible/last flight of the day so you have enough time for a morning in Stowe and then drive to Boston/drop off rental/be at the airport early!
By planning smart and traveling light, you’ve packed an epic whirlwind trip into just one PTO day and a holiday weekend. Safe travels, and may the fall colors be ever in your favor!
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