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September 21, 2020

Charming New England Towns To Visit This Fall

Fall In New England

New England is pretty special in fall, it is a truly magical time of year. There are so many fun things to do each fall and New England truly embraces the fall season. Although peak foliage varies from year to year (because of weather) your best bet for visiting New England during peak fall foliage in the first and second week in October. Check out this fall foliage map to plan out the perfect time to see these charming town in all of their autumnal glory! But there are so many great towns in New England, where should you visit?

The Most Charming New England Towns To Visit
This Fall
 [show]
  • Massachusetts: 
    • 2020 Specific Information: 
    • Salem – 
      • Read Next:
    • Concord – 
      • Read Next:
    • Mohawk Trail – 
    • Stockbridge – 
  • Maine:
    • 2020 Specific Info: 
    • Camden, Camden State Park – 
      • Read Next:
    • Bar Harbor/Acadia National Park – 
      • 2020 Specific Info For Acadia National Park: 
      • Bonus:
      • Read Next:
  • New Hampshire:
    • 2020 Specific Information: 
    • Dixville Notch State Park – 
    • North Conway/Lincoln – 
    • White Mountains – 
      • Read Next:
  • Vermont: 
    • 2020 Specific Information: 
    • Woodstock – 
    • Stowe – 
      • Read Next:
    • Smugglers Notch – 
    • Upstate NY: 
    • 2020 Specific Information: 
    • Adirondacks – 
    • Letchworth State Park – 
    • Hudson Valley/Sleepy Hollow – 
      • Read Next:
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Massachusetts: 

2021 Information: 

  • Effective August 23, 2021, the City of Salem requires masks to be worn in all indoor public areas. Salem’s mask requirement is currently in place through November 13 pending public health data.

Salem – 

Fall in New England

Salem, Massachusetts is pretty synonymous with October/Fall/Halloween and for good reason. There are so many fun things to do in this charming New England town during the Halloween season.

Although this year the famous Salem Haunted Happenings is canceled there are still tons of things to do! Check out some historical sites from the Salem Witch Trials, get a hand carved wand from Wynott’s Wands, take a guided cemetery tour, or have some drinks at Far From The Tree Cider. Check out the suggestions below for more specifics on Salem. 

Read Next:

Salem Fall Bucketlist, All The Best History Spots In Salem, 9 Things To Know Before Visiting Salem in Oct, Hocus Pocus Self-Guided Tour, Perfect Fall Day In Salem

Concord – 

Concord, Massachusetts is such a quintessential enchanting New England town with tons of history! Not only can you check out Revolutionary War sites, but Concord is also a literary nerds dreams come true. See where the 2019 Little Women was filmed and don’t forget to grab a bite at the Colonial Inn.

Take a walk through the gorgeous fall foliage at Minute Man National Park and check out Old North Bridge where the infamous first shot of the revolution was fired. You can’t go wrong in Concord in the fall. 

Read Next:

One Day In Concord, MA, The Best History Spots In Concord

Mohawk Trail – 

The Mohawk Trail in Western Massachusetts was actually the first scenic route in all of New England and officially opened in 1914. It boasts an incredible 50,000 acres of state forest and parks. Historically speaking, the Mohawk Trail is named after the footpath created by Native Americans that connected the Connecticut and Hudson River valleys. This land belonged to the Pocumtuck and the Mohawk.

But that’s not the only historical claim to fame as this is the route Benedict Arnold took when marching to Fort Ticonderoga in New York. That was before the whole traitor thing when he was recruiting troops on his way from Boston. You can actually still hike part of the original footpath within Mohawk Trail State Forest.

Stockbridge – 

Maybe you’ve never heard of Stockbridge, MA but chances are if you are a Norman Rockwell fan, you have! This is the home of the iconic New England holiday scene, immortalized by Norman Rockwell in his work, ‘Main St., Stockbridge’.

Visit the Norman Rockwell Museum while in town, enjoy the warm autumn sunshine on a park bench, or grab a bite to eat at Once Upon A Table. Enjoy the many charming little gift shops on Main St. and Elm St while watching the leaves fall and sipping on a hot cider. You can experience your very own autumn Rockwell moment in Stockbridge! 

Maine:

Camden, Camden State Park – 

Camden, Maine is charming at any time of year but there is something special about this town in fall. It’s actually been included on several famous (ahem Froders and Travel and Leisure) lists of the best places to visit in New England in fall.

While a scenic walk with a coffee in hand from Owl & Turtle Bookshop is a must, there are more unique ways to view the foliage. Camden is known as the place where the mountains meet the seas, so it makes sense that you can view the colorful leaves from the top of Mount Battie. You can also take that coffee to the harbor and enjoy watching the boats with the backdrop of gorgeous fall foliage. 

Read Next:

11 Amazing Things To Do In Camden, ME

Bar Harbor/Acadia National Park – 

The first thing you should know is that fall is an incredibly popular time of year to visit Acadia and you need to book accommodations early. Fall foliage usually hits peak around mid-October as the park becomes draped in vivid hues of oranges and yellows.

The leaves are stunning, and the unique coastal location of Acadia really creates some autumn magic! It’s important to keep in mind that although Bar Harbor is incredibly charming most restaurants and shops run on seasonal schedules.

Bonus Acadia National Park:

From Oct 7 to March 6 each year Cadillac Mountain in Acadia National Park is the first place to see the sunrise in the United States. That makes taking in a sunrise at Cadillac Mountain pretty special. Be aware that almost everyone goes to Cadillac Mountain for sunrise. For that reason, you now need to make a reservation to take in a Cadillac Mountain sunrise you can do that here. Read the link below for more information of sunrise at Acadia National Park. 

Read Next:

Best Sunrise Spots At Acadia, 10 Can’t Miss Dog Friendly Hikes At Acadia National Park, Camping At Acadia: The Complete Guide, Is Acadia National Park Dog Friendly?

New Hampshire:

Dixville Notch State Park – 

The best way to see fall foliage in New Hampshire is to get outdoors and hike! Check out the dog friendly Table Rock Trail, it’s dog friendly, rated moderate, and 1.5 miles. The Dixville Flume is also really popular and is sure to offer those gorgeous fall colors. Grab lunch at the Black Bear Tavern and enjoy the falling leaves as you stroll to a beautiful waterfall. 

North Conway/Lincoln – 

You can’t go wrong in New Hampshire in the fall but one of the most popular things to do is take a scenic fall ride on the Conway Scenic Railroad. Enjoy the foliage of the Mount Washington Valley and Crawford Notch in the comfort on a railcar. You can book your trip here and all passengers are required to wear masks in 2020.

Or drive yourself on the  Mount Washington Auto Road, it costs $35, but you get to see all those stunning fall colors from the top of Mount Washington. After all, due to its remarkable location, weather, and history, the Mt. Washington Auto Road is unlike any other driving experience in the Eastern United States.

Speaking of scenic drives, do NOT miss out on taking the Kancamagus (the Kanc). This 34.5-mile scenic drive along NH’s Rt. 112 in Northern New Hampshire is well known as one of the best Fall Foliage viewing areas in the country.

The Kancamagus Highway is now designated an American Scenic Byway for its rich history, aesthetic beauty, and culture. I’ve driven the Kanc in the autumn sunshine, rain, and even early autumn snow and can tell you firsthand, no matter what the weather, it’s gorgeous!! 

White Mountains – 

The White Mountains and Franconia Notch State Park are some of my favorite places to visit during the fall season. There is just so much to do and so many gorgeous hikes to take!

Head to Franconia Notch State Park and check out the Flume Gorge and Artists Bluff Trail. Or if you are looking for something a little more challenging head to the Welch & Dickey trail for stunning fall foliage and summiting two mountains! Check out the link below for more specifics. 

Read Next:

The Best Dog Friendly Hikes In New Hampshire

Vermont: 

Woodstock – 

Woodstock, Vermont is exactly what you want a charming New England town to be. Masks are now required in the village but enjoy a brisk walk through Woodstock’s village. Take in that extra dose of charm thanks to the vibrant colors of fall foliage. For even more charm head to Sugarbush Farms and check out their animals, sugar house, and an unbelievably enchanting chapel in the woods. The drive itself is worth it. 

Stowe – 

Fall

Stowe, Vermont is one of my all-time favorite places to visit in the fall. To get the best view of all those reds, oranges, and yellows take a great scenic drive on Stowe Mountain Toll Road. It costs $33 for two people and the dogs and they take both cash and cards. Dogs are allowed at the top parking lots as long as they are on a lead. If you have enough time check out the Chin Hike to the tallest point in Vermont. The trail is 1.5 miles and takes about 90 minutes to complete. 

Fall

Take a stroll through downtown and check out Shaw’s General Store before heading out of town make sure to stop at Cold Hollow Cider Mill. They have THE best cider donuts, but also check out their warm cider, cider slushies, and the dutch apple pie. So yummy! 

Read Next:

One Day In Stowe, Vermont

Smugglers Notch – 

Fall

All of those famous photos that you’ve seen of Smugglers Notch in fall – yep, that’s right outside of Stowe! Most of the notch is located in Mt. Mansfield State Forest. It’s a gorgeous drive and one that you absolutely need to take in the fall. 

Upstate NY: 

Adirondacks – 

There is so much to do in the Adirondacks in fall. Take a scenic drive from Keene through Lake Placid and onto Saranac Lake. Lake Placid is known for having some of the best fall foliage around and you’ll drive right through. Or hike Bald Mountain, which is only 2 miles, rated moderate, and known for beautiful fall colors. 

Letchworth State Park – 

Letchworth State Park, renowned as the “Grand Canyon of the East,” is one of the most scenically magnificent areas in the eastern U.S. Just add in those gorgeous fall colors and you’ve got a perfect autumn day! 

Hudson Valley/Sleepy Hollow – 

Fall

Is there any place that screams fall/Halloween more than Sleepy Hollow, NY (maybe Salem, MA)? Although many of the normal Washington Irving attractions that draw people to Sleepy Hollow have been canceled this year there is still plenty to see!

The best time to visit the Hudson Valley for fall color in mid-October, most years. Tour the Old Dutch Church Cemetery to see some of the inspiration behind The Legend of Sleepy Hollow. Listen carefully as someone drives over the Headless Horseman bridge and you can hear the hoofbeats of the Hessian soldier’s horse. Check out the link below for more ideas for your visit to Sleepy Hollow, NY. 

Read Next:

One Day In Sleepy Hollow, New York

New England really is magical in the fall and worth a visit! Even if you only take a drives through these beautiful states, you really won’t regret it! Have you been to New England in fall? Which location was your favorite?

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Posted In: New England · Tagged: Fall, Fall Colors, Fall In New England, Fall Travel, Most Charming Towns, New England, Perfect Fall Trip

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Hi! I'm Vanessa, a 30 something, sunset chasing traveler. I'm here to inspire you to travel wherever, whenever, and with whoever you can. My Huskies, Loki and Freya are usually along for the ride. I have a soul that likes to wander, a desire to experience the unknown, and a curiousity to discover things off the beaten path. I hope you'll stick around for awhile!

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If your dog had thumbs, they’d book the trip the If your dog had thumbs, they’d book the trip themselves. 

This is your proof that Acadia isn’t just for lobster rolls and lighthouses—it’s a pup’s paradise too.

Acadia is basically a VIP playground for pups:
🐕 Carriage Roads = 45 miles of tail-wagging freedom
💦 Jordan Pond = picturesque vibes + hydration station
🌲 Forest trails = 14/10 sniffability
🪑 Picnic spots = ideal for treat negotiations

My adventure sidekick gave it two paws up and one muddy belly.
Because the only thing better than chasing views?

Watching them chase squirrels (and dreams).

Whether you’re leash-training a trail newbie or rolling with a seasoned wilderness woof, Acadia is a doggo-approved escape that doesn’t skimp on the wow.

Save this post for your next pup-friendly adventure 🐶⛰️ and tag your favorite trail buddy below!

Got a national park recs for dogs? Drop it—I’m building the ultimate paw-approved list. 🗺️🐾
Happy 5th Birthday to my beautiful wolfy princess Happy 5th Birthday to my beautiful wolfy princess Freya!! 

Aka Bean, Beany, Frey Bean, Puffin, Puffin Butt, Puff, Frey, Frey Baby! 

Our champion digger, dancing for dinner, will never pass up people food girly! 

Frey is the the sweetest, most sassy, funny girl! We love you Frey, how is this girl 5? 🥹🥰
If you’ve ever set a 4:45 AM alarm on purpose, t If you’ve ever set a 4:45 AM alarm on purpose, this one’s for you.
You might be turning into a full-fledged sunrise chaser if:
1. You have a favorite gas station coffee stop. And you defend it like it’s a Michelin star.
2. You’ve whispered “worth it” while watching the sky catch fire over a canyon rim.
3. You pack snacks, layers, and existential gratitude.
4. You’ve cried at the quiet. Not like sobbing—more like a one-tear, “wow this planet” moment.
5. You don’t see the sunrise—you feel it. Especially when the trail’s still cool and your boots are the only ones around.

Sunrises make the world feel brand new. They’re chaotic good energy for your soul and free therapy wrapped in golden light. ✨

📍Swipe for some of my favorite sunrise moments (featuring that sunrise glow, quiet trails, and questionable early morning decision-making)
If You’re Weekend Plans Include: 
✔️ Wande If You’re Weekend Plans Include: 
✔️ Wander barefoot through powdery white dunes
✔️ Pretend you’re on the moon
✔️ Eat snacks like it’s a competitive sport
⁠
White Sands is a VIBE. And yes, it’s worth every single granule of sand you’ll find in your shoes (or camper) for the next 3 months. 🤍🏜️

🐾 It’s also incredibly dog friendly!! That’s right - the pups can join you in this epic park!
⁠
Drop a 🌙 if you’re craving a little otherworldly adventure.

👣 Follow @thewellwornshoes for more places that feel too dreamy to be real

🛑🛑🛑 We always follow leash laws and our dogs are leashed in National Parks (some leashes edited out of photos - some just hidden)

🐾 Peep baby Cal on her first trip to White Sands 😍
Nature called—and it’s sending you bear hugs a Nature called—and it’s sending you bear hugs and turkey struts. 🐻🦃🦌
⁠
Cades Cove is basically Disney’s Bambi... but in real life and with more scenic roadblocks.
⁠
🎯 Pro Tip: Early mornings = all the wildlife sightings (and fewer crowds - we had maybe 6 cars in front of us). Sunset is juts as beautiful but you’ll be dealing with larger crowds. 
⁠
🐾 Drop your dream wildlife sighting below 👇

👣 Follow @thewellwornshoes for more “WHAT. A. DAY.” energy
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