Family Friendly Hikes Around New England
view from the top of Table Rock in Grafton Notch State Park in the summer
Looking for a mountain to get your family into hiking? This is our working list of hikes we’ve experienced, separated into five of the six New England states. (Sorry, Rhode Island, we haven’t found a mountain there yet!)
These hikes are perfect for getting the entire family outdoors. They all have pretty views, nothing on this list is too challenging, and each one will leave you feeling accomplished and happy because you just spent time in nature.
Our Family-Friendly Rating Scale-
We rate hikes on a 1–5 scale, with 1 being the easiest and 5 being the most challenging. No two families, mountains, or hikes are the same, so think of this as a guide rather than a rulebook. Each listing includes our 1–5 rating, mileage, elevation gain, and whether it’s a good spot for your four-legged family member.
5 – Advanced Family-Friendly
These hikes can be around 5 miles (sometimes less). They’re not for first-timers. They’re for families ready to tackle a bit more length, elevation, and challenge. You might be a little out of breath and sore the next day, but you’ll earn both the view and the workout. Some of these could have a bit of basic rock scrambles, but nothing you can’t handle if you’ve hit the trails before.
4 – Upper Moderate
Not quite advanced, but definitely a step up from a moderate hike. These trails have views, elevation, and miles (usually under 5). Consider these when you’re ready to move up from moderate hikes but not quite ready for the advanced challenge.
3 – Moderate
These hikes are around 3 miles or less with enough elevation to give you a workout and views to match. Perfect for when you want an adventure but still have plans later in the day. You’ll get your nature fix without being gone for hours.
2 – Easy
Great for starting your family hiking adventures! Ready to break in those hiking boots or get your younger kids some trail experience? These are perfect starter trails, maybe a bit longer or steeper than a “walk in the park,” but still very approachable.
1 – Super Easy
Kind of like a walk in the park (literally). Not sure how your kids will do on a mountain? Start here.
You know your family best! Always bring water (and maybe a snack or two). Nobody wants a hangry hiker! Stay safe and have fun!
Vermont Hikes
Mt. Philo
Rating: 2 Location: Charlotte, VT Miles: 2 Elevation Gain: 652 ft Dog-Friendly Bathrooms at trailhead
A beautiful hike with some stairs and great views from the top! Plus Adirondack chairs where you can relax and take in the Adirondack Mountains.
Gile Mountain
Rating: 2 Location: Norwich, VT Miles: 1.5 Elevation Gain: 387 ft Dog-Friendly No Bathrooms
A fairly short hike with lots of stairs and a cool fire tower at the summit. On a clear day, you can even spot the ski trails of Killington Mountain.
Mt. Pisgah
Rating: 5 Location: Orleans, VT Miles: 4.5 Elevation Gain: 1,660 ft Dog-Friendly No Bathrooms
The most challenging on our Vermont list due to length and elevation. The viewpoints are stunning! Watch out for cliffs!
Maine Hikes
Mount Agamenticus
Rating: 2 Location: York, ME Miles: 1.5–2+ Elevation Gain: 350+ ft Dog-Friendly on a leash Bathrooms at the trailhead and peak
A perfect first mountain for little hikers. There are a variety of trails here, choose your own adventure! You can make it short and sweet or extend your outing as you wish. On a clear day you can see Mt Washington and the Atlantic Ocean!
Table Rock
Rating: 3 Location: Gilead, ME Miles: 2.3 Elevation Gain: 902 ft Dog-Friendly Bathrooms at the trailhead
You can take the loop counterclockwise for the steep section first, or clockwise to avoid it and do an out-and-back. Either way, you’ll earn those views. The steep rocky part has serious fairytale vibes, beautiful and a bit breath-stealing (in both senses!).
Views from the peak of Table Rock in Grafton Notch State Park
Mt. Philip
Rating: 1 Location: Rome, ME Miles: 1.4 Elevation Gain: 338 ft Dog-Friendly No Bathroom
A short and lovely hike. No sweeping views, but a wonderful family trail for kids and dogs alike.
When the leaves are off the trees you get pretty views at Mt Philip
Mt. Megunticook
Rating: 3 Location: Camden, ME Miles: up to 4.5 (can be under 3) Elevation Gain: 1,214 ft Dog-Friendly Bathroom at the trailhead
Choose your adventure! Some solid elevation may leave you catching your breath, but on a clear day, the views of Camden Harbor are worth every step. You can even extend your trek over to Mt. Battie. (Sure, there’s a road to the peak, but hiking it is way more fun and that’s what this list is all about!)
Mt Megunticook on a cloudy day
New Hampshire Hikes
Mt. Major
Rating: 4 Location: Alton Bay, NH Miles: up to 4.5 Elevation Gain: 1,165 ft Dog-Friendly Bathrooms at trailhead
A very popular hike, and for good reason. Depending on the trail you choose, you might find yourself scrambling over rocks or taking a longer but gentler route. Either way, the views of Alton Bay are stunning.
Hazy views from our end of summer hike of Mt Major
Mt. Monadnock
Rating: 5 Location: Jaffrey, NH Miles: 3.9 Elevation Gain: 1,772 ft Dog-Friendly Bathrooms at trailhead
One of the most hiked mountains in the U.S., and for good reason. It’s a true New England classic. But don’t underestimate it just because it’s popular! Bring plenty of water and snacks; this one is a workout.
Mt. Pemigewasset
Rating: 5 Location: Franconia Notch State Park, NH Miles: 3.5 Elevation Gain: 1,260 ft Dog-Friendly Bathrooms at Flume Gorge on season only
A fun family challenge with rewarding views at the top. We even tackled this one as a winter hike, it was a great way to test our gear!
Mt Pemi is even a fun winter hike!
Mt. Willard
Rating: 3 Location: Twin Mountain, NH Miles: 3.2 Elevation Gain: 912 ft Dog-Friendly Bathrooms at trailhead and AMC Hut
A personal Around New England favorite. It’s a steady climb to the summit, with stunning views of Crawford Notch. Pack snacks and water, there’s no better spot for a mountaintop picnic.
Mount Kearsarge
Rating: 4 Location: Winslow State Park, Wilmot, NH Miles: 2.5 Elevation Gain: 1,115 ft Dog-Friendly (on leash) Bathrooms at trailhead
Bathrooms at the trailhead (always a plus). There’s a small fee unless you have the NH State Park plate. The loop trail can be hiked either way. Go counterclockwise to tackle the steep part first and save your knees on the way down. There’s even a tower at the top you can spend the night in (first come, first serve)! A great family hike with a little challenge and a big payoff.
Massachusetts Hikes
Mt. Tom
Rating: 2 Location: Holyoke, MA Miles: 1.5+ Elevation Gain: 627 ft Dog-Friendly No Bathrooms
A fun, fairly short hike with a few steep sections and some loose rocks. There are multiple trail options, so you can make it longer if you’d like. A great family spot if you’re in the area.
Connecticut Hikes
Ragged Mountain Preserve
Rating: 2 Location: Berlin, CT Miles: up to 4.5 Elevation Gain: 620 ft Dog-Friendly No Bathrooms
A peaceful and beautiful hike with more trail than parking — the lot is small! You can take a shorter route, but if you want those great views, be prepared for a bit of a longer trek. Some steep sections at the start, but totally worth it once you reach the top.
Always stop and enjoy the views! Ragged Mt Preserve has some beautiful spots!
We will keep adding hikes as we experience them and think they would be good for the entire family! If you have any we should check out please let us know! Happy Hiking!
Be Prepared for Winter Hiking — Even in the Fall🍂
How to be ready for hiking in the white mountains this fall and winter
I know it might sound silly, it’s 50° at home, maybe even at the trailhead, the fall leaves are popping, and you’re ready to hit the trails. But here’s the thing: those gorgeous higher-elevation mountains? They don’t care what the weather is like at your house.
After a few recent rescues of hikers who were not prepared (clearly they haven’t listened to our podcast or read this blog 😉), it’s time to say it again: don’t underestimate the mountains, especially in Vermont, New Hampshire, and Maine.
If you haven’t already, check out Mike’s full blog on the Ten Essentials. I’m adding a few cold-weather and winter hiking must-haves to that list. But first, a quick refresher:
Map
Headlamp
Sun protection
First aid kit
Multi-tool or knife
Matches or lighter
Emergency blanket
Extra food
Extra water & purification method
Extra clothes
Now let’s talk about a few extra essentials for New England hikers heading out in fall or winter.
Layer Like a Pro (a Warm, Dry, Cozy Pro)
The right layers can make or break your hike. Here’s the golden rule: no cotton. Go for synthetic materials like polyester, or even better, merino wool, it’s my favorite when it’s really cold. Mike has a saying and I am adopting it: there is no bad weather only bad clothing, listen to him he is correct, this time. We have a rule. Start the hike slightly cool, you warm up as you hike. But always have layers ready to go. No one wants to be shivering! Here’s my layering strategy:
Base Layer: Something moisture-wicking.
My favorites are the Lululemon Swiftly Long Sleeve 2.0 Tech Shirt and the LLBean Women’s Cresta Midweight 250 Crew Top.Mid Layer: Something warm and breathable.
I rotate between old race long sleeve tech shirts and my favorite, the Patagonia R1 Air Fleece Hoodie. LLBean also makes some solid fleece options.Pants: I live in my Athleta Fleece-Lined High-Waisted Stash Leggings — warm, stretchy, I love these leggings so much!
Outer Layer: Something weather-resistant. My go-to is an LLBean Classic Puffer Jacket. Mine was an outlet find (of course), but this one is very similar to what I wear all winter.
Socks: Smartwool Hike Targeted Cushion Mid Crew Socks. Warm, comfy, and they last forever. I wear mine year round. It is also not a bad idea to have an extra pair in your bag.
“It’s Just Fall… Do I Really Need All That?”
Short answer: yes.
Even if it feels mild when you start, temperatures can drop fast as you climb. It might be a crisp fall morning at the trailhead and a snowy, icy wonderland at the summit. As I’m writing this, Mt. Washington already has snow!
So along with the ten essentials, toss some extra layers & winter extras in your bag just in case:
Microspikes: These should really be the 11th essential. If you listened to our Mt. Pemi episode, you know the rule — always carry a backup pair! If one breaks mid-hike, you’ll be glad you did.
Check out Kahtoola Microspikes from LLBean. We have scored deals at EMS or Amazon.It is the time of year to add your favorite hat and gloves to your bag. No one wants cold fingers!
Watch the Weather
Don’t just rely on your iPhone app. If you’re hiking in the White Mountains, check the Mount Washington Observatory Higher Summit Forecast — they’re the experts for a reason.
And if the weather looks questionable, turn around. Seriously. The goal is to get back to your car safely, not to make the evening news. The mountain will still be there next weekend!
Also, it gets dark fast this time of year. Bring a headlamp (and extra batteries) because “stumbling through the woods in the dark” is not the kind of adventure you want.
Final Thoughts
Always tell someone your hiking plans before heading out. Be smart, be prepared, and don’t be a statistic. Check out the NH safe card. This is only vaild in NH, Maine & Vermont do not offer this type of card.
The mountains are magical, but they can also be merciless. So pack your layers, check the forecast, grab your spikes, and get out there safely. Winter and fall hiking can be incredible, as long as you respect it.
Hiking the top rated hike in NH
Hiking Lincoln and Lafayette the top rated hike in New Hampshire!
Lincoln & Lafayette – Franconia Ridge Adventure
Lincoln & Lafayette mountains. The view of what you’ve hiked as you start to go down.
New Hampshire’s top-rated hike - Lincoln & Lafayette on the Franconia Ridge!
This was our biggest hike of the year, they’re two of New Hampshire’s tallest mountains, the 6th and 7th highest peaks in the state. These were also numbers 6 and 7 for us out of the 48 4,000-footers. We started this 4,000-footer journey about a year ago, saying we’d just “dip our toes in” and see how it went. We weren’t sure if we’d actually work on finishing the list… but here we are, checking them off one by one. Will we complete it? Only time will tell.
Let’s get into this incredible hike… and yes, it really is incredible!
We always take a picture of the trail head start sign, when we begin. Helps to know how long it takes us
Early Start
We started early. Because this hike is super popular. Like, “parking-lot-fills-before-sunrise” popular. We hit the trail around 5:45 a.m. with our headlamps on. Total hiking time: about 8½ hours (not counting breaks). I’m a slow hiker, so we planned for roughly a mile per hour, and for once, our timing was spot on.
Starting in the dark is always a little eerie, especially in northern New Hampshire. There are a few water crossings early on, and as the sun started peeking through the trees, we could see some pretty waterfalls. It’s been a dry year, so nothing too tricky, but the last waterfall (about 1.3 miles in) is the showstopper. That’s also your final water crossing. The rocks there are steep and could be slippery if wet, so I was very thankful for the dry day!
Climbing Toward the Ridge
At about 3 miles, you hit the alpine zone! Almost to your first peak (though not one of the official 48). You’ll reach Little Haystack around 3.2 miles in.
By this point, the faster hikers were catching up, and the trail started getting busier. Don’t forget to look behind you occasionally (one of my hiking tips) Cannon Mountain starts peeking through the trees here. Starting now, the views basically don’t stop for over 2 miles. It’s unreal.
Little Haystack doesn’t count as a 4,000-footer because it lacks 200 feet of prominence. From here, you leave the Falling Waters Trail and join the Franconia Ridge Trail, which is part of the Appalachian Trail, so you might spot a few thru-hikers!
This ridge is where my camera roll exploded. Mt. Lafayette was covered in a moving cloud for a while, and it was pure magic.
Mt. Lincoln
We didn’t linger long at Little Haystack (it was crowded), so we pushed on. The first official 4,000-footer of the day, Mt. Lincoln (5,089 ft), is about 4 miles in, the perfect PB&J break spot.
From here, we could see what looked like the next peak…but surprise! It was a false summit (North Lincoln), another 4,000-footer that doesn’t count. It’s okay though, the ridge is stunning, and sometimes a little scary with those sharp drop-offs toward Cannon. I was very happy for clear weather.
Peak of Mt Lincoln in NH
Mt. Lafayette
The climb to Lafayette gets steep, we even had to use our hands a few times. The summit, at 5,250 ft, comes around 5 miles in. We stopped for another quick snack but didn’t stay long; the crowds were really catching up by now.
Then came the descent to Greenleaf Hut, about 1.1 miles away, though it looks closer (classic trail illusion). You go down, then up again (of course), before reaching the hut around 6 miles into your day.
This seasonal hut is a gem, a great place for a bathroom break, water refill, or even a snack if they’ve got any left. The day we went, the baked goods were gone (tragic), but they were offering soup and cornbread for a small cash fee. Lesson learned: keep cash in you pack you never know when you can get trail treats!
They also have cold water refills. So refreshing after a hot climb.
The Descent
From Greenleaf, make sure you follow the Old Bridle Path down. Go the wrong way, and you’ll have a much longer day than planned. At this point, it felt like a hiker conga line, so I definitely wished we’d gone on a weekday.
You’re still at about 4,200 ft at the hut, which means there’s plenty of downhill left. This stretch follows Agony Ridge (aptly named), with slick, uneven rocks. I had a few “scoot down on my butt” moments here.
Being a slower hiker can be stressful when people are right behind you, especially when there’s no safe spot to step aside. One guy in particular had zero patience, basically flying past everyone. The next day I saw his post in a hiking group bragging about his speed. Let’s just say… I was not impressed.
If any speedy hikers are reading this I will pull over when it’s safe! Promise!
The Final Stretch
Before ducking back into the trees, you get one last stunning view of the ridge you just crossed. That “we just did that” moment? Pretty awesome.
At around 7.3 miles, you’re back in the woods and even though you think you’re almost done, there’s still 1.6 miles to go. The stairs on the descent tricked me into thinking we were close… but nope. Isn’t that always the case?
When we finally reached the parking lot, we saw the hiker shuttle vans that run between Cannon Mountain and the trailhead , a great option if the main lot is full (which it usually is on busy weekends).
What we just hiked behind us: Lincoln & Lafayette
Final Thoughts
This hike was absolutely amazing and I can’t wait to do it again, hopefully on a weekday next time.
Ratings:
⭐️ Views: 10/10 — jaw-dropping the entire way
💪 Difficulty: 9.5/10 — tough but not soul-crushing
🐶 Dog-friendly: For experienced hiking pups
🚻 Bathrooms: At the trailhead and at Greenleaf Hut
👧 Kid-friendliness: Not a beginner hike, best for experienced hikers or adventurous teens
If you love challenging hikes with unbeatable views, Lincoln & Lafayette deserve a top spot on your list.
My Most Challenging Hike…so far
My most challenging hike so far
The most challenging hike we have done… so far. I don’t know what was wrong with me that day. I had done this hike a few times before—granted, the last time was over 20 years ago. I mean, how much can change in 20 years? Okay, everything can, but I digress. Out of all the hikes we did in the last year or so, this was the hardest on my body and mind.
Mt. Chocorua—this gorgeous, distinctive mountain you see as you’re driving up Route 16 to North Conway—definitely taunted me this time. Some facts before I get into the day: 2,582 feet of elevation gain with over 7 miles of hiking. We hiked on August 23, 2024, and took the Brook Trail up and the Liberty Trail down.
It started like any other hike—lots of walking. What I love about this trail is that it follows a brook for a good part of the hike, making it truly stunning and enjoyable. The ascent is gradual at first and then nonstop up. We got lost a few times as the trail markings weren’t obvious, so we just went the most obvious way - up.
The views from the top are stunning—a full 360-degree panorama that helps with the exhausted feeling. At this point in the hike, I was tired. Like, you know that feeling when your body just wants to melt into the couch? That is how I felt about 3.5-ish miles from the car. Oh, and I had to go to the bathroom. Luckily, there is a toilet (if you will) not far from the summit. With a little relief, we started the slow descent down.
The Liberty Trail was a great trail to descend. It wasn’t hard on the knees, and even with no babbling brook to see and listen to, it was still gorgeous. But with every step closer to the car, I just wanted to be done. And you know when you’re taking a different trail down, you have those doubts like, "Are we going the right way?" But mostly, "Are we there yet?" Towards the end, I was dragging my poles, ready to see the car—most importantly, our car. Mike was a little ahead of me and broke the good news: he saw the car. Still doubting him, I asked, "Our car?" Yes, he assured me, our car. It was the best thing I saw all day!
Since then, we have hiked Mt. Osceola—a 4,000-foot mountain—and the previous year, we hiked to the Hermit Lake Shelter on Mt. Washington. So, I wasn’t a total rookie, but this hike made me feel like it. Earlier in the year, I was diagnosed with Graves' disease. I’ve spoken a little about my health issues on our podcast, and this is it: Graves'. Lovely name for an autoimmune disease, huh? At this point, my doctor had been working on dialing in my medication. Each month, she would either increase or lower my dosage, and it just throws me off each month. It’s hard to explain other than feeling like garbage and not myself. I had told her my energy levels were off—like, really low. I didn’t run any road races last summer after flopping a 10K, I’ve done many times before, in June. I was just not feeling normal. The hard part is that this day started off alright. I woke up with no warning signs that my energy was going to check out. Just before the peak, I started to feel tired as my energy dipped, and no amount of snacks or water made me feel better immediately.
We made it home, and Mike helped me out so much that day—okay, all the days—but I really appreciated him being the one to get the food. I felt so worn out after this hike that I just wanted to go home and get takeout. You know it was bad when I didn’t want to stop for food. So, we ordered burgers from one of our favorite spots, BRGR BAR. Legit, their burgers and fries are the best, in my opinion, and just what I needed to make myself feel better. They’ve been my go-to spot for burgers after every half marathon or anytime I really want a real, good, hearty burger. They also have adult milkshakes if you eat in house that are pretty delicious in my opinion.
After all that, would I do this hike again? 100% yes! I might try a different trail, as I’ve done this one a few times. Next time, I think I would hydrate with electrolytes better and fuel like I was running a half marathon. Here’s hoping my Graves' disease is in better control this year too! I have a lot of big & little hikes I want to do.
Want to hear more details about this hike and others? Check out our podcast: Around New England.
Best Family Hikes
Taking a family trip to New England and want to get out and hike? Check out the best hikes for each age group for your family.
Want to get the entire family into hiking? Not sure where to begin or who to trust with your hike plans? Look no further—we've got you covered!
White Mountains NH
Mt. Agamenticus in York, Maine
Perfect for all ages! If you have preschoolers or beginners, this is the best little mountain to start with. There are multiple trails, some longer and some shorter. The Ring Trail, when followed clockwise from the parking lot, features a seasonal story maintained by the Friends of Mt. A. The Ring Trail circles the mountain without reaching the summit, but several trails branching off lead to the top.
I personally love the Ring Trail not only for the story but also for the views and the old ski lift from when Mt. A had skiing. The trail is just under 2 miles, and the mountain's total elevation is 692 feet. The views from the top are beautiful—you can see the ocean and, on a clear day, well into the White Mountains of New Hampshire. Dogs on a leash are welcome, so bring the entire family! Plus, if you hit this one early in the day, you can finish with a bagel and iced chai from the Bagel Basket.
Mt A
Mt. Major in Alton, NH
We love this mountain and have so many fond memories of hiking it as a family with friends. Located not far from Gunstock, it was a perfect step up from Mt. A and still close to home, or at least our home.
There are a few trails here. The Boulder Loop Trail (marked with blue blazes) offers a more direct route to the summit. Alternatively, you can take the Mount Major Trail, which involves a good amount of rock climbing, or opt for the Brook Trail, which is a little longer but less steep. The overall elevation here is about 1,800 feet, and depending on the trail, your round-trip mileage will be approximately 3.1 miles with an elevation gain of over 1,100 feet.
This mountain is perfect for the entire family, including dogs on leashes! Elementary-age kids are the sweet spot here—it’s a great confidence-building hike.
Mt. Kearsarge in Warner, NH
The trailhead is located in Winslow State Park. This mountain is a bit more challenging than Mt. Major. The round-trip hike is about 3 miles but involves a steeper ascent.
We hiked the Winslow Trail up and the Barlow Trail down. The elevation gain is about 1,100 feet, and the mountain's overall elevation is just over 3,000 feet. The 360-degree views of the White Mountains and into Vermont are incredible.
The ascent is steep but just challenging enough for kids and dogs (on leash). At the summit, there is a fire tower (usually closed to the public) and a picnic table area. Keep in mind that there is a fee to enter the park. Perfect for older elementary kids and older.
Mt. Willard in Crawford Notch, NH
The Mount Willard Trail starts at Saco Lake by the old train station. This trail is about 3.1 miles round-trip with approximately 900 feet of elevation gain.
There are a few water crossings and some rocky terrain, but the trail is well-marked. The summit, at about 2,900 feet above sea level, offers a stunning, jaw-dropping view of the Crawford Notch area, including the beautiful Willey Mountain Range. If you time your hike right, you can even catch a glimpse of the scenic railroad train passing through the notch.
Fall can be very busy, but the views are stunning year-round. We prefer to avoid peak season to enjoy the trail without the crowds. We love this hike for a step up from Mt A elementary age kids and older. There are no rock climbing or scrambling. We appreciate the lack of any technical aspects of this hike. Perfect for beginners or experts alike!
Basin Cascade Trail in Lincoln, NH
This trail is accessible from the Franconia Notch Bike Path and is perfect for even the littlest hikers. You can push an off-road stroller for much of the trail after the pavement ends.
The trail follows a series of waterfalls and smoothed rocks, creating a beautiful and unique hike. There are deep pools where people wade and cool off. You can hike as far as you like, but the full out-and-back trail is about 2.6 miles. The trail increases in steepness as you go, with the lower sections being the busiest. Because that is where the view is.
There is a fee for parking, and it is strictly enforced due to the trail's popularity.
Diana’s Baths in Bartlett, NH
A must-do activity if you're visiting the North Conway area! This easy hike is part of the U.S. National Forest System, so there is a self-pay kiosk for parking, and the lot can get busy on popular weekends.
This hike is perfect for little ones and grandparents alike. It’s a short walk to the viewpoint area. While there are some rocks to climb if you want to get closer to the water, climbing is not necessary to enjoy the view.
If you like this list or want more suggestions check out our podcast for more details about all of these hikes and other outdoor adventures Around New England.
Thanks Mike & G.