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
Rating: 2 Location: Bridgton, ME Miles: 3.7 (can be less) Elevation Gain: 833 feet Dog friendly NO bathrooms
A very fun family friendly hike with some sneaky steep parts, they can be avoided. This is a choose your own adventure type of hike! Pro tip: hike in the fall (but make sure you have your orange).
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.
Blue Job
Rating: 1 Location: Stafford, NH Miles: 2 Elevation Gain: 430 feet Dog Friendly No Bathrooms
Want to get your kids into hiking? This is a great spot to start. At only 2 miles Blue Job & Little Blue Job offers beautiful views on a clear day, or even cloudy we appreciated the views and a fire tower! Fun for the entire family.
Pro Tip: Be careful of the slippery leaves in the fall!
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!
Our Favorite New England Breweries We Have Stopped at… so far
The best breweries we have visited so far in New England
Tuckerman Brewing Company
Our original brewery. Well, at least in terms of drinking their beer. I’ve been a fan of Tuckerman beer since my college days—way back when dinosaurs roamed the Earth (or at least before cellphones where a thing). They didn’t always have a restaurant, and I’m not exactly sure when they opened their tasting room, but it’s been a few years now.
Located in Conway, NH, Tuckerman has an awesome vibe. They serve a variety of pizzas and, of course, beer. A sampler is always a fun way to go if you like to mix things up. The main indoor space is wide open, featuring beautiful images of Mt. Washington, which is fitting since you might need a beer (or two) after hiking it. They also have a large lawn area, food trucks, and live music on occasion. If you’re in the area, check them out—I know I always do!
Tuckerman Brewing Company - Conway, NH
Zero Gravity
Located in Burlington, VT, Zero Gravity will forever be on my “must-do” list when we’re back in the area. Their Beer Hall has a cool, cozy vibe, with comfy couches mixed in among the tables and a rich, dark-wood interior. It’s a great spot for the whole family—because yes, even kids appreciate a comfy seat while their parents sip craft beer.
The food here? Absolutely amazing. And for non-beer drinkers like Mike, they even brew their own non-alcoholic beer called Rescue Club—As they state on their website: “The people make the party, not the alcohol”. The menu features unique options like kale salads and rice bowls alongside classic burgers. A win-win!
Stoneface Brewing Co.
This one is a local favorite for us. Their menu constantly evolves, but they keep some delicious staples that never disappoint. Every time we eat here, we leave full and happy, which is really the only acceptable way to leave a brewery.
It’s a great place to meet up with friends, grab a quick bite on your way north, or just sit and enjoy a solid meal with a great beer. Trust me—the food and beer here are worth the stop.
*No pictures! I guess when you go often & you love it so much you don’t take as many pictures! Will update next time we visit though. Just trust us the food and vibes are immaculate.
Whalers Brewing Company
This one was new to us. On a recent trip to Rhode Island, we decided to check out Whalers, but there was one thing we didn’t realize—they serve beer. And only beer. Yep, that’s it.
We went in a bit naïve (okay, maybe just me) because I assumed every brewery would have at least something non-alcoholic. You know, a rogue can of soda hiding in the back. Not here! But what we did learn is that you’re welcome to bring your own non-alcoholic drinks. They even have menus for local takeout spots, or you can bring your own food while you sip their beer.
The space itself is great—various seating options, a couple of pool tables, and cornhole. It’s the perfect spot to hang out with friends, even if you need to BYO-Soda. They are also dog friendly! So you can bring your fur babies here as long as they remain on their leash, so cool!
Maine Beer Company
Maine Beer Co. makes one of my all-time favorite beers—Lunch. (Yes, that’s the name, and yes, it’s absolutely delicious.) I also love Dinner. And yes they do have a Breakfast beer, I haven’t tried it, yet! But I am sure it is amazing!
While driving through Freeport, I discovered they have a tasting room and serve pizza. And let me tell you, the pizza is fantastic. The setup: a host seats you, but you order your beer and food at the bar. The restaurant is bright, open, and airy, with a great view into the brewing area. If you’re anywhere near Freeport, this is a stop worth making!
Schilling Beer Co.
Located in Littleton, NH, Schilling is an absolute gem. The brewery is housed in a rustic old home, perched right on a river next to a covered bridge. It’s basically the most picturesque brewery setting imaginable.
The ambiance is cozy—with exposed beams, rustic wood charm, and that warm, welcoming feeling that makes you want to stay a while. And while their beer is great, let’s talk about the food. The pretzel appetizer? I know you can’t see me, but I’m actually drooling just thinking about it. Their pizza ranks among my all-time favorites.
We love stopping here after a hike or a ski trip up north. And if you’re in Littleton, the whole town is worth a visit—quaint bakeries, fun shops, and of course, Schilling itself.
We have not been to all the breweries this list is our personal favorite places we highly recommend them all! As we discover new spots we will keep updating this list.