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

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 Major

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 Kearsarge

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!

Mt Willard

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.

The Basin

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.

Diana’s Bath

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.