Looking for a great trail near Jaffrey, New Hampshire? AllTrails has 27 great hiking trails, trail running trails, views trails and more, with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers, and nature lovers like you. If you're looking for the best trails around Monadnock State Park or Watatic Mountain State Wildlife Area, we've got you covered. Gearing up for a challenge? There are 12 hard trails in Jaffrey ranging from 3.6 to 7.5 miles and from 1,263 to 3,149 feet above sea level. Start checking them out and you'll be out on the trail in no time!

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Jaffrey, New Hampshire Map
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hiking
rocky
scramble
snow
3 days ago

It's been a while since I was out hiking and this was a great reentry to winter hiking. We took White Cross for the ascent and descent. The snow is fairly packed down with patches of ice so microspikes are a must right now!

Probably the most crowded trail on mount monadnock. If you don't like the crowds, I suggest finding an alternative way of getting up the mountain.

I've hiked mount monadnock about 16 times. All the trails are great. Just know that Mount Monadnock is very crowded at the top.

An absolutely beautiful trail, especially in the winter. I hiked it beginning of December. At that time, very icy. The ice formations and changes in terrain throughout the hike were so cool! Crampons highly recommended. Bring a portable phone battery if you’re looking to take pictures - it’s so cold near the summit that my phone’s battery was drained!! Too bad, because the summit was beautiful and it felt like such a WIN to complete.
Warning, toward the top, it was pretty scary to climb at times since it was slippery and icy.

Fun trail, need spikes in numerous areas, snowshoes helped early on. White arrow was completely iced over, wouldn’t do it with anything less than micro spikes.

One of my favorite winter hikes... the trail up to where you clear the trees resembles a frozen stream... be sure to wear spikes or crampons.
Coming down is far more challenging than going up in these conditions... but what a great hike.. worth the 2 hour drive from Connecticut for a day hike!

Definitely needed the micro-spikes today, but the views were amazing. Make sure you plan on extra time for the descent if you go soon, everything is icy!

This is a great hike. Lots of others hiking and enjoying the scenery from the top. A few strenuous sections, but overall a pretty consistent challenge.

Did this trail in peak fall foliage season and loved it, though no matter how you dice it there will be lots of others with you and I prefer a more solitary hike. Still beautiful views on top !

Fun trail great to do with family and friends. Can’t beat the view.

Another beast of a New England hike. The white dot trail goes pretty much *straight* up Mount Monadnock (who needs switchbacks?). It’s technical and challenging, with lots of rocks and scrambling but a great workout. Might not be the best choice for kids. I think it’s longer than AllTrails says, I turned on Strava and it said it was 5.1 miles up and back. I went up on Dec 23rd, right after a big rainstorm so most of the snow was gone, but it was pretty icy in places. I managed it without micro spikes but they wouldn’t hurt to bring. The view at the top were incredible (so was the wind and cold).

This is my favorite mountain. I grew up nearby and any chance I get when I visit New Hampshire I trek the White Dot trail. I have a cousin who has hiked Monadnock thousands of consecutive days setting a record. The views are incredible in the summer, fall, and winter. White Dot is difficult. 800 to 3100 feet in one mile. Be somewhat fit, bring water, dress properly, and use caution on the granite. It can be hazardous to your well being. On clear days the Boston skyline can be seen, Canada and Vermont are visible and many lakes, ponds and church stepals are also visible. My favorite butt kicker trail.

hiking
2 months ago

Definitely a tough hike, but such a fantastic and fun trail. Be prepared for plenty of quick elevation gains. The views once you get above the tree line are awesome! Coming back down can be a challenge if there's wet rocks. Can take anywhere from 2.5 to 4 hours from trailhead to summit depending on your pace.

hiking
3 months ago

Nice, quieter trail up to the summit. Easy walk up the road to the white arrow trail and moderate hike until the last half mile or so where there are quite a few scrambles. The trail was icy when I went and I slipped and tweaked my ankle ~100 vertical feet below the summit and didn't quite finish, but the views up to that point were very good. I'll definitely revisit this trail in summer when the ice is gone.

This is a very unique hike which is totally different from any conventional hiking trails you’ll find in the sierras. Definitely worth doing at least once. Be careful; it’s very easy to slip and fall. Views are OK, not much to look at honestly.

Climbed for first time. Not a traditional walking trail. Trail begins at white dot trail over rocks and tree roots and ascends quickly. Lots of granite on trail. In fact the “trail” turns to all grainte rock scrambling most of the way, sometimes crab walking on all fours becomes necessary. The summit is beautiful. Getting down equally rocky. Follow the trail markings, take your time, enjoy to views.

Really great hike!! First mile is relatively simple, second mile is more climbing than hiking. We underestimated how cold/windy/icy the hike would be towards the summit. Wear good hiking shoes and many layers!

Great hike with a good mix of wooded hiking and rock scrambling above the tree line. Includes a false peak. Be prepared, it’s 10-15 degrees colder at the peak vs the base. It’s also very windy at the peak. The payoff is worth it at the peak as the views are stunning. So many great photo ops during the climb. I took the White Dot trail up and the White Cross trail down. The White Cross trail is supposedly less steep, but it still is a steep rocky decent that can take its toll on the knees and ankles. These two trails are heavily trafficked so be prepared to make the hike with 1,000 of your closest new friends. All-in-all, a solid day hike!

Always a great hike! I enjoy the challenge of the Rock scrambles and the sense of accomplishment and freedom when I reach the top. Amazing views well worth the hike. Bring more water & energy boosting snacks than thank you think you need as this hike will have your legs working extremely hard most of the time. Can’t wait to climb this one again.

Amazing! Really good for my first time hiking!

I loved the trail! It was challenging even when you are prepared and have the proper gear. I wouldn't recommend doing this without good good hiking shoes!

This was a challenging hike for me, harder and longer than Monte Rosa-White Arrow or the Dublin Trail. The ascent on White Cross was VERY crowded; a school trip of over 100 teenagers was coming down as i started up, making it impossible to hit a stride. The views approaching the summit were spectacular on this clear fall day. Descending via Pumpelly to Cascade Link is longer but less steep and a nice change from the other approaches. This part of Pumpelly is entirely marked by cairns. Cascade Link, marked by an orange dot, was muddy and had some tricky, near-vertical root & rock parts. My cell phone died on the 5 hr hike so i didn't get a recording.

Loved everything about this trail! It wasn’t as busy as white dot, was challenging in part, and was beautiful. My new favorite way to get to the summit.

Much less crowded but makes for a steep, quick ascent.

The Monte Rosa ascent is less trafficked and wonderfully scenic, featuring a pre-peak before summiting Monadnock. In mid-Oct it was pleasantly cool until I got to the bare rocks, when the wind and cold kicked in. Top was crowded and chilly. I took the White Arrow trail down, which as others have noted is challengingly steep. Go slow, choose your footing, and crab walk as needed. Worth it!

I loved this hike! Every bit as beautiful and fun as everyone makes it out to be.

hiking
4 months ago

Great trail- was really slippery (rain for days) and the top was packed. We ended up going back down to a lower view to avoid the crowds. I would do this trail again.

Absolutely love this hike but if you have any hopes of finding some peace and quiet on the mountain, definitely do it on a non-holiday/non-school-vacation weekday. Even early on an autumn Monday I encountered a decent number of folks on the trail, and there were probably 15-20 others at the summit despite the cold temps (~45 F at the summit) and brisk winds. I went up White Dot and down White Cross. It's a lot of elevation in a short distance, definitely challenging in some sections but so satisfying to accomplish. The last bit leading to the summit is very exposed, which I find thrilling in a simultaneously nervous/awed kind of way. Gorgeous views on a clear day, both from the summit and from a number of outlooks along the way.

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