Region
Highlights
Routes
111 climbs • 3.5 mi • 1,997 ft gain • 4 hr 47 min
61 climbs • 6.8 mi • 2,855 ft gain • 5 hr 47 min
8 climbs • 7.4 mi • 2,767 ft gain • 5 hr 22 min
4 climbs • 7.3 mi • 2,887 ft gain • 6 hr 3 min
2 climbs • 6.0 mi • 2,578 ft gain • 5 hr 34 min
2 climbs • 6.6 mi • 2,864 ft gain • 5 hr 11 min
Latest climbs
"Awesome view on Osceola! You get to see a view of the whole valley, but if you are going to do East Osceola, prepare to be disappointed. The thing about doing both though is that you can climb the chimney, which is basically rock climbing, but you should do it coming back to Osceola, because it is up 90 degrees." — Wafflepeakbagger • Sep 21, 2025
"Hiked up the Osceola Range today after camping at Russell Pond. Trail up Osceola from Thornton Gap is very easy; only 2000 feet of elevation gain. Summit views of the Tripyramid Range were beautiful. East Osceola didn't offer much in the way of views but it is one of the 48 so it must be done. The Chimney is pretty overrated I think. It pales in comparison to a truly challenging scramble like the Saddleback Cliffs in the ADK High Peaks. Overall, definitely an enjoyable hike an an easy trail for two 4000 footers." — elimihuta • Jul 23, 2025
"A solo hike after hiking out from Lonesome Lake Hut and say goodbye to Nancy. Drove on Tripoli dirt road and paid my $5. It was a warmer day than yesterday. Lots of people on the trail. Boulder walking at the start was annoying! Some open face rocky sections and rooty parts. Nothing too crazy. The trail got better closer to the top. Saw a ski area on the way up. Beautiful views at the open summit. Found 2 geological markers. " — lfrancois • Sep 10, 2024
"Perfect dry weather on a summer day. Heavily trafficked and nicely maintained trail. Got to the parking lit at 8 am and parked outside along the road. The ascend was quite nice, more like a moderate hard, just needed to be patient with climbing the rocks, but the descend was humbling." — sunny • Jul 21, 2024
"Beautiful day. Parked at greeley lakes trailhead. Many people between the two peaks, seemed like most were coming from other parking lot. Chickadee and Winter Wren... 7.14 miles out n back..." — ryangallant • Jun 15, 2024
"One week after a big snow storm, still tons of snow in the Whites and a lot of the main trails are broken out. Greeley Ponds trail to the Osceola trail were broken out but tons of uneven terrain. Great weather but an exhausting hike. Snowshoes door to door. Keep those post holes to a minimum." — Alohabuffy • Mar 31, 2024
"Joined up with a friend that was working on a gray jay project with a couple of students. We headed up the Tripolii Rd side to Osceola, then onwards to East Osceola. Once we returned to Osceola, the trio gathered their bird equipment and we headed off the mountain. Sunny day today. " — newenglandwarrior • May 27, 2023
"A couple of peaks for some Grid gains. Managed to bare boot a ways up East Osceola before putting on microspikes. Tagged the summit, then headed over to Osceola. Windy up there but I was sheltered. Beautiful day otherwise. Headed back down the same way I went up back to the Kanc. Only person out today. " — newenglandwarrior • Dec 13, 2022
"Based on a blog post by the Mountain Wanderer, we decided to head up Osceola and do a little side trip to Middle and West Osceola. Very nice fall weather, not too many hikers. Followed a herd path .2 mi south of Osceola summit towards Middle Osceola. After about .3 mi we found a canister and a nice ledge with great views. Peakery doesn't recognize this middle peak. Kept going further west on the very tight herd path to eventually scale West Osceola (and another canister), about another .3 mi. Hung out on Peggy's Perch, a great ledge view east back toward Middle and Mt Osceolas." — Alohabuffy • Oct 12, 2022
"An Osceola and Tecumseh kind of day. I needed all 3 for my May Grid. Tripolii Rd was open and I headed up Osecola from that side. I made quick time and tagged the summit. Overcast day. I then headed over to East Osceola and tagged that summit. On the return, I went up the chimney. I also saw the butt end of a snowshoe hare before the Osceola summit. I quickly reached my car on the descent. For Tecumseh, I went up the back side. It is longer but more mellow. I got to use my silky saw for the first time and delimbed a blowdown on the ascent. I tagged the summit and came back down. " — newenglandwarrior • May 26, 2022
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Awards
Challenges
About peakery awards
Log climbs on peakery to earn awards:
Peak Badges: Earn a special badge for each unique peak you summit. See all of your badges on your Badges page.
First Ascent Award: Only 1 available per peak. Goes to the first peakery member to log a successful summit of a peak. Snag this award and the peak will forever bear your name.
King of the Mountain Award: Only 1 available per peak. Summit a peak more times than any other member. Beware: this award can be lost!
Summit Steward: Summit a peak at least 5 times to become one of its Summit Stewards. As Steward of a peak, you’re encouraged to keep that peak’s info up-to-date on peakery and spread goodwill on your future climbs up the peak.