"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

"I needed the Osceolas to close out my 8th loop, but I didn't need them for anything else. I headed up the Tripolii side, crossed Osceola, then down to East Osceola to finish my loop. I then went back over Osceola, and took the faint herd path towards Middle and West Osceola. I needed West Osceola for my TW72. There was a view over there. I then came back up the herd path and headed back to the car. " — newenglandwarrior • Jun 11, 2021

"Osceolas and Middle Osceola today. Holy crap, were there people out. Roughly 60 people on the summit of Osceola. We will not be doing 4000 footers on the weekends this summer. " — newenglandwarrior • Jul 18, 2020

"With my Grid for March done, now I would help out others. Joined Juel on an attempt on the Osceolas. Couldn't park at the trailhead. Had to park slightly up the road. Steep as always going up East. We tagged both summits." — newenglandwarrior • Mar 5, 2019

"Great hike up E. Osceola and over to Osceola. Tons of snow. Pretty decent footing, even in the steep sections. Going up and down the chimney is a wild thing in snow and ice. Sadly, nothing but thick fog on the summits. Snowshoes door to door." — Alohabuffy • Feb 3, 2019

"It has been awhile since I combined both of these hikes into a day. But I needed them for my Grid and didn't have much time. This was my last hike in October in NH. Tecumseh was quick. Same with the Osceola's. Didn't feel to bad after hiking the Osceola's. Picked up 3 peaks today. " — newenglandwarrior • Oct 5, 2018

"2 semaines solo de pure plaisir à faire du hiking à différentes places dont les Whites Moutains. Derniere journée de mon voyage. Mes pieds et jambes me disent d'arrêter maintenant! Je vais les écouter et faire ces deux derniers sommets avant de quitter. Encore une fois, ce fut une très belle expérience. J'ai adoré la vu rendu au sommet! C'est vraiment magnifique!!!!" — fsoucy76 • Sep 30, 2018

"Solo. 4/48. Continued from East Osceola (see previous report) and was just enamored with the corridors of green between the two mountains. I passed quite a few people in the col, and stopped to talk to a delightful couple, the woman telling me she is 76 (!!!) and started hiking at 65 (!!!), gosh I hope I am hiking at that age, she is my spirit animal. And didn’t look a day over 55, I was shocked! I scrambled and walked and scrambled and walked, and as I neared “the chimney” I heard some colorful language and heard what I recognized to be the sound of trekking poles being thrown from a height, which is where I met Jed (Jeb?) an excellent character hailing from Boston with a heck of an accent, barreling down the chimney. I stopped to speak to him for a few minutes and continued on my way, (& as Jed/Jeb promised, the chimney “ain’t sh*t”!). I slogged along on my hurting legs, and suddenly. The summit. Oh! Wow. Words really can’t describe. I took a couple of photos for 3 girls about my age, had them take a couple for me, relished my summit beer & hung out for about 20 minutes just enjoying the hell out of the view. What a perfect day. It was very windy and brisk at the summit, glad I h..." — kellieirene • Aug 23, 2018