Kearsage North on the Bartlette Conway line is hard to beat with enclosed fire tower with 360 degrees views, much of the lower trail is south facing but the summit cone in on the west/NW side so it can cool down quick . Traction is required as it can ice up. Its used a lot by locals so it usually broken out. Parking can be hassle. South Moats off the Passaconaway Road is also south facing with good wind coverage to the west. Its used a lot by locals. It can be cool at the top. Another bring traction trail.
Mt Pierce via the Crawford path is the hard to beat, its got great wind cover and super well graded with hard to beat view. The last 200 yards loses the wind cover and its a sample of what someone can run into on more exposed summits. The trail can be sidewalk down low but can drift in with snow up high and spruce traps can be challenge. Mt Jackson is similar but there is steep ledge just prior to the summit that frequently is icy and traction is almost always required. It can be cold on the summit. If its nice day the detour to Webster via the AT and then down the Webster Jackson trail makes a nice loop but the trail along the ridge can fill up with snow quickly and deeply even though the trail up is broken.
Note most trails are broken out within 2 or 3 days of a snowstorm and many neophytes skip carrying snow shoes. That is a rookie mistake and shows that they lack any winter hiker cred. Buy snowshoes, figure out an easy to do way to attach and detach the snowshoes from the pack with gloves on and take them for a walk. If you start to posthole, put them on and come to the realization that you should have put them on 15 minutes ago
Chocorua has a summit cone that can be challenge to new hikers. There is no easy way to get to the actual summit without traversing steep ledges in spots. For these who do not like heights, it may not be great one to start on.
The Welch Dickey loop is hard to beat but there is some exposed ledge on the ascent. Its quite sunny and the parking lot is plowed for a lot of folsk. Almost everyone does is counter clockwise so even if there are lot of people out on the trail it doesnt seem that crowded.
The other standard warning is have two hikes planned and a backup. Listen to the Mt Washington Forecast the night before but before getting out of the car at the trailhead in the AM check the morning update and decide if the weather is good enough for your primary hike, if not consider a backup hike
The RMC local trails in Randolph are shorter but some have good views. Lookout Ledge from Randolph Hill road is a short hike without a lot of elevation. If you want a bit more workout, do it as an out and back via the Ledges Trail from Durand Road. I am biased as part of it goes across my property
