Clothing and Gear:
Meetup.com has numerous groups for hiking in the White Mountains. Each one is unique and you may join multiple groups to have a better chance of seeing a hike you want planned.
Two forums that are great places to get honest advice, become inspired, and share your hiking adventures!
There are also many groups on Facebook:
Plus you can find Trail to Summit on Facebook!
SOLO Wilderness First Aid (plus other courses)