Dehradun has a well known saying "Don’t trust weather & girl in Dehradun". hahaha. joking. well Dehradun has awesome weather conditions and many places to visit such as Sahastradhara, IMA, Clement Town etc.
Best thing about Dehradun is at any time of the year, a single person, couple or family can enjoy the sightseeing of Dehradun and its nearby places. The hotels in dehradun are really the cheapest ones as compared to other cities. I have booked many hotels through just a phone call.