Hey Shraddha, Dehradun acts as a gateway for many treks in Uttarakhand and Himachal.. There are few treks like Nag tibba, Pari tibba,
Rupin pass, and many more which starts from Dehradun... The climate will be pleasant here and now in winters it may see snow also ... For hitchhiking from or in and around Dehradun there are few places like Haridwar and Rishikesh.... Mussoorie is also a 30 Kms distance from Dehradun .... Happy Travelling!!!
Weather of Dehradun is quite pleasant right now and it would be a perfect place to head out to. I'm suggesting you a few places you can visit while in Dehradun Robber's Cave, Tapkeshwar Temple, Shikhar Fall and Buddha Temple