I visited this peaceful West Sikkim Town in on November'06. Let me go into the details so that it will give you a deeper idea. This town is small and only way to connect is through roads. Tourist facilities like hotels, restaurants etc are not in plenty. Though there are a couple of good hotels, but you need to plan ahead and book one before you reach this town. Ideally your journey will start from New Jalpaiguri(NJP) or Siliguri (both in West Bengal). Over here itself you can book your hotel. Options are few but ideally you can choose from luxury to lower ends. We chose a economy hotel. One more thing here. Most of the hotels provide all three major meals. While you book you can clarify this. The cost is very much season dependent. During Sep-Oct, the costs are high. At the onset of winter prices fall as few tourist visit the place. But this doesn't mean you dont get the cream. Infact, I would suggest to tour Pelling somewhere in early November. Your mode of transport will be Tata Sumo or Mahindra Max. If you are travelling in a group of aout 5-6, it comes cheaper (cost per person) as you may like to book the entire cab. It takes about 4-5 hrs from Siliguri/NJP.
The most attractive thing about this place is the majestic view of Kanchenjonga range it offers. Wake up early (before sun rises). As light pours in, and dawn goes to morning, the colour of the now covered mountains changes from Silver to amber then to gold. This is a breathtaking sight. These snow-covered beauties are perfectly visible only during the first half of the day. Towards noon, clouds gather and almost cover them up.
Nearby, there are a couple of good places to visit. Like Khechupalri Holy lake, Rock Garden, Pemayangtse Monastery, Rabdantse Ruins, and couple other falls. All these can be covered in a local trip.
On the bad side, all I can say is, the hotel was a little bad choice. In a way, food was good but cleanniness was an issue.
Overall, it was great being there. It was refreshing and I enjoyed every moment of my stay in this peaceful town.