Snowmobiling Weekends in VT, NH & Maine
Snowmobiling in New England isn’t just a hobby — it’s a winter lifestyle. From deep forest trails to wide open mountain runs, Vermont, New Hampshire, and Maine offer some of the best riding in the Northeast.
Northern New Hampshire, especially Pittsburg and the Great North Woods, is legendary among riders. With hundreds of miles of interconnected trails, scenic overlooks, and classic snowmobile lodges, it’s a go-to destination for winter weekend trips.
Over in Maine, areas like Rangeley, Jackman, and the Moosehead Lake / Greenville region are snowmobiling gold. Long seasons, reliable snowfall, and trail systems that seem to go on forever make Maine a bucket-list ride for serious sledders.
Don’t overlook Vermont, either. The Northeast Kingdom (like Island Pond) is known for beautiful wooded trails and rolling terrain, while mountain areas near Killington and other ski regions give riders plenty of places to stay, eat, and unwind after a long day on the trails.
Snowmobiling trips are rarely just about the ride — they’re about the full weekend experience. Cabins, lodges, fire pits, great food, and your crew all in one place. That’s where we come in.
VIP Entertainment Inc. helps groups across New England plan unforgettable bachelor parties and winter getaways. If your snowmobile weekend could use some extra entertainment back at the house or lodge, we make it easy to set up fun, professional party entertainment that fits your vibe.
Ride hard, stay safe… and make the weekend one your crew will be talking about long after the snow melts.
Or if you are the type of person who likes to text for get a price quote for a party…
