While Western Massachusetts may not be the most obvious choice for ski vacation destinations, rest assured that this charming region—home to the Berkshire Mountains—also boasts an excellent ski scene to boot. With five incredible ski resort mountains to choose from and this list of impressive lodgings in the area, you will truly be spoiled for choice when it comes to planning your winter ski vacations in Western Massachusetts. Spend your days on the slopes working up a sweat and likely an appetite. In the evening, you will have the luxury of retreating home to your very own private lodging where you can rest, relax, and enjoy the sweetness of doing nothing. Regardless of whether you prefer rustic charm or modern luxury, this list is sure to have just what you are looking for.