Thank you for selecting the Berkshires as your next travel destination. We look forward to having you visit us here in the beautiful Berkshire hills. The resources on this site make planning your trip a snap. Sample Itineraries offer ideas on how to spend your vacation and be sure to check out the map so you can get a lay of the land before arriving. Inform your decision on when to take your next trip with our Sampling of the Seasons guides. Explore The Berkshires town by town and learn about each area’s unique character. Be sure to add a variety of towns to your Berkshire itinerary.