My Itinerary

Click the heart to favorite travel ideas and inspo. Then copy/share your itinerary to save your favorites for when you’re ready to book the perfect Berkshire getaway.

Share Link

No favorites have been saved

Suggested businesses to add to your itinerary

Featured

Life in the Berkshires

Two women sit laughing while eating at the Prairie Whale

Dining at the Prairie Whale. Credit Kacey Hatch.

Living Here

Welcome to the Berkshires – Right Where You Belong!

Published on April 10, 2025

A couple sits fireside at the Williams Inn with glasses of wine

The Barn Kitchen & Bar at the Williams Inn, credit Great Sky Media

Things to Do

Berkshire Itinerary Trails

Published on April 07, 2025

Food and Drinks

More Than a Meal: Baystate Hospitality Group’s Commitment to Food, Community, and Growth

Published on March 20, 2025

Four blue lounge chairs circle around a fire pit outside the Blue Vista Motor Lodge. In the background the trees and mountains filled with colorful foliage.

Blue Vista Motor Lodge. Photo by Cathleen King.

Nature and Recreation

Fireplaces to Chill By Trail

Published on March 04, 2025

Get the Official Guide to the Berkshires

Berkshires Blog