Berkshire County Vacations & Trips

Less than you might think — from as low as , actually! By bundling hotels, flights and car rentals into a custom-made package, your Berkshire County escape is only clicks away.

Booking a Berkshire County vacation package with Expedia is a smart way to save. We have over 550 air carriers and 1,000,000 hotel options globally. With such a fabulous range to choose from, you’ll have no trouble creating your dream adventure.

For properties in Great Barrington with cozy beds and friendly service, look up Hampton Inn Boston - Logan Airport and Boston Park Plaza. If you’re visiting Hancock as well, you can look forward to a good night’s sleep at Hilton Boston Logan Airport or Sheraton Boston, a Marriott Hotel.

While not all air carriers release ticket prices early, it’s usually possible to compare international airfares on Expedia up to a year in advance. This is the time when you can score some fantastic deals. If you’ve left everything to the last minute, you might still be in luck. Low prices occasionally emerge a few weeks before departure.

Choose from a combination of hotels, flights and rental cars. Once you’ve made your booking, you can add some activities and experiences. Want to pick your fare class? That’s easily done too. The choice is yours when it comes to arranging your perfect Berkshire County getaway.

Our prices are already low. However, you’ll score even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll get transparent pricing and lots of choice.

Most definitely. Expedia has over 550 airline partners to choose from around the world. With so many choices, finding the ideal carrier to get you to Berkshire County will be easy.

It’s difficult to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your Berkshire County vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.