The Berkshires, MA Vacation Packages

You’ll discover information explaining The Berkshires travel restrictions, quarantine policies and much more by going to our Covid-19 Travel Advisor.

Our The Berkshires vacation packages, which start from as low as , are an ideal way to save big. Pick your preferred hotels, flights and rental car to create your perfect trip.

You sure can, and we’re here to help. You may be able to cancel or amend your The Berkshires vacation package for free within 24 hours of booking. But you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your travel plans suddenly change, have a look at our Customer Service Portal for more information.

Bundle your bookings with Expedia and save up to $583*. With over 550 air carriers and 1,000,000 hotels globally, your The Berkshires vacation package can be tailored exactly to suit your budget. With all those extra dollars, why not add in one or more interesting experiences and tours? That’s the easiest way to unlock even more bargains. The vacation you’ve always dreamed of in The Berkshires is much closer than you thought!

When it comes to hotels in Lenox, Hampton Inn & Suites Berkshires Lenox and Yankee Inn are two great options. If you’re considering heading to Williamstown, The Orchards Hotel and Berkshire Hills Country Inn look forward to welcoming you.

Anytime is a great time of year to take a break in The Berkshires, but you’ll likely score the best deals in . Prices tend to go up in , so expect to pay more for your hotel and airfares. Love sightseeing but don’t like big crowds? Lock in your The Berkshires getaway for . Typically, it’s a lot quieter than in .

It can be difficult to know exactly when is the ideal time to book your trip to The Berkshires. But usually the earlier you book, the more affordable the prices. Sometimes, you can book your flights and hotels up to 12 months prior to departure. If you’re considering a last-minute getaway, no need to fret! There are unbeatable deals posted on Expedia all the time.

Expedia has all you need to organize your The Berkshires trip, but how your package is structured is up to you. Choose from a combination of rental cars, hotels and flights. Looking for some tours or activities to fill in your time? Once you’ve made your booking, you can add them too. No matter your budget or style, there’s a vacation package to meet your needs.

Locking in all the parts of your vacation together is an excellent way to save. Bundle your car rentals, flights and hotels into a handy package. But your options don’t end at hotels. Expedia features all types of properties, including vacation rentals like beach villas and spacious residences. You’ve got loads of choices!

Pay the full cost of your package booking when you book or split it into a few installments — it’s up to you. Every jetsetter has their own financial circumstances. It’s for that reason Expedia has proudly partnered with online lender Affirm to offer a Book Now, Pay Later solution for all package bookings.

Yes, and with more than 550 airlines to pick from around the world, you’ve got lots of choice. Have a look through the available options and find out which airline fits your needs and budget.