Cheap Vacations in The Berkshires

Choose two or more items and save on your trip:

3-night The Berkshires vacations

Eddington House Inn
Four Winds Country Motel
The Manchester View

4-night The Berkshires vacations

The Manchester View
Eddington House Inn

The Berkshires Vacation Deal FAQ's

Where to find The Berkshires package deals?

On CheapTickets, you can find package deals in The Berkshires and save up to $287.

When is peak season in The Berkshires?

are very popular times to visit The Berkshires.

When is the best time to visit The Berkshires?

If you're looking for cheap vacations to The Berkshires, is the best time to visit The Berkshires.

When is the worst time time to visit The Berkshires?

Prices for The Berkshires vacations can peak during .

When is low season in The Berkshires?

We have found to be the least-crowded time of the year to visit The Berkshires.

Flight deals to The Berkshires

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your The Berkshires vacation

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.