Cheap Vacations in The Berkshires
- The Berkshires vacations
- 3-night The Berkshires vacations
- 4-night The Berkshires vacations
- 5-night The Berkshires vacations
- 6-7 night The Berkshires vacations
4-night The Berkshires vacations
Price found within the past 48 hours. Click for updated prices.
5-night The Berkshires vacations
Price found within the past 48 hours. Click for updated prices.
6-7 night The Berkshires vacations
Price found within the past 48 hours. Click for updated prices.
Flight deals to The Berkshires
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
ATL
Atlanta
BDL
Hartford
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
MCO
Orlando
BDL
Hartford
$94 Roundtrip, found 6 days ago
$94
Roundtrip
found 6 days ago
TPA
Tampa
BDL
Hartford
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Top rated hotels for your The Berkshires vacation
Hotel Downstreet
40 Main St, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
36.81 mi from city center
The price is $169 per night
$169
per night
Jul 1 - Jul 2
With a stay at Hotel Downstreet, you'll be centrally located in North Adams, within a 10-minute drive of Williams College and Western Gateway Heritage State Park.
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
16.41 mi from city center
The price is $150 per night
$150
per night
Jul 8 - Jul 9
With a stay at Life House Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
17.41 mi from city center
The price is $144 per night
$144
per night
Jul 10 - Jul 11
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and Company.
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.
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^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.