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
3-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.
FLL
Fort Lauderdale
ALB
Albany
$98 Roundtrip, found 3 days ago
$98
Roundtrip
found 3 days ago
MCO
Orlando
BDL
Hartford
$140 Roundtrip, found 4 days ago
$140
Roundtrip
found 4 days ago
SJU
San Juan
BDL
Hartford
$156 Roundtrip, found 13 hours ago
$156
Roundtrip
found 13 hours ago
Top rated hotels for your The Berkshires vacation
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
28.42 mi from city center
$151 nightly
The price is $169 total per night
$169 total
Jul 19 - Jul 20
Total with taxes and fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.
Pool
Parking included
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free Cancellation
36.78 mi from city center
$161 nightly
The price is $179 total per night
$179 total
Aug 16 - Aug 17
Total with taxes and fees
With a stay at Hotel Downstreet, an Ascend Collection Hotel, you'll be centrally located in North Adams, a 1-minute drive from Massachusetts Museum of Contemporary Art and 10 minutes from Williams College.
Pool
Hot Tub
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Free Cancellation
11.15 mi from city center
$118 nightly
The price is $132 total per night
$132 total
Aug 9 - Aug 10
Total with taxes and fees
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes by foot from Housatonic River.
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.
Top Picks
- Motels in Great Barrington
- Lenox Hotels
- Romantic Getaways & Hotels in The Berkshires
- Hotels with Suites in Lee
- Hotels with a Gym in Lee
- Rv Parks in Great Barrington
- Villas in Stockbridge
- Hotels with Tennis Courts in Lee
- Business Hotels in Lenox
- Hotels with Childcare in Lenox
- Business Hotels in Stockbridge
- Hotels with Childcare in Lee
- 5 Star Hotels in The Berkshires
- Spa Resorts & in Lenox
- 3 Star Hotels in Sandisfield
- Lee Hotels
- Hotels with Free Parking in Great Barrington
- Hotels with Pools in Lee
- Extended Stay Hotels in Berkshire County
- Hotels with Airport Transfers in Stockbridge
- Spa Resorts & in Stockbridge
- Hotels near Pittsfield Municipal
- Hotels with Room Service in The Berkshires
- Sheffield Hotels
- Historic Hotels in The Berkshires
- 4 Star Hotels in Stockbridge
- Kid Friendly Hotels in Great Barrington
- Kid Friendly Hotels in The Berkshires
- 3 Star Hotels in The Berkshires
- Business Hotels in Lee
- Arcade Hotels in Great Barrington
- 4 Star Hotels in Great Barrington
- Romantic Getaways & Hotels in Lenox
- Cabin Rentals in Lee
- Spa Resorts & in Lee
- Hotels with Room Service in Stockbridge
- 5 Star Hotels in Lenox
- Hotels near National Shrine of the Divine Mercy
- Hotels with Balconies in Great Barrington
- Farmstay in Stockbridge
- Kid Friendly Hotels in Lenox
- Hotels on the Lake in Great Barrington
- Hotels with a Wedding Venue in Lenox
- Historic Hotels in Lee
- Pet Friendly Hotels in Great Barrington
- 5 Star Hotels in Lee
- Pittsfield Hotels
- Hotels with Tennis Courts in The Berkshires
- Green Hotels in The Berkshires
- Resorts in Lenox
- Hotels with Free Breakfast in The Berkshires
- Hotels with Air Conditioning in Stockbridge
- Hotels with Pools in Stockbridge
- 4 Star Hotels in The Berkshires
- Hotels with a Wedding Venue in The Berkshires
- Casino Resorts & in The Berkshires
- Hotels with Air Conditioning in Great Barrington
- Golf Resorts & in Lenox
- 4 Star Hotels in Lenox
- Pet Friendly Hotels in Lee
- 5 Star Hotels in Stockbridge
- Hotels with Shopping in Lee
- Romantic Getaways & Hotels in Lee
- Hotels with Room Service in Lenox
- Sherwood Forest Hotels
- Hotels with Bars in Great Barrington
- Beach Resorts & in Stockbridge
- Flights to The Berkshires
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- Flights to Great Barrington
^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.
