Cheap Vacations in The Berkshires

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The Berkshires vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
Price was $695, price is now $695 per person
$695
per person
Mar 11 - Mar 15
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)

4-night The Berkshires vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
Price was $695, price is now $695 per person
$695
per person
Mar 11 - Mar 15
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $1,121, price is now $842 per person
$842
per person
Mar 11 - Mar 15
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
The Manchester View

The Manchester View

2.5 out of 5
Price was $895, price is now $701 per person
$701
per person
Mar 11 - Mar 15
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
Price was $819, price is now $712 per person
$712
per person
Mar 11 - Mar 15
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
Price was $1,013, price is now $894 per person
$894
per person
Mar 11 - Mar 15
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)

Flight deals to The Berkshires

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

Thu, Feb 12 - Sun, Feb 22
MCO
Orlando
BDL
Hartford
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Orlando to Hartford, returning Sun, Feb 22, priced at $68 found 3 days ago
Thu, Jan 29 - Thu, Feb 5
ATL
Atlanta
BDL
Hartford
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Atlanta to Hartford, returning Thu, Feb 5, priced at $108 found 1 day ago
Fri, Jan 30 - Wed, Feb 4
TPA
Tampa
BDL
Hartford
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jan 30 from Tampa to Hartford, returning Wed, Feb 4, priced at $137 found 4 days ago

Top rated hotels for your The Berkshires vacation

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
28.42 mi from city center
$126 nightly
The price is $141 total per night
$141 total
Jan 19 - Jan 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
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
37.59 mi from city center
$186 nightly
The price is $208 total per night
$208 total
Jan 25 - Jan 26
Total with taxes and fees
Located in Williamstown, The Williams Inn is just steps from Williams College and 11 minutes by foot from The Clark Art Institute.
Pet friendly
Parking included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Free Cancellation
20.16 mi from city center
$98 nightly
The price is $109 total per night
$109 total
Jan 23 - Jan 24
Total with taxes and fees
With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum.
Pool
Pet friendly
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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.