Cheap Vacations in Berkshire County

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Berkshire County vacations

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $599, price is now $519 per person
$519
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $735, price is now $558 per person
$558
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $815, price is now $683 per person
$683
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
The Clocktower Hotel at Century House, an Ascend Collection Hotel

The Clocktower Hotel at Century House, an Ascend Collection Hotel

2.5 out of 5
Price was $687, price is now $578 per person
$578
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was $714, price is now $615 per person
$615
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
The White House Inn

The White House Inn

3.5 out of 5
Price was $705, price is now $607 per person
$607
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 out of 5
Downtown Albany
Price was $786, price is now $678 per person
$678
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was $688, price is now $594 per person
$594
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Price was $767, price is now $666 per person
$666
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
Four Points by Sheraton Albany

Four Points by Sheraton Albany

3 out of 5
Price was $702, price is now $618 per person
$618
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)

3-night Berkshire County vacations

Price found within the past 48 hours. Click for updated prices.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Price was $609, price is now $476 per person
$476
per person
Jan 20 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $815, price is now $683 per person
$683
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
The Manchester View

The Manchester View

2.5 out of 5
Price was $796, price is now $678 per person
$678
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
The Clocktower Hotel at Century House, an Ascend Collection Hotel

The Clocktower Hotel at Century House, an Ascend Collection Hotel

2.5 out of 5
Price was $574, price is now $492 per person
$492
per person
Jan 20 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
The White House Inn

The White House Inn

3.5 out of 5
Price was $705, price is now $607 per person
$607
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $599, price is now $519 per person
$519
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $767, price is now $666 per person
$666
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 out of 5
Price was $656, price is now $573 per person
$573
per person
Jan 20 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was $573, price is now $504 per person
$504
per person
Jan 20 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hampton Inn Clifton Park

Hampton Inn Clifton Park

2.5 out of 5
Price was $550, price is now $487 per person
$487
per person
Jan 20 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Homewood Suites by Hilton Albany Crossgates Mall, NY

Homewood Suites by Hilton Albany Crossgates Mall, NY

3 out of 5
Price was $674, price is now $598 per person
$598
per person
Jan 20 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
Price was $694, price is now $618 per person
$618
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)

4-night Berkshire County vacations

Price found within the past 48 hours. Click for updated prices.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Price was $735, price is now $558 per person
$558
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
The Clocktower Hotel at Century House, an Ascend Collection Hotel

The Clocktower Hotel at Century House, an Ascend Collection Hotel

2.5 out of 5
Price was $687, price is now $578 per person
$578
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was $714, price is now $615 per person
$615
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 out of 5
Price was $786, price is now $678 per person
$678
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was $688, price is now $594 per person
$594
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Four Points by Sheraton Albany

Four Points by Sheraton Albany

3 out of 5
Price was $702, price is now $618 per person
$618
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hilton Garden Inn Troy

Hilton Garden Inn Troy

3 out of 5
Price was $767, price is now $679 per person
$679
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG

Holiday Inn Express and Suites Albany Airport- Wolf Road by IHG

2.5 out of 5
Price was $650, price is now $576 per person
$576
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Hampton Inn Clifton Park

Hampton Inn Clifton Park

2.5 out of 5
Price was $645, price is now $572 per person
$572
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
The Century House, an Ascend Collection Hotel

The Century House, an Ascend Collection Hotel

3 out of 5
Price was $689, price is now $612 per person
$612
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Park Manor Hotel

Park Manor Hotel

4 out of 5
Price was $655, price is now $583 per person
$583
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)
Comfort Inn & Suites Schenectady - Scotia

Comfort Inn & Suites Schenectady - Scotia

2.5 out of 5
Price was $659, price is now $593 per person
$593
per person
Jan 19 - Jan 23
found 11 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Albany (ALB)

Top places to visit in Berkshire County

Williamstown featuring cafe lifestyle
FlightsFlightsHotelsHotels

Williamstown

Williamstown

Flight deals to Berkshire County

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

Sat, Feb 14 - Sat, Feb 21
MCO
Orlando
BDL
Hartford
$98 Roundtrip, found 3 days ago
$98
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Feb 14 from Orlando to Hartford, returning Sat, Feb 21, priced at $98 found 3 days ago
Thu, Jan 15 - Tue, Jan 20
FLL
Fort Lauderdale
ALB
Albany
$119 Roundtrip, found 3 days ago
$119
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Jan 15 from Fort Lauderdale to Albany, returning Tue, Jan 20, priced at $119 found 3 days ago
Thu, Jan 15 - Sun, Jan 18
TPA
Tampa
BDL
Hartford
$123 Roundtrip, found 3 days ago
$123
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jan 15 from Tampa to Hartford, returning Sun, Jan 18, priced at $123 found 3 days ago

Top rated hotels for your Berkshire County vacation

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
8 mi from city center
$126 nightly
The price is $141 total per night
$141 total
Jan 4 - Jan 5, 2026
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

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free Cancellation
18.67 mi from city center
$107 nightly
The price is $120 total per night
$120 total
Dec 20 - Dec 21
Total with taxes and fees
A stay at Hotel Downstreet, an Ascend Collection Hotel places you in the heart of North Adams, steps from MCLA Gallery 51 and North Adams City Hall.
Pool
Hot Tub
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
18.06 mi from city center
$197 nightly
The price is $220 total per night
$220 total
Dec 15 - Dec 16
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
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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.