Cheap Vacations in The Berkshires

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The Berkshires vacations

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $515, price is now $420 per person
$420
per person
Oct 1 - Oct 4
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
The Whitlock

The Whitlock

2 out of 5
Price was $1,024, price is now $805 per person
$805
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $509, price is now $427 per person
$427
per person
Oct 1 - Oct 4
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)

3-night The Berkshires vacations

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $515, price is now $420 per person
$420
per person
Oct 1 - Oct 4
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $509, price is now $427 per person
$427
per person
Oct 1 - Oct 4
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $788, price is now $670 per person
$670
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
The White House Inn

The White House Inn

3.5 out of 5
Price was $884, price is now $809 per person
$809
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 $770, price is now $705 per person
$705
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
Price was $676, price is now $630 per person
$630
per person
Oct 1 - Oct 4
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Bluebird Spa City Motor Lodge

Bluebird Spa City Motor Lodge

3 out of 5
Price was $565, price is now $537 per person
$537
per person
Oct 16 - Oct 19
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Price was $651, price is now $619 per person
$619
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Arlington Inn

Arlington Inn

3 out of 5
Price was $694, price is now $663 per person
$663
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Knotty Pine

Knotty Pine

2.5 out of 5
Price was $659, price is now $631 per person
$631
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
The Wilmington Inn

The Wilmington Inn

3.5 out of 5
Price was $748, price is now $735 per person
$735
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
Price was $669, price is now $668 per person
$668
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)

4-night The Berkshires vacations

Price found within the past 48 hours. Click for updated prices.
Motel 6 Schenectady, NY

Motel 6 Schenectady, NY

2 out of 5
Price was $508, price is now $468 per person
$468
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
The Whitlock

The Whitlock

2 out of 5
Price was $1,024, price is now $805 per person
$805
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
The Landing Hotel at Rivers Casino Schenectady

The Landing Hotel at Rivers Casino Schenectady

4 out of 5
Price was $900, price is now $724 per person
$724
per person
Oct 26 - Oct 30
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Hampton Inn & Suites Albany Airport

Hampton Inn & Suites Albany Airport

2.5 out of 5
Price was $793, price is now $663 per person
$663
per person
Oct 26 - Oct 30
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

2.5 out of 5
Price was $633, price is now $548 per person
$548
per person
Oct 26 - Oct 30
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Albany Airport Inn

Albany Airport Inn

2.5 out of 5
Price was $568, price is now $492 per person
$492
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

2.5 out of 5
Price was $767, price is now $674 per person
$674
per person
Oct 26 - Oct 30
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $1,055, price is now $940 per person
$940
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Hilton Albany

Hilton Albany

3.5 out of 5
Price was $907, price is now $818 per person
$818
per person
Oct 26 - Oct 30
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was $714, price is now $653 per person
$653
per person
Oct 26 - Oct 30
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Marriott Albany

Marriott Albany

3.5 out of 5
Price was $845, price is now $773 per person
$773
per person
Oct 26 - Oct 30
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Super 8 by Wyndham Latham/Albany Airport

Super 8 by Wyndham Latham/Albany Airport

2 out of 5
Price was $607, price is now $555 per person
$555
per person
Oct 26 - Oct 30
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)

5-night The Berkshires vacations

Price found within the past 48 hours. Click for updated prices.
Motel 6 Schenectady, NY

Motel 6 Schenectady, NY

2 out of 5
Price was $536, price is now $473 per person
$473
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Albany Airport Inn

Albany Airport Inn

2.5 out of 5
Price was $614, price is now $501 per person
$501
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 out of 5
Price was $833, price is now $688 per person
$688
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Price was $855, price is now $707 per person
$707
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Park Manor Hotel

Park Manor Hotel

4 out of 5
Price was $707, price is now $590 per person
$590
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

2.5 out of 5
Price was $659, price is now $551 per person
$551
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Tru By Hilton Albany Airport, NY

Tru By Hilton Albany Airport, NY

2.5 out of 5
Price was $666, price is now $579 per person
$579
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Capital Inn & Suites

Capital Inn & Suites

2 out of 5
Price was $622, price is now $544 per person
$544
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was $682, price is now $599 per person
$599
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
The Century House Latham - North Albany, an Ascend Collection Hotel

The Century House Latham - North Albany, an Ascend Collection Hotel

3 out of 5
Price was $712, price is now $632 per person
$632
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Homewood Suites By Hilton Schenectady

Homewood Suites By Hilton Schenectady

3 out of 5
Price was $1,054, price is now $942 per person
$942
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Quality Inn Schenectady - Albany

Quality Inn Schenectady - Albany

2.5 out of 5
Price was $650, price is now $581 per person
$581
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)

Flight deals to The Berkshires

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

Fri, Oct 2 - Mon, Oct 5
MCO
Orlando
BDL
Hartford
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Oct 2 from Orlando to Hartford, returning Mon, Oct 5, priced at $150 found 6 days ago
Sun, Sep 6 - Sun, Sep 13
FLL
Fort Lauderdale
ALB
Albany
$172 Roundtrip, found 2 days ago
$172
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Sun, Sep 6 from Fort Lauderdale to Albany, returning Sun, Sep 13, priced at $172 found 2 days ago
Fri, Oct 16 - Mon, Oct 19
SJU
San Juan
BDL
Hartford
$174 Roundtrip, just found
$174
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 16 from San Juan to Hartford, returning Mon, Oct 19, priced at $174 just found

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
$122 nightly
The price is $136 total per night
$136 total
Sep 2 - Sep 3
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
36.78 mi from city center
$143 nightly
The price is $160 total per night
$160 total
Sep 30 - Oct 1
Total with taxes and fees
With a stay at Hotel Downstreet, an Ascend Collection Hotel, you'll be centrally located in North Adams, within a 15-minute drive of Green Mountain National Forest and Western Gateway Heritage State Park.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
17.93 mi from city center
$108 nightly
The price is $120 total per night
$120 total
Oct 1 - Oct 2
Total with taxes and fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace.
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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.

Top Picks

^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.