Cheap Vacations in Berkshire County

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Berkshire County vacations

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Johnstown

Microtel Inn & Suites by Wyndham Johnstown

2 out of 5
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
South Shire

South Shire

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
Microtel Inn & Suites by Wyndham Amsterdam

Microtel Inn & Suites by Wyndham Amsterdam

2.5 out of 5
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Hill Farm Inn

Hill Farm Inn

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
The Springwater B&B

The Springwater B&B

4 out of 5
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
The Inn at Saratoga

The Inn at Saratoga

3 out of 5
per person
Dec 27 - Jan 1
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
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)

3-night Berkshire County vacations

Price found within the past 48 hours. Click for updated prices.
Four Winds Country Motel

Four Winds Country Motel

2 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Seesaw's Lodge

Seesaw's Lodge

4 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Toll Road Inn

Toll Road Inn

2 out of 5
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)

4-night Berkshire County vacations

Price found within the past 48 hours. Click for updated prices.
The Manchester View

The Manchester View

2.5 out of 5
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
South Shire

South Shire

4 out of 5
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
The Wilmington Inn

The Wilmington Inn

3.5 out of 5
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Four Winds Country Motel

Four Winds Country Motel

2 out of 5
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Toll Road Inn

Toll Road Inn

2 out of 5
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
per person
Jan 1 - Jan 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)

5-night Berkshire County vacations

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Johnstown

Microtel Inn & Suites by Wyndham Johnstown

2 out of 5
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
South Shire

South Shire

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
Microtel Inn & Suites by Wyndham Amsterdam

Microtel Inn & Suites by Wyndham Amsterdam

2.5 out of 5
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Hill Farm Inn

Hill Farm Inn

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
The Springwater B&B

The Springwater B&B

4 out of 5
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
The Inn at Saratoga

The Inn at Saratoga

3 out of 5
per person
Dec 27 - Jan 1
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
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

3 out of 5
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Amsterdam Castle

Amsterdam Castle

3.5 out of 5
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)

6-7 night Berkshire County vacations

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Latham Albany Airport

Baymont by Wyndham Latham Albany Airport

2.5 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
New York (JFK) to Albany (ALB)
Comfort Inn Latham - Albany North

Comfort Inn Latham - Albany North

2.5 out of 5
per person
Dec 26 - Jan 1
found 18 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
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
La Quinta Inn & Suites by Wyndham Clifton Park

La Quinta Inn & Suites by Wyndham Clifton Park

2.5 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Fairfield Inn & Suites by Marriott Albany Downtown

Fairfield Inn & Suites by Marriott Albany Downtown

3 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
The Century House, Ascend Hotel Collection

The Century House, Ascend Hotel Collection

3 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Microtel Inn by Wyndham Albany Airport

Microtel Inn by Wyndham Albany Airport

2 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Park Manor Hotel

Park Manor Hotel

4 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Super 8 by Wyndham Albany

Super 8 by Wyndham Albany

2 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Howard Johnson by Wyndham Albany

Howard Johnson by Wyndham Albany

2 out of 5
per person
Dec 26 - Jan 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)

Top places to visit in Berkshire County

Lenox which includes an administrative buidling
FlightsFlightsHotelsHotels

Lenox

Lenox

Flight deals to Berkshire County

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

Fri, Dec 6 - Mon, Dec 9
TPA
Tampa
BDL
Hartford
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Dec 6 from Tampa to Hartford, returning Mon, Dec 9, priced at $68 found 2 days ago
Fri, Jan 24 - Sun, Jan 26
MCO
Orlando
BDL
Hartford
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Jan 24 from Orlando to Hartford, returning Sun, Jan 26, priced at $78 found 3 days ago
Wed, Dec 25 - Tue, Dec 31
FLL
Fort Lauderdale
BDL
Hartford
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Dec 25 from Fort Lauderdale to Hartford, returning Tue, Dec 31, priced at $88 found 4 days ago

Top rated hotels for your Berkshire County vacation

Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
18.68 mi from city center
The price is $144 per night
$144
includes taxes & fees
$129 per night
Nov 20 - Nov 21
A stay at Hotel Downstreet places you in the heart of North Adams, steps from Western Gateway Heritage State Park and 3 minutes by foot from Massachusetts Museum of Contemporary Art.
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
4.55 mi from city center
The price is $121 per night
$121
includes taxes & fees
$108 per night
Nov 19 - Nov 20
Located in Lenox, Life House Berkshires is within a 15-minute walk of Kennedy Park and Pleasant Valley Wilderness Sanctuary.
Pet friendly
Parking included
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
3.33 mi from city center
The price is $104 per night
$104
includes taxes & fees
$94 per night
Nov 24 - Nov 25
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.
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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.