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Lenox Vacation Packages

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Lenox Flight + Hotel Packages

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

Berkshire Mountain Lodge

3 out of 5
Price was $666, price is now $499 per person
$499
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $755, price is now $537 per person
$537
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Wonderful resort

Reviewed on Sep 29, 2026

Hotel On North

Hotel On North

3.5 out of 5
Price was $743, price is now $545 per person
$545
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this family-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.
Delightful place with charm and warmth and character. I would love to come back.

Reviewed on Oct 2, 2026

The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,296, price is now $962 per person
$962
per person
Nov 5 - Nov 9
found 6 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Cornwallville. Enjoy free WiFi, free parking, and a garden. Popular attractions Elm Ridge Wild Forest and Zoom Flume are located nearby.

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $698, price is now $521 per person
$521
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Great place great price!

Reviewed on Oct 1, 2026

The Williams Inn

The Williams Inn

4 out of 5
Price was $1,057, price is now $848 per person
$848
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Williams College Schow Science Library and Denison Park are located nearby.
Great

Reviewed on Sep 29, 2026

Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $795, price is now $643 per person
$643
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this golf hotel in Wilmington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and North Branch Deerfield River are located nearby.
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!

Reviewed on Aug 30, 2026

The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was $616, price is now $501 per person
$501
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Place is old a failing. Stay somewhere else.

Reviewed on Oct 1, 2026

Lenox Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Price was $615, price is now $527 per person
$527
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,296, price is now $962 per person
$962
per person
Nov 5 - Nov 9
found 6 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $795, price is now $643 per person
$643
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Landing Hotel at Rivers Casino Schenectady

The Landing Hotel at Rivers Casino Schenectady

4 out of 5
Nothside
Price was $1,033, price is now $904 per person
$904
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)

Lenox Vacation Packages 5-7 Night Stays

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

Berkshire Mountain Lodge

3 out of 5
Price was $666, price is now $499 per person
$499
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $755, price is now $537 per person
$537
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Hotel On North

Hotel On North

3.5 out of 5
Price was $743, price is now $545 per person
$545
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $698, price is now $521 per person
$521
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
New York (NYC) to Albany (ALB)

Top Flight Deals

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

Allegiant Air
Thu, Oct 15 - Sun, Oct 18
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$183 Roundtrip, found 15 hours ago
$183
Roundtrip
found 15 hours ago
Select Allegiant Air flight, departing Thu, Oct 15 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Oct 18, priced at $183 found 15 hours ago
Bargain Flight
Tue, Oct 20 - Sat, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$273 Roundtrip, found 2 hours ago
$273
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Tue, Oct 20 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Sat, Oct 24, priced at $273 found 2 hours ago
Breeze Airways
Tue, Oct 20 - Tue, Nov 3
TPA
Tampa Intl.
ALB
Albany Intl.
$282 Roundtrip, found 9 hours ago
$282
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Tue, Oct 20 from Tampa Intl. to Albany Intl., returning Tue, Nov 3, priced at $282 found 9 hours ago
Bargain Flight
Tue, Oct 20 - Sat, Oct 24
DFW
Dallas-Fort Worth Intl.
ALB
Albany Intl.
$304 Roundtrip, found 20 hours ago
$304
Roundtrip
found 20 hours ago
Select Bargain Flight flight, departing Tue, Oct 20 from Dallas-Fort Worth Intl. to Albany Intl., returning Sat, Oct 24, priced at $304 found 20 hours ago