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West Stockbridge Vacation Packages

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West Stockbridge Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Price was $627, price is now $506 per person
$506
per person
Dec 4 - Dec 6
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
Book a stay at this beach lodge in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Fort William Henry Museum and Million Dollar Beach are located nearby.
Everything was perfect. Maybe just need a few extra paddle boards!;)

Reviewed on Sep 8, 2026

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,777, price is now $1,188 per person
$1,188
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.

Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $3,109, price is now $2,191 per person
$2,191
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area are located nearby.

The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $976, price is now $708 per person
$708
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Our unit was very comfortable for 2 senior couples. We were only there for the weekend so we didn’t use any of the amenities but, the property is lovely.

Reviewed on Sep 4, 2026

The Perch Hotel

The Perch Hotel

2 out of 5
Price was $2,086, price is now $1,588 per person
$1,588
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.

Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $1,140, price is now $890 per person
$890
per person
Oct 15 - Oct 19
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Albany (ALB)
Stay at this hotel in Saratoga Springs. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saratoga Racetrack and Saratoga Performing Arts Center are located nearby.

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was $1,376, price is now $1,091 per person
$1,091
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Hudson Area Library are located nearby.

Hotel On North

Hotel On North

3.5 out of 5
Price was $1,163, price is now $927 per person
$927
per person
Oct 15 - Oct 19
found 4 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Best place in town

Reviewed on Sep 7, 2026

West Stockbridge Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $976, price is now $708 per person
$708
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,348, price is now $924 per person
$924
per person
Oct 22 - Oct 26
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 $2,086, price is now $1,588 per person
$1,588
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $1,140, price is now $890 per person
$890
per person
Oct 15 - Oct 19
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Albany (ALB)

West Stockbridge Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $881, price is now $637 per person
$637
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,777, price is now $1,188 per person
$1,188
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $1,460, price is now $1,018 per person
$1,018
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $3,109, price is now $2,191 per person
$2,191
per person
Oct 22 - Oct 29
found 1 day ago
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, Sep 17 - Sun, Sep 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Thu, Sep 17 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Sep 27, priced at $144 found 3 days ago
Bargain Flight
Sat, Sep 26 - Tue, Sep 29
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$249 Roundtrip, found 22 hours ago
$249
Roundtrip
found 22 hours ago
Select Bargain Flight flight, departing Sat, Sep 26 from Charlotte-Douglas Intl. to Albany Intl., returning Tue, Sep 29, priced at $249 found 22 hours ago
Bargain Flight
Sat, Oct 31 - Fri, Nov 13
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$277 Roundtrip, found 22 hours ago
$277
Roundtrip
found 22 hours ago
Select Bargain Flight flight, departing Sat, Oct 31 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Fri, Nov 13, priced at $277 found 22 hours ago
Bargain Flight
Tue, Oct 20 - Sat, Oct 24
DFW
Dallas-Fort Worth Intl.
ALB
Albany Intl.
$320 Roundtrip, found 2 days ago
$320
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Oct 20 from Dallas-Fort Worth Intl. to Albany Intl., returning Sat, Oct 24, priced at $320 found 2 days ago