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Western Massachusetts Vacation Packages

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Western Massachusetts Flight + Hotel Packages

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

The Wiltwyck

3.5 out of 5
Price was $618, price is now $526 per person
$526
per person
Jun 14 - Jun 17
found 17 hours ago
Roundtrip flight included
Detroit (DTT) to Albany (ALB)
Stay at this guesthouse in Kingston. Enjoy free WiFi, free parking, and Netflix. Popular attractions Senate House State Historic Site and Volunteer Fireman's Hall and Museum of Kingston are located nearby.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Save 100% on your flight
Price was $1,766, price is now $1,221 per person
$1,221
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) 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 The Bookstore are located nearby.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,636, price is now $1,194 per person
$1,194
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was $1,243, price is now $969 per person
$969
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) to Albany (ALB)
Book a stay at this family-friendly inn in Lenox. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $803, price is now $636 per person
$636
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) to Albany (ALB)
Book a stay at this family-friendly condo 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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $1,404, price is now $1,114 per person
$1,114
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

2.5 out of 5
Price was $1,400, price is now $1,136 per person
$1,136
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Albany (ALB)
Stay at this hotel in Troy. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Arts Center of the Capital Region and Troy Waterfront Farmers' Market are located nearby.
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 out of 5
Price was $723, price is now $603 per person
$603
per person
Jun 26 - Jun 30
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Colonie Center Mall and Albany Berkshire Ballet are located nearby.

Western Massachusetts Vacation Packages 3-4 Night Stays

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 $803, price is now $636 per person
$636
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) to Albany (ALB)
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Save 100% on your flight
Price was $1,766, price is now $1,221 per person
$1,221
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,636, price is now $1,194 per person
$1,194
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) to Albany (ALB)
Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was $1,243, price is now $969 per person
$969
per person
Jul 27 - Jul 31
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) to Albany (ALB)

Western Massachusetts Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
Price was $1,061, price is now $950 per person
$950
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
Hotel On North

Hotel On North

3.5 out of 5
Price was $1,396, price is now $1,224 per person
$1,224
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
Crowne Plaza Albany - The Desmond Hotel by IHG

Crowne Plaza Albany - The Desmond Hotel by IHG

3.5 out of 5
Price was $1,028, price is now $1,028 per person
$1,028
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)

Top Flight Deals

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

Frontier Airlines
Fri, May 29 - Sat, May 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, May 29 from Orlando Intl. to Bradley Intl., returning Sat, May 30, priced at $98 found 2 days ago
Breeze Airways
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$174 Roundtrip, just found
$174
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Bradley Intl., returning Wed, Sep 9, priced at $174 just found
American Airlines
Sat, Jun 6 - Tue, Jun 16
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 6 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jun 16, priced at $191 found 1 day ago
Frontier Airlines
Thu, May 21 - Sun, May 24
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, May 21 from Luis Munoz Marin Intl. to Bradley Intl., returning Sun, May 24, priced at $196 found 2 days ago