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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.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $416, price is now $329 per person
$329
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)
Stay at this 3-star golf lodge 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.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,110, price is now $721 per person
$721
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)
Stay at this 3-star 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.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $1,327, price is now $933 per person
$933
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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.
Church Des Artistes Guest House

Church Des Artistes Guest House

3 out of 5
Save 100% on your flight
Price was $4,511, price is now $3,214 per person
$3,214
per person
Dec 4 - Dec 8
found 11 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this 3-star guesthouse in Kingston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hudson River Maritime Museum and Trolley Museum of New York are located nearby.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Save 100% on your flight
Price was $883, price is now $639 per person
$639
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard Corner are located nearby.
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
Save 100% on your flight
Price was $1,587, price is now $1,224 per person
$1,224
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)
Stay at this 5-star luxury lodge in Big Indian. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Catskill Mountains and Catskill State Park are located nearby.
The White House Inn

The White House Inn

3.5 out of 5
Price was $1,045, price is now $821 per person
$821
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3.5-star hotel in Wilmington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions South Main Street and Pettee Memorial Library are located nearby.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $1,718, price is now $1,368 per person
$1,368
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Albany (ALB)
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Western Massachusetts Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Save 100% on your flight
Price was $883, price is now $639 per person
$639
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,110, price is now $721 per person
$721
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)
Church Des Artistes Guest House

Church Des Artistes Guest House

3 out of 5
Roundout
Save 100% on your flight
Price was $4,511, price is now $3,214 per person
$3,214
per person
Dec 4 - Dec 8
found 11 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
Save 100% on your flight
Price was $1,587, price is now $1,224 per person
$1,224
per person
Dec 4 - Dec 8
found 10 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)

Western Massachusetts Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The White House Inn

The White House Inn

3.5 out of 5
Price was $1,045, price is now $821 per person
$821
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $1,327, price is now $933 per person
$933
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $1,718, price is now $1,368 per person
$1,368
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Albany (ALB)
Wilburton Inn

Wilburton Inn

3.5 out of 5
Price was $1,810, price is now $1,443 per person
$1,443
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)

Top Flight Deals

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

Frontier Airlines
Thu, Dec 25 - Sun, Jan 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$69 Roundtrip, found 3 days ago
$69
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Dec 25 from Orlando Intl. to Bradley Intl., returning Sun, Jan 4, priced at $69 found 3 days ago
JetBlue Airways
Wed, Nov 5 - Tue, Nov 11
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$129 Roundtrip, found 6 days ago
$129
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Nov 11, priced at $129 found 6 days ago
Breeze Airways
Fri, Nov 14 - Mon, Nov 17
TPA
Tampa Intl.
BDL
Bradley Intl.
$131 Roundtrip, found 4 days ago
$131
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Nov 14 from Tampa Intl. to Bradley Intl., returning Mon, Nov 17, priced at $131 found 4 days ago
Frontier Airlines
Sat, Dec 20 - Thu, Jan 1
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$136 Roundtrip, found 5 days ago
$136
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Dec 20 from Luis Munoz Marin Intl. to Bradley Intl., returning Thu, Jan 1, priced at $136 found 5 days ago