Search Deals onWestern Massachusetts Vacation Packages
Western Massachusetts Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Berkshire Mountain Lodge
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
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
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
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
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
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
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
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.



Western Massachusetts Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Thu, Dec 25 - Sun, Jan 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$69 Roundtrip, found 3 days ago
$69
Roundtrip
found 3 days ago

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

Fri, Nov 14 - Mon, Nov 17
TPA
Tampa Intl.
BDL
Bradley Intl.
$131 Roundtrip, found 4 days ago
$131
Roundtrip
found 4 days ago

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
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Western Massachusetts
- Hotwire Picks
- Six Flags New England Vacations
- University of Massachusetts Amherst Vacations
- MGM Springfield Vacations
- Big E Vacations
- Naismith Memorial Basketball Hall of Fame Vacations
- Tanglewood Music Center Vacations
- Amherst College Vacations
- Jiminy Peak Mountain Resort Vacations
- Eastern States Exposition Vacations
- Smith College Vacations
- Williams College Vacations
- National Shrine of the Divine Mercy Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations



