Western Massachusetts Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Western Massachusetts vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
The Cornell Inn, Lenox & The Berkshires
9.2/10 Wonderful! (1,002 reviews)
Sep 24 - Sep 27
3 night stay
Fort Lauderdale (FLL) to Albany (ALB)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,023, price is now $702 per person
$702
per person
found 1 day ago
The staff were terrific from welcome to departure. Breakfast was diverse and tasty. The Inn location was great for Tanglewood and local restaurants. We intend to return should we be in that area again!
Reviewed on Aug 12, 2026
3.0-star property
Prospect Berkshires
9.8/10 Exceptional! (40 reviews)
Oct 18 - Oct 22
4 night stay
Fort Lauderdale (FLL) to Albany (ALB)
JetBlue Airways • Coach
Albany (ALB) to Fort Lauderdale (FLL)
Southwest Airlines • Coach
Save 100% on your flight
Price was $1,432, price is now $1,040 per person
$1,040
per person
found 1 day ago
Once I got the cabin I expected it was an amazing stay.
Right on the water as shown on the website.
I look forward to my next stay.
Reviewed on Aug 1, 2026
3.0-star property
The Ponds at Foxhollow
8.6/10 Excellent! (145 reviews)
Oct 18 - Oct 22
4 night stay
Fort Lauderdale (FLL) to Albany (ALB)
JetBlue Airways • Coach
Albany (ALB) to Fort Lauderdale (FLL)
Southwest Airlines • Coach
Price was $863, price is now $656 per person
$656
per person
found 1 day ago
Quiet property. Convenient location.
Reviewed on Aug 2, 2026
3.5-star property
Gedney Farm
9.2/10 Wonderful! (140 reviews)
Oct 18 - Oct 22
4 night stay
Fort Lauderdale (FLL) to Albany (ALB)
JetBlue Airways • Coach
Albany (ALB) to Fort Lauderdale (FLL)
Southwest Airlines • Coach
Price was $811, price is now $619 per person
$619
per person
found 1 day ago
Beautiful property, relaxing landscape.
Reviewed on Jul 28, 2026
Top rated hotels for your Western Massachusetts vacation package
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
25.8 mi from city center
$128 nightly
The price is $143 total per night
$143 total
Aug 31 - Sep 1
Total with taxes and fees
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly aparthotel include a gym, free WiFi in public areas, and a business center.
Pool
Parking included
MGM Springfield
One MGM Way Springfield MA
23.38 mi from city center
$179 nightly
The price is $203 total per night
$203 total
Aug 20 - Aug 21
Total with taxes and fees
MGM Springfield features a casino, conference space, and a seasonal outdoor pool. A stay here includes free parking. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Additional amenities include express check-in, express check-out, and a vending machine.
Pool
Pet friendly
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Free Cancellation
14.49 mi from city center
$142 nightly
The price is $158 total per night
$158 total
Aug 17 - Aug 18
Total with taxes and fees
D. Hotel Suites & Spa features a full-service spa, an indoor pool, and a gym. The front desk has multilingual staff that can help with dry cleaning/laundry and securing valuables. Other amenities at this spa hotel include a sauna, a hot tub, and a 24-hour business center.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Western Massachusetts
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Explore More Ways to Travel with Travelocity
- Hotels near Littleville Lake
- Hotels with Pool in Westhampton
- 4 Star Hotels in Cummington
- Cabin Rentals in Cummington
- Pet Friendly Hotels in Cummington
- Cummington Hotels
- Inns in Cummington
- Lodges in Cummington
- Hotels near Glendale Falls
- Hotels near Chapel Brook
- B&B in Florence
- Cheap Hotels in Florence
- Hotels near Congregation Beth Israel
- B&B in Haydenville
- Cottages in Haydenville
- Rv Parks in Haydenville
- Apartments in North Hatfield
- Rv Parks in North Hatfield
- Cabin Rentals in Chesterfield
- Hotels near Chesterfield Gorge
- 5 Star Hotels in Huntington
- Apartments in Huntington
- B&B in Huntington
- Cabin Rentals in Huntington
- Cottages in Huntington
- Inns in Huntington
- Vacation Homes in Huntington
- B&B in Worthington
- Cottages in Worthington
- Guest Houses in Worthington
- Worthington Hotels
- Inns in Worthington
- Motels in Worthington
- Hotels near Look Memorial Park
- 5 Star Hotels in Williamsburg
- Hotels with Pool in Williamsburg
- Motels in Williamsburg
- Vacation Homes in Williamsburg
- 5 Star Hotels in Norwich Lake
- Guest Houses in West Hatfield
- Hotels with Bar in West Hatfield
- West Hatfield Hotels
- Rv Parks in West Hatfield
- Apartments in Northampton
- B&B in Northampton
- Cabin Rentals in Northampton
- Extended Stay Hotels in Northampton
- Guest Houses in Northampton
- Cheap Hotels in Northampton
- Gay Friendly Hotels in Northampton
- Hotels with Bar in Northampton
- Hotels with an Indoor Pool in Northampton
- Pet Friendly Hotels in Northampton
- Hotels with Shopping in Northampton
- Northampton Hotels
- Inns in Northampton
- Motels in Northampton
- Vacation Homes in Northampton
- 5 Star Hotels in Goshen
- B&B in Goshen
- Cabin Rentals in Goshen
- Goshen Hotels
- Big E
- Holyoke Vacations
- Ashfield Vacations
- Hadley Vacations
- Bald Mountain Pottery
- Cheshire Vacations
- Otis Reservoir
- Springfield Vacations
- Turner Falls
- Spare Time Bowling
- Indian Orchard Vacations
- Kushi Institute
- Dr. Seuss National Memorial
- Chicopee Vacations
- Elements Hot Tub Spa
- Haydenville Vacations
- Shelburne Falls Vacations
- South Hadley Vacations
- Westfield Vacations
- The Berkshires Vacations
- Southwick Vacations
- Charlemont Federated Church
- Berkshire East Ski Resort
- Indian Motorcycle Museum
- Lee Premium Outlets
- West Springfield Vacations
- Tolland State Forest
- Mgm Springfield
- Drury Vacations
- Northampton Vacations
