Western Massachusetts Vacation Packages
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Top Western Massachusetts vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
9/10 Wonderful! (804 reviews)
Jan 25 - Jan 27
2 night stay
Cleveland (CLE) to Albany (ALB)
Southwest Airlines • Non-stop roundtrip • Coach
Price was $472, price is now $416 per person
$416
per person
found 1 day ago
Staff is helpful and friendly!
Reviewed on Aug 11, 2025
3.5-star property
Gedney Farm
9.2/10 Wonderful! (132 reviews)
Jan 25 - Jan 27
2 night stay
Cleveland (CLE) to Albany (ALB)
Southwest Airlines • Non-stop roundtrip • Coach
Price was $555, price is now $454 per person
$454
per person
found 1 day ago
Beautifully decorated and well-kept room and common areas. Looking forward to coming again!
Reviewed on Oct 13, 2022
2.0-star property
Wilder House Berkshires
9.8/10 Exceptional! (38 reviews)
Jan 25 - Jan 27
2 night stay
Cleveland (CLE) to Albany (ALB)
Southwest Airlines • Non-stop roundtrip • Coach
Price was $544, price is now $464 per person
$464
per person
found 1 day ago
Beautiful property, super clean, close to great Barrington, and has EV charging, which was a plus. Can’t wait to visit again.
Reviewed on Oct 13, 2024
Top rated hotels for your Western Massachusetts vacation package
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
25.8 mi from city center
$126 nightly
The price is $141 total per night
$141 total
Jan 4 - Jan 5, 2026
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 condo building 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
$169 nightly
The price is $192 total per night
$192 total
Jan 4 - Jan 5, 2026
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 dry cleaning/laundry and securing valuables. Additional amenities include express check-in, express check-out, and a porter/bellhop.
Pool
Pet friendly
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Free Cancellation
14.49 mi from city center
$128 nightly
The price is $143 total per night
$143 total
Dec 21 - Dec 22
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 standing by 24 hours a day to assist 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
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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.
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