Western Massachusetts Vacations from $941

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Your Western Massachusetts Vacation

With a Western Massachusetts vacation package, you can forget about the stress of planning and simply focus on experiencing everything this exciting destination has to offer. Start your trip to Western Massachusetts with a couple of days in Springfield visiting popular sights like Six Flags New England and MGM Springfield. Lenox is another top city that lures crowds from far and wide. National Shrine of the Divine Mercy and Norman Rockwell Museum are two of the top places to see in this destination. Whether you're planning to travel for a week or a month, Expedia are here to help you customize your next dream Western Massachusetts vacation.

The Latest Western Massachusetts vacation packages

Price found within the past 48 hours. Click for updated prices.
The Cornell Inn, Lenox & The Berkshires
The Equinox Golf Resort & Spa
The Perch Hotel
Lodges At Cresthaven
Game Farm Villa by Avantstay 10bdr, Private Pond, Spa, Pool Family-friendly
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Where to stay in Western Massachusetts

Find the best Western Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Western Massachusetts

Discover the most popular places to visit in Western Massachusetts

Western Massachusetts Hotel Deals

MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
$169 nightly
The price is $192 total per night from Aug 11 to Aug 12
$192 total
Aug 11 - Aug 12
Total includes taxes and fees
8.8/10 Excellent! (1,391 reviews)
"Stay was ok. The rooms are the best part of the visit but wish they comp’d things like Vegas to encourage people to stay more. Staff was ok but seemed a bit short handed as they forget to put out towels at the pool."

Reviewed on Jul 13, 2025

MGM Springfield
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 out of 5
145 State Street, Springfield, MA
Fully refundable
$114 nightly
The price is $129 total per night from Aug 3 to Aug 4
$129 total
Aug 3 - Aug 4
Total includes taxes and fees
9/10 Wonderful! (1,008 reviews)
"Chill spot"

Reviewed on Jul 13, 2025

Holiday Inn Express Springfield Downtown by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Jul 16 to Jul 17
$123 total
Jul 16 - Jul 17
Total includes taxes and fees
8.6/10 Excellent! (1,870 reviews)
"Wonderful property in an idyllic setting! Everything you need for a quality vacation with friends or family. One of the most relaxing getaways I've ever had."

Reviewed on Jul 11, 2025

Vacation Village in the Berkshires
Lowest 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.

Find the Best Western Massachusetts Vacation Packages

Western Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.