
Western Massachusetts Holidays
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Your Western Massachusetts Holiday
With a Western Massachusetts holiday 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 customise your next dream Western Massachusetts holiday.
Our guide on where to stay in Western Massachusetts

Metro Center
If you're spending some time in Metro Center, Paramount Theater and MassMutual Center are top sights worth seeing.
Western Massachusetts Holiday
Western Massachusetts Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Top Sights | Mount Greylock, Bash Bish Falls State Park and Magic Wings Butterfly Conservatory |
Our pick of the best Western Massachusetts Hotel Deals

Vacation Village in the Berkshires
Reviewed on 13 Oct 2025

La Quinta Inn & Suites by Wyndham Springfield MA
Reviewed on 12 Oct 2025

Hotel Downstreet, an Ascend Collection Hotel
Reviewed on 12 Oct 2025
Discover the most popular places to visit in Western Massachusetts
National Shrine of the Divine Mercy
Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.
Frequently asked questions
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Lodging
- Apartments in Ashfield
- B&B in Ashfield
- Caravan Parks in Ashfield
- Guest Houses in Ashfield
- Holiday Homes in Ashfield
- Cheap Hotels in Ashfield
- Ashfield Hotels
- Motels in Ashfield
- B&B in Chester
- Chester Hotels
- Chesterfield Hotels
- Cummington Hotels
- Luxury Hotels in Easthampton
- Easthampton Hotels
- B&B in Florence
- Caravan Parks in Florence
- Cheap Hotels in Florence
- Hotels with Pool in Florence
- Luxury Hotels in Florence
- Romantic Hotels in Florence
- Spa Hotels in Florence
- Florence Hotels
- Holiday Homes in Goshen
- Luxury Hotels in Goshen
- Goshen Hotels
- B&B in Hatfield
- Cabin Rentals in Hatfield
- Hatfield Hotels
- Huntington Hotels
- B&B in Northampton
- Caravan Parks in Northampton
- Cottages in Northampton
- Farmstay in Northampton
- Cheap Hotels in Northampton
- Hotels with Parking in Northampton
- Lgbt Welcoming Hotels in Northampton
- Pet Friendly Hotels in Northampton
- Red Roof Inn Hotels in Northampton
- Spa Hotels in Northampton
- Northampton Hotels
- Motels in Northampton
- Hotels near Smith College
- B&B in Southampton
- Holiday Homes in Southampton
- Cheap Hotels in Southampton
- Historic Hotels in Southampton
- Luxury Hotels in Southampton
- Southampton Hotels
- Westhampton Hotels
- B&B in Whately
- Luxury Hotels in Whately
- Whately Hotels
- Cheap Hotels in Williamsburg
- Luxury Hotels in Williamsburg
- B&B in Worthington
- Luxury Hotels in Worthington
Packages
- Becket Holidays
- Bellingham Holidays
- Concord Holidays
- Crumpin-Fox Golf Club
- Florida Holidays
- Great Barrington Holidays
- Hadley Farm Museum
- Indian Motorcycle Museum
- Kushi Institute
- Louisa May Alcott's Orchard House
- Mit Haystack Observatory
- Massachusetts Holidays
- Montague Bookmill
- Nashoba Valley Winery
- National Shrine of the Divine Mercy
- Old Sturbridge Village
- Orchard Hills Paintball
- Polar Express
- Richmond Holidays
- Rowe Holidays
- Savoy Holidays
- The Berkshires Holidays
- Ventfort Hall Mansion and Gilded Age Museum
- Walden Pond
- Wales Holidays
- Wayland Town Beach
- Wellesley College
- Westford Museum and Historical Society
- Worcester Holidays
- Yiddish Book Center