Western Massachusetts Holidays

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Your Western Massachusetts Holiday

With a Western Massachusetts holiday package, you can forget about planning stresses and focus on experiencing all this interesting destination has on offer. Organising an itinerary for your trip to Western Massachusetts? Don't miss cities like Springfield, West Springfield and Hadley. Expedia has hotels, flights and whatever else you need to help you organise your dream Western Massachusetts holiday today.

Our guide on 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
Springfield featuring heritage architecture

Metro Center

2 out of top 10 points of interest in this area

If you're spending some time in Metro Center, Springfield Museums and MassMutual Center are top sights worth seeing.

Find hotels in Metro Center

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

MGM Springfield
MGM Springfield
4 out of 5
One MGM Way, Springfield, MA
The price is AU$302 per night from 17 Feb to 18 Feb
AU$302
includes taxes & fees
17 Feb - 18 Feb
8.8/10 Excellent! (1,285 reviews)
Surprising Night
"Quick night away for a comedy show and it was better than I expected. What a wonderful location."

Reviewed on 11 Feb. 2025

MGM Springfield
D. Hotel Suites & Spa
D. Hotel Suites & Spa
3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is AU$264 per night from 16 Feb to 17 Feb
AU$264
includes taxes & fees
16 Feb - 17 Feb
9.2/10 Wonderful! (2,365 reviews)
"Comfortable. Homey. Desk clerk was friendly and helpful"

Reviewed on 10 Feb. 2025

D. Hotel Suites & Spa
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
The price is AU$216 per night from 23 Feb to 24 Feb
AU$216
includes taxes & fees
23 Feb - 24 Feb
8.6/10 Excellent! (1,757 reviews)
"Great place"

Reviewed on 27 Jan. 2025

Vacation Village in the Berkshires
See all 1,407 properties in Western Massachusetts
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Western Massachusetts holiday package cost?
We make it simple for everyone to travel, with Western Massachusetts holiday packages starting from just . You’ll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a couple of experiences and tours to your itinerary?
How do I get a cheap travel package to Western Massachusetts?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got them all. Pick the combination that best suits you and see your savings grow. We know a travel package is never a one-size-fits-all. That’s why we offer over 550 partner airlines and 1 000 000 properties around the globe, which lets you customize your Western Massachusetts getaway.
Where should I stay in Western Massachusetts?
If you’ve always dreamed of exploring Naismith Memorial Basketball Hall of Fame and Volleyball Hall of Fame, the city of Springfield is calling your name.
What are the top hotels in Western Massachusetts?
Take a look at Hampton Inn Boston - Logan Airport and Boston Park Plaza. They’re the first choice for many travellers to Great Barrington. If Hancock is next stop on your itinerary, Hilton Boston Logan Airport and Sheraton Boston, a Marriott Hotel are two popular options.
How far in advance should I book my Western Massachusetts holiday?
It can be tricky to know when is the perfect time to book your trip to Western Massachusetts. But generally the earlier you book, the more affordable the prices. In some cases, you can lock in your flights and hotels up to 12 months prior to departure. If you’re thinking of a last-minute getaway, no need to fret! There are incredible deals advertised on Expedia all the time.
What does an Expedia Western Massachusetts travel package include?
Hotels, flights and a reliable car for your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on a few activities and tours and watch your savings stack up. When it comes to planning your Western Massachusetts break, the choice is all yours!
What should I know before booking a Western Massachusetts travel package?
Whether it’s relaxation or adventure you’re chasing, a Western Massachusetts holiday package lets you organise your escape your way. Plus, you’ll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you’ll save!
Can I choose my airline with a Western Massachusetts Expedia holiday package?
Yes, so take your pick! We offer more than 550 airlines worldwide, so you can customize your Western Massachusetts getaway according to your budget and style.
If I'm not able to travel, can I cancel my Western Massachusetts holiday package?
You can. We realise even the best-laid plans can go awry, so we’re here to help if you have to make changes to your Western Massachusetts holiday package. You may be able to amend or cancel your itinerary at no cost if you’ve booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Western Massachusetts

Hancock showing signage and autumn leaves

Jiminy Peak Mountain Resort

Hit the slopes in Hancock with a visit to Jiminy Peak Mountain Resort. Discover the mountain views in this quaint area.

Jiminy Peak Mountain Resort

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.

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