Western Massachusetts Vacation Packages

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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.

Top Western Massachusetts Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Albany Airport Inn

Albany Airport Inn

2.5 out of 5
Price was CA $885, price is now CA $774 per person
CA $774
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
6.4/10 (1,010 reviews)
Hotel room was dirty and falling appart

Reviewed on Jul 12, 2026

Marriott Albany

Marriott Albany

3.5 out of 5
Price was CA $1,473, price is now CA $1,212 per person
CA $1,212
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
8.4/10 Very good! (1,003 reviews)
The front desk person was very friendly and helpful. The food at the restaurant was very good. The room was nice. The building itself was clean but needs some updating. We noticed wallpaper peeling in hallways and different areas but other than that, it was a nice place. We felt safe and the price was good. Beds were super comfy!

Reviewed on Jul 13, 2026

Hyatt Place Saratoga Malta

Hyatt Place Saratoga Malta

3 out of 5
Price was CA $1,457, price is now CA $1,215 per person
CA $1,215
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (1,010 reviews)
Staff was very accommodating, room was clean and nicely set up

Reviewed on Jul 12, 2026

Bluebird Spa City Motor Lodge

Bluebird Spa City Motor Lodge

3 out of 5
Downtown Saratoga Springs
Price was CA $1,776, price is now CA $1,527 per person
CA $1,527
per person
Aug 12 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
9/10 Wonderful! (929 reviews)
Deeper

Reviewed on Jul 12, 2026

Hilton Albany

Hilton Albany

3.5 out of 5
Downtown Albany
Price was CA $1,075, price is now CA $941 per person
CA $941
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
7.2/10 Good! (1,035 reviews)
Our room was nice and clean. Fresh linens. However the do not have a microwave. Our tub was old and pealing. The water took awhile to go down in the sink. Also you have to pay $22 for unlimited parking. They also had kids playing in the hallway at 10 at night

Reviewed on Jul 12, 2026

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
A river with a bridge, a large dome-shaped building, and a cityscape with various buildings and roads.

Metro Center

1 out of top 10 points of interest in this area
4/5(10 area reviews)

Explore Springfield Armory National Park, Quadrangle museums, and enjoy over 70 clubs, bars, and restaurants in the Club Quarter. Exceptionally walkable, with easy access to I-91, I-291, and Union Station.

Find hotels in Metro Center

Ready to book your vacation to Western Massachusetts?

 

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Western Massachusetts Hotel Deals

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 CA $186 per night from Aug 9 to Aug 10
CA $186
CA $224 total
Aug 9 - Aug 10
includes taxes & fees
Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
The price is CA $241 per night from Jul 27 to Jul 28
CA $241
CA $269 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"The staff was incredibly helpful and made our weekend very enjoyable. With that being said there were a couple of minor issues that we suspect will be addressed. There were not enough towels by the pool after being told they were there. The hotel doesn’t have its own restaurant but there is an attached ..."

Reviewed on Jul 10, 2026

Hotel Downstreet, an Ascend Collection Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
The price is CA $167 per night from Aug 12 to Aug 13
CA $167
CA $187 total
Aug 12 - Aug 13
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"The beds are comfortable but the room was dirty - hairs in the tub and on the carpet, the cleaning staff isn't equipped with vacuum cleaners and it shows. I think the property could be easily improved"

Reviewed on Jul 13, 2026

Quality Inn Great Barrington
See all 1,518 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.
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Stay near popular Western Massachusetts attractions

A roller coaster at an amusement park with a clear sky.

Six Flags New England

8.4/10 (599 reviews)
Enjoy the rides and games at Six Flags New England and see why this is a favorite amusement park in Agawam. You can attend a basketball game while in the area.
See properties

Frequently asked questions

How much does a Western Massachusetts vacation package cost?
We make it simple for everyone to travel, with Western Massachusetts vacation packages starting from just CA $774. You'll have the flexibility to combine your favorite 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 travelers 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 vacation?
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 vacation package lets you organize 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 vacation 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 vacation package?
You can. We realize even the best-laid plans can go awry, so we're here to help if you have to make changes to your Western Massachusetts vacation 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.

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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.