Deals on vacations and trips to Western Massachusetts

Save when you book Western Massachusetts package deals

Choose two or more items and save on your trip:

Western Massachusetts flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
Price was $912, price is now $813 per person
$813
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
This hotel features a gym and an outdoor tennis court. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,809, price is now $1,525 per person
$1,525
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
El Paso (ELP) to Albany (ALB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
Price was $1,780, price is now $1,570 per person
$1,570
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
El Paso (ELP) to Albany (ALB)
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Toll Road Inn

Toll Road Inn

2 out of 5
Price was $1,134, price is now $1,009 per person
$1,009
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
This hotel features a seasonal outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, and a communal living room are also on offer.
The White House Inn

The White House Inn

3.5 out of 5
Price was $1,099, price is now $1,006 per person
$1,006
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace and a garden are also provided.

Top Western Massachusetts hotels deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
$128 nightly
The price is $143 total per night
$143 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$179 nightly
The price is $203 total per night
$203 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
Free Cancellation
$142 nightly
The price is $158 total per night
$158 total
Aug 9 - Aug 10
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Hot Tub
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $195 total per night
$195 total
Aug 10 - Aug 11
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street Springfield MA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $135 total per night
$135 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an indoor pool and a gym. Families will appreciate the arcade/game room and onsite laundry facilities. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.
Pool
Breakfast included
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$138 nightly
The price is $155 total per night
$155 total
Aug 30 - Aug 31
Total with taxes and fees
This aparthotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Don't see what you're looking for?
See all available properties in Western Massachusetts
View all properties
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.

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 are vacation packages to Western Massachusetts?
$813 is all you'll need for an exciting break in Western Massachusetts. Bundle your flights and hotel into a Travelocity package and see how much the savings pile up. With such good prices, you'll want to start packing your suitcase now!
Where can I get the best vacation package deals for Western Massachusetts?
There's no need to look any further than Travelocity. With as many as 400 air carriers and 1,000,000 worldwide properties, it's a breeze to find a Western Massachusetts package deal that fits your budget.
Why should I book my Western Massachusetts vacation bundle with Travelocity?
Because life is an amazing journey, and we offer all you need to help you along the way. With our first-rate service and Price Match Guarantee, you can book with confidence. What's more, you can rest easy while you're away knowing we've got your back with our round-the-clock support.
Can I save money on my Western Massachusetts car rental if I bundle it with hotels and flights?
You certainly can with our Western Massachusetts vacation packages. With one of these, there are loads of ways to stretch your vacation budget further. Bundle any two or more car, hotel, flight and tour bookings and see the savings add up. With your own ride, all the landmarks around Western Massachusetts are a fun road trip away.
Which airport is best for Western Massachusetts?
Bradley Intl. Airport (BDL) is where many visitors choose to touch down. Depending on your Western Massachusetts itinerary, Albany Intl. Airport (ALB) and Hartford, CT (HFD-Hartford - Brainard) are also worth considering.
What is there to do in Western Massachusetts?
Western Massachusetts is full of amazing things to see and do, however Naismith Memorial Basketball Hall of Fame and Six Flags New England are among the best of them.

Photos of local treasures

Browse Western Massachusetts vacation photos for more inspiration

A lake with a rocky shoreline and a forested island.
A field of pumpkins surrounded by autumn leaves.
A panoramic view of a valley with autumn foliage, a town in the distance, and rolling hills.
A river winding through a valley with autumn foliage, surrounded by fields and distant hills.
An abandoned stone tower with graffiti, surrounded by leafless trees and snow.

Explore More Ways to Travel with Travelocity