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.
The Wiltwyck

The Wiltwyck

3.5 out of 5
Price was $554, price is now $476 per person
$476
per person
Mar 13 - Mar 15
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $690, price is now $533 per person
$533
per person
May 1 - May 4
found 19 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Albany (ALB)
A casino, 5 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking is free for guests, and you can enjoy a meal in one of the 2 coffee shops/cafes.
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $804, price is now $668 per person
$668
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Albany (ALB)
This smoke-free hotel features a casino, a nightclub, and a restaurant. Enjoy the indoor pool and perks like free self parking and a free area shuttle. You'll appreciate the 24-hour gym, bar/lounge, and snack bar/deli.
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was $689, price is now $597 per person
$597
per person
May 1 - May 4
found 19 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Albany (ALB)
This hotel features an indoor pool, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Hotel Kinsley

Hotel Kinsley

3.5 out of 5
Stockade District
Price was $619, price is now $539 per person
$539
per person
Mar 13 - Mar 15
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and free perks like continental breakfast and free self parking.

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
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $141 total per night
$141 total
Feb 22 - Feb 23
Total with taxes and fees
This condo 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.
Pool
Parking included
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$159 nightly
The price is $180 total per night
$180 total
Feb 9 - Feb 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
$127 nightly
The price is $141 total per night
$141 total
Feb 8 - Feb 9
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.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $136 total per night
$136 total
Mar 8 - Mar 9
Total with taxes and fees
This lodge 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.
Pool
Hot Tub
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $233 total per night
$233 total
Mar 9 - Mar 10
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a coffee shop, and a terrace are also offered.
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 out of 5
145 State Street Springfield MA
Free Cancellation
$118 nightly
The price is $134 total per night
$134 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
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.

Popular places to visit

Six Flags New England

Six Flags New England

Bring the kids to Six Flags New England and enjoy the excitement of this amusement park in Agawam. You can attend a basketball game while in the area.

Six Flags New England
Wide paths in the middle pf a forest shows the ski trails on the mountains in the summer

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
A view of the University of Massachusetts campus

University of Massachusetts Amherst

Enjoy the collegiate vibe when you visit University of Massachusetts Amherst, during your travels in Amherst. Experience the area's live music or attend a sporting event.

University of Massachusetts Amherst

Frequently asked questions

How much are vacation packages to Western Massachusetts?
$476 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

Fall Season in Western Massachusetts
Fall Season in Western Massachusetts
USA, Massachusetts, Shelburne Falls. A roadside stand sells golden pumpkins near Shelburne Falls, in western Massachusetts.
A panorama of western Massachusetts from the top of Mount Greylock
Quintessential Pioneer Valley. The view from the top of Sugarloaf is more than rewarding for its easy 30 min hike or quick drive to the summit. It's a very popular spot during the summer and also great for having cookouts and picnics with your friends and family.

Explore More Ways to Travel with Travelocity