Western Massachusetts Vacation Packages 2026 from $595

Western Massachusetts flight + hotel vacation packages

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

Toll Road Inn

$595

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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 Cornell Inn, Lenox & The Berkshires

Save 100% on your flight

$1,392

per person

Sep 16 - Sep 21

found 12 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Brook Bound Inn

$901

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Spokane (GEG) to Albany (ALB)

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.

The White House Inn

$755

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Hotel Vervana, Trademark Collection by Wyndham

$729

per person

Sep 24 - Sep 28

just found

Roundtrip non-stop flight included

Dallas (DFW) 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.

Top Western Massachusetts hotels deals

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$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.

Pool

Parking included

MGM Springfield

One MGM Way Springfield MA

$179 nightly

$203 total

Aug 16 - Aug 17

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

1 Country Club Rd Holyoke MA

Free Cancellation

$142 nightly

$158 total

Aug 17 - Aug 18

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

461 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$165 nightly

$184 total

Sep 7 - Sep 8

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.

Pool

Hot Tub

La Quinta Inn & Suites by Wyndham Springfield MA

100 Congress Street Springfield MA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$134 total

Sep 7 - Sep 8

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

Holiday Inn Express Springfield Downtown by IHG

145 State Street Springfield MA

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$110 total

Sep 7 - Sep 8

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. Enjoy the free on-the-go breakfast each morning.

Pool

Breakfast included

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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)

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.

See properties

Frequently asked questions

How much are vacation packages to Western Massachusetts?

$595 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.