Western Massachusetts Vacation Packages 2026/2026 from $409

Western Massachusetts flight + hotel vacation packages

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

The Clocktower Hotel at Century House, an Ascend Collection Hotel

$409

per person

Feb 20 - Feb 23

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Albany (ALB)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

The Landing Hotel at Rivers Casino & Resort

Stockade Historic District

$457

per person

Feb 20 - Feb 23

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) 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.

Hilton Garden Inn Albany Medical Center

$617

per person

Feb 13 - Feb 16

found 6 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Albany (ALB)

This hotel features 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Free self parking, a coffee shop, and a snack bar/deli are also offered.

Homewood Suites by Hilton Albany

$547

per person

Feb 20 - Feb 23

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Albany (ALB)

This hotel doesn't skimp on freebies - guests receive free breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Tru By Hilton Albany Crossgates Mall

$496

per person

Feb 13 - Feb 16

found 6 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Albany (ALB)

This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a snack bar/deli, and a lobby fireplace are also on offer.

Top Western Massachusetts hotels deals

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$124 total

Dec 9 - Dec 10

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

One MGM Way Springfield MA

$169 nightly

$192 total

Jan 4 - Jan 5, 2026

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

Reserve now, pay when you stay

$105 nightly

$117 total

Dec 28 - Dec 29

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

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

Free Cancellation

$107 nightly

$120 total

Dec 20 - Dec 21

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and perks like 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

$111 nightly

$125 total

Dec 10 - Dec 11

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

$114 nightly

$129 total

Dec 11 - Dec 12

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

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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.

Popular places to visit

Hancock which includes 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 family-friendly area.

Great bar and restaurant in a great area in Venice. Bar in front, restaurant tables al fresco in back; very cool. Good food, and hand crafted cocktails by a talented and enthusiastic staff.

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.

Springfield which includes interior views as well as a large group of people

Naismith Memorial Basketball Hall of Fame

You can study the exhibits at Naismith Memorial Basketball Hall of Fame, a museum with a storied past, during your trip to Springfield. You can attend a basketball game while in the area.

Frequently asked questions

How much are vacation packages to Western Massachusetts?

$409 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.