Western Massachusetts Vacation Packages 2026 from $639

Western Massachusetts flight + hotel vacation packages

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

The Yankee Inn

$639

per person

Aug 13 - Aug 16

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Albany (ALB)

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.

Lodges At Cresthaven

Save 100% on your flight

$1,627

per person

Sep 4 - Sep 8

found 16 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

A restaurant and a 24-hour gym are featured at this lodge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A business center, a terrace, and a picnic area are also on offer.

Bluebird Spa City Motor Lodge

Downtown Saratoga Springs

$894

per person

Sep 4 - Sep 8

found 16 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

This hotel features free WiFi in public areas, concierge services, and self parking. Express check-out and luggage storage are also provided.

Sundowner on Lake George

$1,189

per person

Sep 4 - Sep 8

found 16 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

A private beach and a hot tub are featured at this smoke-free motel. Enjoy the seasonal outdoor pool and perks like free self parking. A terrace, a picnic area, and laundry facilities are also on offer.

The Lake George Inn

$871

per person

Sep 4 - Sep 8

found 16 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

A seasonal outdoor pool is featured at this hotel, along with laundry facilities. Take advantage of the free self parking.

Top Western Massachusetts hotels deals

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

Free Cancellation

$162 nightly

$181 total

Jun 22 - Jun 23

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 free perks like continental breakfast and free self parking.

Hotel UMass

1 Campus Center Way Amherst MA

Free Cancellation

$144 nightly

$161 total

Jul 2 - Jul 3

Total with taxes and fees

This hotel features 5 coffee shops/cafes and a bar/lounge. Enjoy a meal from the restaurant and perks like free continental breakfast and free WiFi. Self parking, a snack bar/deli, and a lobby fireplace are also offered.

Breakfast included

Free WiFi

MGM Springfield

One MGM Way Springfield MA

$209 nightly

$237 total

Jun 30 - Jul 1

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

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$173 total

Jun 21 - Jun 22

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.

The Yankee Inn

461 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$142 total

Jun 21 - Jun 22

Total with taxes and fees

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$152 total

Jun 21 - Jun 22

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

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

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.

Tanglewood Music Center

You can get tickets for a performance at Tanglewood Music Center during your trip to Lenox. While you're in the area, stroll along the lakeside.

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?

$639 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.