Western Massachusetts Vacations 2025 from CA $910

Western Massachusetts flight + hotel packages

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

Holiday Inn Express Suites Clifton Park by IHG

per person

Jun. 6 - Jun. 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Albany (ALB)

Book a stay at this business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Edge Halfmoon and Clifton Common are located nearby.

Brookmere

Save 100% on your flight

per person

Jun. 6 - Jun. 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Albany (ALB)

Book a stay at this spa hotel in Saratoga Springs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Saratoga Race Course and Saratoga Performing Arts Center are located nearby.

The Ponds at Foxhollow

per person

May 28 - May 31

found 24 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Albany (ALB)

Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located nearby.

Forget-me-not by Avantstay Bold Lakefront Escape

per person

May 28 - May 31

found 24 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Albany (ALB)

Stay at this 3-star cottage in Monterey. Enjoy a sauna, a pool table, and balconies. Popular attractions Bidwell House Museum and Ashintully Gardens are located nearby.

The Cornell Inn, Lenox & The Berkshires

per person

May 28 - May 31

found 24 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Albany (ALB)

Stay at this 3-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Tanglewood Music Center and The Bookstore are located nearby.

Top Western Massachusetts hotels deals

MGM Springfield

One MGM Way, Springfield, MA

CA $211

CA $270 total

includes taxes & fees

Apr 21 - Apr 22

Stay at this 4-star hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions MGM Springfield and Naismith Memorial Basketball Hall of Fame are located nearby.

Pool

Pet-friendly

D. Hotel Suites & Spa

1 Country Club Rd, Holyoke, MA

Free cancellation

CA $156

CA $181 total

includes taxes & fees

Apr 27 - Apr 28

Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Mount Tom State Reservation and Historic Summit House are located nearby.

Pool

Hot tub

Holiday Inn Express Springfield Downtown by IHG

145 State Street, Springfield, MA

Free cancellation

CA $192

CA $218 total

includes taxes & fees

Apr 21 - Apr 22

Book a stay at this business-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MGM Springfield and Naismith Memorial Basketball Hall of Fame are located nearby.

Life House Berkshires

194 Pittsfield Rd, Lenox, MA

Free cancellation

Reserve now, pay when you stay

CA $179

CA $200 total

includes taxes & fees

Apr 21 - Apr 22

Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.

La Quinta Inn & Suites by Wyndham Springfield MA

100 Congress Street, Springfield, MA

Free cancellation

Reserve now, pay when you stay

CA $158

CA $179 total

includes taxes & fees

Apr 27 - Apr 28

Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions MGM Springfield and Naismith Memorial Basketball Hall of Fame are located nearby.

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

Free cancellation

Reserve now, pay when you stay

CA $134

CA $150 total

includes taxes & fees

Apr 28 - Apr 29

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

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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

Tanglewood Music Center

5/5(6 reviews)

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.

University of Massachusetts Amherst

4.5/5(7 reviews)

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

5/5(4 reviews)

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?

CA $910 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.