Western Massachusetts Vacations 2025 from CA $960

Western Massachusetts flight + hotel packages

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

Valley Craft Ales

per person

Feb. 13 - Feb. 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Albany (ALB)

Stay at this lodge in Wilmington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions South Main Street and Jim McGrath Gallery and Studio are located nearby.

Saratoga Casino Hotel

per person

Feb. 5 - Feb. 12

just found

Roundtrip non-stop flight included

St. John's (YYT) to Albany (ALB)

Stay at this 4-star hotel in Saratoga Springs. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saratoga Harness Museum and Saratoga Casino and Raceway are located nearby.

The Equinox Golf Resort & Spa

per person

Feb. 13 - Feb. 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Albany (ALB)

Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

South Shire

per person

Feb. 13 - Feb. 16

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Albany (ALB)

Stay at this 4-star inn in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bennington Arts Guild Gallery and Fiddlehead at Four Corners are located nearby.

Hill Farm Inn

per person

Feb. 15 - Feb. 18

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Albany (ALB)

Stay at this 4-star B&B in Arlington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Equinox and Norman Rockwell Exhibition are located nearby.

Top Western Massachusetts hotels deals

MGM Springfield

One MGM Way, Springfield, MA

CA $200

CA $259 total

includes taxes & fees

2 Feb - 3 Feb

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 MassMutual Center are located nearby.

D. Hotel Suites & Spa

1 Country Club Rd, Holyoke, MA

CA $177

CA $205 total

includes taxes & fees

19 Jan - 20 Jan

Stay at this 3-star spa hotel in Holyoke. Enjoy free breakfast, free parking, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Mount Tom State Reservation and Nash's Dinosaur Track Quarry are located nearby.

Hotel Downstreet

40 Main St, North Adams, MA

Free cancellation

Reserve now, pay when you stay

CA $167

CA $186 total

includes taxes & fees

3 Feb - 4 Feb

Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Massachusetts Museum of Contemporary Art and Studio 21 South are located nearby.

Pool

Hot tub

Holiday Inn Express Springfield Downtown, an IHG Hotel

145 State Street, Springfield, MA

Free cancellation

CA $180

CA $204 total

includes taxes & fees

8 Jan - 9 Jan

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 MassMutual Center are located nearby.

Pool

Breakfast included

La Quinta Inn & Suites by Wyndham Springfield MA

100 Congress Street, Springfield, MA

Free cancellation

Reserve now, pay when you stay

CA $163

CA $185 total

includes taxes & fees

9 Jan - 10 Jan

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 Paramount Theater are located nearby.

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

Free cancellation

Reserve now, pay when you stay

CA $139

CA $156 total

includes taxes & fees

14 Jan - 15 Jan

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 Guido's Marketplace and Bousquet Ski Area are located nearby.

Pool

Hot tub

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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.

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.

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.

Frequently asked questions

How much are vacation packages to Western Massachusetts?

CA $960 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.