Book Exclusive Western Massachusetts Vacation Packages

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Western Massachusetts flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
Price was CA $1,147, price is now CA $981 per person
CA $981
per person
Oct 15 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Albany (ALB)
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lee Library are located nearby.
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was CA $2,255, price is now CA $1,678 per person
CA $1,678
per person
Oct 15 - Oct 22
found 24 hours ago
Roundtrip flight included
Halifax (YHZ) to Albany (ALB)
Stay at this 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 Casino and Saratoga Racetrack are located nearby.
Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was CA $1,637, price is now CA $1,335 per person
CA $1,335
per person
Oct 15 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Albany (ALB)
Book a stay at this family-friendly guesthouse in Lenox. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Downtown Albany
Price was CA $1,919, price is now CA $1,687 per person
CA $1,687
per person
Oct 2 - Oct 7
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
Price was CA $1,429, price is now CA $1,299 per person
CA $1,299
per person
Oct 15 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Albany (ALB)
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Mansfield Park and Housatonic River are located nearby.

Top Western Massachusetts hotels deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
The price is CA $111 per night
CA $111
CA $140 total
Sep 29 - Sep 30
includes taxes & fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free cancellation
The price is CA $199 per night
CA $199
CA $222 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MCLA Gallery 51 and North Adams Center are located nearby.
Pool
Hot tub
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
The price is CA $198 per night
CA $198
CA $256 total
Sep 3 - Sep 4
includes taxes & fees
Stay at this 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
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 out of 5
145 State Street Springfield MA
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $184 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this business-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and a fitness center. 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.
Pool
Breakfast included
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
The price is CA $169 per night
CA $169
CA $197 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this 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 Nash's Dinosaur Track Quarry are located nearby.
Pool
Hot tub
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
The price is CA $111 per night
CA $111
CA $155 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace 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.

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?
CA $981 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.

Photos of local treasures

Browse Western Massachusetts vacation photos for more inspiration

A lake with a rocky shoreline and a forested island.
A field of pumpkins surrounded by autumn leaves.
A panoramic view of a valley with autumn foliage, a town in the distance, and rolling hills.
A river winding through a valley with autumn foliage, surrounded by fields and distant hills.
An abandoned stone tower with graffiti, surrounded by leafless trees and snow.