Cheap Flights to Western Massachusetts from $42
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How Much Does it Cost To Fly To Western Massachusetts?
The cheapest prices found with in the last 7 days for return flights were $98 and $42 for one-way flights to Western Massachusetts for the period specified. Prices and availability are subject to change. Additional terms apply
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| RSW | Latham | September 12 to September 16 | $102 |
| RSW | Windsor Locks | September 5 to September 6 | $135 |
| JFK | Windsor Locks | August 19 to August 23 | $217 |
| JFK | Latham | September 11 to September 18 | $259 |
| RSW | Worcester | July 20 to July 27 | $338 |
| JFK | Worcester | August 3 to August 6 | $463 |
| MAN | Windsor Locks | August 1 to August 2 | $983 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| RSW | Latham | July 18 to August 1 | $236 |
| JFK | Windsor Locks | July 18 to July 20 | $361 |
| RSW | Windsor Locks | July 19 to July 20 | $425 |
| JFK | Worcester | July 18 to July 20 | $790 |
Western Massachusetts Flight Information
Traveling to | Western Massachusetts |
|---|---|
Lowest Price | $98 |
Number of Airlines Serving | |
Airlines Serving | Breeze Airways, Allegiant Air |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Western Massachusetts Accommodation Deals
Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd West Stockbridge MA
$68 nightly
The price is $74 total per night from Jul 13 to Jul 14
$74 total
Jul 13 - Jul 14
Total with taxes and fees
Stay at this motel in West Stockbridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions ...
6.8/10 (1,003 reviews)
"Very comfortable. Will stay there again"
Reviewed on Jul 11, 2026
Red Roof Inn PLUS+ West Springfield
1254 Riverdale Street West Springfield MA
$91 nightly
The price is $104 total per night from Jul 13 to Jul 14
$104 total
Jul 13 - Jul 14
Total with taxes and fees
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (1,013 reviews)
"Nothing to chsnge"
Reviewed on Jul 9, 2026
Wagon Wheel Inn
484 Pittsfield Rd Lenox MA
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
7/10 Good! (641 reviews)
"We've been in worse, but not by much. It kept the wind out of our hair and the shower had plenty of hot water. That's about it"
Reviewed on Oct 26, 2025
Save an average of 15% on thousands of hotels when you're signed in
Lantern House Motel
256 Stockbridge Road Great Barrington MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Housatonic ...
8.2/10 Very Good! (455 reviews)
Avoid staying here if you can.
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ..."
Reviewed on Nov 22, 2021
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.
Luxury Hotels in Western Massachusetts
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
$358 nightly
The price is $399 total per night from Jul 26 to Jul 27
$399 total
Jul 26 - Jul 27
Total with taxes and fees
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
9.2/10 Wonderful! (112 reviews)
"Our stay at The Inn was wonderful. Diane and staff could not have been more welcoming or helpful with great suggestions. Shopping and picnic supplies were spot on! Breakfast was delicious and more than plentiful. The pool was not available at this time, but what a beautiful setting. We’ll stay here ..."
Reviewed on Jun 30, 2026
Hotel Northampton
36 King Street Northampton MA
$165 nightly
The price is $184 total per night from Jul 26 to Jul 27
$184 total
Jul 26 - Jul 27
Total with taxes and fees
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,009 reviews)
"It was really neat and well organized. Front desk people are very professional."
Reviewed on Jul 8, 2026
The Orchards Hotel
222 Adams Rd Williamstown MA
Book a stay at this business-friendly hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Massachusetts Museum of Contemporary ...
Save an average of 15% on thousands of hotels when you're signed in
Lantern House Motel
256 Stockbridge Road Great Barrington MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions National Shrine of the Divine Mercy and Housatonic ...
8.2/10 Very Good! (455 reviews)
Avoid staying here if you can.
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ..."
Reviewed on Nov 22, 2021
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.
Family Friendly Hotels in Western Massachusetts
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$143 nightly
The price is $159 total per night from Jul 13 to Jul 14
$159 total
Jul 13 - Jul 14
Total with taxes and fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street Springfield MA
$119 nightly
The price is $135 total per night from Jul 19 to Jul 20
$135 total
Jul 19 - Jul 20
Total with taxes and fees
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 ...
8/10 Very Good! (1,288 reviews)
Families like: Indoor pool, game room, cribs, free breakfast for the whole family
Travelers say...
"Clean,Breakfast good, air conditioner good, five in-front windows building was good, Avis & Budgets car rental is right next door. Greyhound & Peter Pan bus is ten minutes walking."
Reviewed on Jul 12, 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
$142 nightly
The price is $158 total per night from Jul 14 to Jul 15
$158 total
Jul 14 - Jul 15
Total with taxes and 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. ...
9.2/10 Wonderful! (2,137 reviews)
"Fantastic amenities, solid continental breakfast, gorgeous outdoor spaces, incredible value. Wish we had time to use the pool and hot tub. Looking for an excuse to return. Top 5 hotel experiences of my life!"
Reviewed on Jul 11, 2026
Save an average of 15% on thousands of hotels when you're signed in
Blue – A Modern Hotel, an Ascend Collection Hotel
1080 Riverdale St West Springfield MA
$110 nightly
The price is $125 total per night from Aug 2 to Aug 3
$125 total
Aug 2 - Aug 3
Total with taxes and fees
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Big E and MGM ...
9.4/10 Exceptional! (242 reviews)
"Great room with powerful shower & massage chair!"
Reviewed on Jul 12, 2026
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.
Best Western Massachusetts Flight and Hotel Packages
Western Massachusetts flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
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Plane Tickets To Western Massachusetts
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Western Massachusetts. Browse through our inventory to explore a wide range of cheap flights to Western Massachusetts to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Western Massachusetts as you anxiously await to exit the plane and explore what Western Massachusetts has to offer. Considering all the amazing local food and culture in Western Massachusetts, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Western Massachusetts to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Western Massachusetts without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Western Massachusetts with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Western Massachusetts today!
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