Cheap Flights to Western Massachusetts from $48

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Western Massachusetts?

The cheapest prices found with in the last 7 days for return flights were $97 and $48 for one-way flights to Western Massachusetts for the period specified. Prices and availability are subject to change. Additional terms apply

Western Massachusetts Flight Information

Traveling to
Western Massachusetts
Lowest Price
$97
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Spirit Airlines
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

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
The price is $55 per night from May 22 to May 23
$55
per night
May 22 - May 23
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 (901 reviews)
"Great stay for the price"

Reviewed on Apr 6, 2024

Pleasant Valley Motel West Stockbridge
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

2.5 out of 5
1254 Riverdale Street, West Springfield, MA
The price is $94 per night from May 26 to May 27
$94
per night
May 26 - May 27
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! (1,002 reviews)
"I stayed here for 4 nights to finish producing my album. Everything was private, clean and just right. Nothing fancy, but exactly what was needed. Staff was nice. Simple, easy."

Reviewed on May 14, 2024

Red Roof Inn PLUS+ West Springfield
Wagon Wheel Inn

Wagon Wheel Inn

2 out of 5
484 Pittsfield Rd, PO Box 808, Lenox, MA
The price is $69 per night from May 19 to May 20
$69
per night
May 19 - May 20
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7/10 Good! (546 reviews)
"Deff stay again if in the area"

Reviewed on Apr 26, 2024

Wagon Wheel Inn
Save an average of 15% on thousands of hotels when you're signed in
Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road, Great Barrington, MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
8.2/10 Very Good! (454 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

Lantern House Motel
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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
The price is $377 per night from May 19 to May 20
$377
per night
May 19 - May 20
Stay at this 4.5-star luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Chesterwood ...
9.2/10 Wonderful! (76 reviews)
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."

Reviewed on Oct 12, 2023

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street, Northampton, MA
The price is $159 per night from May 23 to May 24
$159
per night
May 23 - May 24
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in ...
8.8/10 Excellent! (993 reviews)
"Great place in the center of town."

Reviewed on May 14, 2024

Hotel Northampton
The Orchards Hotel

The Orchards Hotel

2.5 out of 5
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 Hopkins Observatory and Williams ...
8.4/10 Very Good! (441 reviews)
"A little dated. Restaurant shut down for renovations, disappointing"

Reviewed on Mar 9, 2020

The Orchards Hotel
Save an average of 15% on thousands of hotels when you're signed in
Federal House Inn

Federal House Inn

3.5 out of 5
1560 Pleasant Street, Route 102, South Lee, MA
Stay at this 3.5-star B&B in South Lee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Berkshire Theatre ...
9.6/10 Exceptional! (177 reviews)
"Wine, cheese and crackers every night. A three course breakfast every morning. A 24 hour a day kitchen stocked with complimentary sodas, water, coffee, tea, and ice. Great fireplace in the room. The owner was very accommodating. Even before we got there we received a call from him inviting us to ..."

Reviewed on Dec 4, 2019

Federal House Inn
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

La Quinta Inn & Suites by Wyndham Springfield MA
Great for families

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street, Springfield, MA
The price is $122 per night from May 20 to May 21
$122
per night
May 20 - May 21
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,256 reviews)

Families like: Indoor pools, game room, extra beds/cribs, free breakfast for the whole family

Travelers say...
"Only problem was busy weekend with a fairly full hotel and only one elevator was working. Long waits because it was usually full and no room"

Reviewed on May 13, 2024

La Quinta Inn & Suites by Wyndham Springfield MA
D. Hotel Suites & Spa
Great for families

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
The price is $141 per night from May 20 to May 21
$141
per night
May 20 - May 21
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. ...
9.2/10 Wonderful! (2,268 reviews)

Families like: Indoor pools, extra beds/cribs, free breakfast for the whole family, laundry

Travelers say...
"The place was very presentable, good breakfast, very clean and staff friendly"

Reviewed on May 13, 2024

D. Hotel Suites & Spa
Sheraton Springfield Monarch Place Hotel
Great for families

Sheraton Springfield Monarch Place Hotel

3.5 out of 5
1 Monarch Place, Springfield, MA
The price is $127 per night from Jun 2 to Jun 3
$127
per night
Jun 2 - Jun 3
Book a stay at this business-friendly hotel in Springfield. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (877 reviews)

Families like: Indoor pools, extra beds/cribs, laundry

Travelers say...
"Great property, a little outdated but still grand, very close walk to the Mass Mutual Center. Staff is very nice."

Reviewed on Apr 8, 2024

Sheraton Springfield Monarch Place Hotel
Save an average of 15% on thousands of hotels when you're signed in
Fairfield Inn & Suites Springfield Northampton/Amherst
Great for families

Fairfield Inn & Suites Springfield Northampton/Amherst

3 out of 5
115A Conz Street, Northampton, MA
The price is $170 per night from Jun 9 to Jun 10
$170
per night
Jun 9 - Jun 10
Stay at this 3-star business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (859 reviews)

Families like: Indoor pools, extra beds/cribs, free breakfast for the whole family, laundry

Travelers say...
"Clean & great help"

Reviewed on May 14, 2024

Fairfield Inn & Suites Springfield Northampton/Amherst
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.
Super 8 by Wyndham Latham/Albany Airport
Hilton Garden Inn Albany Airport
Hilton Albany
Don't see what you're looking for?
See all available trips from Pensacola to Western Massachusetts
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Can I fly to Western Massachusetts right now?
There are several factors that could affect your travel plans if you’re thinking about a flight to Western Massachusetts. They include where you’re flying from and COVID-19 restrictions in your destination. Before making a booking, have a look through official government websites for the most up-to-date info. Travelocity’s Covid-19 Travel Advisor will also keep you clued up about traveling during the coronavirus pandemic. Click on the link to learn about quarantine, social distancing rules and more at your destination.
How much is the cheapest flight to Western Massachusetts?
Based on prices found over the last seven days, a roundtrip flight to Western Massachusetts was as low as $97. If you’re flexible with your dates, it will be easy to land a great bargain. This price was available on Travelocity for flights to Western Massachusetts departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Western Massachusetts?
If you’re thinking of booking a trip to Western Massachusetts, September is the cheapest time to fly there. This is based on Travelocity’s direct return flight demand between January and December last year. Choose your dates and secure your spot today.
How can I check my flight status to Western Massachusetts?
Whether you’d like to view the status of your flight to Western Massachusetts or make changes to your itinerary, you’ll find all the necessary details on our customer portal, Trips. Click on “Trips” at the top of our homepage, then log in or open a new account. Another convenient way to view and manage all your bookings is with the Travelocity app. Get real-time notifications about your flight and quickly share updates with any family flying with you.
How do I find the best deals on flights to Western Massachusetts?
Here are our tips — book early, avoid peak season and be flexible with your dates. If you don’t have a specific date in mind, search for your flight to Western Massachusetts on Travelocity and click on “Flexible dates” above your results. This will help you locate any cheaper tickets on surrounding days. $97 was the most affordable price for a roundtrip flight to Western Massachusetts in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Western Massachusetts with Travelocity?
Search for cheap flights to Western Massachusetts with Travelocity and start packing for your next getaway. With 24/7 customer support during every step of your trip and our Price Match Guarantee, we take the difficulty out of finding cheap family flights, hotels, rental cars and more. Score a great deal today and brace yourself for an epic adventure.
What are the most popular flight routes to Western Massachusetts?
Browse through these major flight routes to Western Massachusetts and start planning your next vacation:

  • Chicago, IL (ORD-O’Hare Intl.) to Logan Intl. Airport (BOS) - 3,514 flights a month.
  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 3,419 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 3,193 flights a month.

How much is a flight to Western Massachusetts on average?
Airfares for roundtrip flights to Western Massachusetts were priced between $97 and $97 in the last seven days. As soon as you find a terrific deal, lock it in and get ready to jet off on your next fun adventure with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Western Massachusetts?
The length of a direct flight to Western Massachusetts of course varies, but here are the average travel times for some common routes:

  • Chicago, IL (ORD-O’Hare Intl.) to Logan Intl. Airport (BOS) - 2 hours and 23 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 51 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 2 hours and 56 minutes

What can I expect on a flight to Western Massachusetts?
Factors like which carrier you choose and where your plane takes off from will largely determine your experience. You’re likely to find all types of flights to Western Massachusetts, from cheap flights for family vacations to first class airfares. Warm meals, entertainment and games for the youngsters are just a little taste of what most airlines offer on long-haul services.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.