View Current Travel Advisories
Skip to Main Content
Trailways Home Page

Trailways Bus Tickets
from Portland, ME to Great Barrington, MA

Choose one way or round trip:
(*) indicates a required field
Start typing the origin city to open location options, and then use the arrow keys to navigate to the origin city you want, then press enter to select that origin city
Start typing the destination city to open location options, and then use the arrow keys to navigate to the destination city you want, then press enter to select that destination city
Type the date in date format 2 digit month slash 2 digit day slash 4 digit year or press tab to use the date picker pop up calendar

Travel made simple with Trailways

Unbeatable Prices

One of the best inventories of bus tickets in one place - with exclusive fares you won't find elsewhere.

Proven Reliability

On-time travel services - trust our reputation for reliable bus transportation.

Comfort and Convenience

Numerous upgraded buses with large leather recliners, free wi-fi, and power outlets for each seat.

Bus Station Information for Great Barrington, MA

Great Barrington

Flag Stop, use arrow keys or tab to explore more about this bus station

Great Barrington, MA 01230

Flag Stop
Address
362 Main Street 
Great Barrington, MA 01230
Phone Number
(800) 343-9999/(800) 858-8555
More Detailsabout Great Barrington Flag Stop

City InformationforPortland, ME

Ready for a coastal escape without breaking the bank? Book your bus to Portland, ME, and dive into a charming town that blends maritime heritage with modern flair. Portland boasts a vibrant arts and culture scene, delectable dining options, and picturesque scenery. Start with a leisurely wander through the historic Old Port district, where cobblestone streets lead you to unique boutiques and craft breweries.

If you're seeking a splash of nature, the Eastern Promenade offers stunning waterfront views and trails perfect for a brisk walk or a casual bike ride. Don’t skip the Portland Museum of Art, where you’ll find an impressive collection ranging from local masterpieces to international works. For seafood lovers, the town’s renowned lobster rolls are a must-try - where fresh catches are the star on every menu.

With so much culture, cuisine, and coastline to explore, Portland awaits with its unique blend of small-town charm and lively spirit. Hop on a bus to Portland, ME, and get ready to create unforgettable memories!

City InformationforGreat Barrington, MA

Nestled in the enchanting Berkshire Hills, Great Barrington, MA, is the perfect town for those craving a blend of cultural charm and natural beauty. Expect nothing less than warmth from this gem, where artsy flair and outdoor wonders collide. Meander through the vibrant Main Street, home to a kaleidoscope of boutiques, art galleries, and cafés that exude an irresistible local charm.

Nature enthusiasts will find solace in Monument Mountain – a short trek rewards adventurers with sweeping views of the lush Housatonic Valley. For a sprinkle of history, the Mahaiwe Performing Arts Center delivers with its elegant architecture and a lively calendar of eclectic performances.

A hushed getaway awaits at Lake Mansfield, where the serenity of the water invites a laid-back afternoon of canoeing or simply sunbathing along the shore. With so much to offer, a bus to Great Barrington is your ticket to unforgettable experiences brimming with local flavor and spirited adventures. Hop on and let the Berkshires' allure sweep you away!

Frequently Asked Questions about the Bus Ride