Top 10 Festivals In Western Massachusetts, Massachusetts

Stephen
Contributing Writer
Updated
| 5 min read
festivals in western mass

Western Massachusetts is a beautiful region in Massachusetts, and it is a part of the larger New England area in the United States. It is a region that boasts endless possibilities that are waiting for you to come and explore. From the Berkshires to Springfield, to Stockbridge, Lenox, and a romantic vibe, it is easy to see why this is a vacationers’ paradise. That’s not the only interesting thing about this region; it is a cultural hub for different traditional and cultural ceremonies and festivals that keep the place so vibrant. Read on to know more about the festivals in Western Massachusetts, Massachusetts.

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1. Western Mass Beer Week


If you happen to be in Western Massachusetts around the month of June and you love beer, this will be your lucky moment. This is a week-long special event that is aimed at promoting local breweries that are in all the four counties of this area. Tourists get the opportunity to mingle with the locals at beer dinners, cask tappings, collaborative releases, and many more fun activities. This festival also presents local bars and restaurants to come and showcase their products. Enjoy an unforgettable experience as you indulge in locally crafted beer, delicious food, and dance to wonderful music for a whole week.

Western Mass Beer Week

Website: Western Mass Beer Week

Takes place: June

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2. Greater Boston Charity Horse Show

Posted by The Greater Boston Charity Horse Show on Friday, 24 May 2019

Are you someone who loves horses? Then the Greater Boston Charity Horse Show is an event that is meant for people like you. The Western Massachusetts region welcomes people from all four corners of the earth to come and experience the power of the horse and express their affection for this animal. It is an annual event that happens every May with the aim of helping the less privileged through organizations such as the UpReach Therapeutic Center. Together with well-wishers, they have come with a way of making a difference in people’s health by offering therapies to people with disabilities as well as retired veterans.

Greater Boston Charity Horse Show

Website: Greater Boston Charity Horse Show

Takes place: May

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3. Three County Fair

Posted by Three County Fair on Wednesday, 22 July 2015

Celebrated each year between the month of August and September, the Three County Fair is a special event that takes over the Labor Day weekend. It is usually held at the Fairground in Northampton in Massachusetts. This festival is known to be the oldest continuously operated fair in America and it is usually a joy to celebrate such occasions with family and friends. The fair is usually dedicated to promoting agricultural best practices and includes activities such as agricultural contests, live music performances, demolition derbies and exciting games for all age groups. Different food vendors also come to showcase their prowess in preparing different delicacies.

Three County Fair

Address: 54 Fair St, Northampton, MA 01060, United States

Website: Three County Fair

Takes place: September

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4. Lavender Festival

Lavender fields in Istria
Source: Photo by user Debeuc used under CC BY-SA 4.0

Enjoy a moment of tranquility as you breathe the fresh air in this beautiful, fragrant atmosphere in Johnson Hill Farm. Nestled in a quiet, lovely neighborhood in Buckland, Massachusetts, this farm has been hosting the annual Lavender Festival which takes place in the month of June. People come to wander in this gorgeous lavender labyrinth as they learn about how lavender is grown and its several industrial applications. The event is usually made up of workshops where several hand-made products are exhibited. Sometimes if the weather is good, you’ll get to see doves being released. Enjoy a tour of the antique cemetery and the apple orchard.

Lavender Festival

Address: 51 Hog Hollow Rd, Shelburne Falls, MA 01370, United States

Website: Lavender Festival

Takes place: June

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5. Paradise City Arts Festivals

Did you know that most New England hummingbirds migrate to Central America for the winter? Lots of beats of tiny wings!...

Posted by Paradise City Arts Festivals on Monday, 23 September 2019

If you’re an artist or just someone who loves art and you’re in Massachusetts around the month of October, then Paradise City Arts Festival should be on top of your to-do list. This event brings artists from all over the world to come and showcase their talent, both in the contemporary craft and fine arts categories. It is a diversified event as it includes exhibitions of original works in jewelry, painting, fashion design, art glass, garden sculpture, and ceramics. The festival is made vibrant by the presence of bars, live music, and a wide range of mouthwatering dishes that you won’t find anywhere else.

Paradise City Arts Festivals

Address: 54 Old Ferry Rd, Northampton, MA 01060, United States

Website: Paradise City Arts Festivals

Takes place: October

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6. Asparagus Festival


Get to learn about the culture and traditions that have made Western Massachusetts such a unique place to visit as you celebrate the Asparagus Festival. This is an annual festival that occurs in October and it is meant to celebrate local craftsmanship and promote the agricultural heritage of the local community. Farmers and food vendors from all four counties in New England, come together to spread some love. The event is kept lively by famous bands that are brought to keep the crowds entertained. There are a lot of games and activities to ensure kids also have fun. Observe libation traditions as you enjoy locally crafted beers.

Asparagus Festival

Website: Asparagus Festival

Takes place: June

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7. Ko Festival


Ko Festival is an annual event that takes place in Western Massachusetts in July. Amherst College, which is a performing arts theater, has been hosting visitors, both locals and tourists, to enjoy live shows by different artists. This event gives an opportunity for upcoming artists to be mentored by the star artists and even do collaborations. It comprises workshops where guests are taught new skills and techniques in art. What makes this event unique is that they include internships that are meant to provoke and inspire creative ideas, as well as entertain participants. It is a platform that will surprise you with the unexpected.

Ko Festival

Address: 20 Kirby Dr, Amherst, MA 01002, United States

Website: Ko Festival

Takes place: Usually held in July

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8. New England Food Truck Festival


There is no better time to enjoy a family vacation in Western Massachusetts than during the month of June. It is during this time when the New England fraternity is hosting an annual food event known as the New England Food Truck Festival. It invites different food outlets and entertainment labels to come and market their products as they entertain the people. Bring your family to enjoy a variety of delicacies such as ice cream, sandwiches, barbeque, cookies, fresh salads, and gourmet soups just to mention a few. The vibrant crowd is kept lively by the live, energetic performances from artists.

New England Food Truck Festival

Website: New England Food Truck Festival

Takes place: June

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9. Green River Festival

greenriver 049
Source: Photo by user kathryn used under CC BY 2.0

Get a once-in-a-lifetime experience in Western Massachusetts with your family as you celebrate a heartwarming, signature summer event – the Green River Festival. This is a vibrant music event that takes place each July on one of the weekends, and it brings both local and international artists onto the same stage. People come to dance to international music and quench their appetite with some sumptuous local treats, a handmade craft fair, plus a wide selection of beers and wine to choose from. Even vegetarians got something to smile about. There are a lot of family activities and games, and a Makers Market. The climax comes on Saturday during the night balloon glow.

Green River Festival

Address: 1 College Drive, Greenfield, MA

Website: Green River Festival

Takes place: July

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10. Fourth of July fireworks

Fireworks in Springfield
Source: Photo by user Massachusetts Off... used under CC BY-ND 2.0

Travel back in time as you learn the history of American independence while you celebrate the Fourth of July Fireworks in Western Massachusetts. This is an annual event that is meant to celebrate the signing of the Declaration of Independence, and it was first held in 1777 in Pennsylvania and Boston, a year after the signing. As the name suggests, every 4th of July, the sky gets illuminated with fireworks in different hometowns in New England, and the whole of the United States. People get to enjoy different cuisines by different food vendors. Local and international artists are invited to entertain the crowd with positive vibes.

Fourth of July fireworks

Address: Springfield, Massachusetts

Takes place: July 4th

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Memorable experiences in Western Massachusetts

Apart from being charming and beautiful with eye-catching features such as the Berkshires, Springfield, and Stockbridge, Western Massachusetts is a hub for exciting festivals. With such events, you’ll definitely enjoy unforgettable moments during your vacation.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Stephen is an avid content writer with a passion for adventure. He enjoys traveling and has visited several countries around the world. So far, South Africa stands out as his most exciting...Read more

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