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Our Annual Guide to Summer Events in Western Mass.

Fun in the Sun

summertimedpartSummertime is a great time to get away, but in Western Mass., it’s also a great time to stick around and enjoy the many events on the calendar. Whether you’re craving fair food or craft beer, live music or arts and crafts, historical experiences or small-town pride, the region boasts plenty of ways to celebrate the summer months. Here are 35 ideas to get you started, in a region that’s home to many more.


Pioneer Valley Beer & Wine Festival
300 North Main St., Florence
Admission: $35 in advance, $40 at the door
July 1: Hungry — or thirsty — for something to do as the summer months take hold? Look Park presents its second annual Beer & Wine Festival at the Pines Theater from noon to 5 p.m. Attendees will get to sample local beer and wine from the Pioneer Valley, live music, and a host of local food vendors. Non-drinkers (designated drivers and under 21) may purchase tickets for $10 in advance, $15 at the door.

Berkshires Arts Festival
380 State Road, Great Barrington
Admission: $7-$14; free for children under 10
July 1-3, Aug. 17-20: Ski Butternut may be best-known for … well, skiing, of course. But the property also plays host to the Berkshires Arts Festival, a regional tradition now in its 16th year. Thousands of art lovers and collectors are expected to stop by to check out and purchase the creations of more than 200 artists and designers, inclouding more than 40 exhibiting for the first time.1berkshiresartsfestival

Fireworks Shows
Various Locations
July 1-4: The days surrounding Independence Day are brimming with nighttime pageantry throughout the Pioneer Valley. Holyoke Community College kicks things off on June 30. July 1 brings a display at Beacon Field in Greenfield and Szot Park in Chicopee, while on July 3, Michael Smith Middle School in South Hadley and East Longmeadow High School get into the act. July 4 will bring the spectacle to Riverfront Park in Springfield, McGuirk Stadium at UMass Amherst, and Six Flags New England in Agawam.

Old Sturbridge Village Independence Weekend Celebration
1 Old Sturbridge Village Road, Sturbridge
Admission: $14-$28; free for children under 4
July 1-4: At this celebration of America, visitors can take part in a citizens’ parade, play 19th-century-style ‘base ball,’ march with the militia, make a tri-cornered hat, and sign a giant copy of the Declaration of Independence. Children and families will enjoy the friendly competition of the Farm Yard Games, and a reproduction cannon will be fired. On July 4, a citizen naturalization ceremony will take place on the Village Common.

2monsonsummerfestMonson Summerfest
Main Street, Monson
Admission: Free
July 4: In 1979, a group of parishioners from the town’s Methodist church wanted to start an Independence Day celebration focused on family and community, The first Summerfest featured food, games, and fun activities. With the addition of a parade, along with booths, bands, rides, and activities, the event has evolved into an attraction drawing more than 10,000 people every year.

Dog Shows
1305 Memorial Ave., West Springfield
Admission: Free
July 5-9, Aug. 24-27: The Eastern States Exposition fairgrounds certainly haven’t gone to the dogs, but it will seem that way for five days in July, when Yankee Classic Cluster Dog Shows shows take over the Better Living Center. On tap are dog shows from the Kenilworth, Holyoke, Farmington, and Naugatuck Kennel Clubs. Then, in August, the fairgrounds will host dog shows from the Newtown, Ox Ridge, and Elm City Kennel Clubs.

Made in Massachusetts Festival
1305 Memorial Ave., West Springfield
Admission: $20 general admission, $35 for admission plus tasting combo ticket
July 8-9: The Eastern States Exposition will host this festival featuring craft vendors and products unique to Massachusetts. The event will showcase the state’s top breweries, wineries, local food, live entertainment, specialty crafts, and much more. In addition, kids will enjoy a mobile arcade full of games, a laser-tag arena, huge obstacle courses, bounce houses, an inflated soccer ball arena, face painting, and more.

Brimfield Outdoor Antiques Show
Route 20, Brimfield
Admission: Free
July 11-16, Sept. 5-10: After expanding steadily through the decades, the Brimfield Antique Show now encompasses six miles of Route 20 and has become a nationally known destination for people to value antiques, collectibles, and flea-market finds. Some 6,000 dealers and close to 1 million total visitors show up at the three annual, week-long events; the first was in May.

1021 West St., Amherst
Admission: Festival pass, $236; tickets may be purchased for individual events
July 13-16: Boasting an array of concerts, lectures, and workshops, Yidstock 2017: The Festival of New Yiddish Music brings the best in klezmer and new Yiddish music to the stage at the Yiddish Book Center on the campus of Hampshire College. The sixth annual event offers an intriguing glimpse into Jewish roots, music, and culture.

Post #351 Catfish Derby
50 Kolbe Dr., Holyoke
Admission: $10 entry fee
July 14: The American Legion Post #351 touts its 37th annual Catfish Derby as the biggest catfish tournament in the Northeast. Fishing is open to the Connecticut River and all its tributaries. The derby headquarters and weigh-in station are located at Post #351. A total of $1,425 in prize money is being offered, with a first prize of $300. Three trophies are available in the junior division (age 14 and younger).

Green River Festival
One College Dr., Greenfield
Admission: Weekend, $119.99; Friday, $34.99; Saturday, $64.99; Sunday, $64.99
July 14-16: For one weekend every July, Greenfield Community College hosts a high-energy celebration of music; local food, beer, and wine; handmade crafts; and games and activities for families and children — all topped off with four hot-air-balloon launches and a spectacular Saturday-night ‘balloon glow.’ The music is continuous on three stages, with more than 40 bands slated to perform.

Glasgow Lands Scottish Festival
300 North Main St., Florence
Admission: $5-$16, free for children under 6
July 15: Staged at Look Park, this 23nd annual festival celebrating all things Scottish features Highland dancers, pipe bands, a pipe and drum competition, animals, spinners, weavers, harpists, Celtic music, athletic contests, activities for children, and the authentically dressed Historic Highlanders recreating everyday life in that society from the 14th through 18th centuries.

Positively Holyoke Summer Concerts
221 Appleton St., Holyoke
Admission: Free
July 19, July 26, Aug. 2, Aug. 9: The Holyoke Rotary Club  will present a series of four Wednesday night concerts at Holyoke Heritage State Park, featuring, in order, Darik & the Funbags, Out of the Blue, Union Jack, and Trailer Trash. The concerts begin at 6 p.m., but a beer garden and grill will open at 5:30. Parking is free, and the rain date for each concert is the following day.

Franklin County Beer Fest
66 Thunder Mountain Road, Charlemont
Admission: $25 in advance, $30 at the door
July 22: Join fellow brew enthusiasts for an afternoon of food, music, and drink. The second annual Franklin County Beer Fest will be held at Berkshire East Mountain Resort and will feature beer from several local breweries, local ciders, and local mead and libations. ID required. Online ticket buyers before July will receive a souvenir glass.

3oldsturbridgecraftbeerOld Sturbridge Village Craft Beer & Roots Music Festival
1 Old Sturbridge Village Road, Sturbridge, MA
Admission: $14-$28; free for children under 4
July 23: OSV’s craft beer festival is back, with more brews, bands, and bites than ever before. More than 30 craft breweries from across New England will offer an opportunity to sample and purchase some of the region’s top beers, ciders, and ales, while local chefs prepare farm-to-table fare. At five indoor and outdoor stages, more than a dozen musical artists will bring the sounds of Americana, bluegrass, country, folk, and roots music.

Hampden County 4-H Fair
1305 Memorial Ave., West Springfield
Admission: Free
July 29: More than 200 young people from Hampden County, and 4-H members from Berkshire, Franklin, Hampshire, and Worcester counties, will showcase projects they have made, grown, or raised during the past year. Events include a horse show and other animal exhibitions, a fun run, a talent show, a fashion revue, a lead line and wool competition, and more.


West Side Taste of the Valley
Town Common, West Springfield
Admission: Free
Aug. 10-13: This community event annually draws over 30,000 people from all over the Pioneer Valley to sample various dishes from a diverse mix of restaurants. The weekend is also highlighted by family-friendly entertainment, live musical acts, a midway of rides and games for kids and teens, animal rides, a petting zoo, and Saturday’s class car cruise, a display of classic, antique, and special-interest cars owned by local residents.

Middlefield Fair
7 Bell Road, Middlefield
Admission: TBA
Aug. 11-13: The Highland Agricultural Society was established in 1856 for the purpose of holding the agricultural fair in Middlefield. In those days, it was known as the Cattle Show, and the grounds were filled with local farmers’ prized cattle. Although the fair has changed in its 150-plus years, it retains that tradition, adding food, a truck pull, a petting zoo, animal exhibits, rides, games, and live including Ray Guillemette Jr.’s Elvis tribute, “A-Ray of Elvis.”

4springfieldjazzrootsSpringfield Jazz and Roots Festival
Court Square, Springfield
Admission: Free
Aug. 12: The fourth annual Springfield Jazz & Roots Festival will offer a festive atmosphere featuring locally and internationally acclaimed musical artists. More than 10,000 people are expected to attend and enjoy featured performers including Lizz Wright, Miles Mosley, Rebirth Brass Band, Sarah Elizabeth Charles, Christian Scott, Zaccai Curtis & Insight, Natalie Fernandez, and Community Grooves.

5westfieldairshowWestfield International Airshow
175 Falcon Dr., Westfield
Admission: Free; upgraded paid seating available
Aug. 12-13: The first airshow at Westfield-Barnes Regional Airport in seven years will feature the U.S. Air Force Thunderbirds, a team of F-16 fighter jets that fly in close proximity. Other displays include the Geico Skytypers, a team of six pilots who create aerial smoke messages in the sky, as well as the Third Strike wingwalking act, the the Black Daggers U.S. Army Parachute Team, and a host of others.

Westfield Fair
137 Russellville Road, Westfield
Admission: $6-$8, free for children under 12
Aug. 18-20: One of the earlier late-summer agricultural fairs that proliferate across Western Mass., the 90th edition of the Westfield Fair promises traditional fare like livestock shows, an antique tractor pull, live music, rides and games, an animal auction, a craft barn, a petting zoo, midway rides, and, of course, lots of food.

Cummington Fair
97 Fairgrounds Road, Cummington
Admission: $5-$12, free for children under 10
Aug. 24-27: The Cummington Fair was initiated in 1883 as the Hillside Agricultural Society. Today, it lives on as a showcase for agriculture and livestock in the region, in addition to a robust schedule of entertainment, featuring live music, magic, a demolition derby, a lumberjack show, the Kenya Acrobats, a square dance, crafts, games, food, and much more.

Downtown Get Down
Exchange Street, Chicopee
Admission: Free
Aug. 25-26: Now in its third year, Chicopee’s downtown block party, which drew 15,000 people to the streets around City Hall last year, will feature live music from nine bands, as well as attractions for children, local food vendors, live art demonstrations, and, for the first time, a 5K race.

Celebrate Holyoke
Downtown Holyoke
Admission: Free
Aug. 25-27: Celebrate Holyoke is a three-day festival that made its return in 2015 after a 10-year hiatus, drawing an estimated 12,000 to 15,000 people downtown over the course of the weekend. This year’s festival will include live musical performances, food and beverages from local restaurants, activities for children, and goods from local artists and makers.


Stone Soul Festival
1780 Roosevelt Ave., Springfield
Admission: Free
Sept. 1-3: New England’s largest African-American festival offers family-oriented activities, entertainment, and cultural enrichment, and is a vehicle for minority-owned businesses to display their wares and crafts. Entertainment at Blunt Park includes gospel, jazz, R&B, and dance. Sunday’s free picnic includes ribs and chicken cooked by talented pitmasters, backed by live gospel music performed by local and regional choirs.

Three County Fair
41 Fair St., Northampton
Admission: $8-$10
Sept. 1-4: For almost 200 years, the Hampshire, Franklin & Hampden Agricultural Society has promoted agriculture, agricultural education, and agricultural science in the Commonwealth. The purpose remains the umbrella under which the Three County Fair is presented to the public. But the fair also includes carnival rides and games, thoroughbred horse racing, crafts, and, of course, plenty of food.

Blandford Fair
10 North St., Blandford
Admission: $5-$10, free for children under 6
Sept. 1-4:
Not much has changed in almost 150 years of the Blandford Fair, but that’s what makes it so charming. Fairgoers can witness the classic rituals of the giant pumpkin display, the pony draw, and the horseshoe tournament, plus more modern additions, like the fantastically loud chainsaw-carving demonstration and the windshield-smashing demolition derby.

Franklin County Fair
89 Wisdom Way, Greenfield
Admission: $7-$10, free for children under 9
Sept. 7-10: Named one of the “10 Great New England Fairs” in 2015 by Globe magazine, the 169th edition of the Franklin County Fair will roll into the Franklin County Fairgrounds with every type of fair food imaginable, midway rides, and entertainment ranging from bands and roaming clowns to a ventriloquist, demotion derby, livestock shows, horse draws, a truck pull, and much more.

22 St. George Road, Springfield
Admission: Free
Sept. 8-10: Every year, St. George Cathedral offers thousands of visitors the best in traditional Greek foods, pastries, music, dancing, and old-fashioned Greek hospitality. In addition, the festival offers activities for children, tours of the historic St. George Cathedral and Byzantine Chapel, vendors from across the East Coast, icon workshops, movies in the Glendi Theatre, cooking demonstrations, and more.

Hilltown Brewfest
837 Daniel Shays Highway, New Salem
Admission: $35 in advance, $40 at the door
Sept. 9: The ninth annual Hilltown Brewfest is a fund-raiser for local fire departments. The event at Cooleyville Junction promises a relaxing afternoon featuring some 30 brands and 100 brews of beer, wine, cider, and Berkshire Distillery products. Selections include products by both local craft brewers, winemakers, and distillers in the Quabbin and Pioneer Valley regions as well as similar craft producers across New England.

8mattoonstreetMattoon Street Arts Festival
Mattoon Street, Springfield
Admission: Free
Sept. 9-10: Now in its 45th year, the Mattoon Street Arts Festival is the longest-running arts festival in the Pioneer Valley, featuring about 100 exhibitors, including artists that work in ceramics, fibers, glass, jewelry, painting and printmaking, photography, wood, metal, and mixed media. Food vendors and strolling musicians help to make the event a true late-summer destination.

FreshGrass Festival
1040 MASS MoCA Way, North Adams
Admission: $48-$110 for three-day pass
Sept. 15-17: The Massachusetts Museum of Contemporary Art is known for its musical events, and the Fresh Grass festival is among the highlights, showcasing more than 50 bluegrass artists and bands over three days. This year, the lineup includes Brandi Carlile, Railroad Earth, the Del McCoury Band with David Grisman, Shovels & Rope, Del & Dawg, Bill Frisell, and many more.

9bigeThe Big E
1305 Memorial Ave., West Springfield
Admission: $8-$12; 17-day pass $20-$40
Sept. 15 to Oct. 1: It’s still the big one, and there’s something for everyone, whether it’s the copious fair food or the livestock shows, the Avenue of States houses or the parades, the local vendors and crafters or the live music — this year featuring Cole Swindell, the Village People, Martin Sexton, Sheila E., the Sugarhill Gang, Fastball, the Lovin’ Spoonful, and many more.

Belchertown Fair
Main Street, Belchertown
Admission: Free
Sept. 22-24: This community fair, which draws more than 30,000 visitors every year, celebrates the town’s agricultural roots as well as its active growing community. The weekend features a wide variety of family-friendly activities, from an exhibit hall and animal exhibitions to a parade, plenty of live music, pumpkin decorating for kids, a balloon twister, and an old-time beautiful baby show.

Old Deerfield Craft Fair
10 Memorial St., Deerfield
Admission: $7, free for children under 12
Sep. 23-24: This award-winning show has been recognized for its traditional crafts and fine-arts categories and offers a great variety of items, from furniture to pottery. And while in town, check out all of Historic Deerfield, featuring restored, 18th-century museum houses with period furnishings, demonstrations of Colonial-era trades, and a collection of Early American crafts, ceramics, furniture, textiles, and metalwork.