Upcoming Events In Western Mass

We strive to post the most current and accurate event information but changes and cancellations do occur so please check the official event website to confirm all details.

When you think back to some of your favorite childhood moments, very few of them probably happened when you were sitting at home watching TV. Instead, your most poignant memories probably revolve around that time you ended up with the home run ball at a baseball game, and the crowd cheered and you felt like a rock star, or at least like Babe Ruth.

Or maybe it was that time your family attended The Big E together and your dad bought you cotton candy and let you get all sticky-faced, and you watched your mom beat the midway games, and you felt like your heart was going to overflow with contentment and happiness.

In Western Massachusetts, events bring us together to celebrate our successes and recollect on our heritage. We’ve put together a list of some of the top yearly events in Massachusetts, things we and our local friends love doing to feel connected to our area and our community.

Top Yearly Western Massachusetts Events

Because of the beautiful area where we live, there are distinct Western Massachusetts-specific events that take place in each and every season. From leaf peeping in the fall to river rafting in the spring to skiing in the winter, you can find a wide range of things to do throughout the year, and some of our local events reflect the joyous beauty of our seasons.

Top Western Massachusetts Events for Spring

Springfield Annual Pancake Breakfast

Does anything scream “neighborly get-together more than a pancake breakfast? If your mouth is already watering over the thought of fluffy, buttery, syrupy goodness, you’re not going to want to miss the Springfield Annual Pancake Breakfast, typically hosted in May in downtown Springfield.

Bring your appetite, because it’s billed as the World’s Largest Pancake Breakfast, and be ready to feast on both good food and friendly conversation.

Paradise City Arts Festival (Northampton)

This Paradise City Arts Festival is ranked among the best in the country, and includes exhibits from more than 250 artists in all mediums. Artists flock to Western Massachusetts from around the country to be part of this visually dazzling display.

Come out to enjoy the weather that’s not quite summer, not quite spring, and stay to buy way too much from the vast selection of contemporary art pieces on display.

Brimfield Outdoor Antique Show

With spring in the air, you’ll want to get out and enjoy the largest outdoor antique and collectible show in the country. The Brimfield Outdoor Antique Show features over 5000 dealers throughout the quaint country town of Brimfield. And once is never enough – they do this in July and September, too!

Top Western Massachusetts Events for Summer

Baseball Season Opening Night

Baseball is the quintessential American pastime, and there’s really nothing that can top the nostalgia of being present on opening night.

The Westfield Starfires and Valley Blue Sox will kick off their seasons right at the start of the summer, and both promise to bring plenty of excitement to the community. Be sure you arrive ahead of gametime to root, root, root for the home team.

Yankee Candle Christmas in July

We love the unforgettable scents of the holiday season. Fir and balsam, spicy gingerbread, warm apple cider – the list could go on and on.

So naturally, Christmas in July is a must. At the flagship Yankee Candle Village, you can enjoy the holiday season, snap selfies with Santa (who might have traded in his traditional red velvet for a more relaxed Hawaiian shirt vibe) and enjoy crafting with Mrs. Claus.

It’s just what you need to get a little dose of holiday spirit and deal with the fact that you probably won’t be decorating your tree for at least a couple more months.

Basketball Hall of Fame Enshrinement

Meet Basketball’s best in the birthplace of the sport! Each summer, the Naismith Memorial Basketball Hall of Fame enshrines the best in the sport in Springfield. Rub elbows with the greatest to play the game and save time for a tour of the Hoop Hall.

Top Western Massachusetts Events for Fall

The Big E

Would this even be a reliable listing of Western Massachusetts events if The Big E weren’t included? The community gathering, more formally known as the Eastern States Exposition, is the biggest and best county fair you could imagine.

Every fall, The Big E brings together amazing food, parades, musical entertainment, agricultural exhibitions, car shows and more. There’s so much to see, do and taste – you’ll need more than one day to fully enjoy all The Big E has to offer.

Six Flags New England’s Fright Fest

Each autumn, Six Flags New England transforms into a fright-filled funzone for teens and adults. You’ll find scary shows, walk-through attractions and thrill rides that make the most of the season.

Top Western Massachusetts Events for Winter

Springfield Thunderbirds

The Springfield Thunderbirds are a professional ice hockey team in the American Hockey League affiliated with the National Hockey League’s St. Louis Blues. Based in Springfield, Massachusetts, the Thunderbirds play their home games at the MassMutual Center.


Springfield, Parade of the Big Balloons

Can’t quite make it to New York City for the Thanksgiving parade? We’ve got you covered, with the Parade of the Big Balloons in downtown Springfield.

Enjoy bands, community gatherings and balloons that represent the best Western Mass has to offer – our favorite is definitely the 75-foot Cat in the Hat balloon.

Bright Nights at Forest Park

Holiday memories are made at Bright Nights at Forest Park. It’s just not the holiday season until you’ve driven through this holiday lighting extravaganza! Look for Santa’s Magical Forest, Dinosaur World and Seuss Land – it’ll become an annual tradition after the first mile.

Holyoke St. Patrick’s Day Parade

Run, walk or float over to the Holyoke St. Patrick’s Day Parade. This celebration of Irish heritage brings more than 400,000 guests to the community for a parade, music, food and fun.

It also includes traditional performances by the Holyoke Caledonian Pipe Band and the Road Race, Western New England’s largest race (featuring a 10k, a 2 mile walk and a Kids Fun Run).

Community events help us to celebrate what we have in common – a love of the arts, of sport, of nature. The human connection these events create is so important to both mental and physical well-being.

If you’d like to learn more about these community events and dozens of others coming up in Western Mass, or about the top yearly events in Massachusetts, check out our Events listings and customize a schedule just for you. Or, contact us, and let our team of knowledgeable locals help you prepare for a fun and unforgettable Western Mass adventure.


Deerfield Inn, Enjoy The Outdoors With Hayrides

Deerfield Inn 81 Old Main St, Deerfield, MA

Perfect outside activity for a fall afternoon. Private 30-minute wagon rides by Muddy Brook Farm on Old Main Street in Historic Deerfield. $50 up to 4 people $5 for each […]


Historic Deerfield, History Workshop

Historic Deerfield 84B Old Main Street, Deerfield, MA

Fun with Miniature Worlds at the History Workshop Join us for an adventure into the wonderful world of miniatures and tiny houses. We are delighted to display a masterpiece dollhouse […]

Northfield Mountain, Fall Hike

Northfield Mountain Recreation & Environmental Center 99 Millers Falls Road, RT 63, Northfield, MA

Hike to Rose Ledges Saturday, October 30th, 1:00 – 4:00 p.m. This three-mile loop hike is one of our staff favorites. Enjoy the brilliant colors of late fall and the dramatic cliffs […]

Greenfield, Rag Shag Parade & Costume Contest

Downtown trick or treating - a frightfully fun-filled evening! The event kicks-off with Trick-or-Treating from 4:00-5:30pm all around downtown. The Rag Shag Parade follows at 5:30 starting at the Mohawk […]

Great Awakening Brewing Company, Live Music

Great Awakening Brewing Company 77 Mill Street, Westfield, MA

Come join us in our taproom to enjoy some craft beer, craft food, and great music! Chris James is back and performing live, showcasing an array of acoustic originals and […]


Old Sturbridge Village, Phantoms & Fire

Old Sturbridge Village 1 Old Sturbridge Village Road, Sturbridge, MA

Don’t fear…Halloween is here! Grab your tickets for this season’s most haunting outdoor experience, Phantoms & Fire at Old Sturbridge Village. Explore the museum after hours where you will find […]


Adams, Pumpkin Walk

It’s back! Come join us for a magical stroll through lit jack-o-lanterns carved by members of the community while enjoying free hot cider and donuts. Free admission! Friday and Saturday […]

The Ranch Golf Club, Halloween Party

Ranch Golf Club 65 Sunnyside Road, Southwick, MA

The Ranch Golf Club is excited to be hosting it's annual Halloween Dance Party in the barn this year, October 30th, 2021, from 6:00 pm to 10 pm. We will […]


Connecticut Trolley Museum, Rails To The Darkside

Connecticut Trolley Museum 58 North Road, East Windsor, CT

As the fall chill fills the air, on the darkest of nights, mournful cries of the abandoned dead are heard on the tracks at the Connecticut Trolley Museum. Come for […]

Springfield Thunderbirds AHL Game Night

MassMutual Center 1277 Main Street, Springfield, MA

HOME GAME VS WILKES-BARRE SCRANTON PENGUINS Ok-T-Bird-Fest presented by Yuengling Hershey’s Chocolate Porter (Thunderbirds vs. Wilkes-Barre/Scranton Penguins, Saturday, Oct. 30, 7:05 p.m. ET) Returning for its third year, Ok-T-Bird-Fest will […]


Nomads Adventure Quest, Nightmare Acres

Nomads Adventure Quest 100 Bidwell Road, South Windsor, CT

Where Nightmares Become Reality Nightmare Acres has a limited amount of tickets per night and anticipates selling out. We highly recommend purchasing your tickets in advance.  BE AWARE that your timeslot […]


Amelia Park Arena, Saturday Night Skates

Amelia Park Arena 21 S. Broad St, Westfield, MA

Saturday Night Skates are back! Grab your friends & family, and join us at Amelia Park Ice Arena year round!  Skating is fun for families, dates, large groups and special […]


Sunderland, Mike’s Maze at Warner Farm

Warner Farm 23 S. Main Street, Sunderland, MA

“Imagine” this fall at Mike’s Maze! Our 2021 maze is all about Imagination! A tribute to John and Yoko’s song, released 50 years ago, our 2021 corn maze is a […]


Six Flags, Fright Fest

Six Flags New England 1623 Main Street, Agawam, MA

Six Flags Fright Fest In Agawam Six Flags New England, the Scare Capital of New England, leaves no tombstone unturned to deliver what guests want most…an all-out terrifying experience. This […]


The Eric Carle Museum, Exhibits

The Eric Carle Museum of Picture Book Art 125 W Bay Road, Amherst, MA

Come check out our new exhibitions, enjoy storytime at The Carle or online, or create something in the Art Studio. Now open Thursday through Sunday! Book your visit ahead online […]


Sonny’s Place, Harvest Happenings

Sonny's Place 349 Main Street (Route 190), Somers, CT

Visit Sonny's Place for Fall Fun for Everyone! Our special Harvest Happenings happening this weekend! Enjoy special attractions and activities along with a full menu of delicious seasonal food and […]


Sonny’s Place, Zombie Laser Tag!

Sonny's Place 349 Main Street (Route 190), Somers, CT

Bring your friends for a new spin on a Laser Tag Elimination Game! Zombie Laser Tag starts you off as either a Human or Zombie. The object of the game […]


Eastern States Exposition, Antique & Modern Firearms Show

Eastern States Exposition 1305 Memorial Avenue, West Springfield, MA

Buy, Sell, and Trade. Many tables of Winchesters for sale and display plus other sporting goods, antiques, collectible rifles, ammo, shotguns, fine militaria from all eras, class 3, custom knives, […]


Pioneer Valley Indoor Karting, Jr league

Pioneer Valley Indoor Karting 10 West St, West Hatfield, MA

All are welcome to join in the fun at any time.  It is $40 per driver per week.  We keep points each week and every driver gets a practice, qualifier, […]


Halloween at Lupa Zoo

Lupa Zoo 62 Nash Hill Rd, Ludlow, MA

Celebrate Halloween at Lupa Zoo! Wear your costumes and join us for the celebration! All kids that come in a costume for Halloween weekend to the zoo will get a free […]