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.

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Long Meddowe Days

May 14, 2022 - May 15, 2022

The Longmeadow Historical Society is once again proud to be the sponsor of Long Meddowe Days!  This 42nd annual celebration on the Town Green in Longmeadow.

Long Meddowe Days is a community fair including historical activities to educate and foster an interest in town and regional history.  It is an annual town event attended by people of all ages in our area.  Everyone is invited and there is no admission fee to attend!  It’s a weekend event filled with many activities for all family members!

Plan to stop into the Historical Society’s tent on the Town Green to learn about Longmeadow history, upcoming programs and to purchase some unique gifts.

Tours of the Old Burying Yard in Longmeadow Cemetery by an expert local guide will take place on both days starting at 2 PM.  Many gravestones tell their own story about residents that lived in Longmeadow hundreds of years ago with some of the gravestones over 250 years old! The 9th Massachusetts Light Artillery group will be conducting a service, playing taps and firing a musket volley at the end of each cemetery tour.

On Saturday and Sunday at 12:30 PM, there will also be interesting Architecture Walking Tours around the Town Green.  Meet at the Longmeadow Historical Society tent.  Take a stroll along a section of the Town Green with a knowledgeable guide and learn something about these historic homes.

Saturday kicks off with the 26th Annual Tim Paige 5K Memorial Road Race/ Walk that starts at 7:30 AM followed by a community parade with local groups and schools that starts at 9:30 AM in the St. Mary’s Church parking lot and ends at the Town Green.

On both Saturday and Sunday, the Town Green will come alive with people and activities.  Crafters, artists, photographers and talented youth crafters will be showcasing and selling their work.   In addition, various community non-profit organizations and town departments will set up booths to interact with town residents and other visitors.

There will be continuous musical acts on the Entertainment Stage on both days.  New performers this year will add even more talent to the usual strong showing by our local talented musicians.  Enjoying lunch and snacks in the Food Court while listening to these talented groups is always a treat!

The 9th Massachusetts Light Artillery Civil War re-enactors will once again set up camp on the Green and shoot their cannon periodically throughout the day.  The soldiers will also make special presentations about Longmeadow’s own Civil War hero, Lt. Howard Burnham, and the role the town played in that conflict.  The 9th Massachusetts Light Artillery also educates visitors about life during the Civil War.

As always, there are many activities for children at Long Meddowe Days.  The popular miniature train, a climbing wall, a bounce house and fun temporary tattoos are some of the returning favorites.

On Saturday evening starting at 6 PM, after the day’s activities conclude, families are invited to the Town Green to gather and enjoy music and free food.  Join your friends and neighbors for supper, a sing-a-long as the sun goes down, and an old-fashion campfire with hot dogs and hamburgers.  Parents are asked to accompany children to the campfire.

On Sunday there will be a Memorial Service on the Town Green at 11 AM to honor and to commemorate Longmeadow residents who served and also gave their lives for our country.  This Memorial Service is always very well attended.  American flags at veteran gravestones in Longmeadow Cemetery will be replaced by volunteers on Sunday after the Memorial Service.

Friends of Storrs Library will be holding their 12th annual Used Book Sale on Saturday from 10 AM to 4 PM and on Sunday from 11 AM to 3 PM in Storrs Library at 693 Longmeadow Street.

There are many opportunities to learn about Longmeadow’s history at Long Meddowe Days!


May 14, 2022
May 15, 2022
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