Find endless reasons to stay and play in a region whose seasonal attractions are matched only by its timeless appeal.
By Yankee Custom Editors
Oct 03 2024
A working replica of an 18th-century grist mill adds to the vintage allure of The Wayside Inn in Sudbury.
Photo Credit : Jay_Yuan/iStock.comBy Andrea McHugh | Sponsored by The Heart of MA
With fall foliage that dazzles the eye and delights the soul, and the cozy aroma of warm cider doughnuts wafting through the air, sweater season is in full effect in the Heart of Massachusetts. Less than an hour’s drive from Boston, Providence, and Hartford, this enchanting region seems a world away: Life moves slower here, but never feels sleepy. Communities are close-knit, yet ever-welcoming. And while these towns and cities have long histories, there are always new discoveries — and memories — waiting to be made.
The Heart of Massachusetts woos visitors in a special way this time of year. Autumn leaves paint the landscape in hues of blazing reds, rich bronzes, and sunny yellows, creating a one-of-a-kind backdrop for any kind of travel itinerary, from solo adventures to family getaways. And when the first sparkling touch of frost appears, this region embraces the serenity of early winter, leaning into simple pleasures: a roaring fire in the hearth, hands wrapped around mugs of cocoa, twinkling white lights that illuminate mom-and-pop shops and town squares with a distinctly Rockwellian vibe.
Even as one lovely season gives way to the next, the central appeal of the Heart of Massachusetts remains unchanged. Year in and year out, there are fascinating historical and cultural attractions, lively Main Streets and city centers, and outdoor adventures both rugged and relaxed that urge you to dive deep into the Heart of it all.
Though the leaf-peeping action in the Heart of Massachusetts is second to none, the foliage season here is about so much more than scenery. It’s a harvest celebration, too — one that sees orchards bejeweled with red and gold apples and farmstands filled with fresh-picked bounty. Family-run farms are a cornerstone of this region and stand as a testament to its rich agricultural past; many have operated for generations, with views largely unchanged over the centuries. No matter where you travel in this part of the Commonwealth, you’re likely to be near a picturesque spot for picking your own apples and pumpkins, while a back-road drive may yield an old-fashioned farmstand where you can load up on local flavor — squash, corn, and more — on the honor system.
Many farms are also social hubs this time of year, hosting hayrides and corn mazes and other kinds of agri-fun for all ages. The community-owned Sholan Farms in Leominster, for instance, throws an annual Harvest Festival (Oct. 12) that features food trucks, music, crafts and games, and wagon rides alongside the chance to fill up on homemade apple crisp, caramel apples, and other sweet treats. Throughout the season, meanwhile, folks are welcome to picnic or hike the trails at this 169-acre hilltop farm, where views stretch all the way to Boston on a clear day.
For those who like their crisp autumn days to include a few Halloween shivers, The Great Jack O’Lantern Journey is underway at Southwick’s Zoo in Mendon (Sept. 26-Oct. 31). Thousands of intricately carved pumpkins are the stars of this after-hours walk-through event at New England’s largest zoo, but there’s more on tap in the form of live music, seasonal treats, craft brews for the grown-ups, and a new “Haunted Outpost” with ghouls lurking around every corner.
Another don’t-miss event is Phantoms by Firelight at Old Sturbridge Village (Fridays through Sundays Oct. 4-27), which weaves spooky and exciting encounters throughout the living history museum’s 19th-century village. See fire dancers, listen to ghost stories, and dare yourself to experience two new attractions: the Reaper’s Labyrinth corn maze and the Wicked Games Alley. Even more chills await deep in the Hopkinton woods, where the outdoor theatrical experience “The Haunt: A Wedding in Deadwoodville” (Oct. 18-20 & 25-27) plunges its audience into the world of the living dead for a frightfully good cause: Proceeds benefit the Hopkinton Center for the Arts and the MetroWest YMCA.
Come the holiday season, “merry and bright” is taken to new heights at the New England Botanic Garden at Tower Hill in Bolyston. During its annual Night Lights event (Nov. 23-Jan. 5), the 200-acre property comes alive with a quarter-million lights in all colors of the rainbow, as visitors enjoy everything from s’mores and shopping to ice skating. Another favorite holiday display is the annual Festival of Trees (Nov. 29-Dec. 29) at the Garden at Elm Bank in Wellesley, which showcases dozens of decorated Christmas trees, fills the grounds with holiday lights and decorations, and delights kids of all ages with the Snow Village model train display.
Set in the gentle valley between the warmest and coldest seasons of the year, fall has always been a sweet spot for outdoor recreation lovers. If the brisk air is calling you to get outside, grab that bike, paddle, or hiking gear and head into the Heart of Massachusetts.
The region is threaded with rail trails of varying lengths to suit any rider’s schedule and stamina. Near Hopkinton, the Upper Charles Rail Trail runs nearly 14 miles from Sherborn to Milford (and is planned to grow to 25 miles in total). The mostly bucolic route encompasses a number of easy paved sections and interesting sights such as the Eight-Arch Bridge, built in Holliston in 1846. More scenic bridges — eight in all — greet you along the Blackstone River Bikeway when you pedal the 3.5-mile stretch from Uxbridge to Blackstone; riders exploring the Worcester area, meanwhile, can hop on the bikeway’s 2.5-mile section from that city to Millbury. Other rail trails worth checking out in the Heart of Massachusetts include the Nashua River Rail Trail, the Cochituate Rail Trail, and the Wachusett Greenways section of the Massachusetts Central Rail Trail (MCRT).
Hikers will want to make tracks for the region’s beautiful public lands, such as Purgatory Chasm State Reservation in Sutton, where granite walls soar as high as 70 feet and well-marked trails weave through eye-catching rock formations with names like The Corn Crib, The Coffin, and Lovers’ Leap. Farther north is the 3,000-acre Wachusett Mountain State Reservation, a major recreational playground where folks can hike and bike 17 miles of trails amid woods, meadows, and sparkling ponds (through the end of October, you can also opt to take your car straight to the summit of 2,006-foot Wachusett Mountain for a gorgeous 360-degree view from the peak). And while Hopkinton State Park is a top spot for swimming and sailing in the summer, it offers autumn visitors a painted forest that becomes even more breathtaking when reflected in the 181-acre Hopkinton Reservoir.
A hidden gem of a hike can be found at Framingham’s Garden in the Woods: As the headquarters for Native Plant Trust (formerly the New England Wild Flower Society), this 45-acre property holds the Northeast’s largest landscaped collection of native wildflowers and woody plants. Open to the public until mid-October, its paths meander through tranquil woods and garden areas that showcase iconic New England plants.
For a water’s-eye view of cascading foliage colors, try paddling the Sudbury River: Navigable by kayak and canoe, the section from Saxonville Dam in Framingham to Egg Rock in Concord is federally designated as a Wild and Scenic River. Along the way, take in sights including the 19th-century Stone’s Bridge, a landmark memorialized in Henry David Thoreau’s journal, and the Sudbury portion of the Great Meadows National Wildlife Refuge, a pristine wetlands conservation area.
If Great Meadows stokes your interest in local flora and fauna, grab your binoculars and continue watching nature’s little dramas at places like Mass Audubon’s Broadmoor Wildlife Sanctuary in Natick, where birders have identified more than 175 avian species. Among the eight miles of well-groomed trails that crisscross mature woodlands, the 0.6-mile universally accessible All Persons Trail follows a wide path and boardwalk that can accommodate wheelchairs, walkers, and strollers, while a downloadable audio tour describes what you’re seeing and hearing at a dozen stops along the way.
More than a dozen Mass Audubon properties have similar All Persons Trails, including Broad Meadow Brook Wildlife Sanctuary in Worcester, which ranks as the largest urban wildlife sanctuary in New England, and Wachusett Meadow Wildlife Sanctuary, a former historic farmstead in Princeton that offers 1,000 acres of protected land, several scenic overlooks, and an awe-inspiring granite boulder deposited by retreating glaciers eons ago. (Looking ahead to deep winter, make a note to visit Broad Meadow Brook or Wachusett Meadow after a snowfall: Snowshoes are available for rental on a first-come, first-served basis, providing a wonderfully peaceful way to go wildlife-watching.)
As the cradle of American history and birthplace of the American Revolution, Massachusetts is already humming with activity in the run-up to our nation’s 250th anniversary in 2026. The story of this “colonies to country” journey comes alive in the Heart of Massachusetts, a region brimming with historical attractions. Discover a window into more than 300 years of American history at The Wayside Inn in Sudbury, the nation’s oldest operating inn, whose 100-acre property hosts nine landmark structures including a working grist mill. Or experience an entire re-created 19th-century village at New England’s largest outdoor living history museum, Old Sturbridge Village, where costumed historians, craftspeople, and artisans take visitors back in time.
Military history from the Revolutionary War to today comes into focus at the American Heritage Museum in Hudson, home to a vast collection of tanks, historic aircraft, and automobiles. Look for its thrilling “Battle for the Airfield” WWII Re-Enactment Weekend on Oct. 12-13, an autumn highlight among the museum’s many living history events. Offering equally immersive exhibits is the Samuel Slater Experience in Webster, which invites you to follow the historical journey of the man some call “the Father of the American Industrial Revolution” via theatrical presentations and digital wizardry.
Visitors’ imaginations are captured by artworks as well as artifacts at places like Fruitlands Museum, a Trustees property in Harvard. Set in a lovely rural landscape overlooking the Nashua River Valley, the museum encompasses several galleries and historic buildings, including a gallery of 19th-century paintings and another dedicated to Native American art. In Framingham, the Danforth Art Museum at Framingham State University is a must-visit for its Meta Vaux Warrick Fuller collection, the largest assembly of artwork and ephemera by the celebrated African-American sculptor and forerunner to the artists of the Harlem Renaissance. Not to be outdone, the Icon Museum and Study Center in Clinton boasts the biggest collection of its kind in North America: an array of more than 1,000 Russian, Greek, and Ethiopian icons and Eastern Christian works of art.
Discover more things to do and see in the Heart of Massachusetts by downloading the four-season regional travel guide. You can also check out the latest news from the region’s three member organizations: Discover Central Massachusetts, Visit North Central Massachusetts, and MetroWest Boston Visitors Bureau.