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Finally, theres the Hancock Shaker Village, a former site for the religious sect, which closed it in 1960. Colebrook Doug Kerr/Flickr This place is a great July 4th destination. Foodies can poke around the Cooks Garden, which grows veggies and herbs used in on-site culinary classes. The Merchant is an upscale boutique hotel in a historic building by the water, while The Hotel Salem boasts the only rooftop bar in town (get up there quick; its a seasonal spot). Theres plenty to do outdoors, including the 237-acre Springside Park within the city limits and the more than 16,000-acre October Mountain State Forest just southeast of the city. Why its so great: As the Bohemian sibling to Gloucester, Rockport is arguably the most photogenic town in Massachusetts. 1. Beautiful inside and out during all seasons, youll marvel at the picturesque grounds and water fountain, cozy antique interiors, and deluxe breakfasts for two! You will receive your first email soon. Love Massachusetts? Then theres the 15-acre Berkshire Botanical Garden, which even in winter hosts events, demonstrations, and workshops. And then there are the evergreen attractions: the pedestrian mall, the floating maritime museum, harbor cruises, and plenty of sailing opportunities, including sunset cruises through mid-October. On and around Main Street, you'll encounter plenty of charming restaurants and shops. 1, a replica of the towns iconic red fishing shack (the original was destroyed in the Blizzard of 78). Each and every town and village in Hampshire County is noticeably different, with distinct personalities and traits. Wellfleet in fall gives you all the New England-in-autumn tropes -- in a good way! This great town for the knowledge-hungry boasts a unique grouping of Americana museums called the Heritage Museums and Gardens. $69 . Stowe, Vermont. Williamsburg Photo by Transit Authority Figures Like choosing your favorite child, picking just one town in Hampshire County is impossible (or at least you should never admit to it). Visit Sheila Marie Intuitive Arts for a reading, then head over to Enchanted Fox to take home some crystals, incense, books, or other new age items. Seafood lovers will be happy to know that Ipswich is famous for its clams. Stroll among the exhibits and along 100 acres of gardens interconnected by paths with blooms like hydrangeas and rhododendrons and an interactive area for kids to play and learn in the fresh air. The path courses through rivers, marshes, and stretches along the sea. Western Massachusetts, known colloquially as "Western Mass," is a region in Massachusetts, . Book a quiet stay at Race Brook Lodge, then spend some time antique shopping in town, or head out to Bartholomews Cobble Reservation for a scenic hike in nature. Rich in history as well as beautiful countryside and beach towns, Massachusetts is an appealing vacation destination for anyone. Why it's so great: As the Bohemian sibling to Gloucester, Rockport is arguably the most photogenic town in Massachusetts. The first European settlers were the separatists from England on their escape from religious persecution who arrived at Plymouth Harbor in 1620. Perhaps youve heard of the Berkshires? Oh, and did you know the Clam Box is technically in Ipswich? Take an exit before and there . Check out the best restaurant towns in Massachusetts that are particularly awash in remarkable dining spots. Dominating the options is the Ski Butternut resort, which includes 22 runs and two terrain parks, and lots of opportunities for lessons. There's Cahoon Hollow Beach and Lecount Hollow Beach with lifeguards and some amenities, as well as the smaller Indian Neck Beach and Mayo Beach for even fewer crowds with parking and seashelling. Comfy Cute and lovely 1 BR APT w/Private Access. You will receive your first email soon. Their Lenox, Massachusetts, wellness . Our towns can entertain the whole family. The charming town swells to twenty times its 3,500-population size during the summer months. The town sits dripping with marine roots, with ice cream parlors, antique shops, and the lovely boardwalk, a delight on a stroll with attractions for young and old. So plan a weekend trip here, or make it part of a fun. All its appeal certainly isnt in the past. If youre planning on staying the night in town, youll definitely want to book this beautiful lakeside retreat on Airbnb! Where to eat:Macs Shack for oysters, cocktails, and sushi; The Wicked Oyster for lunchtime chowder, PB Boulangerie Bistro for all your pastry needs, and the nearby Truro Vineyards for a little afternoon wine tasting. This small seaside town with a population of just over 7,000 is your authentic New England destination, and a popular one at that. The renowned Deerfield Inn, built in 1881, was nearly destroyed by Hurricane Irene back in 2011, but a full restoration beckons you back to the renowned B&B. Reply . P199, CC BY-SA 3.0 via Wikimedia Commons; Plymouth is one of those small towns New Hampshire is known for!. While the above is all worthy of a visit, the crown jewel of Williamstown is the Clark Institute, one of the most prominent museums in New England, if not the United States. Youll find psychics and metaphysical gifts in Medway! Boston is the perfect blend of old and new. Youll also enjoy a classic pub dinner at The Tavern on Central, and a breathtaking hike through Ashburnham State Forest! Lounge along Oak Bluffs Town Beach or Inkwell Beacha delight on a stroll. And there are a few small towns within those that are particularly nice to visit - one of those is Edgartown on Martha's Vineyard. After catching some rays or going for a leisurely stroll, spend the afternoon browsing the cute shops and savoring seafood at top-notch restaurants like Impudent Oyster (we hear the bacon-wrapped scallops are delish). Some of the last things youll see driving I-90 west out of Massachusetts are signs for Stockbridge. So plan a weekend trip here, or make it part of a fun road trip in Massachusetts. And, at the end of the afternoon or evening, picturesque Main Street is right around the corner. Theres also plenty of attractive architecture to admire, bookstores worth browsing, Thornes Marketplace, concerts at Academy of Music Theatre, the R. Michelson Galleries and everything from pedal boating to mini-golf in Frank Newhall Look Memorial Park. Check out colonial houses in Hadley, and stop by the Hardley Farm Museum to see the early workings of farm and industry in the area. From April 12 to May 4, Hancock Shaker Village invites you to welcome a new batch of baby chicks, lambs and piglets at their annual Baby Animals On the Farm. Families with kids will enjoy an afternoon in Choate Park, where theres a pond, playground & splash pad, and plenty of green space to run around or have a picnic. states to join the union way back in 1788. Proof? But our towns and villages are also buzzing with modern energy which comes mainly from the great people who live in them. Then, head over to Leverett Village Co-Op to find some baked goods on the way out of town, or plan on stopping by their market on the second Saturday of the month! I've worked in the entertainment industry for much of my adult life and I love photography, writing, and traveling around the U.S. as well as to far-flung locations around the world! Massachusetts is renowned for its maritime roots, culture, and views, all intertwined into one vibrant Bay State. And now its also in your inbox! A funky, crunchy, bohemian haven with tons of culture and strong left leanings, Northampton is a stomping ground for artists, authors, musicians, activists, students and academics. (Head across the Essex border to JT Farnhams and Woodmans if you feel like doing a local fried-clam taste test, both of which also stay open year-round. 1. Learn about Daniel Shays Rebellion and visit the oldest in-use town hall in the nation in Pelham, or hike to see the ruins of the dam that caused the Mill River Flood Disaster in Williamsburg. Love Massachusetts? Adventure is always around the corner. We already discussed Marthas Vineyard. Of course, you dont have to be a scholar or have a penchant for the past to appreciate the enchanting communities scattered across the Bay State. tag #othersidema on Instagram and we'll post our favorites! Everything is within walking distance. If youre looking for some small towns in Massachusetts that are also super walkable, these little locales all boast amazing Main Streets and downtown districts! When you visit, check out the Montague Book Mill. The Glass Museum has relics of its major glassmaking industry in the nineteenth century, as well as more local history. Watch a play at the Mahaiwe Performing Arts Center after checking in with the river for the lovely sunset over the shimmering waters. For more time in nature, check out the Rattlesnake Gutter Conservation Area. With book and record shops, a vintage store, a bike shop, and an instrument shop among others, there's quite the eclectic mix of places to browse. Its picture-perfect spread is the definition of adorable, with an appealing streetscape that calls for daily morning strolls to the river. Good for Families. The crown jewel of the The Trustees of Reservations holdings is a miles-long shoreline where you can also hike in the dunes and let your dog off-leash in designated areas. While there arent any hotels to make Leverett an overnight stay, its worth a day trip to visit The New England Peace Pagoda. THE 15 MOST CHARMING SMALL TOWNS IN NEW ENGLAND. Its located in an old church where a woman named Alice, whom Arlo knew well, lived with her husband. Named one of the friendliest towns in America by numerous publications over the years, Provincetown is such an open-minded and friendly place where everyone is meant to feel welcome. These towns are the places that offer the perfect escapes for those looking to leap beyond the hullabaloo of urban life, if only for a weekend or a few days. Then, grab a coffee or lunch at the FULLer CUP before heading over to the Griffin Museum of Photography to admire some breathtaking photos! You can also visit The Old Manse, where poet Ralph Waldo Emerson drafted his essay Nature in 1800, as well as Walden Pond, made famous by writer Henry David Thoreau and widely considered to be the birthplace of the American conservation movement. Cap things off with a trip to Louisa May Alcott's Orchard House. 1. The charming downtown is filled with boutiques, art galleries, and restaurants, including the Seafood Shanty . Enjoy pad thai for lunch at Siam Village, put together a new outfit from Raspberry Beret, or see the latest blockbusters at Fine Arts Theatre, a restored historic cinema. The uncrowded town is full of relaxed vibes along the streets lined wonderfully by a selection of restaurants, shops, and galleries, as well as the Wellfleet Harbor Actors Theater for every performing arts show you can imagine for the evening pastime. 1. 7 [deleted] 1 mo. To be clear, its not like Ipswich is some best-kept secret. Montague is a small town in Western Massachusetts that is overflowing with rural charm. Take Deerfield, for instance. The postcard-like downtown is abrim with quality shops, cute coffee shops, and cafes serving delicious eats, like the town's top-notch restaurant, Impudent Oyster, with bacon-wrapped scallops. Head over to Main Street, where youll find clothes, jewelry, antiques, and plenty of delicious local food! Videos never quite do it justice, so head to Pittsfield this spring to see the real thing! Halibut Point State Park offers waterside trails and epic views into New Hampshire and Maine. Afterward, abolitionism gained popularity and it became an important stopping point on the Underground Railroad. This tiny peninsula of Bearskin Neck is also a famous foodie destination for the best restaurants and bars in the region. Its small towns, each with a different character, offer a concentrated scene of the state's best quirks along the lovely shoreline, with beaches looking out into the tranquil seascape. She became the Alice in Arlos cult classic Alices Restaurant. There are regular performances and lectures at the Guthrie Center. Those itching to go a little farther afield can meander up the road to Falmouth, an under-sung Cape destination; the year-round Coonamessett is an overnight treat. Perhaps the most prominent plan B for is the Guthrie Center, an interfaith church that folkie Arlo Guthrie founded to honor his parents Woody Guthrie and Marjorie Mazia-Guthrie. ), a cultural district boasting an indie movie theater (serving beer and wine! Northampton literally thrives on quirkiness, making it a stomping ground for resident and visiting artists, authors, musicians, activists, students, and academics. )Distance from Boston: One hour, Why its so great: Salem's reputation as Halloween-only locale is a pity given its ever-burgeoning hotel and restaurant scene. Amherst Across the Connecticut River is another great destination for summer fun. Whether youre going on a short weekend vacation, a long road trip, or even looking to relocate, Massachusetts has plenty of options when it comes to small towns that are BIG on charm. Provincetown. Check out North Street, home of vendors such as the Funky Phoenix, which bills itself as the Berkshires leading producer of salvage art and home dcor.. Explore now. Aerial view of Salem historic city center including Salem Witch Museum and Andrew Safford House in city of Salem, Massachusetts. Sign up here for our daily Boston email and be the first to get all the food/drink/fun the Hub has to offer. Go ahead and start planning your visit to one of the, You'll love the local shopping opportunities in downtown Amherst. Like a postcard come to life, Rockport is an endlessly photogenicand dry (yes, that means no alcohol) seaside village with loads of characteristic New England charm and a population of 7,500 residents. No list of small towns in Massachusetts (or America, for that matter) would be complete without, Cape Cod isn't the only place to find charming seaside spots in Massachusetts -- we absolutely adore, Nestled on the northeastern shore of Marthas Vineyard, this. Learn more about one of the, Whether you take a ferry from Boston or drive up the Cape, Provincetown's downtown Commercial Street is a must-visit in Massachusetts. From small towns to hidden gems, Massachusetts is one of the best states to explore! America's 50 Best Small Towns in the Mountains. Grenville Park, in the southeast of town, is another great nature spot in Ware. Those lucky to call Northampton home live amid wide-open boulevards and quality pursuits to inspire and spend time in between the creative processes. Visit the stunning house and garden of Naumkeag and hike through the galore of the backcountry trails to get some activity on an otherwise peaceful scenic vacation. These eleven picture-perfect towns epitomize the best of the endlessly diverse and always beautiful state of Massachusetts. It is an ideal escape with no crowds for a change of pace and scenery, thanks to its array of green spaces for all you free spirits looking to escape the city walls and feast on charming country sights with strolls and picnics. Take a harbor tour by boat, kick back and relax at Waterfront Park, or enjoy a meal at the nearby Sea Level Oyster Bar. Centuries-old neighborhoods, a rich history, and modern skyline make this one of the best cities to visit in the US.. Boston is the perfect weekend getaway for couples, solo travelers, and families no matter what your interests.. For those interested in taking a walk through the American Revolution, try the Freedom . Much of the activity centers around Smith College, which has an art museum and a beautiful botanical garden. Then, farther up and out along the Hoosic, is the Eclipse Mill Artists Lofts, a community of artists in live-work spaces, that routinely showcases the work of its residents. From college towns and bohemian streets to art colonies, charming fishing villages, and island gems, these 11 small towns in the Bay State will charm you with big personalities, vibrant attractions, and scenery everywhere. Western Massachusetts and the Berkshires is the state's rural mountain region popular with ski resorts and snow-shoeing for outdoor athletes. What's interesting is how the residents of this town, Amherst, so rarely travel over the Coolidge Bridge, and vice versa. Enjoy a scenic stroll, go fishing in the river, or bring your kids to the playground. Be sure to get a photo of the beautiful nature mural in the courtyard by the Town Hall Annex! Not into skiing or hiking or hiking to ski? Those seeking a little calisthenics with their cultivation can meander over to Pittsfield State Forest for waterfall hikes and a gander at Balance Rock (technically in Lanesborough, though owned by the City of Pittsfield).Where to eat:Eat on North for oysters and tacos, Methuselah for cocktails and craft beer, Mission Bar & Tapas for snacks and live music, and Dotties for a breakfast/brunch burrito.Distance from Boston: Three hours, Why its so great: Feeling a hankering for small-town living? The iconic US landmark and oldest platform carousel, the Flying Carousel, is a must-see and experience for all ages. Originally founded as Naumkeag in 1626, the settlers soon decided to change the name to its current form . Visiting in summer or fall? Take in the busy waterfront, eat at some fantastic restaurants, and peruse the charming shops. And dont leave without photographing Motif No. Itching for some sand between your toes before the snows come? History enthusiasts will enjoy the artifacts and ship models at the Custom House Maritime Museum, while those looking for the perfect souvenir or gift will find clothing boutiques, jewelers, antiques, general gifts and even a record shop downtown! What the masses dont know is their loss and your gain. Wayland is one of the only small towns in Massachusetts that has more modern buildings downtown than the brick and cobblestone of many other New England town centers! I agree to receive email updates and promotions. Although Williamstown is a year-round vacation spot, the season when the town's cultural life and the surrounding nature are at their peak is arguably summer. Chaplin Jerry Dougherty/Wikipedia See? This is truly one of the, The Downtown Great Barrington Cultural District is home to several locally-owned businesses along with farm-to-table restaurants, entertainment venues, boutiques, and so much more! Mattapoisett may only have a population of 6,500, but its bursting with exciting things to do! This lifestyle is definitely worth living, so immerse yourself in local culture at the Thornes Marketplace, with many independent stores, and the stately R. Michelson Galleries, with regular, changing exhibitions by local and international artists. Zukas Hilltop Barn is the perfect venue for an elegant country wedding! Despite being a relatively small state, Massachusetts counts two of the most iconic East Coast summer beach getaways among its lengthy roster of must-visit destinations. Youre in for some good old fashioned comfort food at Medway Cafe, and dont forget to try a homemade muffin, bagel, pastry, or sandwich at Muffin House Cafe! 1. And dont people even know it: Despite the cooler months, traffic, crowds, and high hotel rates endure. I'm an east coast girl living in a west coast world. Cobblestoned streets, upmarket boutiques, seafood eateries and historic churches are also part of the package. Considering an overnight? Guess thats why everyone from the Obamas and the Clintons to celebrities like Spike Lee have escaped to this quintessential New England summer retreat. Connect with Hampshire County In this post, we will tell you 15 must-visit cute towns to visit in Massachusetts in 2023. Besides outdoorsy enticements such as Pleasant Valley Sanctuary, its brimming with fine dining restaurants (Table Six, The Portico by Jeffrey Thompson and Cafe Boulud receive rave reviews from patrons) and interesting attractions like The Mount, Edith Wharton's Home (pictured above). Step into Book Ends, the charming bookshop that greets you at the start of the town center. 19 Charming Small Towns in Massachusetts You Need to Visit. Salem, which is notorious for its 1692 witch trials in which more than 200 people were accused of practicing hocus pocus, casts a spell on all who visit. No, you still cant pet them.Where to eat: 1640 Hart House for prime rib, Ithaki for authentic Greek, True North Ale Company for local IPAs, Russell Orchards for dandelion wine and cider donuts, and Ipswich River Provisions for any one of the many great sandwiches. With a population of just under 23,000, Winchester has plenty of things to do to make it well-worth a visit! Each and every town and village in Hampshire County is noticeably different, with distinct personalities and traits. Converted out of a former printing factory complex, the Massachusetts Museum of Contemporary Art is one of the largest hubs of contemporary visual and performing arts in the United States. Northampton cogito ergo imago / Flickr Feel like a cozy winter getaway? Its downtown area can be found along Main Street as well as Bearskin Neck, an art colony filled with galleries, shops, and restaurants. . Shining Sea Bikeway, one of the best romantic day trips in Massachusetts, is a paved thoroughfare that took its name from "America the Beautiful.". If youre a fan of sun-drenched beaches, look no further than Chatham. Take them to Bayberry Bowling Center! Rockport, Ma Like a postcard come to life, Rockport is an endlessly photogenicand dry (yes, that means no alcohol) seaside village with loads of characteristic New England charm and a population of 7,500 residents. The people who live here are very nice and all seem to be upper-middle class. 2. If Buddhism isnt your thing, Johnsons Recreational Park is another great place to spend some quiet time, where youll find park benches looking out onto a serene pond. The cute town along the shores of the Connecticut River in western Massachusetts will charm you with delightful surprises. Dive into culture at the local Market Square and the Oldie's Marketplace, a giant barn crammed with charming trinkets. Take a stroll around the gorgeous red brick buildings of downtown Middleborough, where youll find art, antiques, home goods, spas & salons, and plenty of delicious food from local eateries! Finally, just wander, gazing upon the village atmosphere of Stockbridge, its quaint inns, and its shops, such as the Williams & Sons Country Store on Main Street. From the clear blue waters of Upper Mystic Lake and the sands of Shannon Beach, to the local shops and eateries in red brick buildings downtown, to an inspiring museum of photography, Winchester has things to do for families, friends, couples, and solo travelers alike. Score huge deals shopping in Massachusetts' many awesome outlets, or try Yankee Candle's flagship store that's so epic, it's an entire village. Whether youre looking for a romantic stay at a luxurious inn, an afternoon walking through scenic hiking trails, or wine tasting, Rowley, MA has it all! Hey! This super small town, population 2,408, is also excellent for trails, whether it's on foot or horseback. Some small towns are lucky enough to be tucked into the mountains where people can explore on foot, bike and skis all with hardly another person in sight. There's also quite a bit of culture to experience at the museums, galleries, and cinema and you'll love the culinary options offered here as well. 1. His birthplace, about two miles from downtown, is a National Historic Site. Besides the galleries, gift shops and BYOB restaurants in the harbor area, go see Motif No. Boston certainly has its charm, but if youre looking for a unique, quaint destination, check out these charming small towns in Massachusetts! Theres a farmers' market, a monthly arts walk, the Hancock Shaker Village (with farm dining and goat yoga! Coming at you with another picturesque college town in New Hampshire: Plymouth is the home of Plymouth State University, a small public university set in the gorgeous White Mountains region.Complete with a covered bridge, white-steepled church, and charming downtown, Plymouth checks off . Breeze along Cape Cod's Shining Sea Bikeway. You wont be disappointed! Pro Tip: You don't need a car when visiting P-town. Read about some of Massachusettsslesser-known attractions and then pay one a visit! Cape Cod is Massachusetts's most famous beach playground, and Provincetown should be at the top of your must-visit list. There are a couple of small beaches, several museums, a lighthouse, enviable shingled real estate, and enough dining and drinking options that youll wonder why all those whale belts are scurrying for the days last ferry. Northampton is perhaps the "largest" of the small towns on the list with some 29,000 residents, but that . Keep driving. Concord is undeniably one of the prettiest small towns in New England and perhaps best known as the site of the first battle of the Revolutionary War. Tell us about it in the comments! The seemingly modest and endlessly scenic barn-like structure amid the water is famous among art communities from around the world and makes constant appearances in countless paintings and travel magazines. Bearskin Neck is a lot less risqu than it sounds: The towns main drag juts out into Rockport Harbor and overflows with galleries, cute (not schlocky) gift stores, and small cafes -- most housed within antique homes and staffed by absurdly friendly folks. Located at the tip of the Cape, Provincetown is a quick ferry ride from Boston. Minuteman National Historic Park to hike, glimpse the North Bridge (pictured above) and enjoy a picnic lunch. The Topsfield Fair in early autumn isnt the only thing that makes this small Massachusetts town worth a visit! No sweat. Why not visit Saint Josephs Abbey, a monastery in the north of town that has its own gift shop? It boasts some of the most gorgeous coastal spots in all of Cape Cod (and thats saying something), plus a quaint downtown. Head north to Broadway for local eateries, like The Milk Bottle, Barrels & Boards, or Crue Brew Brewery. Enjoy viewing thousands of authentic local glassworks, other exhibits, and live demonstrations. 1. While Boston has been the capital and main city since its founding, Beantown isnt the only destination worth visiting. The state, with a deep and vibrant history intertwined with the maritimes, would later be the first to legalize gay marriage. The miles of preserved beaches protected by a cove along the north side are a haven of calm waters for peaceful kayaking and swimming, even with the littlest ones. Massachusetts is certainly not lacking in charm. Skiers love Great Barrington because its a great jumping-off point for some of the best skiing in Western Massachusetts. Bringing the kids? Nature fans will love pedal boating at the Frank Newhall Look Memorial Park and cycling along the scenic Norwottuck Rail Trail. Flickr/Creative Commons New England Peace Pagoda Located in the woods of Leverett,. History fans will appreciate the fusion of old-fashioned delights presented in a modern light at this stopping point along the Underground Railroad. Brewster Flickr/Bill Damon This quaint little town is the perfect place to stay while youre visiting the Mount Greylock State Reservation in Adams, Massachusetts. First up on your history crawl? These towns were settled before America was even a twinkle in Thomas Jeffersons eye. Take a walk through the village, stop for a coffee at one of the cafes, and pop into one of the galleries. Do Not Sell or Share My Personal Information. Peruse the charming downtown area, in nature's embrace, and immerse yourself in good vibes, from cafe culture to a multitude of heritage sights. Discover the 11 most underrated towns in Massachusetts. Take a tour of Castle Hill on the Crane Estate, a historic house by the sea, where youll find a stunning mansion, lush gardens, hiking trails, and the perfect picnic spot. THE 15 BEST TOWNS IN VERMONT THAT WE MIGHT JUST MOVE TO, We Found the 7 Best Luggage Sets on Sale Ahead of Amazon Prime Day & They're Totally Worthy of First Class, The 7 Fall Vacations You Need to Book Now, The 9 Most Beautiful Places in New York State, The 2023 Hyundai Tucson Is the Compact SUV Thats Giving Us Quiet Luxury Vibes, 50 Free Things to Do in San Francisco This Summer, Christopher Seufert Photography/Getty Images.

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