From coastal shores to the mountainous Berkshires, there are hundreds of charming towns in Massachusetts that are perfect for every season. Visitors can spend summers down on idyllic Cape Cod, enjoy leaf peeping in Western Mass during the fall, alpine and nordic ski through parks in the winter, and catch dozens of flowers and cherry blossoms blooming in springtime. The Bay State truly offers something to please everyone.
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Looking for an expert's perspective?Uncover my top 3 recommended places from each continent on the map.
1. GuatemalaAn express adventure for those with limited time off. Prepare yourself incredible experiences. You will hike a volcano, visit mayan temples and witness a ceremony and take in beautiful colonial Antigua.
2. BelizeA quick trip not too far away for those seeking a relaxing mini break. You will have plenty of free time to relax but also some awesome activities to experience the rainforest and the caribbean sea.
3. MexicoAn exciting mini trip exploring the lesser known colonial towns of central Mexico. This is hte perfect trip for someone with limited time off and still wants to turn on explorer mode and do something different.
1. EcuadorA remarkable 8 days adventure through the Andes and the Amazon rainforest. The best choice for adventure seekers wishing to visit the 2 most iconic areas of South America, in only 1 week and no flights.
2. PeruAn alternative itinerary to classic Peru, from Cusco to Arequipa. This itinerary is great combination of highlights Cusco and Machu Picchu with the lesser known Arequipa and Colca Canyon.
1. ItalyThe ultimate Italian experience from the vibrant streets of Naples to the breathtaking sceneries of the Amalfi Coast followed by Matera and down to Puglia with its golden beaches, intense flavours and fascinating destinations.
2. ScotlandEmbark on this great adventure starting from London all the way to Scotland with a true Scottish experience made of breathtaking sceneries, whisky tasting and ..lots of fun! Ideal for train lovers and explorers.
3. PortugalA wonderful train journey around Portugal, from the romantic city of Porto to the Douro Valley, to the beautiful Aveiro all the way to Lisbon and Sintra. The perfect trip to train, culinary and culture lovers.
1. South KoreaDiscover incredible temples, mountains and modern cities on this 10 day adventure. This trip is perfect for those seeking immersion in the cuisine, culture and natural wonders of South Korea.
2. ThailandFrom Bankgok to Angkor Wat to Ho Chi Minh City and everything in between - adventure through the heart of South-East Asia. Taste the delights, see history brought to life and unwind on a Mekong River cruise.
3. Sri LankaA fantastic adventure that showcases Sri Lanka's fantastic landscapes, wildlife and flavours. With 3 epic rail journeys, 3 UNESCO heritage sites and time to relax, this trip has loads to offer at a great price
1. MoroccoAn epic journey across Morocco: from Casablanca to Marrakech, through the blue city of Chefchaouen to the wonders of the desert and deep to the High Atlas Mountains - this trip has it all! Ideal for true explorers!
2. EgyptFrom Cairo to Aswan, this trip brings the land of the pharaohs to life. You'll visit the Pyramids, Valley of the Kings and Luxor Temple and cruise down the Nile in style. This is the perfect way to explore Egypt.
Edgartown on Martha’s Vineyard is the perfect, idyllic summer destination. The town was the first colonial settlement on the island and was once a thriving whaling center. Today, vacationers can walk North Water Street to see the historic rows of captains’ houses or spend the day sunbathing on one of the many gorgeous beaches. Visitors should also stop by Edgartown Harbor Light, one of five lighthouses on the island.
Located at the very tip of Cape Cod, Provincetown is a highly visited town during summer. While the year-round population hovers around 3,000 inhabitants, it can reach as high as 60,000 during the prime summer months. Don’t let the number worry you – Provincetown is a beautiful destination with plenty to see and do. Spend a day relaxing on the beach, explore unique shops on the town’s main stretch, and eat fresh lobster for dinner. The town also has the oldest gay bar in the United States and holds many LGBTQ events.
Also located on Cape Cod is the town of Chatham, 88 miles (141 kilometers) from Boston. This seaside town has some of the most beautiful beaches on the Cape and a quaint downtown. Wander through charming shops and spend some time on Lighthouse Beach before visiting the Chatham Lighthouse. The town is very walkable, and there are concerts held at the gazebo during the summer.
Coastal towns aren’t only on Cape Cod. Located on the Cape Ann peninsula, Rockport is only 40 miles (64 kilometers) north of Boston. The seaside village is home to many restaurants, shops, and galleries located in old fishermen shacks. Fun fact: Liquor stores are illegal in Rockport, but as of 2005, restaurants can serve alcohol.
Newburyport is a historic coastal town about an hour north of Boston. After the Revolutionary War, abolitionism was dominant, with several citizens recognized for their role in the Underground Railroad. The town later had a fishing and whaling fleet and is the site of the first United States Coast Guard Station. Today, the picturesque downtown features boutiques and restaurants, not far from the gorgeous boardwalk and waterfront.
Lenox is a vibrant small town nestled in the Berkshires of Western Massachusetts. The renowned summer home of the Boston Symphony Orchestra, known as Tanglewood, the cultural town also features Edith Wharton’s restored mansion, the Shakespeare and Company international campus, and the Berkshire Scenic Railway. Hike in the Berkshires, grab a bite to eat downtown, and then enjoy an unparalleled musical performance at Tanglewood.
Concord is full of history and beauty. The town is home to the Minute Man National Historical Park, Ralph Waldo Emerson House, and Walden Pond, among others. Take a walk around Walden Pond during the fall to see beautiful foliage, and then visit Thoreau’s cabin site. Follow up with delicious fruit wines at Nashoba Winery.
Northampton is known for its artists, musicians, and academics. The town is home to a liberal arts private college and has beautiful architecture and many stone churches. Spend some time downtown exploring bookstores, shops, and the historic Hotel Northampton. Bike along the Norwottuck Branch Rail Trail, explore Look Park, and check out The Botanic Garden of Smith College.
Located in Western Massachusetts, 60 miles (96 kilometers) from Boston, Sturbridge is home to the Old Sturbridge Village, a living museum which reimagines life as it was in rural New England during the 19th century. Stop by the museum, and then check out Wells State Park for a nature walk, or spend hours shopping for antiques in one of the many vintage stores.
Marblehead is traditionally known for its whaling, yachting, and fishing communities, and it also claims to be the “birthplace of the United States Navy.” Enjoy the day at Devereux Beach, or go and explore Castle Rock.
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meet our Local Insider
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I have so many places on my list, but I would really lobe to go to Africa. I consider myself an “adventure girl” and Africa feels like the ULTIMATE adventure!
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Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.
Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.
Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.
Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.
We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.