TOP 30 Unique vacations in Massachusetts

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World Ocean School, located at 212 Northern Avenue in Boston, Massachusetts, is a unique travel agency that offers transformative education aboard their iconic tall ship, Schooner Roseway. The institution inspires students from all backgrounds to become courageous and compassionate changemakers for themselves, their communities, and the planet. With a focus on immersive, hands-on learning, World Ocean School provides education to over 600 students annually, with more than 23,000 students having participated in their programs since their founding in 2002. Students not only learn about ocean science and sailing while on board, but also develop important life and social emotional skills such as resilience, trust, and courage. The institution's innovative curriculum includes STEM-based learning and opportunities for personal growth. World Ocean School is a non-profit organization with a 501(c)(3) tax-exempt status, dedicated to empowering students to realize their full potential and make a positive impact on the world.

Oldfield House is a prestigious school located at 46-48 East Main Street in Norton, Massachusetts, United States. At Oldfield House, students receive a top-notch education with a focus on career readiness and experiential learning. Wheaton College guarantees that all students will have access to funding for internships before senior year, ensuring a well-rounded education. Students have the opportunity to concentrate in a single major, pursue interdisciplinary programs, or even design their own major. The institution is committed to making a college education accessible to students from all economic backgrounds. Wheaton College boasts a high number of students selected for the Fulbright U.S. Student Program. The institution has received grants to support inclusive initiatives and offers scholarships for LGBTQ advocacy. With experienced leaders in career planning and personal development, Wheaton College provides a supportive and enriching environment for students to thrive both academically and personally.

Calypso St. Barth is a trendy clothing store located at 114 Newbury Street in Boston, Massachusetts. Known for its bohemian-chic style and luxurious fabrics, Calypso St. Barth offers a curated selection of clothing, accessories, and home goods that embody a relaxed yet sophisticated aesthetic. Whether you're looking for the perfect outfit for a beach vacation or a cozy sweater for a winter day in the city, Calypso St. Barth has something for every fashion-forward shopper. Visit their store on Newbury Street to experience their unique blend of global-inspired designs and high-quality craftsmanship.

Jackie's Tees & Custom Apparel is a popular clothing store located at 238 Rantoul Street in Beverly, Massachusetts. Specializing in custom apparel, this store offers a wide range of trendy t-shirts, hoodies, and other clothing items for men, women, and children. Whether you're looking for a unique design or a personalized gift, Jackie's Tees has you covered. With a friendly staff and quality products, this store is a must-visit for anyone in search of stylish and custom clothing options.

MV Tee Shirts is a trendy clothing store located at 21 Kennebec Avenue in Oak Bluffs, Massachusetts. This store specializes in a wide variety of stylish and comfortable t-shirts for men, women, and children. Whether you're looking for a souvenir to remember your trip to Martha's Vineyard or simply want to update your wardrobe with some cool and unique designs, MV Tee Shirts has something for everyone. Come visit us and browse through our collection of high-quality tees that are perfect for any casual occasion.

Sun Celeste By Sunita's Inc is a trendy clothing store located at 610 Main Street in Barnstable, Massachusetts. Offering a curated selection of stylish and unique apparel, this store is a must-visit for fashion-forward individuals looking to update their wardrobe. From casual basics to statement pieces, Sun Celeste By Sunita's Inc has something for everyone. Come browse our collection and elevate your style at this chic boutique in the heart of Barnstable.

Topside Cottages is a charming accommodation located at 3 Knowles Heights Road in the picturesque town of Provincetown, Massachusetts. Nestled in a quiet residential neighborhood, these cozy cottages offer a peaceful retreat just minutes away from the bustling town center and beautiful beaches. Each cottage is uniquely decorated and equipped with modern amenities to ensure a comfortable stay for guests. With its convenient location and warm hospitality, Topside Cottages is the perfect choice for a memorable getaway on Cape Cod.

The Willows Cottages is a charming lodging establishment located at 286 Old Wharf Road in Dennis, Massachusetts, United States. Nestled in a peaceful and picturesque setting, the cottages offer a cozy and comfortable retreat for guests looking to unwind and relax. Each cottage is well-appointed with modern amenities and features a unique and inviting decor. The tranquil surroundings and friendly atmosphere make The Willows Cottages the perfect destination for a romantic getaway or a peaceful family vacation. Whether you're looking to explore the nearby beaches, enjoy outdoor activities, or simply relax and rejuvenate, The Willows Cottages provides a memorable and enjoyable experience for all guests.

Hidden Hollow is a unique and tranquil institution nestled at 90 Lecount Hollow Road in Wellfleet, Massachusetts. Surrounded by the natural beauty of the area, Hidden Hollow offers a peaceful retreat for individuals seeking relaxation and rejuvenation. With a focus on wellness and mindfulness, guests can enjoy a variety of holistic treatments and activities designed to promote a sense of inner peace and harmony. Whether you are looking to escape the hustle and bustle of everyday life or simply unwind in a serene environment, Hidden Hollow provides the perfect setting for a truly restorative experience.

Heritage Sands is a charming lodging institution located at 61 Old Wharf Road in Dennis, Massachusetts, United States. Nestled along the picturesque coastline of Cape Cod, this seaside retreat offers guests a unique and memorable vacation experience. With cozy cottages, stunning ocean views, and easy access to the beach, Heritage Sands is the perfect destination for those seeking relaxation and rejuvenation. Whether you're looking to unwind by the water, explore the local shops and restaurants, or simply soak up the sun on the sandy shores, Heritage Sands has something for everyone. Come discover the beauty and tranquility of this idyllic retreat on the shores of Cape Cod.

360 Berkshire Realty Group is a reputable real estate agency located at 20 Ashland Street, North Adams, Massachusetts, United States. Founded by Michael Hernandez, who has over 24 years of experience in real estate sales and rentals, the agency prides itself on providing personalized service to clients looking to buy or sell properties in Berkshire County. Michael's deep roots in the area, having grown up in Clarksburg and attended local schools, make him a valuable resource for those seeking a home in the region. In addition to Michael, the team at 360 Berkshire includes Bonnie Howland, a Berkshire County native with a wealth of experience in real estate and community involvement. With a background in overseeing financial aid departments and real estate transactions, Bonnie brings a unique perspective to the agency. Both Michael and Bonnie are dedicated to serving their community and are actively involved in various local organizations.

Bletzer Realty is a boutique real estate agency located at 625 Riverside Avenue in Haverhill, Massachusetts, United States. Specializing in both residential and commercial properties, Bletzer Realty offers expertise and consultation in all real estate matters. Serving Boston, Greater Boston, Boston North Shore, and Southern NH, Bletzer Realty is dedicated to providing personalized service to ensure the optimal solution for each client. One of the properties currently listed by Bletzer Realty is a stunning 1960 California Redwood Contemporary Ranch with 14 rooms, 5 potential bedrooms, and 3.5 baths. This unique home features exquisite craftsmanship with steel beams and concrete construction, vaulted ceilings, a sunken living room with a working fireplace, and a spiral staircase. Ideal for entertaining, this home offers very large rooms and is perfect for a large or extended family. The lower level provides endless options for additional rooms, an in-law suite, or a possible home business.

Berkshire Hathaway HomeServices Commonwealth Real Estate is a reputable real estate agency located at 1089 Great Plain Avenue in Needham, Massachusetts, United States. Our experienced team of real estate professionals is dedicated to helping clients buy, sell, and rent properties in the area. With a strong focus on customer service, we strive to provide personalized and efficient assistance to meet the unique needs of each individual. Whether you are looking to find your dream home, sell your current property, or invest in real estate, Berkshire Hathaway HomeServices Commonwealth Real Estate is here to guide you every step of the way. Contact us today to learn more about our services and how we can help you achieve your real estate goals.

Derick Jenness - The No Pressure Agent! is a reputable real estate agency located at 391 East Central Street in Franklin, Massachusetts, United States. With a focus on providing a stress-free and personalized experience for clients, Derick Jenness takes a unique approach to buying and selling properties. Whether you are a first-time homebuyer or a seasoned investor, you can trust Derick Jenness to guide you through the process with expertise and professionalism. Contact us today to see how we can help you achieve your real estate goals.

Red Tree Real Estate is a reputable real estate agency located at 193 Harvard Street in Brookline, Massachusetts, serving the Greater Boston area since 2013. Our team is dedicated to helping you find the perfect property at a price you can afford. Situated in the vibrant Coolidge Corner neighborhood, we are deeply rooted in the community and have a wealth of experience in buying, selling, and renting properties throughout Greater Boston. With a decade of expertise in the local market, we understand the unique stories and characteristics of each neighborhood, town, and village in the Greater Boston area. Our team works tirelessly to find the ideal match for your needs and preferences. Whether you are interested in buying, selling, or renting, Red Tree Real Estate offers proven strategies and techniques to make your property stand out from the competition.

Charles & Flora TonThat is a real estate and travel agency located at 30 Northey Street in Salem, Massachusetts, United States. Established in 2002, this institution also operates a charming Bed and Breakfast Hotel in a historic 1809 Federal home. The building was originally constructed for a distinguished cabinet maker and has been lovingly restored to offer guests a unique blend of historical elegance and eco-friendly innovation. Situated in the heart of Salem, this inn provides a perfect mix of 18th-century authenticity with modern renovations for a truly enchanting coastal lodging experience. Guests can expect to immerse themselves in Salem's rich cultural heritage while enjoying a comfortable and memorable stay at Northey Street House.

Team MCM at Gibson Sotheby's International Realty is a premier real estate agency located at 384 Elm Street in Dartmouth, Massachusetts. With over 35 years of combined experience, Maggie, Chris, and Margo offer unparalleled knowledge of the unique waterfront communities along the Southeastern Coast of Massachusetts. As a dedicated team of professionals, they provide seamless service to clients looking to buy, sell, or rent properties in the area. Their individual skills and attributes come together to create an unbeatable combination of experience, organization, and local insight. Clients rave about the exceptional service provided by Team MCM, praising their attention to detail, market expertise, and unwavering support throughout the real estate process. Whether you are looking to buy your dream home or sell a property, Team MCM is there every step of the way, offering creative suggestions, innovative marketing strategies, and a commitment to excellence.

Winthrop Estate is a luxurious lodging institution located at 101 Yokun Avenue in the charming town of Lenox, Massachusetts, United States. Nestled in the heart of the Berkshires, this historic estate offers guests a unique and unforgettable experience. The elegant accommodations, stunning gardens, and impeccable service make Winthrop Estate the perfect destination for a romantic getaway, family vacation, or special event. With its rich history and picturesque surroundings, Winthrop Estate truly embodies the essence of New England charm and hospitality.

Five Star 4 Seasons is a premier furniture and home goods store located at 1765 Oak Grove Drive in Dighton, Massachusetts. Offering a wide selection of high-quality furniture, decor, and accessories for every season, Five Star 4 Seasons is your one-stop shop for all your home furnishing needs. With a dedication to providing top-notch customer service and a commitment to excellence, Five Star 4 Seasons strives to make your shopping experience enjoyable and stress-free. Visit us today and discover why we are the go-to destination for stylish and affordable home furnishings in the Dighton area.

The Bernadette Kelly Group, located at 313 Wareham Road in Marion, Massachusetts, is a renowned real estate agency that has been redefining the real estate experience on the South Coast for over 20 years. As a team of local, connected experts, our mission is to provide our clients with an unparalleled real estate experience by offering an intimate understanding of the local market and proven systems that consistently deliver superior results. We believe that informed decisions lead to the best outcomes, which is why we are committed to educating our clients and providing them with real-time, hyper-local data to guide their choices and investments. Our clients have praised us for our dedication and expertise, with testimonials highlighting our "whatever it takes" attitude and ability to see the unique qualities of each property we represent. We offer complimentary professional staging services to all of our listing clients, as staging can increase a home's value and help it sell faster. Whether you are looking to buy or sell a luxury property in Plymouth, Westport, or anywhere in between, the Bernadette Kelly Group is your best choice for real estate sales and rentals on the South Coast. Contact us today to discuss a strategy to achieve your real estate goals.

Elizabeth Home Decor & Design, located at 242 Commonwealth Avenue in Newton, Massachusetts, is a unique institution that offers a combination of services including interior design, art gallery, furniture store, general contractor, and home goods store all under one roof. What started as a small interior design firm in 2005 has now evolved into a vibrant showroom that caters to a wide range of clientele. The showroom recently expanded its footprint to include a coffee bar, art gallery, and florist called Petal & Press. The diverse range of products available, from affordable home accessories to vintage furniture, creates an inviting and approachable atmosphere for visitors.

The Original Summer Breeze is a charming lodging and real estate agency located at 140 Linda Lane in Eastham, Massachusetts, United States. Nestled in a peaceful and picturesque setting, this institution offers a unique and unforgettable experience for guests looking to relax and unwind in the beautiful Cape Cod area. With cozy accommodations and personalized real estate services, The Original Summer Breeze is the perfect destination for those seeking a tranquil retreat or looking to invest in a piece of paradise. Experience the warmth and hospitality of this one-of-a-kind institution during your next visit to Eastham.

Maverick Suites is a premier lodging institution located at 89 Marion Street in Brookline, Massachusetts, United States. Our suites offer a unique and comfortable stay for travelers looking for a home away from home. Each suite is beautifully furnished and equipped with modern amenities to ensure a relaxing and enjoyable stay. Conveniently located near shops, restaurants, and public transportation, Maverick Suites is the perfect choice for both short and long-term stays in the Boston area. Experience the comfort and convenience of Maverick Suites during your next visit to Brookline.

Bed and Breakfast Associates Bay Colony is a charming lodging institution located at 453 Beacon Street in the heart of Boston, Massachusetts. Our cozy bed and breakfast offers a personalized and welcoming experience for guests looking for a home away from home. Each room is uniquely decorated and equipped with modern amenities to ensure a comfortable stay. Our convenient location allows guests to explore the historic city with ease, while also providing a peaceful retreat to relax after a day of sightseeing. Whether you are visiting for business or pleasure, Bed and Breakfast Associates Bay Colony is the perfect choice for a memorable stay in Boston.

Coast is a charming home goods store located at 54 1/2 Old South Road in Nantucket, Massachusetts. This store offers a curated selection of coastal-inspired decor, furniture, and accessories that will bring a touch of seaside charm to any home. From nautical accents to beachy textiles, Coast is the perfect place to find unique pieces that will add a touch of coastal living to your space. Whether you're looking to redecorate your beach house or simply want to bring a bit of the ocean into your home, Coast has everything you need to create a coastal-inspired oasis. Visit us today and let us help you bring the beauty of the coast into your home.

Hatch House is a charming and historic institution located at 309 Bound Brook Way in Wellfleet, Massachusetts, United States. This beautiful property offers a serene and peaceful environment for individuals seeking a retreat from the hustle and bustle of everyday life. Nestled in a picturesque setting, Hatch House provides a unique opportunity for guests to relax and rejuvenate in a tranquil atmosphere. With its welcoming ambiance and cozy accommodations, this institution is the perfect destination for those looking to unwind and reconnect with nature. Whether you are seeking a quiet getaway or a place to host a special event, Hatch House is the ideal choice for your next escape.

Collins McKinney Real Estate & Investments is a leading real estate agency located at 376 West Broadway in Boston, Massachusetts, United States. Our institution utilizes the industry's most comprehensive suite of tools, including CRM, Back Office, Lead Generation, Marketing, and more, to provide an intelligent and seamless experience from search to sale. We offer professional ad campaigns to generate quality leads at scale, while also providing tools to automate time-consuming tasks, reach more consumers, and drive your business forward. Our partnership with Propertybase and other real estate tech leaders has allowed us to create an end-to-end platform that simplifies every aspect of your business.

The Farm at Millstone Oaks offers a unique and personalized horseback riding experience for riders of all levels. Located in Phillipston, Massachusetts, our farm also provides free range eggs and fresh veggies for a well-rounded agricultural experience. Our lessons, whether private or group, homeschool classes, or summer camps, are tailored to each individual's abilities and goals. Beyond just riding, we focus on teaching valuable horsemanship skills to create a special connection between horse and rider. Our farm has become a beloved community gathering spot, where families can enjoy the outdoors, learn new skills, and bond with our friendly animals. Join us at The Farm at Millstone Oaks for a memorable and educational experience in the heart of Massachusetts.

Jamaicaway Tower & Townhouses is a premier residential community located at 111 Perkins Street in Boston, Massachusetts. This institution offers a unique blend of modern amenities and historic charm, with a variety of housing options including spacious townhouses and high-rise apartments. Residents can enjoy stunning views of the city skyline and easy access to nearby parks, shops, and restaurants. With on-site management and maintenance, as well as a range of community events and activities, Jamaicaway Tower & Townhouses provides a welcoming and convenient living experience in the heart of Boston.

East Hill Farm Riding Academy is a premier travel agency located at 138 River Street in Holden, Massachusetts, United States. Our academy offers a unique and unforgettable experience for horse enthusiasts of all levels. Whether you are a beginner looking to learn the basics of horseback riding or an experienced rider seeking to improve your skills, our knowledgeable instructors are here to guide you every step of the way. With scenic trails, well-trained horses, and top-notch facilities, East Hill Farm Riding Academy is the perfect destination for a memorable equestrian adventure. Book your riding lesson or trail ride today and experience the beauty of horseback riding in the picturesque countryside of Massachusetts.