Destinations
❮Main Menu
Portland is a city in the state of Maine, set on a peninsula extending into Casco Bay. This charming city will enchant you from ornate mansions to ocean views. Visit the Portland Head Light, which dates back to 1791, and is the oldest lighthouse still in continuous use in the U.S. The Old Port district is very well known for its 19th-century architecture and really interesting nightlife. Moreover, it is really hard not to fall head over heels for the town of Portland, Maine. If you love gorgeous scenery, amazing and numerous options for food as well as quite a variety of drinks, and also a town small enough to feel familiar but big enough to feel adventurous, this is the place for you.
Rolling green hills, fall foliage, mountain landscapes and colonial towns, you will discover with this Self-Drive package across New England States. In Massachusetts, visit Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). Then, continue to Maine State and enjoy pleasant moments in Portland (small vibrant city with narrow cobblestone streets and redbrick warehouse buildings) and Camden. An unforgettable breathtaking mountain view you will find at the White Mountain National Park in the Granite State, while; the multicolor contrast in Vermont State; with those maples trees of Woodstock and the spectacular hiking trails of The Green Mountain will be an unforgettable show for your eyes!. Entrance to national parks is not included. Plan your visit according to your schedule and be sure to check each park's operating hours.
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Take Massachusetts, New Hampshire and Maine into your own hands, travelling between this popular cities with a rental car. Visit Boston (Historic city and capital of Massachusetts famous for the Boston Tea Party), White Mountains National Park, Portland and Portsmouth (Nestled near the mouth of the Piscataqua River, known for the waterfront views and the historic sites).
What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support
Driving Time
Boston – White Mountain National Park: 2hrs approx.
White Mountain National Park - Portland: 2 hr 30 mins approx.
Portland - Portsmouth: 54 mins approx.
Portsmouth - Boston: 1 hrs 7 mins approx.
Close more details
Explore Massachusetts, Vermont, New Hampshire and Maine with nearly endless opportunities to experience culture, excitement, and beauty. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Portland, White Mountains National Park (One of Queensland's most botanically diverse parks with beautiful mountain views), Green Mountains and Newport. Travel between cities with your own rental car. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
Close more details