Massachusetts Lodging

When it comes to choosing destinations for your weekend getaways in Massachusetts, it depends on your interests, hobbies, and budget. If you’re looking to do some sightseeing, consider exploring the history and culture of Boston. If you’re interested in hiking, skiing, boating, or camping, the Berkshires are a great pick during any season. Lastly, we’d be crazy not to mention the beauty and peacefulness of a coastal weekend on charming Cape Cod. No matter where you go, you’ll have a great time during your weekend getaway in Massachusetts. 

We know some of the best Massachusetts road trip itineraries. In Boston, hike the Freedom Trail through the city before visiting the Public Garden and Boston Common, the Theater District, Fenway Park, and Isabella Stewart Gardner Museum. On Cape Cod, explore the National Seashore, dine on a fresh lobster roll, and embark on a whale watching adventure. 

In the Berkshires, wander through the Norman Rockwell Museum, enjoy the exhibits at MASS MoCA, and take in a concert at Tanglewood. On the North Shore, explore Rockport, Gloucester, and Salem, exploring the various lighthouses along the way. Dine on a buttery lobster roll before learning all about the witch trials at the Salem Witch Museum.

When it comes to comparing Nantucket vs Martha’s Vineyard, it’s important to think about what exactly you’re looking to experience as these locations have their own unique aspects. If you seek a more romantic, quieter, exclusive setting and ambiance, Nantucket is the place for you as it’s farther away and smaller than Martha’s Vineyard. If you’re in search of a livelier atmosphere with more variety when it comes to food, lodging, and activities, Martha’s Vineyard is the perfect choice. It’s also a great place for families looking to get away for a week or weekend.

The best road trips from Boston depend on your interest and how much time you have to devote to your trip. The city of Boston is a great starting place as it’s centrally located in New England. If you’re looking to stay in Massachusetts, consider road tripping off to Cape Cod, Salem, Lexington & Concord, Plymouth, or the Berkshires. If you want to leave the state, we recommend heading to nearby Newport in Rhode Island, the coast of Maine, and the White Mountains of New Hampshire. 

As a culturally diverse, naturally beautiful, and historic state, there are so many great places to visit in Massachusetts. Some of the best places include the city of Boston, the Berkshires, Cape Cod, the North Shore, Martha's Vineyard, and Nantucket. 

The regions of Massachusetts include Greater Boston, North of Boston, South of Boston, Western MA, Central MA, Cape Cod, and The Islands. They each have their own unique culture and flair making them all interesting and educational places to visit. 

When it comes to romantic getaways in Massachusetts, we recommend Cape Cod, Nantucket, and Martha’s Vineyard, each of which provide the perfect backdrop for dreamy walks on the beach, stunning sunsets, and delicious al fresco dining. The North Shore (Rockport and Gloucester) is also a highly romantic destination as it features an artist colony, a variety of shops along the main streets, and various galleries. If you’re looking for a cozier getaway with lovely dining options and a great deal of art and culture, the Berkshires are an ideal option. Boston too features a plethora of romantic restaurants, historic charm, and a vast collection of luxurious hotels perfect for a tender trip.

The best time to visit Massachusetts is any season as they each have their own highlights.

In the fall, the leaves turn stunning shades of red, yellow, and orange making for ideal leaf peeping adventures throughout the Berkshires and Central Massachusetts. Boston hosts a variety of seasonal events in the winter, while skiers and snowboarders flock to the Berkshires to have some fun on the slopes. In the spring, explore the Nantucket Daffodil Festival or visit the Boston Common, Public Garden, and Esplanade in Boston to enjoy the most stunning assortment of seasonal blooms including daffodils, hyacinth, tulips, cherry blossoms, and magnolias. By the time the summer months roll around, Cape Cod, Martha’s Vineyard, and Nantucket are the places to be to enjoy the sun and sand on the best beaches around.