Plan your trip to Massachusetts
Select a region using the map to your left or pick one from the drop down below.
Enjoy a ski vacation with the one you love at Jiminy Peak Mountain Resort. From a gentle slope to explore together to more challenging slopes that will get the adrenaline pumping, your romantic getaway will be extraordinary on the snow at Jiminy Peak. And after a day out and about, you can return to your cozy accommodation and unwind together.
Whether relaxing together in your spacious suite, soaking in the outdoor pool, or enjoying a round of challenging onsite golf, you and your sweetheart will discover a completely romantic getaway at Cranwell Resort, Spa & Golf Club. Visit the luxurious onsite spa for a soothing couple's massage, indulge in a delectable meal at one of three...
Spend some time with your better half. Leave the hustle of your daily grind and relax at Black Swan Inn in Lee, Massachusetts. On the foothills of the Berkshire Mountains you can choose to explore the scenery with hiking, boating and swimming. The area features multiple music and dance festivals such as Tanglewood Music Festival, Jacob's Pillow...
Massachusetts Top List Picks
Surrounded by the highlands and valleys of the Berkshires as well as the art and culture thriving amidst the historic and elegant cities of Massachusetts, there isn’t a more romantic and charming... more