5The Berkshires, Massachusetts

For a mix of outdoor beauty, art, and culture, The Berkshires in western Massachusetts is a dreamy fall destination. This hilly region, filled with small towns and open landscapes, is famous for its rolling hills that come alive with color during autumn. A romantic getaway to The Berkshires combines the beauty of fall with an appreciation for fine art and history, making it a well-rounded destination.

One of the region’s highlights is Mount Greylock, the highest peak in Massachusetts, where couples can hike to take in panoramic views of the colorful countryside. For art enthusiasts, a visit to the Norman Rockwell Museum or the Massachusetts Museum of Contemporary Art offers a chance to explore local creativity and culture. After a day of exploration, couples can unwind at one of the area’s charming inns or luxurious spas that provide a peaceful escape from the everyday hustle and bustle.