Bear Swamp in Ashfield boasts a pair of sublime views: nearby orchards and, in the far distance, Vermont’s Green Mountains. Wander just beyond the parking area to take in Apple Valley, or ascend the aptly named Lookout Trail for another great vista at the Orchard View.
Climb to a memorable panorama of the North Quabbin area, including Tully Mountain and Mount Grace (as well as the distant Berkshire Hills) at Jacobs Hill in Royalston.
In the mood for the Boston skyline? Ward Reservation in Andover and North Andover, and Dover’s Noanet Woodlands showcase the Hub’s vertical profile from north and south. And World’s End is a two-fer: From the coastal peninsula in Hingham you get great views of both the city and outer Boston Harbor.
For more of a challenge, trek to the craggy peak of Great Barrington’s Monument Mountain and look for the cave where a conversation between Nathaniel Hawthorne and Herman Melville inspired ideas for Moby Dick.