Egremont was once a stagecoach stop on the Albany-Hartford route.
Egremont hews close to its farming roots, with 20 percent of the land still used for agriculture. It has a charming downtown with shops, cafes, and a post office. On the outskirts of town are dozens of options for outdoor recreation, including biking and walking; and hiking trails, a horseback-riding ring, tennis and volleyball courts, and ball fields at French Park. Egremont has lower property taxes than many of the Berkshires’ best-known towns.
Tee up at this country club, which has an 18-hole public golf course, driving range, and fully stocked pro shop. Its restaurant is open daily in the warmer months, and has banquet facilities for up to 250 people.
Go to see the old farmstead and ice house, built in the 1700s, and lush perennial gardens. Stay for a cocktail on the terrace, or a meticulously prepared meal made with fresh foods sourced from the local area.