Request a room with a working fireplace at the Apple Valley Inn (from $145), an 1831 colonial mansion in Glenwood, where the country-home décor includes needlepoint quilts and four-poster beds. Adventurers should head to the Appalachian Trail, less than a mile away, but you can also while away an afternoon on the handsome veranda or roaming the gardens. Nearby attractions include the Warwick Drive-In Theater and a ten-acre corn maze at Lentini Produce.
Take note of the cast-iron tools and artifacts on display at the Glenwood Mill (from $160), a 200-year-old grist mill that’s been gutted and converted into a modest, four-room B&B with wood-beam ceilings and gas fireplaces. Outside the main house you can explore meandering trails on the well-kept grounds or sit with a book and a drink near the eighteen-foot waterfall that dominates the landscape.
Hop on one of the complimentary bikes at the Whistling Swan Inn (from $165) to get to nearby orchards and cruise country roads. Located in Stanhope, this Victorian guest house offers nine rooms, the most impressive of which is the High Point Suite in the third-floor turret thanks to its twenty-foot domed ceiling. Antique-hunters should head over early to the outdoor flea market (held the first Sunday of the month) at Scranberry Coop in Andover.