19th Century independent inns

Set along a quiet road in South Woodstock, this 19th-century inn keeps its Vermont bones — a country property where a pond sits just beyond the door and the day can be organized entirely around meals. There's a restaurant and café on site, so dinner never requires leaving the grounds, and free Wi-Fi keeps the outside world within reach if you want it. Reviewers rate it 4.3 across more than a hundred stays.

Tucked down a quiet lane in Mendon, just east of Killington, The Red Clover occupies a 19th-century Vermont property where old-world details — dark wood, warm patina, an unhurried sense of scale — set the tone. Mornings begin with breakfast included, and evenings can be spent without leaving the grounds, thanks to a polished on-site restaurant. Guests rate it highly (4.8 across 185 reviews), and the inn also hosts gatherings and events.