05/27/2026
Greetings Swifties,
Did you know that we are now open for dinner on Wednesday evenings at Jessica's? The bar is always open from 5 to 8 seven days a week. It's so beautiful and quiet out, come and join us!
If this is the first time you're hearing about us:
Jessica’s is a contemporary American restaurant in the heart of Middlebury—refined, seasonal, and quietly distinctive.
Just two blocks from downtown, it pairs thoughtful, ingredient-driven cooking with an award-winning wine list and a dining experience that feels both polished and personal. Inside, intimate rooms—main dining room, library, and enclosed porch—offer a sense of scale that’s rare and intentional, with fireplaces that make winter evenings feel especially inviting. In warmer months, the deck opens to the gardens.
Surrounded by lawns and kitchen beds of herbs and flowers used in both the kitchen and throughout the inn, Jessica’s is deeply connected to its setting. Settle in, take your time, and let the evening unfold—at the table or with a drink in hand as the light fades over the grounds.