Farm to Table Meals in Woodstock, VT!

Jackson House Inn, Woodstock Vermont

In the verdant landscape of rural Vermont, consuming locally sourced fare is a long-cherished tradition that resonates deeply with both the residents and visitors. The region’s commitment to farm-to-table dining is exemplified by the array of restaurants that prioritize local ingredients, offering menus that reflect the seasonal bounty of Vermont’s rich agricultural heritage. Among these culinary gems is the distinguished Cloudland Farm, a destination that not only provides some of the most stunning scenery in this area but also a gastronomic adventure that intimately connects you with the land and the people behind your meal. 

Cloudland Farm, also known as Sleepy Hollow, is one of the most photographed farms in Vermont, especially during fall foliage season. The four-mile drive up to the farm is just as stunning, but that’s just the start of your journey. At Cloudland Farm, the dining experience is elevated, where every dish tells a story of the region’s agrarian roots and culinary craftsmanship. You’ll enjoy a meal that is as fresh and authentically local as it gets.

Of course, dining at Cloudland Farm is just one of the many reasons to spend time in Woodstock. Beyond the bucolic charm of Cloudland Farm, Woodstock offers a plethora of other dining establishments that champion the local food movement, each with its own unique flair. Beyond that, there are so many fantastic things to do here, including luxuriating on the scenic grounds of our Boutique Hotel in Woodstock and letting us treat you to the luxurious, well-tended getaway you’ve been craving. Whether you’re savoring the local flavors, exploring the town’s art galleries and local makers, or enjoying the natural beauty of Vermont’s countryside, there’s no better time to discover the Jackson House Inn. Book your room today! 

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A delicious farm-to-table meal like what you'd enjoy at Cloudland Farm near Woodstock, Vermont

Farm-to-Table Meal at Cloudland Farm

Cloudland Farm stands as a beautiful emblem of Vermont’s rich agricultural tradition. It is an incredible dining experience for those who value a connection to the land where their food comes from. This is a true farm-to-table dining experience. Cloudland Farm, a working farm in operation since 1908, raises black Angus cattle, laying hens, Cornish-cross meat chickens, turkeys, pastured pigs, vegetables, herbs, and flowers.

The Cloudland Farm Market on the premises offers a variety of farm-fresh goods, including natural Angus beef steaks, ground beef, roasts, beef sausages, beef jerky, and pickles. The market also has a wonderful selection of local, artisan-made goods, such as maple syrup, local cheeses, handmade goat’s milk soaps, wooden cheese boards, Laura White pottery, and more. The market is typically open from 12 – 4 PM on Fridays and Saturdays, but it’s also open to dinner guests as they arrive for their meal. It’s a fantastic market to peruse and is worth your time. 

Cloudland Farm is open for dinner on Fridays and Saturdays and only by reservation. Due to the limited nature and popularity of this restaurant, this is one you’ll want to plan well in advance. Reservations are often booked out well in advance, especially during busy times of the year. The meal you’ll enjoy at Cloudland Farm will be well worth it, though!

The restaurant is headed up by Chef Mike Borraccio, who uses ingredients sourced directly from Cloudland Farm and other local purveyors to create a creative and delectable menu. No two dining experiences are the same, as is often the case when locally sourced ingredients are the star. The menus are crafted daily based on what’s available and will always be available on the website during the week prior to your reservation. This spring, for example, you’ll find a maple-inspired menu with items like turnip soup with a maple vinegar reduction, Cloudland Farm pork loin with maple-mustard braised beans, and a Chocolate budino with maple caramel.

Dining here is not just about the food. It’s an experience that demonstrates Vermonter’s sense of place and land stewardship. From the dining room’s rustic elegance to the panoramic views of the surrounding landscape, you’ll enjoy a dining experience that is as memorable as it is delicious.

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Friends enjoying meals at other top Woodstock, Vermont Restaurants

8 More Great Woodstock Vermont Restaurants

As you settle into your getaway in Woodstock and gear up for dinner at Cloudland Farm, you’ll quickly realize it’s just one of many fantastic Woodstock, Vermont restaurants you’ll want to have on your list! For such a small (but charming!) little Village in rural Vermont, Woodstock packs a punch when it comes to restaurant selection. The town boasts an impressive array of dining options catering to various tastes and preferences.

From cozy cafes to elegant dining establishments, Woodstock, Vermont restaurants offer a unique take on local and international cuisine. Whether you’re looking for a casual and quick bite in town or would appreciate finer dining for celebrating special occasions, you’ll find plenty to choose from. Below, you’ll find our most up-to-date list of the best Woodstock, Vermont restaurants to enjoy while staying at our boutique hotel. 

  1. The Prince and the Pauper is a beloved fixture in Woodstock and our favorite go-to for elevated meals and special occasions. The restaurant presents an ever-changing menu that reflects the finest seasonal ingredients. Reservations are required. 
  2. Mangalitsa, a relatively new addition to the Woodstock restaurants, merges local ingredients with global culinary techniques. Here, you’ll encounter dishes that are both familiar and intriguingly novel.
  3. Don’t miss dining at one of the newest Woodstock, Vermont restaurants, Santé. Like its sister restaurant, Mangalitsa, you’ll find a sensational meal awaiting you.
  4. Savor the essence of Vermont at the Woodstock Inn & Resort’s Red Rooster, renowned for its sophisticated ambiance and farm-fresh menu that champions Vermont’s agricultural heritage.
  5. A great casual choice among Woodstock, Vermont restaurants is Worthy Kitchen. Like Cloudland Farm, you’ll enjoy a delicious farm-to-table approach to comfort food, with a menu that’s as delightful as it is diverse. They also have a fabulous craft beer selection.
  6. Vegetarians and Vegans won’t want to miss Mon Vert Café. It’s a charming cafe right in the heart of town that focuses strictly on locally sourced, organic fare.
  7. If you want to pair small bites with some of the best cocktails, don’t miss the experience at Au Comptoir. It’s the perfect pre-dinner destination! 
  8. Finally, for another elevated restaurant in Woodstock, head to the Lincoln Inn and Restaurant, where you’ll enjoy an exquisite meal with gorgeous views of the Lincoln Covered Bridge.


The culinary journey in Woodstock extends beyond these restaurants, inviting visitors and locals alike to explore the vibrant farmers’ markets, specialty food shops, and local breweries and distilleries. Whether it’s sampling artisanal cheeses at the Woodstock Farmers’ Market or savoring a craft brew from Long Trail Brewing Co., the region offers many experiences that celebrate Vermont’s flavors and craftsmanship.

Of course, while you’re enjoying all of this sensational food and local culture, give yourself plenty of time to relax and unwind. There’s no better place to stay in Woodstock than our elevated hotel. Book your room at the best hotel in Woodstock today!

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