Culinary Delights and Scenic Wonders: 5-Day Woodstock, VT Getaway Itinerary

Fuel up for the day with a hearty breakfast at The Mill at Simon Pearce, located in a historic mill with stunning views of the Ottauquechee River. Post-breakfast, explore the adjacent Simon Pearce Glassblowing workshop to witness master artisans at work.

Enjoy a scenic drive to the nearby town of Quechee and have lunch at The Red Rooster at The Woodstock Inn & Resort, where the menu highlights the best of Vermont flavors. Afterward, visit the impressive Quechee Gorge, often referred to as "Vermont's Little Grand Canyon," and take in the breathtaking views.

Return to Woodstock for a relaxed evening at The Lincoln Inn & Restaurant at the Covered Bridge, nestled in a historic setting. Indulge in their fine dining offerings before taking a post-dinner walk to the iconic Taftsville Covered Bridge, one of Vermont's picturesque covered bridges.

Begin with a visit to The Mill at Simon Pearce for a breakfast with a view, overlooking the waterfall and the craftsmanship of the glassblowers. Post-breakfast, take a short drive to the serene Woodstock Inn & Resort Golf Club for a morning round of golf amidst the Vermont mountains.

For lunch, experience the refined cuisine at Simon Pearce Restaurant, where the menu is as artful as the glassware. Afterward, enjoy a leisurely drive on the Woodstock to Quechee Scenic Drive, taking in the beautiful countryside and making a stop at the Quechee Gorge for a short hike.

Dine at The Red Rooster at The Woodstock Inn & Resort for a taste of their farm-to-table offerings. Cap off the evening with a visit to Suicide Six Ski Area to enjoy the sunset views and perhaps a drink at the cozy ski lodge.

Enjoy a classic Vermont breakfast at The Prince and the Pauper, known for its elegant setting and delectable dishes. After breakfast, take a scenic drive on the Woodstock to Bridgewater Scenic Drive, passing through quaint villages and lush countryside.

Stop for lunch at Bentleys Restaurant, a local favorite with a menu that reflects the flavors of New England. Post-lunch, continue your drive to the Long Trail Brewing Company in Bridgewater Corners for a brewery tour and some craft beer tasting.

Head back to Woodstock for a refined dinner at The Lincoln Inn & Restaurant at the Covered Bridge, where the chef's tasting menu is a journey through Vermont's culinary landscape. After dinner, take a serene walk to the Taftsville Covered Bridge, enjoying the quietude of the evening.

Conclude your Woodstock culinary experience with breakfast at Worthy Kitchen, where the emphasis is on locally sourced and seasonal ingredients. After breakfast, take a guided Hiking Tour of Mount Tom to work up an appetite for your final day in Vermont.

For your last lunch in Woodstock, visit Melaza Bistro for a taste of their Latin-inspired cuisine. Post-lunch, spend the afternoon at the Sugarbush Farm, learning about maple syrup production and enjoying the farm's walking trails.

As the sun sets on your Woodstock adventure, enjoy a farewell dinner at The Mill at Simon Pearce, with its ambiance of warm hospitality and the soothing sounds of the river. After dinner, take a walk through the Billings Farm & Museum one last time, reflecting on the heritage of Vermont's rural life.