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5-day trip to Stockbridge, VT

5-day trip to Stockbridge, VT Itinerary

Last updated: 2024 Jun 14

Exploring Stockbridge

Morning
Start your day with a delicious breakfast at The Woodstock Inn & Resort. Afterward, visit the picturesque Cloudland Farm for a farm tour and enjoy the beautiful scenery.
Afternoon
Head to Kedron Valley Inn for a delightful lunch and savor their farm-to-table cuisine. Afterward, explore the charming town of Woodstock and visit the iconic Woodstock Village.
Evening
Enjoy a fine dining experience at The Prince and the Pauper in Woodstock, known for its exquisite cuisine and cozy atmosphere.
Bedtime
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Outdoor Adventures

Morning
Start your day with a hearty breakfast at Worthy Kitchen in Woodstock. Then, embark on a hiking adventure at the scenic White River Valley Trail and enjoy the beautiful nature.
Afternoon
After your hike, head to Simon Pearce Glassblowing in Quechee and witness the art of glassblowing. Enjoy a delicious lunch at Simon Pearce Restaurant while overlooking the Ottauquechee River.
Evening
Indulge in a gourmet dinner at The Red Rooster at The Woodstock Inn & Resort and savor their farm-to-table dishes made with locally sourced ingredients.
Bedtime
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Historic Charm

Morning
Start your day with a delightful breakfast at The Jackson House Inn. Then, visit the historic Covered Bridges of Vermont and admire the beautiful architecture.
Afternoon
Enjoy a leisurely lunch at Bentleys Restaurant in Woodstock, known for its delicious American cuisine. Afterward, explore the fascinating exhibits at the Billings Farm & Museum and learn about Vermont's agricultural heritage.
Evening
Experience a unique dining experience at The Lincoln Inn & Restaurant at the Covered Bridge and enjoy their innovative farm-to-table dishes.
Bedtime
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Scenic Drives

Morning
Start your day with a delicious breakfast at Cloudland Farm and enjoy their farm-fresh ingredients. Then, take a scenic drive along the Scenic Route 100 Byway and admire the stunning Vermont countryside.
Afternoon
Stop for a leisurely lunch at The Prince and the Pauper in Woodstock and savor their delectable cuisine. Afterward, visit the Norman Williams Public Library and explore its collection of books and local history.
Evening
Enjoy a cozy dinner at The Jackson House Inn and indulge in their seasonal menu.
Bedtime
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Relaxation and Farewell

Morning
Start your day with a leisurely breakfast at The Woodstock Inn & Resort and enjoy their elegant ambiance. Then, pamper yourself with a spa treatment at the Spa at The Woodstock Inn & Resort.
Afternoon
Enjoy a delicious lunch at Worthy Kitchen and savor their fresh and flavorful dishes. Afterward, take a scenic walk along the Thundering Brook Falls Trail and immerse yourself in nature.
Evening
End your trip with a memorable dinner at The Red Rooster at The Woodstock Inn & Resort and savor their gourmet cuisine. Raise a glass to a wonderful trip at Worthy Kitchen and enjoy their selection of craft beers and cocktails.
Bedtime
Find amazing hotels in Stockbridge, Vermont.

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