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Covered bridge in Woodstock, Vermont

Vermont

Woodstock: A Perfect New England Holiday

By: Jody Sidle Short

1 of 5
Village of Woodstock, Vermont

Vermont

Woodstock: A Perfect New England Holiday

By: Jody Sidle Short

2 of 5
Covered bridge in Woodstock, Vermont

Vermont

Woodstock: A Perfect New England Holiday

By: Jody Sidle Short

3 of 5
Shopping at Gillingham’s General Store in Woodstock, Vermont

Vermont

Woodstock: A Perfect New England Holiday

By: Jody Sidle Short

4 of 5
Woodstock Inn & Resort in Vermont

Vermont

Woodstock: A Perfect New England Holiday

By: Jody Sidle Short

5 of 5
  • States:
    Vermont

A trip to Vermont should be on everyone’s bucket list and, in particular, the charming and delightful New England town of Woodstock is a must-visit.

Surrounded by tranquil green mountains and babbling streams and rivers, Woodstock is among the prettiest towns I’ve ever seen. The clean village streets are lined with galleries, boutiques, cafes and antique shops as well as an old-time General Store, where I found artisan foods, wines, local beers, kitchen items and even hardware. As I strolled the quaint village streets, everyone I passed looked happy and calm. After just one day, I was stress-free and understood why many people choose to live here. It’s lovely!

Woodstock Inn & Resort

Having never been here before, I decided to treat myself to a night at the Woodstock Inn & Resort. The elegant hotel is furnished with authentic New England décor and has a quiet ambience that’s graceful and serene. After I checked in to my glorious room, the only plan for the day was relaxing and enjoying the resort. To start, I visited the spa, which was exquisite and rejuvenating, followed by a dip in the heated, salt-water outdoor pool, which was sparkling and inviting. After having lunch at one of the restaurants and taking in the beautiful grounds, I made my way to the immaculate golf course and enjoyed fresh summer air.

Admiring artwork in Epoch 18 gallery in Woodstock

Admiring artwork in Epoch 18 gallery in Woodstock
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Day with the Rockefellers and Mount Tom

After a wonderful night’s sleep, I headed to the Marsh-Billings-Rockefeller National Historical Park, Vermont’s only national park, which was dedicated to the public by benefactors Laurance and Mary Rockefeller with a vision to preserve the 222 hectares of delicate woodlands surrounding Woodstock. I took a fascinating tour of the glorious mansion and grounds and followed the crowd to the adjacent Billings Farm and Museum. I watched cows being milked, pet the horses and learned how life was in the 19th century. I ended up staying for quite some time; like everything in Woodstock, it is peaceful and surrounded by beauty.

Before dinner, I decided to hike to the top of Mount Tom, which is just over four kilometers round-trip. I was blown away by the panoramic view of Woodstock and the surrounding green mountains that met my eyes when I reached the top. It is truly breathtaking, so I sat and soaked in the splendor for a while.

Rockefeller Mansion at Marsh-Billings-Rockefeller National Historical Park

Rockefeller Mansion at Marsh-Billings-Rockefeller National Historical Park
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506 On the River Inn

While talking to some fellow visitors, I learned they were staying at a fabulous hotel called 506 On the River Inn. When I finally forced myself to leave the mountain, I decided to see what the inn was like and found a charming boutique hotel with wonderfully eclectic décor, definitely worth extending my stay a night or two. After looking at a room, I immediately knew why they have so many repeat guests: All of the rooms have a view of the river with balconies to enjoy the fresh air and magnificent scenery. I especially loved the quirky antiques and vintage furniture, so I decided to stick around for dinner at The 506 Bistro, where I tried a variety of delicious seasonal dishes and a cocktail from the vintage bar.

Between these two incredible properties and all the charms of Woodstock, I could see myself coming back to holiday here again and again.

Enjoying the surroundings at 506 On the River Inn in Woodstock

Enjoying the surroundings at 506 On the River Inn in Woodstock
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