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The Shire Woodstock, Vermont Montains
our guide to Woodstock view guide

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Local Eats • To Do & See + Shopping

The Shire Woodstock, Vermont offers Family Friendly Outdoor activities
Ottauquechee River Behind The Shire Woodstock, Vermont
Woodstock offers a delightful mix of outdoor adventure like Hiking
The Shire Woodstock, Vermont offers River Views

Our Guide to Woodstock

Nestled in the heart of Vermont’s picturesque Green Mountains, Woodstock is a quintessential New England town brimming with charm and natural beauty. Known for its cobblestone streets, historic buildings, and vibrant arts scene, it’s the perfect destination for those seeking a peaceful getaway. Whether you’re exploring scenic trails, visiting world-class museums, or enjoying local shops and restaurants, Woodstock offers a delightful mix of outdoor adventure and small-town charm. Stay at The Shire Woodstock and immerse yourself in the serene beauty of this idyllic town, with the comfort and warmth of our inviting hotel just steps away from all the action.

The Shire Woodstock, Vermont Exterior view
The Shire Woodstock, Vermont Guest Rooms
Relax at The Shire Woodstock, Vermont

What to do

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Glass Blowing at Simon Pearce

Simon Pearce Glass Blowing 6.5 Miles

Fueled by the Ottauquechee River–which rushes directly behind The Shire–Simon Pearce's turbine-powered glassblowing studio is a sight to see. Witness artisans crafting art in real time then dine at their award-winning farm-to-table restaurant. 

Address

1760 Quechee Main St, Quechee, VT 05059

New England Falconry, Woodstock

New England Falconry 9.0 miles

Experience the thrill of interacting with birds of prey in a stunning outdoor setting. Whether you're new to falconry or an experienced enthusiast, New England Falconry offers private, hands-on experiences to learn about these majestic birds and their training.

Address

1044 Quechee Road, Pomfret, VT 05067

Hike Mount Tom

Mount Tom is a small peak, standing at 1357 feet, located in the town of Woodstock, Vermont. It is a part of the Marsh-Billings-Rockefeller National Historical Park.

Faulkner Park in Vermont

Faulkner Park 0.8 miles

A peaceful, scenic park perfect for a walk or a quiet picnic. Faulkner Park offers panoramic views of the surrounding countryside and a chance to unwind in nature, all while being just a short walk from downtown Woodstock.

Address

74 Church Street, Woodstock, VT 05091

Killington Ski Area, Woodstock

Killington Ski Area 20.6 miles

One of the largest ski resorts in the East, Killington Ski Area offers year-round outdoor activities. In the winter, it’s a mecca for skiing and snowboarding, while in summer, you can enjoy hiking, mountain biking, and stunning views.

Address

4763 Killington Road, Killington, VT 05751

Gallery on the Gree in Woodstock

Gallery on the Green 0.6 miles

This charming local gallery showcases a diverse collection of art from regional artists. From paintings to sculpture to photography, it’s a great place to discover unique works and enjoy the creativity of Vermont.

Address

28 The Green, Woodstock, VT 05091

The Woodstock Farmers' Market

The Woodstock Farmers' Market 1.7 miles

A favorite spot for locals and visitors alike, the Woodstock Farmers' Market features a variety of fresh, local produce, baked goods, and artisanal products. It’s a great place to pick up picnic supplies or sample Vermont’s finest.

Address

979 W Woodstock Road, Woodstock, VT 05091

Billings Farm & Museum, Woodstock

Billings Farm & Museum 1.0 miles

A working farm and museum that’s perfect for families. It offers interactive exhibits, live farm animals, and insights into Vermont’s agricultural history, making it a hands-on, educational experience for all ages.

Address

69 Old River Road, Woodstock, VT 05091

The Red Rooster , Woodstock

The Red Rooster 0.3 miles

A cozy, upscale spot offering farm-to-table dining in a relaxed atmosphere. The menu focuses on local ingredients, with standout dishes like Vermont cheddar mac & cheese and roasted chicken.

Address

26 Central Street, Woodstock, VT 05091

Pine Hill Park in Woodstock

Pine Hill Park 1.6 miles

Located just outside Woodstock, Pine Hill Park offers over 300 acres of forest and trails perfect for hiking, mountain biking, and wildlife watching. It’s a peaceful escape into nature that’s perfect for outdoor enthusiasts.

Address

271 Old River Road, Woodstock, VT 05091

The Shire Woodstock, Vermont behind the Ottauquechee River

The Ottauquechee River 1.7 miles

Take a scenic walk along the Ottauquechee River or enjoy a peaceful kayaking or tubing adventure. The river offers beautiful views and is perfect for a leisurely afternoon, with the added bonus of being close to downtown Woodstock for easy access.

Sugarbush Farm, Woodstock

Sugarbush Farm 5.0 miles

A beloved Vermont institution where you can tour a working sugarhouse, learn about maple syrup production, and sample their delicious cheeses. The farm is a great stop for food lovers wanting to take home local products.

Address

591 Sugarbush Farm Road, Woodstock, VT 05091

Marsh-Billings-Rockefeller National Historical Park

Marsh-Billings-Rockefeller National Historical Park 0.5 mile

A blend of natural beauty and conservation history, this park is home to miles of scenic trails through woodlands and gardens. The mansion offers tours about the Rockefeller family’s legacy in conservation, making it a unique spot for history buffs and nature lovers alike.

Address

54 Elm Street, Woodstock, VT 05091

Located in The Shire Woodstock

From The Guide

Our Favorites

  • 1
    Visit the Billings Farm & Museum

    Located just outside the town, this working farm and museum showcases Vermont’s agricultural heritage. You can tour historic farm buildings, interact with livestock, and learn about traditional farming methods while enjoying stunning views of the surrounding countryside.

  • 2
    Explore the Marsh-Billings-Rockefeller National Historical Park

    This beautiful park offers a mix of history and nature, with trails that wind through forests and past picturesque ponds. The mansion on the property, once home to the Rockefeller family, is a highlight, with tours that delve into the history of conservation in the U.S.
     

  • 3
    Stroll Through Downtown Woodstock

    Woodstock’s downtown is a postcard-perfect blend of cobblestone streets, quaint shops, and cozy cafes. Take time to wander, enjoy the local boutiques, and perhaps grab a bite at one of the charming restaurants, such as the renowned Red Rooster.

Woodstock, Vermont
Downtown Woodstock
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