12 Best Places to Stay in Woodstock Vermont for an Unforgettable Visit

Woodstock, Vermont, is a charming town known for its natural beauty, history, and welcoming atmosphere. Visitors often seek comfortable and convenient places to stay that match their style and budget when planning a trip to this scenic area.

A charming street in Woodstock, Vermont with historic inns, colorful autumn trees, and people walking along a cobblestone road.

This article highlights the 12 best places to stay in Woodstock, Vermont, providing options that suit a variety of needs and preferences. Whether someone is looking for a cozy inn, a luxury resort, or a family-friendly hotel, these choices cover the most popular and well-reviewed accommodations available.

1) Woodstock Inn & Resort

A historic inn surrounded by green lawns, trees, and flower beds with rolling hills in the background on a sunny day.

The Woodstock Inn & Resort is located in the center of Woodstock, Vermont. It offers newly renovated rooms and suites with comfortable, classic New England style. Guests can enjoy fine dining, daily activities, and a spa rated by Forbes. More details on the Woodstock Inn & Resort can be found at Woodstock Inn & Resort.

2) The Shire Woodstock

A charming historic inn surrounded by trees with autumn leaves and rolling hills in the background under a clear sky.

The Shire Woodstock is a charming hotel set by the Ottauquechee River. It offers natural light and peaceful river views. Guests appreciate its cozy fireplaces and the easy walk to downtown shops and cafés. The hotel also provides free Wi-Fi and coffee for a comfortable stay.

More details can be found at The Shire Woodstock.

3) On the River Inn

A rustic inn by a calm river surrounded by colorful autumn trees in Woodstock, Vermont.

On the River Inn is set beside the Ottauquechee River, just outside Woodstock. It offers rooms with river and garden views, plus an indoor pool and sauna for guests. The inn is well suited for families and couples seeking a calm, nature-filled stay. More details are available at On The River Inn Woodstock, Vermont VT.

4) The Village Inn of Woodstock

A charming white inn with green shutters and a front porch surrounded by trees and flowers on a sunny day.

The Village Inn of Woodstock offers comfortable rooms in a historic building. It features modern amenities like air conditioning and private baths. Guests can enjoy mountain views and a peaceful garden. This inn is well-suited for families and travelers seeking a quiet stay. More details are available at The Village Inn of Woodstock.

5) Jackson House Inn

A historic inn with white siding and green shutters surrounded by trees and flowers under a clear blue sky.

Jackson House Inn offers a quiet stay in Woodstock with three and a half acres of landscaped grounds. The inn features a cozy fireplace and a peaceful pond. It is well-suited for guests looking for relaxation near the town’s shops and restaurants. More details can be found at the Jackson House Inn website.

6) Twin Farms

A rustic wooden lodge surrounded by green trees and colorful flowers with a pathway leading to the entrance.

Twin Farms is a luxury all-inclusive resort on 300 acres near Woodstock. It offers unique accommodations like cottages and treehouses. Guests enjoy meals, drinks, and activities included in the stay. The resort blends rustic charm with modern design and art. Learn more at the Twin Farms website.

7) Kedron Valley Inn – Ransom Tavern

A charming rustic inn surrounded by trees and hills in Woodstock, Vermont, with a garden and stone pathway leading to the entrance.

Kedron Valley Inn offers 14 cozy rooms with historic charm and modern comfort. It features a peaceful setting in Vermont’s Green Mountains near Woodstock Village. The on-site Ransom Tavern serves wood-fired Neapolitan pizzas and salads, open Wednesday through Saturday. More details are available at the Kedron Valley Inn website.

8) The Woodstocker B&B

A charming New England style bed and breakfast surrounded by colorful autumn trees in a small Vermont town.

The Woodstocker B&B offers a grown-up stay with spacious rooms and a calm atmosphere. Guests enjoy à la carte breakfast served in the dining room or in their rooms. It welcomes personal alcoholic beverages, providing glasses and ice buckets for a relaxed experience.

This inn is for guests aged 16 and older. It is popular for couples visiting Woodstock.

More details can be found at The Woodstocker B&B website.

9) Charleston House

A charming white New England-style house surrounded by autumn trees and a garden with a stone pathway leading to the front porch.

Charleston House is a historic bed and breakfast in Woodstock, Vermont. It offers nine rooms, each with a private bath. Some rooms include fireplaces and Jacuzzi tubs. The inn is close to local shops, galleries, and restaurants, providing a convenient stay for visitors.

More details can be found at Charleston House Woodstock.

10) Lincoln Inn and Restaurant

Historic white inn with green shutters and a front porch surrounded by flowers and greenery on a sunny day.

The Lincoln Inn offers cozy rooms with rustic New England charm. It is known for a peaceful setting near the river. Guests can enjoy a restaurant that serves local cuisine in a comfortable atmosphere. More details can be found at the Lincoln Inn and Restaurant website.

11) The Woodstock Bed & Breakfast

A charming white New England style house with a front porch surrounded by colorful gardens and trees with autumn leaves under a clear blue sky.

The Woodstock Bed & Breakfast offers a relaxed stay in a modern farmhouse-style inn. It features spacious guestrooms and suites. Guests enjoy a quiet setting in the heart of Woodstock village. This B&B provides an authentic Vermont experience with comfortable accommodations. More details can be found at the official Woodstock lodging page.

12) Boutique Inns of Woodstock

A charming boutique inn with a front porch surrounded by colorful autumn trees and a stone pathway leading to the entrance.

Boutique inns in Woodstock offer a unique, cozy feel. They often blend historic charm with modern comforts. Guests can enjoy personalized service in tranquil settings near the town center. These inns suit travelers looking for a quiet and intimate stay in Vermont’s scenic village. For more options, see the list of boutique hotels in Woodstock, VT.

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