Guest Houses in Windsor County
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A historic courthouse with a prominent clock tower and a brick facade.

Guest Houses in Windsor County

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your current months are November, 2026 and December, 2026.

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A wooden covered bridge with a sign reading 'Slippery When Wet' and a sign above the entrance that says 'Michael's Bridge.'

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Our top choices for Windsor County guest houses

A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

A large, white, two-story house with a symmetrical facade, surrounded by a well-maintained lawn and tall trees.

A living room with a green wall, two windows, a beige sofa, a floral rug, and a black armchair.

A grassy field with a wooden pergola and trees in the background.

1. Lincoln Inn & Gallery

Lincoln Inn & Gallery

3.0 star property

Woodstock

8.8 out of 10, Excellent, (121 reviews)

8.8/10

Excellent

(121 reviews)

"The historic inn is so charming and relaxing. we love the location to town and the staff is so friendly. Luke, the owner, was very nice"

Nhat Thuy

The price is RM475

RM475

RM522 total

includes taxes & fees

10 Nov - 11 Nov

Lincoln Inn & Gallery

A large building with a sloped roof, a covered entrance, and a grassy area in front.

A wooden fence-lined pathway leading to a building with a dark roof, surrounded by autumn foliage.

A grassy outdoor area with two Adirondack chairs and a wooden bench.

A cozy room with two leather chairs, one with a leopard print pillow, a glass table with a lamp, and a view through a window with a wooden frame.

2. Inn at Clearwater Pond (Quechee)

Inn at Clearwater Pond (Quechee)

3.5 star property

White River Junction

9.6 out of 10, Exceptional, (64 reviews)

9.6/10

Exceptional

(64 reviews)

"Tina is super friendly...great place to stay with the dogs!"

Bryan

Inn at Clearwater Pond (Quechee)

A white two-story house with a front porch, a covered patio, and a well-maintained garden.

A white house with a porch, wooden chairs, and umbrellas.

A dining table with plates of food, two glasses of white wine, and a bottle of wine.

A living room with a sofa, a coffee table, and a painting on the wall.

3. The Weston

The Weston

5.0 star property

Weston

9.6 out of 10, Exceptional, (15 reviews)

9.6/10

Exceptional

(15 reviews)

"The Weston is a spectacular small hotel. The restaurant is delicious and the staff go oabove and beyond to make your stay lovely."

astrid

The price is RM1,603

RM1,603

RM1,748 total

includes taxes & fees

10 Nov - 11 Nov

The Weston

A two-story building with a porch, a sign reading "Salt Ash Inn," and a smaller attached structure.

A rural road with a parked SUV, a wooden building with a green door, and a yellow building with a red sign.

A bedroom with a bed, a wooden dresser, a mirror, and a window.

A spacious room with wooden floors, a dining area with chairs and a table, and a bookshelf filled with books.

4. Salt Ash Inn

Salt Ash Inn

3.0 star property

Plymouth

6.2 out of 10, (126 reviews)

6.2/10

(126 reviews)

"Great place, close proximity to Killington. Clean & quiet...Recommend this location."

Kingston F.

Salt Ash Inn

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Guest Houses in Windsor County

Change your mind

Treat yourself

Be picky

Top cities in Windsor County

Woodstock

Check prices for these dates

Our top choices for Windsor County guest houses

1. Lincoln Inn & Gallery

2. Inn at Clearwater Pond (Quechee)

3. The Weston

4. Salt Ash Inn

Explore a world of travel with Expedia