Top Guest Houses in Windsor County in 2026

A river flowing through a forest with autumn foliage.

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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.

1. Lincoln Inn & Gallery

Woodstock

Elisabeth

Rp2.802.571 total

includes taxes & fees

31 Aug - 1 Sept

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

2. Inn at Clearwater Pond (Quechee)

White River Junction

Bryan

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

3. The Weston

Weston

LISA

Rp8.678.417 total

includes taxes & fees

3 Sept - 4 Sept

A rustic interior with wooden chairs and a bar area.

4. Salt Ash Inn

Plymouth

Kingston F.

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Top Windsor County Hotel Reviews

Align Inn Vermont

10/10 Excellent

"First night of three, great room, very comfortable. Went to get coffee, came back, key worked. Went for awesome breakfast provided, key didn't work. Even desk master card didn't work. They were going to change the battery so we went exploring. Got back, still not working so were moved to another room which I will absolutely request next time we go there! Highly recommend, can't wait to see the wellness spa retreat portion which is still in development. Staff very accommodating and friendly. Pizza Chef next door with cute miniature golf course!! Probably best pizza we've had in a very long time. Do not hesitate to book here!"

On The River Inn

10/10 Excellent

"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), library was absolutely gorgeous. Loved having water refilling stations on 2 of the 3 floors and 24/7 coffee/tea stations, too. Queen beds were very comfy, and the room was so spacious. I’d love another piece of furniture with drawers to keep our stuff though - we lived out of our suitcases because there was only an armoire with 3 half drawers. And maybe another towel bar or hooks in the bathroom to hang the towels to dry, especially if you have 4 people in a room. Breakfast buffet (included with our Expedia stay but extra for others) was always hot & fresh. We had 4 breakfasts: French toast, pancakes, waffles, french toast again. There was always fresh homemade pastries and muffins, yogurt, and oatmeal. I would have loved some fresh fruit like berries to go with the yogurt instead of apples and oranges. Staff was always so nice and helpful, especially at breakfast. Housekeeping forgot twice to give us the 4 fresh towels (gave 3 instead) but we got replacements when we asked at the desk."

Hotel Coolidge

10/10 Excellent

"Definitely go expecting simplicity and historical ambiance, if you go expecting luxury, you will be disappointed. The hotel offers a reasonable price, walking distance to many restaurants and places to shop. The train station does NOT in fact shake the hotel as mentioned in other reviews. Staff is accommodating and friendly."

The Quechee Inn at Marshland Farm

10/10 Excellent

"Our stay was wonderful. Staff greeted us with a friendly hello and checked us in while explaining all we needed to know about our room and the property. Room was well appointed and very clean and comfortable. We especially enjoyed visiting with friends on the upstairs porch in the evening. Breakfast was amazing! Resort quality as opposed to the hotel breakfasts we experienced on the rest of our trip. We can’t wait to return."

The Shire Woodstock

8/10 Good

"We enjoyed our stay very much. We found our stay to very quiet. The back of the property was so peaceful and relaxing sitting by the river, listening to the birds and the gurgling of the river as it moves along. The room was comfortable with a fridge and freezer for snacks/fruit etc. I'd like to see another chair in the room so that 2 people can sit by the window and experience the view although this wasn't a game changer."

Deer Brook Inn

10/10 Excellent

"What an amazing place! The room was perfect--comfy bed, luxurious bedding and great amenities. As a guest, you have full access to the living room, dining room and outdoor areas--which includes a fire pit and sauna. Breakfast was delicious with locally sourced products--many from the property itself--including edible flowers. The host was friendly, welcoming, and just a delightful person. And so very thoughtful. Would definitely stay here again and highly recommend!"

Find out more about Windsor County

Windsor County Guest Houses information

Number of reviews	157
Accommodation	4 Guest Houses
Lowest Price	Rp2.802.571
Highest Price	Rp8.678.417

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Book Guest Houses in Windsor County on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

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

Top Windsor County Hotel Reviews

Align Inn Vermont

On The River Inn

Hotel Coolidge

The Quechee Inn at Marshland Farm

The Shire Woodstock

Deer Brook Inn

Sleep Woodstock Motel

Lincoln Inn & Gallery

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Find out more about Windsor County

Windsor County Guest Houses information

Explore a world of travel with Expedia