Title: Top Treehouses in  Windsor County in 2026 | Expedia.ca

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![Must stop while in Vermont #autumn  #fall #roadtrip #travel #adventure #colorful  #vermont ](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Rachel Samanyi

# Treehouses in Windsor County

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## Check prices for these dates

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Windsor County

![Ludlow showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94298-Ludlow.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Ludlow

[](https://expedia.ca/Ludlow-Treehouses.d8496-aaTreehouses.Travel-Guide-Accommodation)

![Woodstock featuring a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94311-Woodstock.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Woodstock

[](https://expedia.ca/Woodstock-Treehouses.d10868-aaTreehouses.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/212ecbf3b606238229538e223f3f57eb.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### White River Junction

[](https://expedia.ca/White-River-Junction-Treehouses.d6294-aaTreehouses.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Windsor

[](https://expedia.ca/Windsor-Treehouses.d7881-aaTreehouses.Travel-Guide-Accommodation)

## Featured Treehouses in Windsor County

![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/dcaf5ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Tree House, 1 Bedroom, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/e30eae1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rafting](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/5f35c3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/74000000/73470000/73467700/73467678/0551cd2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse in Stockbridge

[](https://www.expedia.ca/Stockbridge-Hotels-Eagle-Ridge-Treehouse.h73467678.Hotel-Information)

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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## Top Windsor County Hotel Reviews

![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg)

### The Shire Woodstock

10/10 Excellent

"Wonderful place to stay!"

[](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information)

![Jackson Gore Village](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg)

### Jackson Gore Village

10/10 Excellent

"Great location, pool, hot tub, game room, staff."

[](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information)

![Sleep Woodstock Motel](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11_y.jpg)

### Sleep Woodstock Motel

10/10 Excellent

"Clean, great communication. Close to everything. Good value!"

[](https://expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information)

![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg)

### The Jackson 

10/10 Excellent

"Friend of mine and I stayed overnight just to check out Vermont (I had always wanted to go there). We both LOVED this place. Very charming, lovely decor, and great food--especially at dinner. The staff were very friendly and accomodating. Would definitely recommend this place and return again in the future. "

[](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information)

![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg)

### Align Inn Vermont

10/10 Excellent

"The most beautiful scenic views!"

[](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information)

![Main and Mountain Bar & Motel](https://images.trvl-media.com/lodging/22000000/21870000/21860900/21860884/e0f25183_y.jpg)

### Main and Mountain Bar & Motel

10/10 Excellent

"The bar was wonderful! Clean and great guest services"

[](https://expedia.ca/Ludlow-Hotels-Main-And-Mountain-Bar-Motel.h21860884.Hotel-Information)

![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg)

### Woodstock Inn & Resort

10/10 Excellent

"Top notch service. Great property and beautiful room. Went for anniversary and it did not disappoint. Romantic hotel and town"

[](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information)

![The Vesper ](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/ae1d5a64_y.jpg)

### The Vesper 

10/10 Excellent

"Wonderful spot right in town for a weekend getaway! Room was gorgeous and the owners are super friendly!"

[](https://expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information)

![Norwich Inn](https://images.trvl-media.com/lodging/3000000/2520000/2519600/2519573/30ba8066_y.jpg)

### Norwich Inn

10/10 Excellent

"I booked the Norwich Inn because it was the only nearby option available while dropping my kiddo off at Dartmouth, and I honestly wasn’t expecting much beyond convenience. I ended up being pleasantly surprised. From the warm welcome at the front desk to the excellent salmon dinner I had on the outdoor patio, every interaction with the staff was outstanding. The room itself was charming and cozy in the way an older inn should be. While the shower could use some updating, the bed was comfortable and, most importantly, the room was quiet. I slept well and woke rested for a long drive home the next morning. I’ll definitely be returning to the Norwich Inn—it may end up being the place I stay whenever I’m in the area."

[](https://expedia.ca/Norwich-Hotels-Norwich-Inn.h2519573.Hotel-Information)

## Find out more about Windsor County

## Windsor County Treehouses information

| Number of reviews |              |
| ----------------- | ------------ |
| Accommodation     | 1 Treehouses |
| Lowest Price      |              |
| Highest Price     |              |

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- [Car rentals near Red Wagon Toy Company ](https://www.expedia.ca/Car-Rentals-In-Red-Wagon-Toy-Company.d553248621532667633.Car-Rental-Guide)
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