Title: 10 Best Windham County Boutique Hotels for 2026 | Expedia.ca

[Windham County Hotels](https://expedia.ca/Destinations-In-Windham-County.d6057353.Hotel-Destinations)[Vacation Rentals in Windham County](https://expedia.ca/Destinations-In-Windham-County.d6057353.Vacation-Rental-Destinations)[Windham County Car Rentals](https://expedia.ca/Destinations-In-Windham-County.d6057353.Car-Rental-Destinations)[Windham County Vacations](https://expedia.ca/Windham-County.d6057353.Destination-Travel-Guides)

![New England is known for their covered bridges.  A beautiful example is the West Dummerston Bridge over the West River in southern Vermont.
#InStone](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Bruce Altobelli

# Boutique Hotels in Windham County

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## Top Cities in Windham County

![](https://mediaim.expedia.com/destination/2/7293bdf66975e2ab77f3169d08030312.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Brattleboro

[](https://expedia.ca/Brattleboro-Hotels-Boutique-Hotel.0-0-d9636-tBoutiqueHotel.Travel-Guide-Filter-Hotels)

![](https://mediaim.expedia.com/destination/2/dccef88d1434c06846bba7f35aaa8285.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Stratton

[](https://expedia.ca/Stratton-Hotels-Boutique-Hotel.0-0-d163002-tBoutiqueHotel.Travel-Guide-Filter-Hotels)

![Wilmington which includes a city and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93855-Southern-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Wilmington

[](https://expedia.ca/Wilmington-Hotels-Boutique-Hotel.0-0-d175314-tBoutiqueHotel.Travel-Guide-Filter-Hotels)

![](https://mediaim.expedia.com/destination/2/5dd0ae771d7a48c28ba58644a2879927.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Londonderry

[](https://expedia.ca/Londonderry-Hotels-Boutique-Hotel.0-0-d127228-tBoutiqueHotel.Travel-Guide-Filter-Hotels)

![](https://mediaim.expedia.com/destination/2/00a7e4f9963cb953b7bd55237cbf6671.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Grafton

[](https://expedia.ca/Grafton-Hotels-Boutique-Hotel.0-0-d184049-tBoutiqueHotel.Travel-Guide-Filter-Hotels)

![](https://mediaim.expedia.com/destination/2/6d33778e72acdd7b2062ca2d317804a0.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Jamaica

[](https://expedia.ca/Jamaica-Hotels-Boutique-Hotel.0-0-d184052-tBoutiqueHotel.Travel-Guide-Filter-Hotels)

## Check availability on Windham County Boutique Hotels

Tonight

[Jan 5 - Jan 6](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-01-05&endDate=2026-01-06&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 6 - Jan 7](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-01-06&endDate=2026-01-07&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-01-16&endDate=2026-01-18&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windham County boutique hotels

![Hiking](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/501b3c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Double Room, Accessible, Ensuite (Old Solarium Queen)](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/0d6df977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Latchis Hotel

[](https://www.expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

Brattleboro

8.4/10

Very good

(843)

"Room was very clean and the hotel staff were very friendly! Hotel is attached to a movie theater which is great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaime

CA $174

CA $192 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.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 Windham County Hotel Reviews

![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368_y.jpg)

### Deerfield Valley Inn

10/10 Excellent

"Comfortable stay, friendly service."

[](https://expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information)

![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg)

### Latchis Hotel

10/10 Excellent

"Room was very clean and the hotel staff were very friendly! Hotel is attached to a movie theater which is great!"

[](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg)

### Hampton Inn Brattleboro

10/10 Excellent

"Good breakfast, great staff and very good location "

[](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![Four Columns Inn](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/be42824d_y.jpg)

### Four Columns Inn

10/10 Excellent

"Everything was great 👍 I will stay there again and highly recommend to others "

[](https://expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information)

![Mount Snow Grand Summit Resort](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/57303655_y.jpg)

### Mount Snow Grand Summit Resort

10/10 Excellent

"Ski slopes were accessible and pool was really nice. "

[](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg)

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Place was great! Clean and comfortable. "

[](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg)

### Chalet 239

10/10 Excellent

"It was great! Would stay here again, loved the TV and fiended when we saw there was a hot chocolate machine. Totally recommend, nice people and super close to the slopes so we could wake up late."

[](https://expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information)

![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg)

### The Putney Inn

10/10 Excellent

"Staff was courteous "

[](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information)

![Kitzhof Inn](https://images.trvl-media.com/lodging/13000000/12030000/12026600/12026510/ffba9625_y.jpg)

### Kitzhof Inn

10/10 Excellent

"Very cozy and clean, great location, staff were super friendly"

[](https://expedia.ca/West-Dover-Hotels-Kitzhof-Inn.h12026510.Hotel-Information)

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