Title: Windham B&B: Find the Best Bed and Breakfast from CA $224 | Expedia.ca

  

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# Find a Bed and Breakfast in Windham from CA $224

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## Check prices for these dates

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Windham B&B

![Lounge](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c0073409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room, 1 Double Bed, 1 King Bed, 1 Twin Bed](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/4ee226d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/44151c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bromley View Inn

Bondville

9.2/10

Wonderful

(391)

"Great place and close to everything "

[](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/1e0ac20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/77acac6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/0ee737a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/6a7db77e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harvest Barn Inn

Bellows Falls

9.8/10

Exceptional

(238)

"Breakfast was amazing! Hosts were super friendly and we are looking forward to returning there again! "

[](https://www.expedia.ca/Bellows-Falls-Hotels-Harvest-Barn-Inn.h17286987.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/0d3a6bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/81dd974d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Carriage House C](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/8a063a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 9 | View from room](https://images.trvl-media.com/lodging/17000000/16820000/16817100/16817080/75e32be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colonel Williams Inn

Brattleboro

9.8/10

Exceptional

(332)

"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."

CA $203

CA $224 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Brattleboro-Hotels-Colonel-Williams-Inn.h16817080.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/a1028674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Room](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/be42824d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/df98e0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/730277ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Columns Inn

Newfane

9.6/10

Exceptional

(7)

"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."

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

![Kayaking](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/a19c8d54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/ac7a6ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/8a2fe541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/c09bb59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Gentian Lodge at Magic Mountain

Londonderry

9.2/10

Wonderful

(110)

"Lovely pleasant stay. "

CA $238

CA $262 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/534fcc92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/ba818b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Bass Suite)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/6d7c4545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Silver Birch)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/6b885960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Manchester

Manchester

10/10

Exceptional

(266)

"Friendly staff and very nice breakfast. "

CA $208

CA $229 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/dda7c041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/c2509b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room, 1 King Bed, Fireplace, Mountain View | Bathroom](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/fb3063fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/7000000/6030000/6025500/6025401/430958e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Inn at Ormsby Hill

Manchester Center

9.8/10

Exceptional

(141)

"Lovely place to stay Jack and Maryann excellent hosts"

CA $251

CA $276 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Ormsby-Hill.h6025401.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/1e06337a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed, Fireplace, Mountainside](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/ca771bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 Queen Bed, Fireplace, Mountainside](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/e3012ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deerfield Valley Inn

West Dover

9.6/10

Exceptional

(69)

"We had a lovely time staying here. "

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

![Garden](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/5147c108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/487ff1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/fa801882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/cc8097e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Big Bears Lodge

West Dover

9.0/10

Wonderful

(182)

"So close to Mount snow it’s a great place to stay "

CA $234

CA $257 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/West-Dover-Hotels-Big-Bears-Lodge.h16427587.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/f814b3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/0f0b56c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/ae105a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/327ad7fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stone Hearth Inn and Eatery

Chester

9.2/10

Wonderful

(99)

"Good breakfast and dinner options. Great location for hiking."

CA $395

CA $431 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information)

![Mountain view](https://images.trvl-media.com/lodging/95000000/94660000/94650100/94650035/f168cf38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cottage | Private kitchen](https://images.trvl-media.com/lodging/95000000/94660000/94650100/94650035/8785d8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Room, 1 King Bed | Mountain view](https://images.trvl-media.com/lodging/95000000/94660000/94650100/94650035/60d1e2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/95000000/94660000/94650100/94650035/b590c7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windham Hill Inn

West Townshend

8.4/10

Very good

(36)

"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "

CA $254

CA $277 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/West-Townshend-Hotels-Windham-Hill-Resort.h94650035.Hotel-Information)

![Standard Room, 1 King Bed, Mountain View | Mountain view](https://images.trvl-media.com/lodging/7000000/6400000/6393200/6393104/318e8076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6400000/6393200/6393104/733025cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6400000/6393200/6393104/21e5c2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mountain view](https://images.trvl-media.com/lodging/7000000/6400000/6393200/6393104/3a93f355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Shire Lodge

Manchester Center

9.4/10

Exceptional

(153)

"Loved our stay at North Shire Lodge.."

CA $248

CA $273 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Bennington-Hotels-North-Shire-Lodge-Mountain-View-Pub.h6393104.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/2544c235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/6eee3d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/2f26bb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (Farm House) | Private kitchen](https://images.trvl-media.com/lodging/2000000/1510000/1502200/1502179/30a5bc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hill Farm Inn

Arlington

9.6/10

Exceptional

(169)

"This Inn is spectacular! The rooms, grounds, decor, staff and restaurant all were the best for stops on our vacation."

CA $326

CA $671 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Bennington-Hotels-Hill-Farm-Inn.h1502179.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/a1626ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/411cc5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/3794da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938154/w1536h1021x0y3-8fc8ac6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room in Historic Inn! 20 Minutes to Okemo!

Chester Depot

9.2/10

Wonderful

(16)

"My stay was brief but was pleased to arrive to beautiful building and a room that was huge, well decorated/furnished, well heated, and super cozy. I would definitely stay here again."

CA $139

CA $234 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chester-Hotels-Room-In-Historic-Inn-20-Minutes-To-Okemo.h83938154.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/c51b349e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/2e170eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/abe9b83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102120000/102119969/223d62f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Chester Depot

9.0/10

Wonderful

(2)

"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "

CA $125

CA $226 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chester-Hotels-Historic-Chester-Inn-Circa.h102119969.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740447/bb221bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740447/18679b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740447/9af80437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/2000000/1750000/1740500/1740447/3301d2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ira Allen House

Arlington

10/10

Exceptional

(203)

"Innkeepers were outstanding! Breakfast each morning was excellent! Charming & large room"

CA $336

CA $366 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Bennington-Hotels-The-Ira-Allen-House.h1740447.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1720600/1720584/0f76c5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free full breakfast](https://images.trvl-media.com/lodging/2000000/1730000/1720600/1720584/00e82458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1730000/1720600/1720584/c22dacb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1730000/1720600/1720584/b64ff2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deerhill Inn

West Dover

9.6/10

Exceptional

(222)

"An excellent stay! Warm and accommodating and helpful in every way. Wonderful breakfast too!"

CA $264

CA $291 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/West-Dover-Hotels-Deerhill-Inn.h1720584.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/a23bd7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/68993b1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/7179648d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served, Regional cuisine](https://images.trvl-media.com/lodging/2000000/1580000/1576100/1576027/cea1ec7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chesterfield Inn

West Chesterfield

9.0/10

Wonderful

(104)

"Great stay"

CA $422

CA $458 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Keene-Hotels-Chesterfield-Inn.h1576027.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/7656b8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/8d211417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/6d1c5ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83940000/83938200/83938140/d309381b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King & Queen Suite in Historic Inn Circa 1780

Chester Depot

9.8/10

Exceptional

(16)

"The check in process was easy, and the space was beautiful. Great location for a weekend of skiing!"

CA $195

CA $318 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Chester-Hotels-King-Queen-Suite-In-Historic-Inn-Circa-1780.h83938140.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/f57da4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/97bc445d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/580ef989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87135800/87135743/009ea151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Honeymoon Suite with Jacuzzi Tub in Historic Inn

Chester Depot

8.6/10

Excellent

(7)

"Charming place, hope to go back soon."

CA $223

CA $337 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Chester-Hotels-Honeymoon-Suite-With-Jacuzzi-Tub-In-Historic-Inn.h87135743.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 Hotel Reviews

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

### Jackson Gore Village

10/10 Excellent

"It was a great hotel with a great view. "

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

![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg)

### The Equinox Golf Resort & Spa

10/10 Excellent

"Beautiful hotel! "

[](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information)

![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Gorgeous suite, staff was so nice and helpful. "

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg)

### Colonial Motel And Spa

10/10 Excellent

"Excellent staff"

[](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"Very courteous staff"

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![The Palmer House Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/b3cf5e7e_y.jpg)

### The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Good time"

[](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information)

![ Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.](//images.trvl-media.com/lodging/84000000/83230000/83226500/83226476/b213d153_y.jpg)

### Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10/10 Excellent

"This was our second trip to this gorgeous property, and once again, we had a wonderful time. Our group of moms were able to relax in all areas of the home, including the pool and hot tub, fire pit outside and fireplace inside, and on the beautiful deck by the outdoor kitchen. Everything was clean and communication with the host was simple and easy.We so wish we could've stayed longer, but we will be back again next year!"

[](https://expedia.ca/West-Townshend-Hotels-Secluded-Escape-In-Rural-Vermont-Sauna-Pool.h83226476.Hotel-Information)

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

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Clean room"

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

![Mountaineer Inn](//images.trvl-media.com/lodging/83000000/82910000/82906200/82906124/7d61f01d_y.jpg)

### Mountaineer Inn

10/10 Excellent

"Clean room and spacious. Walkable areas around to explore. Would stay again. "

[](https://expedia.ca/West-Dover-Hotels-Mountaineer-Inn.h82906124.Hotel-Information)

## Find out more about Windham

## Windham B&B information

| Number of reviews | 2,530 |
| --- | --- |
| Accommodation | 40 B&B |
| Lowest Price | CA $224 |
| Highest Price | CA $671 |

## Frequently asked questions

### Searching for B&Bs in Windham?

> If you're looking for something a little more offbeat than your standard hotel experience, a bed and breakfast could be the perfect alternative for your vacation.

### Are you thinking about B&Bs over traditional hotel rooms?

> With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs all have a unique setting.

### What are the best B&Bs in Windham?

> Below are some well-liked B&Bs in the area: [Deerfield Valley Inn](https://www.expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information): 9 rooms. 17.4 mi (28.1 km) from the heart of Windham. Enjoy the unique décor and fireplace in the lobby. [Harvest Barn Inn](https://www.expedia.ca/Bellows-Falls-Hotels-Harvest-Barn-Inn.h17286987.Hotel-Information): 7 rooms. 13.4 mi (21.6 km) from the downtown core. Enjoy the free full breakfast and patio area. [Bromley View Inn](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information): 16 rooms. Situated 10.5 mi (16.9 km) from the heart of Windham. Enjoy the unique décor and fireplace in the lobby. [The Inn at Manchester](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information): 18 rooms. 17.4 mi (28 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool. [Big Bears Lodge](https://www.expedia.ca/West-Dover-Hotels-Big-Bears-Lodge.h16427587.Hotel-Information): 24 rooms. Located 16.9 mi (27.1 km) from the core of Windham. Enjoy the free cooked breakfast and outdoor pool.

### What's the best time of year to stay at a B&B in Windham?

> When you're dreaming of a getaway to Windham, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Windham are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.

### How can I get to and around Windham?

> You can map out your trip in and around Windham ahead of time with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 15.5 mi (24.9 km) from the city center. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 26.9 mi (43.3 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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