Title: Pittsfield Villas from CA $149 | Expedia.ca

[Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d184066.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d184066.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d184066.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=184066&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 two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Pittsfield

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/0c919bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/a7e9e363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/e8d5db6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/db902092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Sherburne

[](https://www.expedia.ca/Pittsfield-Hotels-Peak-Hill-3-Bedroom.h109476281.Hotel-Information)

10/10

Exceptional

(1 review)

"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...

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

Essa R.

CA $257

CA $871 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Pittsfield-Hotels-Peak-Hill-3-Bedroom.h109476281.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123490000/123480200/123480177/586cbc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123490000/123480200/123480177/22b8d20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123490000/123480200/123480177/00bd424c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/124000000/123490000/123480200/123480177/4c02111a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Sherburne

[](https://www.expedia.ca/Pittsfield-Hotels-NEW-Smart-3BR-Basecamp-W-Hot-Tub.h123480177.Hotel-Information)

CA $259

CA $855 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Pittsfield-Hotels-NEW-Smart-3BR-Basecamp-W-Hot-Tub.h123480177.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107530000/107521000/107520989/9a48d9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, music library, video library](https://images.trvl-media.com/lodging/108000000/107530000/107521000/107520989/0301b553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107530000/107521000/107520989/b29863bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107530000/107521000/107520989/872c1dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Pittsfield

[](https://www.expedia.ca/Pittsfield-Hotels-The-Getaway-Relax-With-Hot-Tub.h107520989.Hotel-Information)

CA $556

CA $1,272 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Pittsfield-Hotels-The-Getaway-Relax-With-Hot-Tub.h107520989.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/206085ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/82cb2ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/430b34b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/w3000h1897x0y3-6dc89193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### My Place Hotel-Randolph VT

[](https://www.expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information)

9.4/10

Exceptional

(367 reviews)

"Friendly staff, clean, very comfortable room."

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

Jennifer

CA $136

CA $149 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/a61b527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/1368534b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/9ac2f9e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/8897de97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Rutland

[](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information)

9.0/10

Wonderful

(987 reviews)

"Room was very clean. Staff was very kind, professional. Will most likely stay here again."

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

Bob

CA $210

CA $231 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/3d3f16e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/aac525fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/42f23c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/c040bffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Middlebury

[](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.Hotel-Information)

8.6/10

Excellent

(389 reviews)

"Friendly staff, clean, comfortable and convenient to downtown. "

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

Melissa

CA $136

CA $150 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.Hotel-Information)

![Electric vehicle charging station](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/0e4cb61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/e57dec5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/56b5d933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel in Woodstock

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

9.6/10

Exceptional

(555 reviews)

"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "

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

JILL

CA $101

CA $199 total

includes taxes & fees

Jan 19 - Jan 20

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

![Property grounds](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/7ed84417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/98d3a06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Queen Room with Spring](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/23d8da75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Queen Room with View](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/dc02869f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in Killington

[](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information)

9.6/10

Exceptional

(195 reviews)

"Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!"

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

Steven

CA $153

CA $173 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information)

![Individually decorated, individually furnished, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/87cdd500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/fae277d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, Multiple Beds](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/8463e8c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, Multiple Beds | Balcony](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/c84f3323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Sports Inn

[](https://www.expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information)

8.8/10

Excellent

(1,000 reviews)

"Staff was great and breakfast was excellent "

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

Bruce

CA $152

CA $167 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/86b00b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/19a1e169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/6cdf9844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/b2987a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn Rutland - Killington

[](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information)

8.0/10

Very good

(1,004 reviews)

"Rooms were clean and comfortable.."

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

Nimisha

CA $195

CA $215 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/9eea4ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/6a840315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast and dinner served](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/f34b38d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### On The River Inn

[](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information)

9.4/10

Exceptional

(1,000 reviews)

"Brilliant stay"

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

Enrico

CA $197

CA $268 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/639f7401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/9add75ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed with Sofa bed, Fireplace](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/60c0d212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Courtyard Middlebury

[](https://www.expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.Hotel-Information)

8.8/10

Excellent

(551 reviews)

"Laundry service was efficient and parking was easy "

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

Agnes

CA $164

CA $181 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.Hotel-Information)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/c3cb22fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/4d732ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/302c3d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/a73c2787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Shire Woodstock

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

8.8/10

Excellent

(908 reviews)

"Wonderful place to stay!"

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

Robin

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

![Exterior](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/f9bd2dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/c4d30349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/9ffa7482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee shop](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/a77374fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Killington Mountain Lodge, Tapestry Collection by Hilton

[](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information)

7.4/10

Good

(1,003 reviews)

"Good place to stay when you ski"

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

Josh

CA $238

CA $262 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/194828e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/869870f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/731876c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/f267bc77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brandon Inn

[](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information)

8.8/10

Excellent

(576 reviews)

"Clean room and staff was wonderful upon check in "

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

Kaitlyn

CA $165

CA $182 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/f9974bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/aa6e8386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/f085d98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/e84e42c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cortina Inn

[](https://www.expedia.ca/Rutland-Hotels-Cortina-Inn.h27000.Hotel-Information)

6.6/10

(674 reviews)

"Very quiet and comfortable stay."

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

James

CA $135

CA $149 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Rutland-Hotels-Cortina-Inn.h27000.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/b9dbfee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/9a1e2ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/e0958349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/6aabd3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast in West Woodstock

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

9.8/10

Exceptional

(261 reviews)

"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."

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

Abby

CA $235

CA $259 total

includes taxes & fees

Jan 19 - Jan 20

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

![Garden](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/17fcad53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/59fe2124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/f6266999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/d780f26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Star Lodge and Resort

[](https://www.expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)

8.6/10

Excellent

(1,005 reviews)

"Good value, located near the slopes. "

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

Angela

CA $180

CA $198 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/e4ee0cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/d02dc63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/026c1856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/d1270632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Emrose Luxury Cabins

[](https://www.expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information)

8.8/10

Excellent

(71 reviews)

"Very easy check in and out, friendly and helpful staff. The cabin was warm and clean. Easy parking right to the door of cabin."

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

Gertian

CA $250

CA $283 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information)

![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/74ac3f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/19499489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snowshoeing](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/45978dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/b02a4d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Greenbrier Inn

[](https://www.expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.Hotel-Information)

9.4/10

Exceptional

(653 reviews)

"Great location near the mountain, very cozy."

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

Raphael

CA $226

CA $261 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&regionId=184066&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Private vacation homes

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Apartments

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Condos

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CHALET)

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## Top Pittsfield Hotel Reviews

![Hampton Inn Rutland](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2_y.jpg)

### Hampton Inn Rutland

10/10 Excellent

"Room was very clean. Staff was very kind, professional. Will most likely stay here again."

[](https://expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information)

![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg)

### The Mountain Inn at Killington

10/10 Excellent

"Check in service Breakfast"

[](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information)

![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg)

### North Star Lodge and Resort

10/10 Excellent

"Was great"

[](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)

![Greenbrier Inn](https://images.trvl-media.com/lodging/2000000/1180000/1176800/1176792/e5569f51_y.jpg)

### Greenbrier Inn

10/10 Excellent

"Very friendly and helpful staff"

[](https://expedia.ca/Killington-Hotels-Greenbrier-Inn.h1176792.Hotel-Information)

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

### The Shire Woodstock

10/10 Excellent

"Beautiful area. The ground floor room was perfect!"

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

![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg)

### Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"Solid accommodations. "

[](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information)

![My Place Hotel-Randolph VT](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg)

### My Place Hotel-Randolph VT

10/10 Excellent

"This is a newer hotel. Rooms were very clean, staff was kind, nice and quiet. Full sized fridge in the room. Only 3 floors which was nice because I cant take elevators. I travel to this area about 8 times a year and will definitely stay here again."

[](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information)

![Best Western Inn & Suites Rutland-Killington](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616_y.jpg)

### Best Western Inn & Suites Rutland-Killington

10/10 Excellent

"Very easy to get to, very clean and spacious room and excellent staff attention"

[](https://expedia.ca/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information)

![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg)

### Mountain Sports Inn

10/10 Excellent

"Great spot, great people couldn’t ask for more, would 10/10 recommend "

[](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information)

## Find out more about Pittsfield

## Pittsfield Villas information

| Number of reviews | 11,177    |
| ----------------- | --------- |
| Accommodation     | 3 Villas  |
| Lowest Price      | CA $149   |
| Highest Price     | CA $1,272 |

## Frequently asked questions

### Why book your villa in Pittsfield with Expedia?

### How can I find cheap villas in Pittsfield?

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