Title: Pittsfield Villas  | Expedia.ca

 

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## Check prices for these dates

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=184066&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 one month

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2026-01-02&endDate=2026-01-04&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=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)

## Browse Select Pittsfield Villas

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)

![Interior](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/w1175h800x25y0-e4bf9cad.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/a9515c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

North Sherburne

10/10

Exceptional

(1)

"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 $258

CA $778 total

includes taxes & fees

Dec 3 - Dec 4

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

![House, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/108000000/107560000/107550500/107550402/3b0a27aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 4 Bedrooms | Dining](https://images.trvl-media.com/lodging/108000000/107560000/107550500/107550402/c881e78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107560000/107550500/107550402/979ffbf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 4 Bedrooms](https://images.trvl-media.com/lodging/108000000/107560000/107550500/107550402/0af54003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Getaway 4 Bedroom Home

Pittsfield

CA $575

CA $1,329 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Pittsfield-Hotels-The-Getaway-4-Bedroom-Home.h107550402.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107530000/107521000/107520989/5220a9fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107530000/107521000/107520989/1f0b9c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107530000/107521000/107520989/fdeff218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107530000/107521000/107520989/7719248c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!

Pittsfield

CA $461

CA $1,138 total

includes taxes & fees

Dec 3 - Dec 4

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

![Front of property](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/663c443a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/94482c61.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)

### My Place Hotel-Randolph VT

Randolph Center

9.4/10

Exceptional

(338)

"Awesome staff and great room with Kitchenette"

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

Mary

CA $140

CA $153 total

includes taxes & fees

Dec 19 - Dec 20

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

![Deluxe Suite | Exterior](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/896352ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/53cc1cfe.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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/32c31fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Woodstock Motel

Woodstock

9.6/10

Exceptional

(546)

"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"

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

David

CA $108

CA $181 total

includes taxes & fees

Dec 3 - Dec 4

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

![Front of property](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/56e2440f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/775058e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio Suite](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/41f33d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/101000000/100890000/100885900/100885865/5cfd7092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grey Bonnet Inn

Killington

7.8/10

Good

(62)

"The bar was closed so that was a bummer. The room was clean, parking was right by my room and the location of the property is right next to the road I was traveling on. Somehow it was still very quiet!"

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

Susan

CA $149

CA $164 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Killington-Hotels-Grey-Bonnet-Inn.h100885865.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)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/05237c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/ed15a14e.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)

### The Shire Woodstock

Woodstock

8.8/10

Excellent

(886)

"Upon entering the hotel, the lobby is gorgeous with 2 fireplaces. Staff was super friendly and the free breakfast was a bonus. The room was spotless and has a fireplace in the room. My wife and I loved this place and will definitely go back. "

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

Vincent

CA $158

CA $184 total

includes taxes & fees

Dec 10 - Dec 11

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

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/325364db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/5b9c435c.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)

### Comfort Inn Rutland - Killington

Rutland

8.0/10

Very good

(1012)

"Clean, great steak house by the hotel"

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

Caridad

CA $163

CA $179 total

includes taxes & fees

Dec 10 - Dec 11

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

![Front of property - evening/night](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/aa03edab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/34a3d8c8.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)

### Mountain Valley Retreat

Killington

9.6/10

Exceptional

(189)

"Absolutely lovely stay!"

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

Elizabeth

CA $154

CA $174 total

includes taxes & fees

Dec 4 - Dec 5

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/783dc891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/816d0aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/75edb3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Sports Inn

The Woods

8.8/10

Excellent

(977)

"This is a great place to stay. Attentive staff, easy parking, lots of options on the continental breakfast. "

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

Lana

CA $138

CA $152 total

includes taxes & fees

Dec 3 - Dec 4

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

![Exterior](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/bed9fca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/db156eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Star Lodge and Resort

Killington

8.6/10

Excellent

(1005)

"Spotless room also very accommodating and friendly! Loved our short stay!"

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

Candace

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2.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/2000000/1530000/1523000/1522922/7aefc770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/075005f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![32-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/14edbde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Rutland

Rutland

9.0/10

Wonderful

(966)

"Very clean, good location, and super helpful staff!"

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

Sheryl

CA $189

CA $208 total

includes taxes & fees

Dec 8 - Dec 9

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

![Front of property](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888.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)

![Garden](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/5f513e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/91483dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Jackson

West Woodstock

9.8/10

Exceptional

(256)

"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "

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

Jaunita

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

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7d78fd71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dinner served](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/f9d7db28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/dc32203b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Farmhouse Thundering Brook | Living area](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/537271c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Meadows Lodge

Killington

9.4/10

Exceptional

(178)

"All round fantastic place to stay "

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

Stephen

CA $229

CA $287 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/ccb90de5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Library](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/abaecfbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/4273b3c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/e79916d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Turn of River Lodge

Killington

8.8/10

Excellent

(270)

"We enjoyed our stay. Close proximity to a lot of things to see and do. "

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

Linda

CA $177

CA $195 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Killington-Hotels-Turn-Of-River-Lodge.h18540657.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)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/2b1767e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/0dbf9fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Billiards](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/b1730c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

7.4/10

Good

(1000)

"It’s a small beautiful cabin like/feel hotel and they have everything you need and most esp a quick drive to Killington resort Their food is also very good and well prepared. "

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

Cynthia

CA $205

CA $226 total

includes taxes & fees

Dec 7 - Dec 8

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

![Exterior](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/05005b52.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)

![Classic Room, 2 Queen Beds](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/5dc2814c.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)

### Middlebury Sweets Motel

Middlebury

8.6/10

Excellent

(388)

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

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

Melissa

CA $137

CA $151 total

includes taxes & fees

Dec 3 - Dec 4

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

![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/c49d548b.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)

![Breakfast area](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/cd26b573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### On The River Inn

West Woodstock

9.4/10

Exceptional

(1009)

"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."

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

Ross

CA $250

CA $327 total

includes taxes & fees

Dec 7 - Dec 8

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

![Single Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/27000/27000/c408afd7.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)

![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

Rutland

6.6/10

(645)

"location is excellent. As this is obviously an abandoned Holiday Inn, hopefully it is a renovation in progress."

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

DICK

CA $138

CA $152 total

includes taxes & fees

Dec 5 - Dec 6

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

![Exterior](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b.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)

![Front of property](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/69209bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/0a464c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brandon Inn

Brandon

8.8/10

Excellent

(563)

"Enjoyed our stay at the Brandon Inn very much!"

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

Lesley

CA $154

CA $170 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.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=2025-12-16&endDate=2025-12-17&regionId=184066&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Top Pittsfield Hotel Reviews

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

### The Jackson

10/10 Excellent

"Fabulous "

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

![Courtyard Middlebury](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4_y.jpg)

### Courtyard Middlebury

10/10 Excellent

"Very clean room staff very helpful"

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

![Mountain Meadows Lodge](https://images.trvl-media.com/lodging/1000000/900000/894100/894095/7995d81d_y.jpg)

### Mountain Meadows Lodge

10/10 Excellent

"Amenities were very nice. "

[](https://expedia.ca/Killington-Hotels-Mountain-Meadows-Lodge.h894095.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

"The front desk staff are patient and enthusiastic."

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

![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg)

### Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent

"Clean room"

[](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information)

![Brandon Inn](https://images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg)

### Brandon Inn

10/10 Excellent

"Accommodated mobility limitations and friendly very courteous staff!"

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

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

### The Shire Woodstock

10/10 Excellent

"Clean good service and location "

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

![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg)

### Comfort Inn Rutland - Killington

10/10 Excellent

"The breakfast menu was a highlight. It was very exciting to see that there were waffle makers. Parking definitely felt safe, but it was not very easy. The room was clean. The staff was super friendly and helpful. There are snacks in the lobby. They have bubblers for regular water and lemon water which was extremely helpful and tasty."

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

![The Mountain Top Inn & Resort](https://images.trvl-media.com/lodging/10000000/9680000/9673300/9673261/53dd6cd4_y.jpg)

### The Mountain Top Inn & Resort

10/10 Excellent

"Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. "

[](https://expedia.ca/Chittenden-Hotels-The-Mountain-Top-Inn-Resort.h9673261.Hotel-Information)

## Find out more about Pittsfield

## Pittsfield Villas information

| Number of reviews | |
| --- | --- |
| Accommodation | Villas |
| Lowest Price | |
| Highest Price | |

## Frequently asked questions

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

> Booking a villa in Pittsfield is as simple as entering your travel dates and picking a place that suits your style. Seeking something budget friendly or upmarket, or a property that also comes with free WiFi? Use Expedia's search filters to narrow your results and find your perfect match.

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

> With Expedia's filter tool, locating cheap villas in Pittsfield is a cinch. To discover accommodations that will keep some cash in your pocket, fine-tune your search by star rating, amenities and budget.

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