Title: Ashland Chalets from CA $234 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=3000422181&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)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Ashland chalets

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/50582458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/3c139273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/59fc6ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494630/f968c690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Tannersville

[](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"The room was clean and neat."

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

Rick D.

CA $127

CA $234 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Suite.h117494630.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/e323e5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/678a4cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/923a16e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102530000/102523200/102523130/6f54d944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Hensonville

[](https://www.expedia.ca/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.Hotel-Information)

10/10

Exceptional

(1 review)

"Good experience the agent saqib was excellent and very helpful "

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

Rabih

CA $155

CA $885 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Hensonville-Hotels-Mountain-Chalet-With-Hot-Tub.h102523130.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/45000000/44430000/44424600/44424552/d073e7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44430000/44424600/44424552/a025bc09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/45000000/44430000/44424600/44424552/c047212f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/45000000/44430000/44424600/44424552/11f62140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Fleischmanns

[](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h44424552.Hotel-Information)

9.6/10

Exceptional

(67 reviews)

"Very clean and well located"

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

Dana S.

CA $243

CA $481 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h44424552.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/3d7019b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/785e8bb4.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/117000000/116780000/116776300/116776217/1d8f7bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/93418b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Tannersville

[](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information)

CA $160

CA $272 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/b152c171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/w1200h799x0y1-7b6ad4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/w1199h799x1y1-c04ec82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/105000000/104820000/104814000/104813939/b2d6f047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in South Kortright

[](https://www.expedia.ca/South-Kortright-Hotels-Wooded-Lakefront-Oasis-W-Kayaks.h104813939.Hotel-Information)

10/10

Exceptional

(3 reviews)

"We had a wonderful stay! The house has everything you could possibly need for a fun weekend or week! So much to do between the lake and the games! We paddleboated, fished, played badminton, ping pong and cornhole! The host is very generous with her house, and just wants everyone to have a great time at her place! There are two loungers and four adirondack chairs down by the lake (not pictured) which is very nice! The house has everything you need to make meals if you don't want to go out. There...

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

CLH

CA $288

CA $683 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/South-Kortright-Hotels-Wooded-Lakefront-Oasis-W-Kayaks.h104813939.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/ea514bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/9fe710f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/0a1aa53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112150000/112143300/112143298/af89802d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Hunter

[](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information)

8.8/10

Excellent

(17 reviews)

"Clean, cozy studio very close to the ski mountain!"

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

John

CA $257

CA $399 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Hunter-Hotels-1-Mile-From-Ski-Slope-And-Festivals-125-Nightly-Fee.h112143298.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/57ea4514.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/118000000/117500000/117494700/117494618/ea584011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/fe31f0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494618/3bed5fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Tannersville

[](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494618.Hotel-Information)

10/10

Exceptional

(1 review)

"cute little spot! very nice place to stay"

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

David R.

CA $160

CA $272 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494618.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/97b0013c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/c3080178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/30995893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111590000/111585700/111585672/94231047.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Windham

[](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."

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

Michael L.

CA $1,016

CA $2,084 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Windham-Hotels-Luxury-3300-Sqft-Chalet.h111585672.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/eb198c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/44260a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/71412ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/527d1c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Big Indian

[](https://www.expedia.ca/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information)

10/10

Exceptional

(19 reviews)

"Stayed for a wedding nearby and it was the perfect place to spend family time together and have enough beds for everyone to sleep in. "

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

Leah I.

CA $547

CA $1,133 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/a78d7cf9.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/118000000/117500000/117494700/117494620/66133e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/82ba52fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494620/901cc9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Tannersville

[](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494620.Hotel-Information)

CA $160

CA $272 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494620.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91660000/91652900/91652896/9e3fdc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91652900/91652896/d1f8d3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/92000000/91660000/91652900/91652896/1938843a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/92000000/91660000/91652900/91652896/654a097a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Lexington

[](https://www.expedia.ca/Prattsville-Hotels-Cabin-W-Mountain-Views.h91652896.Hotel-Information)

10/10

Exceptional

(4 reviews)

"We enjoyed a week here with our two daughters and their husbands. The chalet was fantastic, as was the scenery. highly recommend this location."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Steven K.

CA $1,183

CA $1,773 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Prattsville-Hotels-Cabin-W-Mountain-Views.h91652896.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=2026-02-12&endDate=2026-02-13&regionId=3000422181&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America&regionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-04-29&d1=2026-04-29&endDate=2026-05-02&d2=2026-05-02&lodging=CABIN)

Villas

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Cottages

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Condos

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Private vacation homes

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Chalets

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## Top Ashland Hotel Reviews

![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg)

### Eastwind Windham

10/10 Excellent

"Great time, Candace was AWESOME! This hotel is super lucky to have her. The entire crew took great care of the hotel and guests during a wild snow storm. Was our second time staying and even more blown away this time but how cozy and special this little place can be. "

[](https://expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information)

![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg)

### Kaatskill Mountain Club at Hunter Mountain

10/10 Excellent

"Great rooms, nice amenities, fantastic staff, excellent location!"

[](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information)

![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg)

### Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"We expected a fuller breakfast menu like we've had in the past at this hotel."

[](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)

![Emerson Resort & Spa](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/14a7fd46_y.jpg)

### Emerson Resort & Spa

10/10 Excellent

"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"

[](https://expedia.ca/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information)

![Meadowood Inn](https://images.trvl-media.com/lodging/22000000/21890000/21886600/21886528/5f235b45_y.jpg)

### Meadowood Inn

10/10 Excellent

"Great stay here on a skiing trip. The inn is in a very convenient location that is very close to both belleayre and plattekill. Tanya took great care of us during our trip. The freshly made breakfast every morning was wonderful."

[](https://expedia.ca/Arkville-Hotels-Meadowood-Inn.h21886528.Hotel-Information)

![Starlite Motel](https://images.trvl-media.com/lodging/11000000/10110000/10109900/10109815/7f46d77d_y.jpg)

### Starlite Motel

10/10 Excellent

"A perfect place to stay by the Mt"

[](https://expedia.ca/Kingston-Hotels-Starlite-Motel.h10109815.Hotel-Information)

![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg)

### Hotel Vienna

10/10 Excellent

"Such a cute get away! I loved it "

[](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information)

![SunView Motel](https://images.trvl-media.com/lodging/5000000/4040000/4032900/4032880/7d6be0c0_y.jpg)

### SunView Motel

10/10 Excellent

"Nice place for the price "

[](https://expedia.ca/Kingston-Hotels-SunView-Motel.h4032880.Hotel-Information)

![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg)

### Hotel Mountain Brook

10/10 Excellent

"Host was one of the owners and made the stay very pleasant."

[](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information)

## Find out more about Ashland

## Ashland Chalets information

| Number of reviews | 115        |
| ----------------- | ---------- |
| Accommodation     | 53 Chalets |
| Lowest Price      | CA $234    |
| Highest Price     | CA $2,084  |

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