Title: Book the Best Pine Hill FAMILY FRIENDLY Hotels from CA $271 - Kid-Friendly Hotels in Pine Hill, NY | Expedia.ca [Pine Hill Travel Guide](https://expedia.ca/Pine-Hill.dx6347754)[Hotels in Pine Hill](https://expedia.ca/Pine-Hill-Hotels.d6347754.Travel-Guide-Hotels)[Vacation Rentals in Pine Hill](https://expedia.ca/Pine-Hill-Vacation-Rentals.d6347754.Travel-Guide-VacationRentals)[Pine Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Hill.d6347754.Car-Rental-Guide)[Pine Hill Vacation Packages](https://expedia.ca/Pine-Hill.d6347754.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Family Hotels in Pine Hill, NY from CA $271 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pine Hill Family Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6347754&startDate=2025-10-14&endDate=2025-10-15&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6347754&startDate=2025-10-15&endDate=2025-10-16&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6347754&startDate=2025-10-17&endDate=2025-10-19&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6347754&startDate=2025-10-24&endDate=2025-10-26&adults=2&travelerType=FAMILY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pine Hill Family Hotels ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/5e7a20ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/ce5990b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/1ad206d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winwood Condominiums by Windham Mountain Club Windham 8.8/10 Excellent (340) "Clean rooms" CA $251 CA $271 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![The Windham Mountain View King with Balcony](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Studio Suite | Private kitchen](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/04b1dc7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/f3c6be8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Hotel Windham Windham 8.8/10 Excellent (74) "Absolutely friendly welcome in the Hotel, very good food, cozy and clean rooms, in a very nice area in the nature. Will get back to this place" CA $224 CA $313 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/145325a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/817e2f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/bad5f976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/637567dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Chalet w/ Hot Tub, Fire Pit, BBQ, EV Hensonville 10/10 Exceptional (1) "This was a perfect rental for the weekend that we stayed! The views were amazing, the beds were so comfy and the hot tub was so relaxing! Definitely will be back to this one for sure !! " CA $212 CA $919 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hensonville-Hotels-This-Chalet-Is-A-4-Bedroom.h119228531.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w505h683x260y0-3a69e826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w905h683x61y0-a710155b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w507h683x259y0-688268e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, stereo](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w507h683x258y0-0efe6b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Ski House in Windham Hensonville 10/10 Exceptional (5) "We had a great time during our stay, the owner was super helpful and we had everything that we needed for a nice ski getaway!" CA $198 CA $575 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hensonville-Hotels-Newly-Renovated-Ski-House-In-Windham-Just-3min-To-Slopes.h100403211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/ee8a0599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/321aadb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/f2dd7dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/ad9bb86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home, Wood-burning Fireplace, Ski Belleayre Margaretville 9.8/10 Exceptional (10) "Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! " CA $157 CA $499 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Margaretville-Hotels-Dunraven-River-House-Private-River-Fireplace-Ski-Belleayre.h75790021.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w906h683x59y0-d58eed43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/d6f1d2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w905h683x60y0-f59bd87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w508h683x258y0-aff1e873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New 2 Bdr. Townhome Minutes from Windham Mtn Hensonville 10/10 Exceptional (9) "We are a family of six and stayed at Mary’s home for three nights for a ski trip. It was overall super clean, beautifully decorated, and provided everything we needed during our stay. I would absolutely recommend this place to anyone! " CA $196 CA $445 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hensonville-Hotels-Brand-New-2-Bdr-Townhome-Minutes-From-Windham-Mtn.h98108065.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83400000/83390900/83390896/fa4e57e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/84000000/83400000/83390900/83390896/2211a9f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83400000/83390900/83390896/068f7198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83400000/83390900/83390896/fdc4ec99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Relax! Hunter Highlands 10/10 Exceptional (14) "Cozy stay practically on Hunter mountain. Communication was excellent and apartment was exactly as expected. Would definitely stay again" CA $163 CA $334 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hunter-Hotels-Catskills-Oasis-Hike.h83390896.Hotel-Information) ![WiFi](https://images.trvl-media.com/lodging/94000000/93520000/93515000/93514991/54675432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/94000000/93520000/93515000/93514991/81ac15c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93520000/93515000/93514991/w1018h679x3y4-95578a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/94000000/93520000/93515000/93514991/bd6f9ceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin in The Catskills W/Wi-Fi, HDTV, Firepit Andes 7.4/10 Good (3) "My stay was absolutely amazing. They have a hot tub on property overlooking the mountains it’s wonderful. It even started raining hard and was one of the most peaceful moments being out in nature overlooking the mountains being up high on one yourself. It’s very remote and private. Everything about this place was great. Host was very nice and attentive. Responded right away and gave me extra time to get my stuff together in the morning as I was behind. I will 1000% be back again! Thank you so... CA $14,006 CA $16,699 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Andes-Hotels-Cozy-Cabin-In-The-Catskills-WWi-Fi.h93514991.Hotel-Information) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/1ff68e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/1f8476e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/d69fffd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76560500/76560497/675c08d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fern Pond Cottage Kerhonkson 9.0/10 Wonderful (8) "excellent experience, environment was cozy and inviting " CA $219 CA $694 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Cottage-W-Hot-Tub.h76560497.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95960000/95951200/95951104/723d8c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95960000/95951200/95951104/764099b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95960000/95951200/95951104/dc4d28f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95960000/95951200/95951104/97928971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Charm meets Modern Luxury: Combined Houses with 6 Bedrooms, Sleeps 11 West Kill 10/10 Exceptional (1) "It was a great spot for all three generations to be together for the holiday. House was clean and close to lots of hikes. Hosts were available." CA $2,170 CA $3,280 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/West-Kill-Hotels-Victorian-Charm-Meets-Modern-Luxury-Combined-Houses-With-6-Bedrooms.h95951104.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=2025-10-28&endDate=2025-10-29®ionId=6347754&adults=2&travelerType=family_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Pine Hill Hotel Reviews ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Wonderful place, enjoyed out balcony. Loved being able to easily get to the windham path trail" [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![SunView Motel](//images.trvl-media.com/lodging/5000000/4040000/4032900/4032880/7d6be0c0_y.jpg) ### SunView Motel 10/10 Excellent "Clean" [](https://expedia.ca/Kingston-Hotels-SunView-Motel.h4032880.Hotel-Information) ![Winwood Condominiums by Windham Mountain Club ](//images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "This accommodation is very cosy and very close to Windham Mountain. The room we had has a kitchenette and the only complaint is the bathroom door would be better as a door not sliding door. We went to see the fall foliage but please note Windham Mojntain does NOT do the skyrides anymore. If you stay here for that, you’ll have to drive to Hunter mountain. " [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Mountain Treasure B&B](//images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/c4aad19d_y.jpg) ### Mountain Treasure B&B 10/10 Excellent "Welcoming hostess and good breakfast. Clean facilities. " [](https://expedia.ca/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information) ## Frequently asked questions ### What's Pine Hill like for family-friendly vacations? > You might want to consider the welcoming destination of Pine Hill if you've been thinking about a trip for the whole family. The beaches, excursions, and mountain views are just a few things that make this an attractive family vacation spot. ### When's the best time to book a family-friendly vacation in Pine Hill? > The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Pine Hill are January, February, December, and March, with each month seeing an average of 9 inches of snowfall. ### What's there to see and do with your family in Pine Hill? > While you and your family are staying in Pine Hill, you might want to visit some family-friendly attractions such as Belleayre Mountain Ski Center, Pine Hill Community Center, and Hunter Mountain. Make sure you have lots of time for activities like Straus Center - Frost Valley YMCA and Plattekill Mountain. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Business Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Albany](https://www.expedia.ca/Albany-Hotels-Couples-Resorts-Hotels.0-0-d603260-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Albany](https://www.expedia.ca/Albany-Hotels-Hotel-With-Early-Check-In.0-0-d603260-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Bar.0-0-d603260-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Albany](https://www.expedia.ca/Albany-Hotels-Hotels-With-Tennis-Courts.0-0-d603260-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Ski Hotels in Albany](https://www.expedia.ca/Albany-Hotels-Ski-Hotel.0-0-d603260-tSkiHotel.Travel-Guide-Filter-Hotels) - 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