Title: The Best Woodbourne, NY Chalets from $219 | Expedia.com [Woodbourne Travel Guide](https://expedia.com/Woodbourne.dx3000450151)[Hotels in Woodbourne](https://expedia.com/Woodbourne-Hotels.d3000450151.Travel-Guide-Hotels)[Vacation Rentals in Woodbourne](https://expedia.com/Woodbourne-Vacation-Rentals.d3000450151.Travel-Guide-VacationRentals)[Car Rentals in Woodbourne](https://expedia.com/Car-Rentals-In-Woodbourne.d3000450151.Car-Rental-Guide)[Woodbourne Vacation Packages](https://expedia.com/Woodbourne.d3000450151.Destination-Travel-Guides) ![Peak Color Panorama from Slide Mountain](https://images.trvl-media.com/place/129957/2da1e74f-da99-4202-aa17-66e477ec0194.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/129957/2da1e74f-da99-4202-aa17-66e477ec0194.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=3000450151&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=3000450151&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=3000450151&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=3000450151&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woodbourne chalets ![Exterior](https://images.trvl-media.com/lodging/113000000/112520000/112515900/112515806/b2cf0341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112520000/112515900/112515806/92557bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112520000/112515900/112515806/12cf8022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112520000/112515900/112515806/7811369f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### western Catskills YURT [](https://www.expedia.com/Livingston-Manor-Hotels-Western-Catskills-YURT.h112515806.Hotel-Information) Livingston Manor 7.4/10 Good (3 reviews) "Property was great. Owner is very polite and had a great phone conversations wi" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek $195 nightly $219 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Livingston-Manor-Hotels-Western-Catskills-YURT.h112515806.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/75814d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/9714c3f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/96050ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/bf85ab49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna [](https://www.expedia.com/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) Gardiner 10/10 Exceptional (11 reviews) "Great weekend getaway to reconnect with old friends!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa D. $290 nightly $294 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.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) ![Dining](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/71412ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/77000000/76320000/76318200/76318123/047be124.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) ### Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre [](https://www.expedia.com/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information) Big Indian 10/10 Exceptional (21 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. $747 nightly $837 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Big-Indian-Hotels-Cozy-Catskill-Chalet.h76318123.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117640000/117633400/117633383/c8af3968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117640000/117633400/117633383/af43f859_edited_1c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117640000/117633400/117633383/w1018h683x0y0-626d7712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117640000/117633400/117633383/0da7ade8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Catskill Getaway • Near Bethel Woods & Hiking & HOT TUB [](https://www.expedia.com/Parksville-Hotels-The-Catskill-Getaway-Near-Bethel-Woods-Hiking.h117633383.Hotel-Information) Parksville 10/10 Exceptional (3 reviews) "Great house, great host and great nature.Everything was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas H. $629 nightly $707 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Parksville-Hotels-The-Catskill-Getaway-Near-Bethel-Woods-Hiking.h117633383.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.com/Hotel-Search?startDate=2026-03-20&endDate=2026-03-21®ionId=3000450151&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_3000450151) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Woodbourne%2C+New+York%2C+United+States+of+America®ionId=3000450151&latLong=41.759815%2C-74.594047&adults=2&startDate=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Woodbourne%2C+New+York%2C+United+States+of+America®ionId=3000450151&latLong=41.759815%2C-74.594047&adults=2&startDate=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Woodbourne%2C+New+York%2C+United+States+of+America®ionId=3000450151&latLong=41.759815%2C-74.594047&adults=2&startDate=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Woodbourne%2C+New+York%2C+United+States+of+America®ionId=3000450151&latLong=41.759815%2C-74.594047&adults=2&startDate=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Woodbourne%2C+New+York%2C+United+States+of+America®ionId=3000450151&latLong=41.759815%2C-74.594047&adults=2&startDate=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=VILLA) Chalets [](https://www.expedia.com/Hotel-Search?destination=Woodbourne%2C+New+York%2C+United+States+of+America®ionId=3000450151&latLong=41.759815%2C-74.594047&adults=2&startDate=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=CHALET) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Woodbourne%2C+New+York%2C+United+States+of+America®ionId=3000450151&latLong=41.759815%2C-74.594047&adults=2&startDate=2026-06-04&d1=2026-06-04&endDate=2026-06-07&d2=2026-06-07&lodging=APART_HOTEL) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWoodbourne-Chalets.d3000450151-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWoodbourne-Chalets.d3000450151-aaChalets.Travel-Guide-Accommodation) ## Top Woodbourne Hotel Reviews ![Resorts World Catskills Casino](https://images.trvl-media.com/lodging/24000000/23980000/23970300/23970267/0479130a_y.jpg) ### Resorts World Catskills Casino 10/10 Excellent "Clean room with an amazing view!! Friendly staff and plenty of great food to choose from right on sight." [](https://expedia.com/Monticello-Hotels-Resorts-World-Catskills-Casino.h23970267.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg) ### Minnewaska Lodge 10/10 Excellent "This stay was UNFORGETTABLE! The hotel was beautiful and the room was spacious. " [](https://expedia.com/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Villa Roma Resort and Conference Center](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/68962920_y.jpg) ### Villa Roma Resort and Conference Center 6/10 Okay "There were activities for all ages, especially kids which was a great plus. The resort is a bit secluded and we wish there could have been more options for eating. We placed a room delivery order from one of the on site restaurants which did not arrive for more than 90 minutes. I had to go pick it up and the food was cold by then. They were nice enough to give few add ons for free. The resort was may be 25 % occupied and they could have given us a better room, but they gave us a room which was on the farthest side of the building. We stayed for 3 nights so I thought we deserved a bit better. " [](https://expedia.com/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Hampton Inn Monticello](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/5214096c_y.jpg) ### Hampton Inn Monticello 10/10 Excellent "Everything was great " [](https://expedia.com/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/7b139e0a_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "This is our 3rd time at Kartrite . We love it!" [](https://expedia.com/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![The Bradstan Boutique Hotel](https://images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/de035b31_y.jpg) ### The Bradstan Boutique Hotel 10/10 Excellent "Loved the room/view , staff was very courteous " [](https://expedia.com/Eldred-Hotels-The-Eldred-Preserve.h87410153.Hotel-Information) ![Best Western Monticello](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31_y.jpg) ### Best Western Monticello 10/10 Excellent "Great room. A little dated overall great. " [](https://expedia.com/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Days Inn by Wyndham Liberty](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/0d18a8bd_y.jpg) ### Days Inn by Wyndham Liberty 6/10 Okay "It shows indoor swimming pool, but not opened. It also says that the distance to Belleayre ski resort is approximately 27 miles away, but it is more than 1hour away." [](https://expedia.com/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![YO1 Longevity & Health Resorts, Catskills](https://images.trvl-media.com/lodging/32000000/31880000/31874000/31873964/42d7329b_y.jpg) ### YO1 Longevity & Health Resorts, Catskills 10/10 Excellent "Absolutely beautiful and relaxed resort. I was caught off guard, I wasn’t expecting such a nice resort. The room was fantastic!" [](https://expedia.com/Monticello-Hotels-YO1-Health-Resort.h31873964.Hotel-Information) ## Find out more about Woodbourne ## Woodbourne Chalets information | Number of reviews | 35 | | ----------------- | ---------- | | Accommodation | 19 Chalets | | Lowest Price | $219 | | Highest Price | $837 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Fallsburg Hotels ](https://www.expedia.com/Fallsburg-Hotels.d553248635975873978.Travel-Guide-Hotels) - [Apartments in Loch Sheldrake ](https://www.expedia.com/Loch-Sheldrake-Apartments.d3000449018-aaApartments.Travel-Guide-Accommodation) - [Resorts in Loch Sheldrake ](https://www.expedia.com/Loch-Sheldrake-Resorts.d3000449018-aaResorts.Travel-Guide-Accommodation) - [Cabin Rentals in Loch Sheldrake ](https://www.expedia.com/Loch-Sheldrake-Cabins.d3000449018-aaCabins.Travel-Guide-Accommodation) - [Lodges in Loch Sheldrake ](https://www.expedia.com/Loch-Sheldrake-Lodges.d3000449018-aaLodges.Travel-Guide-Accommodation) - 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