Title: 2 Stars Hotels in Woodbourne, New York from CA $124 - Find Cheap Woodbourne Hotels With 2 Stars | Expedia.ca [Woodbourne Travel Guide](https://expedia.ca/Woodbourne.dx3000450151)[Hotels in Woodbourne](https://expedia.ca/Woodbourne-Hotels.d3000450151.Travel-Guide-Hotels)[Vacation Rentals in Woodbourne](https://expedia.ca/Woodbourne-Vacation-Rentals.d3000450151.Travel-Guide-VacationRentals)[Flights to Woodbourne](https://expedia.ca/Cheap-Flights-To-Woodbourne.d3000450151.Travel-Guide-Flights)[Woodbourne Car Rentals](https://expedia.ca/Car-Rentals-In-Woodbourne.d3000450151.Car-Rental-Guide)[Woodbourne Vacation Packages](https://expedia.ca/Woodbourne.d3000450151.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/f774138ac42621b18e01d95faa17e55b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Gypsy Adventure Travel # 2 Stars Hotels in Woodbourne, New York from CA $124 ![](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 Woodbourne 2 Star Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=3000450151&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=3000450151&startDate=2025-10-13&endDate=2025-10-14&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000450151&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000450151&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodbourne 2 Star Hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/2147b970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/bf76b331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/19400/19381/5718c6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Liberty Liberty 6.8/10 (1010) "Great place to stay, very quiet and clean, the staff was friendly and the breakfast station was more than outstanding " CA $131 CA $148 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![7 bars/lounges](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, steam room, body treatments](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/af635e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/a57b1b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/2696141a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alder at Resorts World Catskills Monticello 8.2/10 Very good (181) "Great place to stay " [](https://www.expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/41b49dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/4070f19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/3b40d2ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/76000000/75040000/75030700/75030626/5214096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Monticello Monticello 9.4/10 Exceptional (597) "The hotel was clean and comfortable. The staff were uniformly polite, friendly and helpful. The breakfast had a wide variety of options and was quite good. We would definitely stay there again." CA $209 CA $237 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Monticello-Hotels-Hampton-Inn-Monticello.h75030626.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/68dcbd68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/399979ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/91f35d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Kitchenette (Living Room;with Sofabed)](https://images.trvl-media.com/lodging/1000000/30000/26600/26518/2c9f1032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Monticello Monticello 8.0/10 Very good (1005) "Our go to spot when in Monticello NY.the staff was wonderful, Breakfast was terrific " CA $159 CA $180 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Monticello-Hotels-Best-Western-Monticello.h26518.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/4e850782.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/5efb2487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/590d7b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Wurtsboro Wurtsboro 7.6/10 Good (563) "Perfect for our stay " CA $139 CA $157 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![Room, 1 Queen Bed (A Frame)](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/240700f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/14fce9d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness studio](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/67222e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/96fe6eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Callicoon Hills Callicoon Center 9.0/10 Wonderful (141) "Friendly staff! Unique fun and relaxing resort! Definitely planning on staying here again! " CA $180 CA $243 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Callicoon-Center-Hotels-Callicoon-Hills.h63163026.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/e026add2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/2eb0cf51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 Queen Bed, Accessible](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/33ebde4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/24000000/23540000/23533600/23533522/7ff6e301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Village Motel Ellenville 6.6/10 (193) "Old motel but clean and kept up well. Thick towels, new curtains, beds, and a/c." CA $111 CA $124 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Monticello-Hotels-Village-Motel.h23533522.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/39000000/38510000/38506900/38506827/b07be1ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rollaway beds, free WiFi](https://images.trvl-media.com/lodging/39000000/38510000/38506900/38506827/6019ac3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Main Building Rockefeller Room](https://images.trvl-media.com/lodging/39000000/38510000/38506900/38506827/0c11882e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/39000000/38510000/38506900/38506827/4606de94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reynolds House Inn & Motel Roscoe 8.2/10 Very good (182) "Room was clean and you can walk to the diner or main street. Route 17 is a little noisy." [](https://www.expedia.ca/Monticello-Hotels-Reynolds-House-Inn-Motel.h38506827.Hotel-Information) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/49000000/48940000/48934500/48934496/b9193c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/49000000/48940000/48934500/48934496/4bc7e0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/49000000/48940000/48934500/48934496/8b82c4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/49000000/48940000/48934500/48934496/f8c854e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harvest Inn Pine Bush 9.4/10 Exceptional (556) "Staff was friendly and accommodating. The place was very clean." [](https://www.expedia.ca/Newburgh-Hotels-Harvest-Inn.h48934496.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/b844a4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/5977b85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King with Loft | Terrace/patio](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/c46e6e70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/e7ee40f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eastwind Oliverea Valley Big Indian 9.4/10 Exceptional (33) "Very cozy for a weekend gateway " CA $755 CA $919 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Big-Indian-Hotels-Eastwind-Oliverea-Valley.h91907163.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/59000000/58900000/58895800/58895768/f802b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/59000000/58900000/58895800/58895768/9927d262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/59000000/58900000/58895800/58895768/5b7383fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/59000000/58900000/58895800/58895768/ef5e0632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Valley Resort Kerhonkson 5.2/10 (122) "The staff, specifically henry, made my stay wonderful. " [](https://www.expedia.ca/Poughkeepsie-Hotels-Hudson-Valley-Resort.h58895768.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105700000/105697600/105697565/7e1eb4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105700000/105697600/105697565/f75b5bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105700000/105697600/105697565/3b8b7d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105700000/105697600/105697565/w3024h3505x0y0-d6503762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Property of Big Foot Roscoe, NY Roscoe 10/10 Exceptional (5) "What a fantastic place, the Kaplans are gracious and friendly. Never have I stayed in a place like this, so clean, tidy and everything is purpose built. Will be going back soon! Definitely a place that breaks away from the stale air of the motels and hotels. So happy I took the chance. " CA $124 CA $170 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Roscoe-Hotels-Property-Of-Big-Foot-Roscoe.h105697565.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/109000000/108730000/108720500/108720447/3b24777a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108730000/108720500/108720447/9536f087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108730000/108720500/108720447/e30f624e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108730000/108720500/108720447/5f5966fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Rustic Retreat with Lake Cuddebackville 10/10 Exceptional (7) "Amazing stay and beautiful home!" CA $280 CA $660 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Cuddebackville-Hotels-Serene-Rustic-Retreat-With-Lake.h108720447.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107500000/107495500/107495442/8f39e858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107500000/107495500/107495442/c93d255c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107500000/107495500/107495442/f53e4f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/108000000/107500000/107495500/107495442/2b029231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shambhala Mountain Retreat: A chalet surrounded by forest. Relax & unwind! Napanoch [](https://www.expedia.ca/Secluded-Chalet-By-Reservoir-Wood-Burning-Stove.h107495442.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100509700/100509639/w3072h3697x0y383-e1a0f660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/101000000/100510000/100509700/100509639/68a84fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100510000/100509700/100509639/2a306be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100510000/100509700/100509639/c296afd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cottage by the river in Catskill Livingston Manor 10/10 Exceptional (8) "Our stay here was great! The home was exactly as described a cozy cottage! We look forward to being back soon. " [](https://www.expedia.ca/Livingston-Manor-Hotels-Cozy-Cottage-By-The-River-In-Catskill.h100509639.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106020000/106012600/106012521/29d1808f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106020000/106012600/106012521/2f21e68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/107000000/106020000/106012600/106012521/c1a959ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106020000/106012600/106012521/c7f86032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woods I GO 2 Lose my Mind Roscoe Roscoe 10/10 Exceptional (3) "Hosts are super friendly and helpful. Property was clean and peaceful. Highly recommend!" CA $151 CA $201 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Roscoe-Hotels-Woods-I-GO-2-Lose-My-Mind-Roscoe.h106012521.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065024/ad08e31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065024/a8eb7344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065024/ce461660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108070000/108065100/108065024/5aac330e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CABIN TENT ON WORKING RANCH NEAR BETHEL WOODS Parksville CA $125 CA $171 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Parksville-Hotels-CABIN-TENT-ON-WORKING-RANCH-NEAR-BETHEL-WOODS.h108065024.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108840000/108839600/108839553/4665081d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/109000000/108840000/108839600/108839553/w1440h954x0y483-c0306dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108840000/108839600/108839553/851f6f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/109000000/108840000/108839600/108839553/w1272h1920x84y0-65724918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskills Retreat w/ pond and kayaks Liberty "This is a wonderful, well appointed property with excellent hosts. We hope to be back!" [](https://www.expedia.ca/Liberty-Hotels-Catskills-Retreat-W-Pond-And-Kayaks.h108839553.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/3a76c5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/bf49ff1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/f4e99560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107970000/107964300/107964203/785ac34a.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 Gardiner 10/10 Exceptional (6) "Absolutely worth it, this place is a great getaway in a dreamy spot in the woods, with everything you need to relax. Don’t forget to turn on the heated floors and hook up your tunes to the bathroom Bluetooth speaker. Thanks for a wonderful experience! " CA $318 CA $506 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Gardiner-Hotels-Modern-Zen-Chalet-At-The-Foot-Of-Gunks-W-Mt-View.h107964203.Hotel-Information) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/4e2ce32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/85f6a4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![12 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/78426988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/107000000/106930000/106927600/106927512/85d54115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Attention Groups/Families! 5 Private Units, Pool, GameRoom & 40+ at The Highland Monticello 8.0/10 Very good (4) "We had the BEST time staying here with our sorority sisters! The property is absolutely perfect for groups — so many private bedrooms that gave everyone their own space, plus the cutest houses and cabins that made it feel like a little village just for us. The dining hall was super chill and such a great hangout spot for meals and late-night laughs.We loved how close it was to everything — food, fun activities, and plenty of outdoor space to enjoy the yard. It made planning so easy since... [](https://www.expedia.ca/Monticello-Hotels-2-Houses-On-Your-Own-Comfy-6-Bedroom-Bungalow-Colony-In-Monticello-With-Pool.h106927512.Hotel-Information) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Woodbourne-Hotels.s20-0-d3000450151.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Woodbourne-Hotels.s20-0-d3000450151.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Woodbourne. ![Villa Roma Resort and Conference Center](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Villa Roma Resort and Conference Center 356 Villa Roma Rd, Callicoon, NY CA $272 CA $307 total Nov 4 - Nov 5 includes taxes & fees 6.4/10 (376 reviews) [](https://expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Minnewaska Lodge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Minnewaska Lodge 3116 US-44, Gardiner, NY CA $300 CA $369 total Nov 2 - Nov 3 includes taxes & fees 8.8/10 Excellent! (492 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Upstate Inn Monticello](https://images.trvl-media.com/lodging/107000000/106260000/106254200/106254193/fca3390d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Upstate Inn Monticello 12 Jones St, Monticello, NY [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=106254193&PinnedHotelID=106254193&HadPinnedHotel=true®ionId=3000450151) 6.6/10 (90 reviews) [](https://expedia.ca/Monticello-Hotels-Upstate-Inn-Monticello.h106254193.Hotel-Information) Still don't see what you're looking for? [See all properties in Woodbourne.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000450151&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000450151&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000450151&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000450151&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000450151&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=3000450151&star=20&star=20&amenities=WATER_PARK) 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. ## Learn more about Woodbourne Tucked in the Catskills, this small hamlet offers peaceful fishing at Neversink Reservoir and hiking trails through scenic woodlands. Visit nearby Bethel Woods Centre for the Arts in Bethel to explore the historic 1969 Woodstock Festival site. [See all hotels in Woodbourne](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&adults=2®ionId=3000450151) ![](https://mediaim.expedia.com/destination/2/f774138ac42621b18e01d95faa17e55b.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high) Photo by Gypsy Adventure Travel ## Top Woodbourne Hotel Reviews ![Days Inn by Wyndham Wurtsboro](//images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0_y.jpg) ### Days Inn by Wyndham Wurtsboro 10/10 Excellent "Clean room" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![The Alder at Resorts World Catskills](//images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da_y.jpg) ### The Alder at Resorts World Catskills 10/10 Excellent "Great place to stay " [](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![Days Inn by Wyndham Liberty](//images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "Place was quiet, clean and safe" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ## Find out more about Woodbourne Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Woodbourne, Woodbourne you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions. Several of the best hotels with 2 Stars in Woodbourne are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. 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