Title: Book The Best Hotels in Highland, NY for 2026 from CA $123 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Highland](https://expedia.ca/Highland-Vacation-Rentals.d115050.Travel-Guide-VacationRentals)[Highland Car Rentals](https://expedia.ca/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.ca/Highland.d115050.Destination-Travel-Guides) ![View from Walkway over the Hudson ](https://images.trvl-media.com/place/115050/895cf3f4-7c06-4ea8-baa5-b6eac4680a2d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karen Wirtz # Find hotels in Highland, NY from CA $123 - ![](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 ## Go beyond your typical stay in Highland Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=PETS) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=CABIN) Spa [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=SPA_ON_SITE) Pool [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=POOL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&travelerType=family_friendly) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&lodging=COTTAGE) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Highland%2C+New+York%2C+United+States+of+America®ionId=115050&latLong=41.720928%2C-73.960136&adults=2&startDate=2025-12-27&d1=2025-12-27&endDate=2025-12-29&d2=2025-12-29&amenities=WATER_PARK) ## Check prices for these dates Tonight [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Highland hotels ![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed)](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/11ffbd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/2c9da386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/d6363a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) Highland 7.8/10 Good (946) "Friendly staff, clean rooms and good breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Viviana Traveling with small children CA $110 CA $123 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/a79c4292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/3dad591c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/618cd435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) Crown Heights 8.8/10 Excellent (1002) "Good size rooms and overall good service" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nael Traveling for leisure CA $126 CA $146 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/dab27d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/00367844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/a9b4d40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton New Paltz [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) New Paltz 9.4/10 Exceptional (1001) "Friendly staff, clean rooms, super quiet night and comfortable beds!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emilie Traveling with family CA $153 CA $172 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2831de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e02a568f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/f4de9a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Fishkill [](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) Fishkill 8.6/10 Excellent (1006) "Professional, friendly and personable, especially Peter at the front desk - and Johny the bartender." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nermeen Traveling for leisure CA $126 CA $143 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/1ee75d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/634879ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/3846b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2661x0y0-566be3f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Bellefield / Hyde Park, Residence Inn by Marriott [](https://www.expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) Hyde Park 9.6/10 Exceptional (431) "Big room, with great amenities so we could make dinner in our room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Traveling for leisure CA $222 CA $251 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/fd4d8b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/d4583c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/58b652a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/ee769d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn New Paltz [](https://www.expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) New Paltz 9.0/10 Wonderful (1008) "the room and facility are clean, and the staff go above and beyond" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward Traveling for leisure CA $119 CA $133 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/3be04d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/5166d865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/89be5318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1201800/1201707/36202057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minnewaska Lodge [](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) Gardiner 9.0/10 Wonderful (524) "Walkable to the delicious German restaurant across the street" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah Traveling for leisure CA $172 CA $212 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Minnewaska-Lodge.h1201707.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/28ad5864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/1712b26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/e4abb59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Poughkeepsie / Hudson Valley [](https://www.expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) Crown Heights 9.0/10 Wonderful (1003) "Room was clean and comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel Traveling with family CA $139 CA $162 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/3f9cb655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/9a4ff574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/0d47a3f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17300/17286/0e952414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Fishkill [](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information) Fishkill 8.6/10 Excellent (733) "The room was very comfortable with high end linens and most importantly exceptionally clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $151 CA $171 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Fishkill.h17286.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/1765b81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/9a6a049d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/833333a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) Poughkeepsie 8.8/10 Excellent (1001) "Pleasant staff and clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler CA $120 CA $136 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/ab0fe1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/e232b2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/be375701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/6500/6465/9bb5ee16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Poughkeepsie [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) Arlington 7.8/10 Good (498) "Clean and bed was super big and comfortable we did not want to get up!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista Traveling with friends CA $128 CA $148 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/4a53c1a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/5daef0cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/b0d13213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/1dd0671e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Fishkill South near I-84 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) Fishkill 8.8/10 Excellent (1006) "A great restaurant is located next to the motel." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Perley Traveling for leisure CA $123 CA $139 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Sauna](https://images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/38a36abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/0d20ccd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/w1300h849x0y2-4df25125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/67000000/66350000/66348200/66348162/w6265h4196x0y4-7c626564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hutton Brickyards Riverfront Hotel + Venue [](https://www.expedia.ca/Kingston-Hotels-Hutton-Brickyards.h66348162.Hotel-Information) Kingston 8.8/10 Excellent (97) "Kingston is a nice little town with a lot of great restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julio Traveling for leisure [](https://www.expedia.ca/Kingston-Hotels-Hutton-Brickyards.h66348162.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/8885aa53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/ee573108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/76171c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/c6917af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Kingston [](https://www.expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) Kingston 8.8/10 Excellent (789) "Two spacious bedrooms with spacious bathrooms. nice and cozy living room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harumi Traveling for leisure CA $157 CA $176 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/f976cd43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/833ceb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/79994f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Kingston [](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) Kingston 8.8/10 Excellent (1002) "The beds were very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan Traveling with partner CA $151 CA $169 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![Grand Cabin | Exterior](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/80490175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/788f3a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/68b1e13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, body treatments, aromatherapy, hot stone massages](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/31551ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inness [](https://www.expedia.ca/Accord-Hotels-INNESS.h74143817.Hotel-Information) Accord 9.2/10 Wonderful (90) "and the restaurant on property is amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica Traveling for leisure CA $680 CA $824 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Accord-Hotels-INNESS.h74143817.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/5b94363e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/933a997a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/38e2c556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680342/eb75ea57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Fishkill-Mid Hudson Valley by IHG [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) Fishkill 8.4/10 Very good (1001) "But overall good clean comfortable hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle CA $131 CA $148 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Fishkill-Mid-Hudson-Valley.h1680342.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/f271195e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/486a5819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/083586ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/5f91bfd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gables of Rhinebeck Inn [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Gables-Of-Rhinebeck-Inn.h33367430.Hotel-Information) Rhinebeck 9.2/10 Wonderful (114) "Great location to explore downtown Rheinbeck" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Gables-Of-Rhinebeck-Inn.h33367430.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f57ee72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/c73b0205.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/1000000/120000/119300/119273/de450357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/120000/119300/119273/f3387c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Fishkill [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information) Fishkill 8.6/10 Excellent (1000) "Also love the shower dispensers" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lori Traveling for leisure CA $127 CA $143 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Fishkill.h119273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/25582d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/6bdd1abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/c4e21282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/12200/12157/49940bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Poughkeepsie by IHG [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) Poughkeepsie 8.6/10 Excellent (1002) "The room was very nice especially the shower." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal Traveling solo CA $139 CA $162 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.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=2025-12-27&endDate=2025-12-28®ionId=115050&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FHighland-Hotels.d115050.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHighland-Hotels.d115050.Travel-Guide-Hotels) ## Learn more about Highland Perched above the Hudson River, this charming town offers stunning views from the Walkway Over the Hudson. Explore local wineries, pick your own apples at nearby orchards, or hike the scenic trails in Minnewaska State Park Preserve. [See all hotels in Highland](https://www.expedia.ca/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28&adults=2®ionId=115050) ![Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=576&h=432&p=1&q=high) Photo by Allison Alano Flores ### Stay near popular Highland attractions [](https://expedia.ca/Franklin-D-Roosevelt-Library-Museum-Hotels.0-l553248621533116643-0.Travel-Guide-Filter-Hotels) #### Franklin D Roosevelt Library & Museum You can study the exhibits at Franklin D Roosevelt Library & Museum, a museum with a story of its own, during your travels to Highland. While you're in the area, stroll along the riverfront. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621533116643) [](https://expedia.ca/Berean-Park-Beach-Hotels.0-l553248635983990486-0.Travel-Guide-Filter-Hotels) #### Berean Park Beach Why not spend a lazy afternoon at Berean Park Beach during your trip to Highland? Stroll along the riverfront or discover the mountain views in this family-friendly area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983990486) [](https://expedia.ca/Apple-Greens-Golf-Course-Hotels.0-l553248621559724941-0.Travel-Guide-Filter-Hotels) #### Apple Greens Golf Course Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621559724941) ## More cheap stays in Highland ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 3423 US Highway 9W Highland NY CA $110 CA $123 total Jan 7 - Jan 8, 2026 includes taxes & fees 7.6/10 Good! (944 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Americas Best Value Inn New Paltz](https://images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Americas Best Value Inn New Paltz 7 Terwilliger Ln New Paltz NY CA $119 CA $133 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Poughkeepsie 2361 South Rd Poughkeepsie NY CA $126 CA $146 total Dec 26 - Dec 27 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Plus Kingston Hotel And Conference Center 503 Washington Ave Kingston NY CA $134 CA $151 total Dec 22 - Dec 23 includes taxes & fees 7.4/10 Good! (1,001 reviews) [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn by Hilton New Paltz 4 South Putt Corners Road New Paltz NY CA $153 CA $172 total Jan 13 - Jan 14, 2026 includes taxes & fees 9.2/10 Wonderful! (1,001 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 915 Union Ave New Windsor NY [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F12%2F2025&endDate=28%2F12%2F2025&selected=875625&PinnedHotelID=875625&HadPinnedHotel=true®ionId=115050) 8.2/10 Very Good! (1,001 reviews) [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ## Hotels in Highland with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 2 properties [](https://expedia.ca/5Star-Highland-Hotels.s50-0-d115050.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 12 properties [](https://expedia.ca/4Star-Highland-Hotels.s40-0-d115050.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 150 properties [](https://expedia.ca/3Star-Highland-Hotels.s30-0-d115050.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 136 properties [](https://expedia.ca/2Star-Highland-Hotels.s20-0-d115050.Travel-Guide-Filter-Hotels) ## Find out more about Highland ### Top reasons to visit Highland - **Outdoor Adventures:** Highland offers a variety of outdoor activities, including skiing and scenic trails for hiking, perfect for nature lovers and families. - **Cultural Heritage:** Explore historic bridges and significant sites that reflect the rich history of the area, providing educational experiences for visitors. - **Charming Neighbourhoods:** Discover picturesque local neighbourhoods with friendly locals, ideal for leisurely strolls and experiencing the community vibe. - **Diverse Accommodations:** From pet-friendly hotels to unique agritourism stays, Highland has a range of options to suit every traveller's needs. - **Family-Friendly Activities:** Enjoy various recreational areas and engaging activities that cater to families, ensuring a fun-filled vacation. ### Find great hotels near Highland Discover a range of exceptional accommodations in Highland, New York, tailored to meet the needs of every traveler. From pet-friendly options to business-themed lodgings, Highland offers a variety of hotels and agritourism properties that promise a memorable adventure. Whether you're seeking the best hotels or top-rated stays, you'll find the perfect spot to relax and explore the scenic beauty of this charming area. - **[Best Western Fishkill Inn & Suites: ](https://www.expedia.ca/Fishkill-Hotels-Best-Western-Fishkill-Inn-Suites.h12443.Hotel-Information)** This 3.5-star hotel offers a welcoming atmosphere ideal for business and family travellers alike, located 22.5km from Highland. Best Western Fishkill Inn & Suites provides comprehensive business facilities, including a 24-hour business centre and versatile meeting spaces. Families will appreciate the free cribs and child-friendly amenities, ensuring a comfortable stay for all ages. This property is also pet-friendly, allowing dogs with certain restrictions, making it a great choice for those travelling with furry companions. - **[HYATT house Fishkill/Poughkeepsie: ](https://www.expedia.ca/Poughkeepsie-Hotels-HYATT-House-FishkillPoughkeepsie.h1335929.Hotel-Information)** A 3-star hotel located 22.5km from Highland, HYATT house Fishkill/Poughkeepsie combines a modern feel with family-friendly services. Business travellers can take advantage of multiple meeting rooms and a well-equipped business centre. The hotel is particularly welcoming to families, offering free cribs and window guards for added safety. Additionally, it accommodates pets, including both dogs and cats, with a variable fee, making it an excellent choice for those who wish to travel with their pets. - **[Quality Inn & Suites Fishkill South near I-84: ](https://www.expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information)** This hotel caters to families and LGBTQIA travellers, located 22.5km from Highland. Quality Inn & Suites emphasizes inclusivity and comfort, featuring business amenities such as a conference space and business centre. Families will benefit from child-friendly features like free cribs and window guards, ensuring a safe environment for young ones. Its affiliation with LGBTQI travel guides highlights its commitment to creating a welcoming atmosphere for all guests, making it a notable choice for diverse travellers. ### Where to stay near Highland Highland, New York, is a perfect getaway for families and outdoor enthusiasts alike. With its inviting sunny weather and stunning scenery, visitors can enjoy leisurely strolls in Hyde Park nearby or explore charming local neighbourhoods. The relaxed atmosphere and friendly locals create a welcoming vibe, making it an ideal spot for a weekend escape. Discover the beauty of New England while enjoying low crowds and memorable experiences in this picturesque region. - **[Poughkeepsie: ](https://www.expedia.ca/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)** Located a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a rich blend of outdoor adventures and urban experiences. With visitor numbers peaking in the summer and fall, it's an ideal spot for families and those looking to explore city life. Here, you can enjoy educational venues, shop at bustling centres, and take in the scenic beauty of nearby lakes and mountains. The city is also home to a modern university, making it a hub of youthful energy and innovation. - **[New Paltz: ](https://www.expedia.ca/New-Paltz-Hotels.d8932.Travel-Guide-Hotels)** Just 11.3km away from Highland, New Paltz is a haven for outdoor enthusiasts and adventure seekers. With a peak in visitors during the spring and early fall, this city is known for its stunning scenery and recreational activities. From skiing in the winter to exploring nature reserves in the warmer months, there’s something for everyone. The surrounding mountains and lakes provide a picturesque backdrop for your adventures, ensuring an unforgettable experience in this charming locale. - **[Hyde Park: ](https://www.expedia.ca/Hyde-Park-Hotels.d117834.Travel-Guide-Hotels)** Situated 6.4km from Highland, Hyde Park is a city steeped in culture and history. With steady visitor arrivals year-round, it’s a perfect destination for families seeking outdoor fun and educational experiences. The area boasts historical colleges and modern universities, along with beautiful lakes and shopping areas. Peak visitor times in late spring and early fall highlight its appeal as a cultural hub, making it an excellent spot to immerse yourself in local history while enjoying the great outdoors. ### Things to do in and around Highland Highland, New York, offers a fantastic blend of outdoor adventures and family-friendly activities. Visitors can enjoy skiing and various recreational areas, perfect for spending quality time outdoors. Shopping enthusiasts will also find local centres to explore. Whether you're seeking education or simply looking to unwind in nature, Highland provides a delightful experience for all types of travellers. **Shopping** In Highland, you can visit the [Poughkeepsie Galleria](https://www.expedia.ca/Poughkeepsie-Galleria-Hotels.0-l6173957-0.Travel-Guide-Filter-Hotels), located 11.3km away, offering a vibrant shopping experience with entertainment options. If you're up for a drive, check out the [Hudson Valley Mall](https://www.expedia.ca/Hudson-Valley-Mall-Hotels.0-l6218019-0.Travel-Guide-Filter-Hotels), 111.3km away, featuring a mix of shops and family-friendly activities. **Recreation** [Apple Greens Golf Course](https://www.expedia.ca/Apple-Greens-Golf-Course-Hotels.0-l553248621559724941-0.Travel-Guide-Filter-Hotels) offers a scenic golfing experience surrounded by nature, perfect for outdoor enthusiasts. For relaxation, visit [Richard L. Skimin Memorial Baseball Field](https://www.expedia.ca/Richard-L-Skimin-Memorial-Baseball-Field-Hotels.0-l553248621558038544-0.Travel-Guide-Filter-Hotels), where you can unwind in a tranquil park setting. For a family-friendly outing, enjoy laughter at [Bananas Comedy Club](https://www.expedia.ca/Bananas-Comedy-Club-Hotels.0-l6203299-0.Travel-Guide-Filter-Hotels), just a short drive away. **Adventure** [North Landing Beach](https://www.expedia.ca/North-Landing-Beach-Hotels.0-l553248635983988682-0.Travel-Guide-Filter-Hotels), a campground 11.3km from Highland, offers a fantastic outdoor experience perfect for families and adventure seekers alike. For a thrilling outing, try [Paintball Sports](https://www.expedia.ca/Paintball-Sports-Hotels.0-l553248621532664667-0.Travel-Guide-Filter-Hotels), also 11.3km away, where you can immerse yourself in action-packed fun. For hiking enthusiasts, Labyrinth Trailhead, located 17.7km away, boasts stunning scenery and exhilarating trails. **Nightlife** Your nightlife experience in Highland, New York, includes the [Chance Theater](https://www.expedia.ca/Chance-Theater-Hotels.0-l6258665-0.Travel-Guide-Filter-Hotels), offering a blend of culture and romance just 3.2km away. Enjoy a classic film at the [Overlook Drive-In Theater](https://www.expedia.ca/Overlook-Drive-In-Theater-Hotels.0-l6203324-0.Travel-Guide-Filter-Hotels), 8.0km away, or unleash your adventurous side at [Fun Central](https://www.expedia.ca/Fun-Central-Hotels.0-l6203294-0.Travel-Guide-Filter-Hotels), 14.5km away, filled with arcade excitement. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Highland To save money during your trip to Highland, New York, consider visiting between January and March for the lowest accommodation rates. Booking on a Tuesday can also help you secure better prices, while Saturdays tend to be the most expensive. Use Expedia’s search tool to compare room rates and find hotel deals that suit your budget. Don’t forget to bundle your hotel stay with flights and activities for additional savings. For transportation, utilize public transit options or explore on foot to enjoy the area without added costs. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Highland are January to March, where the prices are slightly lower. This is in comparison to May, August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Highland is Tuesday. The most expensive day to stay in Highland is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as budget, desired location, and preferred hotel type. To find the best prices and offers, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in the Highlands with your flights and activities through an Expedia package. ### Find the best attractions near Highland Highland, New York, offers a delightful blend of outdoor adventures and cultural experiences, making it ideal for family vacations. Visitors can explore modern colleges, historic bridges, and significant sites that highlight the area's rich heritage. Whether you're seeking thrilling activities or family-friendly outings, Highland's attractions cater to a variety of interests, ensuring a memorable getaway. - **[Culinary Institute of America: ](https://www.expedia.ca/Culinary-Institute-Of-America-Hotels.0-l6093745-0.Travel-Guide-Filter-Hotels)** Experience culinary excellence at this renowned institution, where you can enjoy gourmet dining and cooking demonstrations. The rich history and cultural atmosphere make it a food lover's paradise. - **[Vassar College: ](https://www.expedia.ca/Vassar-College-Hotels.0-l6085394-0.Travel-Guide-Filter-Hotels)** Explore the beautiful campus of this modern liberal arts college. With its stunning architecture and vibrant city vibes, Vassar offers a unique blend of academic and artistic experiences, including art exhibitions and performances. - **[Walkway Over the Hudson State Historic Park: ](https://www.expedia.ca/Walkway-Over-The-Hudson-State-Historic-Park-Hotels.0-l6222117-0.Travel-Guide-Filter-Hotels)** Stroll or cycle along this scenic walkway, which spans the Hudson River. The breathtaking views and historical significance create an enriching experience for visitors looking to connect with nature and culture. ### Best time to go to Highland The best time to visit Highland is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 26.8°F (-2.9°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 28.6°F (-1.9°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 36.3°F (2.4°C) | Light Rain | Mostly Sunny | Moderately High | Slightly Low | | April | 48.0°F (8.9°C) | Light Rain | Mostly Sunny | Moderately High | Average | | May | 59.2°F (15.1°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Average | Average | | July | 73.2°F (22.9°C) | Light Rain | Mostly Sunny | Moderately High | Average | | August | 71.1°F (21.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 64.0°F (17.8°C) | Light Rain | Mostly Sunny | Average | Average | | October | 52.9°F (11.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 40.6°F (4.8°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | December | 32.7°F (0.4°C) | Light Rain | Mostly Sunny | Moderately Low | Average | ### The nearest major airports for your trip to Highland When visiting Highland, New York, you have several airport options. White Plains, NY ([HPN](https://www.expedia.ca/Westchester-County-Airport-Hotels.0-aHPN-0.Travel-Guide-Filter-Hotels)\-Westchester County) is 75.6km away, with nearby hotels like [The Opus Westchester](https://www.expedia.ca/White-Plains-Hotels-The-Opus-Westchester.h1789323.Hotel-Information) and [Sonesta White Plains Downtown](https://www.expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information), both 6.4km from the airport, offering various transportation services including 24-hour shuttles. Newburgh, NY ([SWF](https://www.expedia.ca/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels)\-Stewart Intl.) is closer at 27.4km, with accommodations such as [The Dutchess Inn and Spa at Beacon](https://www.expedia.ca/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information), 9.7km away. Danbury, CT (DXR-Danbury Municipal) is another option, located 36.4km from Highland, featuring hotels like [Hotel Zero Degrees Danbury](https://www.expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information), just 3.2km from the airport. Each location provides accessible transport options for a convenient travel experience. ## Recent reviews of Highland hotels ![Homewood Suites by Hilton Poughkeepsie](https://images.trvl-media.com/lodging/35000000/34330000/34323400/34323334/0368b452_y.jpg) ### Homewood Suites by Hilton Poughkeepsie 5/5 Excellent "Yes it was amazing" A verified traveller stayed at Homewood Suites by Hilton Poughkeepsie Posted 3 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Homewood-Suites-By-Hilton-Poughkeepsie.h34323334.Hotel-Information) ![Howard Johnson by Wyndham Newburgh/West Point](https://images.trvl-media.com/lodging/1000000/10000/7700/7652/8a35f36a_y.jpg) ### Howard Johnson by Wyndham Newburgh/West Point 5/5 Excellent "nice bed" A verified traveller stayed at Howard Johnson by Wyndham Newburgh/West Point Posted 3 days ago [](https://expedia.ca/Newburgh-Hotels-Howard-Johnson-By-Wyndham-NewburghWest-Point.h7652.Hotel-Information) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg) ### Courtyard by Marriott Poughkeepsie 5/5 Excellent "Buisness friendly, breakfast, gym room, quiet, good customer service " A verified traveller stayed at Courtyard by Marriott Poughkeepsie Posted 4 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 5/5 Excellent "😍" A verified traveller stayed at Hampton Inn & Suites Poughkeepsie Posted 4 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Hampton Inn by Hilton New Paltz](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 5/5 Excellent "The room and bathroom were large, clean, and so much better than I expected for the price! Staff were amazing, very friendly, welcoming and helpful! And the pool was fantastic!! I’d highly recommend Hampton Inn to anyone!" A verified traveller stayed at Hampton Inn by Hilton New Paltz Posted 5 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Home2 Suites By Hilton Poughkeepsie](https://images.trvl-media.com/lodging/104000000/103400000/103394200/103394153/7472348e_y.jpg) ### Home2 Suites By Hilton Poughkeepsie 5/5 Excellent "Beautiful room and great staff! Would stay here again. " A verified traveller stayed at Home2 Suites By Hilton Poughkeepsie Posted 5 days ago [](https://expedia.ca/Poughkeepsie-Hotels-Home2-Suites-By-Hilton-Poughkeepsie.h103394153.Hotel-Information) ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/960f4844_y.jpg) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 5/5 Excellent "Nice staff, large rooms " A verified traveller stayed at SureStay Plus Hotel by Best Western Highland Poughkeepsie Posted 5 days ago [](https://expedia.ca/Poughkeepsie-Hotels-SureStay-Plus-Hotel-By-Best-Western-Highland-Poughkeepsie.h918797.Hotel-Information) ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 5/5 Excellent "Everything was great. Fantastic breakfast. Fire alarm went off the first night we were there and we had to wait till that was over but other than that everything was good" A verified traveller stayed at Residence Inn by Marriott Kingston Posted 5 days ago [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![The Thayer Hotel at West Point](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f_y.jpg) ### The Thayer Hotel at West Point 5/5 Excellent "Well renovated, well-maintained historical and charming hotel right on campus of West Point. Staff were helpful, & each room featured a different veteran’s biography. Overlooks the Hudson River. On site restaurant. We greatly enjoyed our stay." A verified traveller stayed at The Thayer Hotel at West Point Posted 6 days ago [](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information) ## Frequently asked questions ### What are the best budget hotels in Highland? > Another great option is the [Rodeway Inn & Suites New Paltz - Hudson Valley](https://www.expedia.ca/Poughkeepsie-Hotels-Rodeway-Inn-Suites-New-Paltz-Hudson-Valley.h22430.Hotel-Information), which has a friendly rating of 7.2\. This hotel provides essential amenities like free in-room WiFi and parking, ensuring a straightforward experience for families. The availability of cribs at no extra charge makes it particularly appealing for those traveling with young children. The spacious rooms, including sofa beds, offer flexibility for families looking to settle in comfortably after a day of adventure. View all [budget hotels in Highland](https://www.expedia.ca/Highland-Hotels-Cheap-Hotels.0-0-d115050-tCheapHotels.Travel-Guide-Filter-Hotels). ### When is the best time to go to Highland? > As you consider your travel plans, it's helpful to know that the peak season runs from March to May. This period attracts many visitors eager to experience the stunning natural beauty and rich cultural heritage of the area. While you might encounter more tourists, the lively atmosphere adds to the charm of the Highlands, and guided tours can help you make the most of your experience without the hassle of planning every detail. > > > April is particularly appealing for couples and families alike, as the weather is just right for exploring picturesque villages, ancient castles, and scenic lochs. The longer daylight hours encourage leisurely strolls, allowing you to fully appreciate the scenery. Additionally, many local events and festivals kick off during this time, offering a chance to engage with the community and learn more about Scottish traditions. > > > For those looking for a more budget-friendly option, visiting in December can be a delightful choice. The Highlands offer a unique winter wonderland experience, with fewer crowds and often lower accommodation rates. You can still enjoy the beauty of the landscape, perhaps with a touch of frost or snow, while exploring cosy local pubs and indulging in hearty Scottish cuisine. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Highland hotel booking with Expedia? ### How much is the nightly rate at a Highland hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Poughkeepsie ](https://www.expedia.ca/5Star-Poughkeepsie-Hotels.s50-0-d6056317.Travel-Guide-Filter-Hotels) - [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Arlington ](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Luxury-Hotel.0-n553248634999048383-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Arlington ](https://www.expedia.ca/Arlington-Poughkeepsie-Hotels-Wedding-Hotels.0-n553248634999048383-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Bardavon 1869 Opera House ](https://www.expedia.ca/Bardavon-1869-Opera-House-Hotels.0-l6093749-0.Travel-Guide-Filter-Hotels) - [Clintondale Hotels ](https://www.expedia.ca/Clintondale-Hotels.d3000448227.Travel-Guide-Hotels) - [Hotels near Culinary Institute of America ](https://www.expedia.ca/Culinary-Institute-Of-America-Hotels.0-l6093745-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Town of Lloyd ](https://www.expedia.ca/Destinations-In-Town-Of-Lloyd-Cheap-Hotels.0-0-d553248635976002137-tCheapHotels.Hotel-Filter-Destinations) - [Town of Lloyd Hotels ](https://www.expedia.ca/Destinations-In-Town-Of-Lloyd.d553248635976002137.Hotel-Destinations) - [Town of Marlborough Hotels ](https://www.expedia.ca/Destinations-In-Town-Of-Marlborough.d553248635976002433.Hotel-Destinations) - [Hotels near Eleanor Roosevelt National Historic Site ](https://www.expedia.ca/Eleanor-Roosevelt-National-Historic-Site-Hotels.0-l6156532-0.Travel-Guide-Filter-Hotels) - [B&B in Fairview ](https://www.expedia.ca/Fairview-Bed-And-Breakfast.d553248634999149958-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Fairview ](https://www.expedia.ca/Fairview-Chalets.d553248634999149958-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Fairview ](https://www.expedia.ca/Fairview-Guest-Houses.d553248634999149958-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Fairview ](https://www.expedia.ca/Fairview-Holiday-Parks.d553248634999149958-aaHolidayParks.Travel-Guide-Accommodation) - [Cheap Hotels in Fairview ](https://www.expedia.ca/Fairview-Hotels-Cheap-Hotels.0-0-d553248634999149958-tCheapHotels.Travel-Guide-Filter-Hotels) - [Fairview Hotels ](https://www.expedia.ca/Fairview-Hotels.d553248634999149958.Travel-Guide-Hotels) - [Inns in Fairview ](https://www.expedia.ca/Fairview-Inns.d553248634999149958-aaInns.Travel-Guide-Accommodation) - [Lodges in Fairview ](https://www.expedia.ca/Fairview-Lodges.d553248634999149958-aaLodges.Travel-Guide-Accommodation) - [Resorts in Fairview ](https://www.expedia.ca/Fairview-Resort-Hotels.d553248634999149958-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Franklin D. 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