Title: Book the Best SHOPPING Hotels in Highland in 2025 | Expedia.ca [Hotels in Highland](https://expedia.ca/Highland-Hotels.d115050.Travel-Guide-Hotels)[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) ![](https://mediaim.expedia.com/destination/2/8639fd6b72242b4bb7d3755307a419d9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karen Wirtz # Find Shopping Hotels in Highland, NY from CA $194 ![](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 Highland Shopping Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highland Shopping Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/w910h683x57y0-c820193c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/dbbcd386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/w914h683x56y0-13ef3179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90260000/90253400/90253316/w896h680x64y0-7aaf931d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley Highland 10/10 Exceptional (1) "Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!" CA $280 CA $584 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Highland-Hotels-Step-Into-History-Unwind-At-Spring-Apt-A-Charming-At-Theof-NYHudson-Valley.h90253316.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/239951b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2f2f704a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2831de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Fishkill Fishkill 8.6/10 Excellent (1006) "It was a great place to stay " CA $172 CA $194 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83400000/83395700/83395605/d8b001d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83400000/83395700/83395605/a0a87ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83400000/83395700/83395605/be5fc0ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83400000/83395700/83395605/w4124h6192x0y0-e063a571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The DeVita House Est. 1900 Gardiner 10/10 Exceptional (30) "place was great." CA $210 CA $627 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Gardiner-Hotels-The-DeVita-House-Est-1900.h83395605.Hotel-Information) ![1 bedroom, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/d940ee3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/6a5d9805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/2028d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/1f8bc8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildflower Farms, Auberge Collection Gardiner 9.4/10 Exceptional (53) "Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us." CA $1,494 CA $1,733 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/b3c97637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/fd01a6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/877cc95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/475d7ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dream getaway apartment in the foot of Gunks Ridge Wallkill 9.6/10 Exceptional (23) "Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay." CA $118 CA $269 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/fef382d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/6b59c530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/d7e6e4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69540000/69532700/69532688/0b1d636e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax! Wallkill 10/10 Exceptional (67) "This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit." CA $172 CA $342 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Wallkill-Hotels-Waterfront-Modern-1bd-10-Min-To-Mtns-Wineries.h69532688.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/a5e03cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/fe909468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/w1284h722x0y11-acf4b792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/87000000/86330000/86326200/86326150/3da8d122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sexiest Lil Cabin in Saugerties, NY Saugerties 9.0/10 Wonderful (13) "We loved our stay here, it was the perfect short getaway. Thanks Alexandria!" CA $158 CA $208 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Saugerties-Hotels-Sexiest-Lil-Cabin-In-Saugerties.h86326150.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119809900/119809853/5e8d6953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119810000/119809900/119809853/06c32ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119810000/119809900/119809853/69c55825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119810000/119809900/119809853/b851f01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRANQUIL MOUNTAIN SOLITUDE Pine Bush 10/10 Exceptional (2) "Maia was a wonderful host. The property was immaculate and the campfire was remarkable! We loved the peace and quiet. What a wonderful way to "get away" yet still feel pampered. We will definitely be returning!!" CA $154 CA $285 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Pine-Bush-Hotels-TRANQUIL-MOUNTAIN-SOLITUDE.h119809853.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92360000/92356000/92355918/f03c48b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92360000/92356000/92355918/3837d8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92360000/92356000/92355918/d0114772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library, stereo](https://images.trvl-media.com/lodging/93000000/92360000/92356000/92355918/fb817471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid-Century DJ’s Dream Staatsburg 10/10 Exceptional (40) "Very quiet and pleasant " CA $163 CA $281 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hyde-Park-Hotels-Mid-Century-DJs-Dream.h92355918.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/f0360276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/2c8ccdec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Apt with Coffee Bar, 1/2 Mile to West Point! Highland Falls 10/10 Exceptional (12) "We spent 4 nights at this property. It was very quiet & clean. The host was very accommodating & helpful. If we had a question he was quick with a response. Would definitely recommend & hope to stay again when visiting our daughter & her family. " CA $168 CA $434 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=115050&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Highland Hotel Reviews ![The Crossroads Hotel, Newburgh](//images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b_y.jpg) ### The Crossroads Hotel, Newburgh 10/10 Excellent "Yes " [](https://expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information) ![DoubleTree by Hilton Poughkeepsie Convention Center](//images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg) ### DoubleTree by Hilton Poughkeepsie Convention Center 10/10 Excellent "The parking garage needs a little more lighting at night. The ice machine on the 10th floor did not seem to be working so I ventured to the 8th floor for ice. Would be nice to have hook on the back of the bathroom door. liked that there was bottled water in my room." [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Great " [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Beekman Arms Hotel](//images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg) ### Beekman Arms Hotel 10/10 Excellent "Fantastic stay, clean, hugh room with fireplace, can walk throughout the town. Great breakfast!!" [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "The staff were extraordinary. From the moment we arrived to the moment we departed they were friendly, attentive to our needs and helpful with suggestions for a local restaurant that we could walk to (excellent Peruvian food!), to pouting out the freshly baked cookies and refreshed coffee and tea in the afternoon (we would have walked right past and the "pick me up" was just what we needed after a long day of travel. Claire, who works the evening shift, was especially helpful. Our room was clean and quiet although the bathroom was a bit dated. All in all we were delighted." [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Holiday Inn Express Poughkeepsie by IHG](//images.trvl-media.com/lodging/1000000/20000/12200/12157/9d729415_y.jpg) ### Holiday Inn Express Poughkeepsie by IHG 10/10 Excellent "Nice comfortably sized room" [](https://expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Express-Poughkeepsie.h12157.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "Great Views, very convenient " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![Hampton Inn by Hilton New Paltz](//images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Friendly, attentive staff. Prompt service. Room in perfect condition. Climate control great. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](//images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "Our room was right next to an entrance where cigarette smoke was easily smelled upon entering our room. Eventually, we requested to switch rooms due to something different and the rest of our stay was a breath of fresh air. Staff was very kind helpful and accommodating. Would recommend to others." 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