Title: Visit Highland: Best of Highland Tourism | Expedia Travel Guide - 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) # Highland ## Travel Guide ![panoramic view of mid hudson bridge over hudson river valley (poughkeepsie, upstate new york) sunny day train station wide angle sun glare crossing suspension small town travel metro north](https://images.trvl-media.com/place/115050/b32ec179-9506-4b41-93f2-d2bb1696fa06.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Overview of Cold Spring and Hudson Highlands State Park in Fall, New York - October 2024](https://images.trvl-media.com/place/115050/c548b20f-63c8-4d06-9bae-ee2508086bfb.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Highland](https://images.trvl-media.com/place/115050/895cf3f4-7c06-4ea8-baa5-b6eac4680a2d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Highland](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Highland Things to do - Highland Hotel Deals - Vacation Rentals in Highland ![SureStay Plus Hotel by Best Western Highland Poughkeepsie](https://images.trvl-media.com/lodging/1000000/920000/918800/918797/11ffbd82_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 3423 US Highway 9W Highland NY CA $117 CA $131 total Apr 6 - Apr 7 includes taxes & fees Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ... 7.8/10 Good! (980 reviews) Breakfast was great, and also I would like to give an 100% to Ryan the night auditor, great service beyond. He represent what is a service about. Awesome n Outstanding Reviewed on Apr 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=918797&PinnedHotelID=918797&HadPinnedHotel=true®ionId=115050) ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Kingston Hotel And Conference Center 503 Washington Ave Kingston NY Fully refundableReserve now, pay when you stay CA $144 CA $161 total Apr 12 - Apr 13 includes taxes & fees Book a stay at this family-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ... 7.6/10 Good! (1,002 reviews) Hotel is very dated 70s, dark, poor lighting everything is dark beige and dark brown, walls doors, carpet. Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=6056&PinnedHotelID=6056&HadPinnedHotel=true®ionId=115050) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Poughkeepsie 2361 South Rd Poughkeepsie NY CA $161 CA $187 total Apr 15 - Apr 16 includes taxes & fees Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ... 9/10 Wonderful! (1,000 reviews) The breakfast menu was fresh and the coffee at all times was a nice perk. The staff at checkout was rude and even though we had asked for adjoining rooms, we were not provided that at check in. We were instead given rooms on opposite floors. There was something spilled on the side table and something ... Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=1927088&PinnedHotelID=1927088&HadPinnedHotel=true®ionId=115050) [See all 1,531 properties in Highland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026®ionId=115050) 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. ![The House In Highland- Secluded Retreat](https://images.trvl-media.com/lodging/114000000/113040000/113033000/113032976/18f07127_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The House In Highland- Secluded Retreat Highland NY Stay at this vacation home in Highland. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Walkway Over the Hudson State Historic ... 9.8/10 Exceptional! (19 reviews) The house and host were fantastic! Beautiful home and the kitchen had everything we needed to cook and enjoy our meals which was great. The only small issue we had were the bathroom amenities. We had to search for body wash because the bottle they had in the primary room/bathroom was completely empty. ... Reviewed on Jan 4, 2026 [](https://expedia.ca/Highland-Hotels-The-House-In-Highland-Secluded-Retreat.h113032976.Hotel-Information) ![Private 37 Acre Lake Estate on 164 Acres - 11 BR](https://images.trvl-media.com/lodging/106000000/105660000/105655400/105655361/1a6e9e06_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Private 37 Acre Lake Estate on 164 Acres - 11 BR Highland NY Stay at this vacation home in Highland. Enjoy a garden, laundry facilities, and patios. Popular attractions Franklin D Roosevelt Library & Museum and Hyde Park ... 9.4/10 Exceptional! (3 reviews) Beautiful property, great for a large group We spent Christmas here with friends and family and enjoyed our stay. Everything we needed was there. We were only disappointed in the communication with the property manager due to the holiday and technical issues. If you stay in the winter make sure the fireplace has been serviced as the smoke ... Reviewed on Dec 26, 2024 [](https://expedia.ca/Highland-Hotels-Private-37-Acre-Lake-Estate-On-164-Acres-11-BR.h105655361.Hotel-Information) ![Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails! ](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763897/7eb8271b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails! Highland NY Stay at this apartment in Highland. Enjoy laundry facilities, air conditioning, and an outdoor pool. Popular attractions Franklin D Roosevelt Library & Museum ... 9.8/10 Exceptional! (26 reviews) Beautiful home The home was very clean. The house was great for us. Ryan was easy to communicate with. If you’re up early enough to see the sunrise, take a look from the front yard. It was beautiful. Reviewed on Oct 10, 2024 [](https://expedia.ca/Highland-Hotels-Enjoy-A-Cozy.h78763897.Hotel-Information) [See all properties in Highland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=115050&sort=VACATION_RENTAL) 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. ## Check Highland hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=2026-04-01&endDate=2026-04-02)[Apr 1 - Apr 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=2026-04-01&endDate=2026-04-02) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=2026-04-02&endDate=2026-04-03)[Apr 2 - Apr 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=2026-04-02&endDate=2026-04-03) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[Apr 3 - Apr 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026)[Apr 10 - Apr 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026) ### Popular places to visit ![Highland, New York: Ruins of the Dr. Charles H. Roberts estate, in Franny Reese State Park.](https://images.trvl-media.com/place/637211830396440576/7dd5fc21-896a-4e12-bae6-afd27f78b80e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Franny Reese State Park You can take time to visit Franny Reese State Park during your travels to Highland. Stroll along the riverfront or discover the mountain views in this family-friendly area. [](https://expedia.ca/Franny-Reese-State-Park-Poughkeepsie.d637211830396440576.Vacation-Attraction) #### 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. [](https://expedia.ca/Franklin-D-Roosevelt-Library-Museum-Highland.d553248621533116643.Vacation-Attraction) #### Apple Greens Golf Course Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area. [](https://expedia.ca/Apple-Greens-Golf-Course-Highland.d553248621559724941.Vacation-Attraction) ### Things to do ![Bear Mountain State Park+ BeaconTown 1-Day Tour From NY](https://mediaim.expedia.com/localexpert/50302489/1ceb0837-f410-471c-80a4-908b6cbc0dd2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bear Mountain State Park+ BeaconTown 1-Day Tour From NY CA $129 per adult [](https://expedia.ca/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details) [See all activities in Highland](https://expedia.ca/Things-To-Do-In-Highland.d115050.Travel-Guide-Activities) ## Cities near Highland ![Serpentine Gallery in Hyde Park](https://images.trvl-media.com/place/117834/533275d8-b9b2-4721-a987-03247f6d48fd.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hyde Park ![Poughkeepsie](https://images.trvl-media.com/place/6056317/3d0b867b-2959-4515-978a-1c7785c0358a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Poughkeepsie ![Stock Image](https://images.trvl-media.com/place/3000448556/9fad0e90-711c-4e33-a7b0-73b64eff3043.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Marlboro - Cities near Highland - Places of interest [Hyde Park](https://expedia.ca/Hyde-Park.dx117834)[Poughkeepsie](https://expedia.ca/Poughkeepsie.dx6056317)[Marlboro](https://expedia.ca/Marlboro.dx6173889) - [Culinary Institute of America ](https://expedia.ca/Culinary-Institute-Of-America-Hyde-Park.d6093745.Vacation-Attraction) - [Omega Institute ](https://expedia.ca/Omega-Institute-Rhinebeck.d6093759.Vacation-Attraction) - [Mohonk Preserve Visitor Center ](https://expedia.ca/Mohonk-Preserve-Visitor-Center-New-Paltz.d553248621532664628.Vacation-Attraction) - [Franklin D. Roosevelt Presidential Library and Museum ](https://expedia.ca/Franklin-D-Roosevelt-Presidential-Library-And-Museum-Hyde-Park.d6127069.Vacation-Attraction) - [Catskill State Park ](https://expedia.ca/Catskill-State-Park-New-York.d6335979.Vacation-Attraction) - [Vanderbilt Mansion National Historic Site ](https://expedia.ca/Vanderbilt-Mansion-National-Historic-Site-Hyde-Park.d6093743.Vacation-Attraction) - [Stormville Airport Antique Show & Flea Market ](https://expedia.ca/Stormville-Airport-Antique-Show-Flea-Market-Stormville.d553248621532664682.Vacation-Attraction) - [Michie Stadium ](https://expedia.ca/Michie-Stadium-West-Point.d6093735.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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