Title: Highland Travel Guide: Best of Highland, New York Travel 2026 | Expedia.co.uk [Hotels in Highland](https://expedia.co.uk/Highland-Hotels.d115050.Travel-Guide-Hotels)[Holiday Rentals in Highland](https://expedia.co.uk/Highland-Holiday-Rentals.d115050.Travel-Guide-HolidayRentals)[Highland Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Highland.d115050.Car-Hire-Guide)[Highland Holidays](https://expedia.co.uk/Highland.d115050.Holidays-City-Breaks) # Highland Travel Guide ## Tourist Guide ![Photo by Karen Wirtz](https://mediaim.expedia.com/destination/2/8639fd6b72242b4bb7d3755307a419d9.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Karen Wirtz](https://mediaim.expedia.com/destination/2/8639fd6b72242b4bb7d3755307a419d9.jpg) ![Photo by Allison Alano Flores](https://mediaim.expedia.com/destination/2/6dc7ddb6a06f45402a6d718ee0bf658d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Allison Alano Flores](https://mediaim.expedia.com/destination/2/6dc7ddb6a06f45402a6d718ee0bf658d.jpg) ## Visit Highland Things to do - Top hotels in Highland - Top Holiday Rentals 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=340&ch=150) ### SureStay Plus Hotel by Best Western Highland Poughkeepsie 3423 US Highway 9W Highland NY £63 1 Feb - 2 Feb includes taxes & fees 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 the clean ... 7.6/10 Good! (957 reviews) Super clean Reviewed on 15 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&selected=918797&PinnedHotelID=918797&HadPinnedHotel=true®ionId=115050) ![Our home is perfect for relaxing and having lots of fun, with near by activity’s](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1267h816x1y0-efb023de_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Our home is perfect for relaxing and having lots of fun, with near by activity’s Highland NY Stay at this family-friendly holiday home in Highland. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Apple Greens Golf Course and Paintball ... 9.4/10 Exceptional! (11 reviews) Great place to stay! Communication was great, beds are SUPER comfortable and the separate heating/cooling in each room is nice. The living room doesn't have enough seeing for it to be the hangout spot, so lots of kitchen conversations :) The piano was a fun addition and we had some fun musical moments. ... Reviewed on 25 Nov 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=02%2F02%2F2026&endDate=03%2F02%2F2026&selected=96402683&PinnedHotelID=96402683&HadPinnedHotel=true®ionId=115050) [](https://expedia.co.uk/Hotel-Search?startDate=02%2F02%2F2026&endDate=03%2F02%2F2026&selected=96402683&PinnedHotelID=96402683&HadPinnedHotel=true®ionId=115050) ![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Poughkeepsie 2641 South Road/Route 9 Poughkeepsie NY £75 3 Feb - 4 Feb includes taxes & fees Stay at this business-friendly hotel in Poughkeepsie. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ... 8.8/10 Excellent! (1,010 reviews) The room was clean and the staff was nice, the location was a bit in the middle of nowhere but I liked the quiet and there was plenty of food options around! Overall a great place to stay Reviewed on 13 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=03%2F02%2F2026&endDate=04%2F02%2F2026&selected=5910&PinnedHotelID=5910&HadPinnedHotel=true®ionId=115050) [See all 1,540 properties in Highland](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=20%2F01%2F2026&endDate=21%2F01%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. ![Our home is perfect for relaxing and having lots of fun, with near by activity’s](https://images.trvl-media.com/lodging/97000000/96410000/96402700/96402683/w1267h816x1y0-efb023de_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Our home is perfect for relaxing and having lots of fun, with near by activity’s Highland NY Stay at this family-friendly holiday home in Highland. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Apple Greens Golf Course and Paintball ... 9.4/10 Exceptional! (11 reviews) Great place to stay! Communication was great, beds are SUPER comfortable and the separate heating/cooling in each room is nice. The living room doesn't have enough seeing for it to be the hangout spot, so lots of kitchen conversations :) The piano was a fun addition and we had some fun musical moments. ... Reviewed on 25 Nov 2025 [](https://expedia.co.uk/Highland-Hotels-Our-Home-Is-Perfect-For-Relaxing-And-Having-Lots-Of-Fun.h96402683.Hotel-Information) ![Streamside Cottage Half Mile to Town of Woodstock](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/87bd4bba_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Streamside Cottage Half Mile to Town of Woodstock Woodstock NY Stay at this cottage in Woodstock. Enjoy free Wi-Fi, a garden and patios. Our guests praise the property condition in their reviews. Popular attractions Woodstock ... 9.8/10 Exceptional! (235 reviews) The view in the snow was absolutely gorgeous and the size of the accommodations was perfect! Reviewed on 4 Jan 2026 [](https://expedia.co.uk/Woodstock-Hotels-Streamside-Cottage-Half-Mile-To-Town-Of-Woodstock.h34340496.Hotel-Information) ![Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo Fishkill NY Stay at this holiday home in Fishkill. Enjoy a garden, laundry facilities and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ... 9.4/10 Exceptional! (54 reviews) Lovely home - entire first floor with 3 bedrooms and 3 baths. Home was clean, well-stocked and easily accessible. Owners communicated quickly and were very helpful Highly recommend. Reviewed on 4 Jan 2026 [](https://expedia.co.uk/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information) [See all properties in Highland](https://expedia.co.uk/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.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=2026-01-19&endDate=2026-01-20)[19 Jan - 20 Jan](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=2026-01-19&endDate=2026-01-20) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=2026-01-20&endDate=2026-01-21)[20 Jan - 21 Jan](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=2026-01-20&endDate=2026-01-21) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=23%2F01%2F2026&endDate=25%2F01%2F2026)[23 Jan - 25 Jan](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=23%2F01%2F2026&endDate=25%2F01%2F2026) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=30%2F01%2F2026&endDate=01%2F02%2F2026)[30 Jan - 1 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=115050&startDate=30%2F01%2F2026&endDate=01%2F02%2F2026) ### Popular places to visit #### 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 holiday in Highland. While you're in the area, stroll along the riverfront. [](https://expedia.co.uk/Franklin-D-Roosevelt-Library-Museum-Highland.d553248621533116643.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.co.uk/Apple-Greens-Golf-Course-Highland.d553248621559724941.Attraction) #### 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. [](https://expedia.co.uk/Berean-Park-Beach-Poughkeepsie.d553248635983990486.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 £66 per adult [](https://expedia.co.uk/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details) [See all activities in Highland](https://expedia.co.uk/Things-To-Do-In-Highland.d115050.Travel-Guide-Activities) ## Cities near Highland ![New Paltz which includes a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92714-New-Paltz.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### New Paltz ![Franklin D. Roosevelt Presidential Library and Museum showing heritage architecture and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92764-Franklin-D-Roosevelt-Presidential-Library-And-Museum.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hyde Park ![Poughkeepsie which includes autumn colours and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59985-Poughkeepsie.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Poughkeepsie - Cities near Highland - Places of interest [New Paltz](https://expedia.co.uk/New-Paltz.dx8932)[Hyde Park](https://expedia.co.uk/Hyde-Park.dx117834)[Poughkeepsie](https://expedia.co.uk/Poughkeepsie.dx6056317) - [Omega Institute ](https://expedia.co.uk/Omega-Institute-Rhinebeck.d6093759.Attraction) - [Culinary Institute of America ](https://expedia.co.uk/Culinary-Institute-Of-America-Hyde-Park.d6093745.Attraction) - [Marist College ](https://expedia.co.uk/Marist-College-Poughkeepsie.d6158002.Attraction) - [Franklin D. Roosevelt Presidential Library and Museum ](https://expedia.co.uk/Franklin-D-Roosevelt-Presidential-Library-And-Museum-Hyde-Park.d6127069.Attraction) - [Vanderbilt Mansion National Historic Site ](https://expedia.co.uk/Vanderbilt-Mansion-National-Historic-Site-Hyde-Park.d6093743.Attraction) - [Brotherhood Winery ](https://expedia.co.uk/Brotherhood-Winery-Washingtonville.d6171741.Attraction) - [SplashDown Beach ](https://expedia.co.uk/SplashDown-Beach-Fishkill.d6203288.Attraction) - [Hyde Park Station ](https://expedia.co.uk/Hyde-Park-Station-Hyde-Park.d553248621532664722.Attraction) - [Stormville Airport Antique Show & Flea Market ](https://expedia.co.uk/Stormville-Airport-Antique-Show-Flea-Market-Stormville.d553248621532664682.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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