Title: Visit Highland: 2026 Travel Guide for Highland, New York | Expedia.com

[Hotels in Highland](https://expedia.com/Highland-Hotels.d115050.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.com/Highland-Vacation-Rentals.d115050.Travel-Guide-VacationRentals)[Flights to Highland](https://expedia.com/Cheap-Flights-To-Highland.d115050.Travel-Guide-Flights)[Things to do in Highland](https://expedia.com/Things-To-Do-In-Highland.d115050.Travel-Guide-Activities)[Car Rentals in Highland](https://expedia.com/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.com/Highland.d115050.Destination-Travel-Guides)

# Highland, NY

## 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)

![View from Walkway over the Hudson ](https://images.trvl-media.com/place/115050/895cf3f4-7c06-4ea8-baa5-b6eac4680a2d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![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=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

$76 nightly

$85 total

Mar 23 - Mar 24

Total with taxes and 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! (977 reviews)

The place was very clean and the staff was wonderful. Also a very nice breakfast choice included. Would stay there again.

Reviewed on Mar 16, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F23%2F2026&endDate=3%2F24%2F2026&selected=918797&PinnedHotelID=918797&HadPinnedHotel=true&regionId=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

$98 nightly

$109 total

Mar 26 - Mar 27

Total with taxes and 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! (1,009 reviews)

Pool was closed and no table pool sticks

Reviewed on Mar 17, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F26%2F2026&endDate=3%2F27%2F2026&selected=6056&PinnedHotelID=6056&HadPinnedHotel=true&regionId=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

$98 nightly

$113 total

Apr 3 - Apr 4

Total with taxes and 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)

It was a nice stay, no complaints. We will definitely stay here again next time we are in the area!

Reviewed on Mar 17, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&selected=1927088&PinnedHotelID=1927088&HadPinnedHotel=true&regionId=115050)

[See all 1,541 properties in Highland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F19%2F2026&endDate=3%2F20%2F2026&regionId=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.

![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.com/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.com/Highland-Hotels-Enjoy-A-Cozy.h78763897.Hotel-Information)

![Esopus Creek modern Tiny house Retreat!](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/d143cbe5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Esopus Creek modern Tiny house Retreat!

 Kingston NY

Stay at this vacation home in Kingston. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Thorn Preserve - Catskill Center and Ashokan ...

9.8/10 Exceptional! (72 reviews)

Easy one-night stay! Thanks!

Reviewed on Mar 14, 2026

[](https://expedia.com/Kingston-Hotels-Esopus-Creek-Modern-Tiny-House-Retreat.h98779366.Hotel-Information)

[See all properties in Highland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=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.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115050&startDate=2026-03-18&endDate=2026-03-19)[Mar 18 - Mar 19](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115050&startDate=2026-03-18&endDate=2026-03-19)

[Tomorrow night

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115050&startDate=2026-03-19&endDate=2026-03-20)[Mar 19 - Mar 20](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115050&startDate=2026-03-19&endDate=2026-03-20)

[This weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115050&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)[Mar 20 - Mar 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115050&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)

[Next weekend

](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115050&startDate=3%2F27%2F2026&endDate=3%2F29%2F2026)[Mar 27 - Mar 29](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=115050&startDate=3%2F27%2F2026&endDate=3%2F29%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.com/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.com/Franklin-D-Roosevelt-Library-Museum-Highland.d553248621533116643.Vacation-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.com/Berean-Park-Beach-Poughkeepsie.d553248635983990486.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

$94

per adult

[](https://expedia.com/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details)

[See all activities in Highland](https://expedia.com/Things-To-Do-In-Highland.d115050.Travel-Guide-Activities)

## Cities near Highland

![New Paltz which includes a city](https://images.trvl-media.com/place/8932/62ec301b-4af8-4408-8da6-8217a53f7d29.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### New Paltz

![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 which includes fall colors and a river or creek](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

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- [Walkway Over the Hudson State Historic Park ](https://www.expedia.com/Walkway-Over-The-Hudson-State-Historic-Park-New-York.d6222117.Vacation-Attraction)
- [Visit Poughkeepsie Waterfront ](https://www.expedia.com/Poughkeepsie-Waterfront.dx6338910)
- [Marist College ](https://www.expedia.com/Marist-College-Poughkeepsie.d6158002.Vacation-Attraction)
- [Poughkeepsie Bridge ](https://www.expedia.com/Poughkeepsie-Bridge-Poughkeepsie.d6093751.Vacation-Attraction)
- [Visit Poughkeepsie ](https://www.expedia.com/Poughkeepsie.dx6056317)
- [Mid-Hudson Children's Museum ](https://www.expedia.com/Mid-Hudson-Childrens-Museum-Poughkeepsie.d6219979.Vacation-Attraction)
- [Mid-Hudson Bridge ](https://www.expedia.com/Mid-Hudson-Bridge-Poughkeepsie.d6093747.Vacation-Attraction)
- [Mid-Hudson Civic Center ](https://www.expedia.com/Mid-Hudson-Civic-Center-Poughkeepsie.d6258643.Vacation-Attraction)
- [Mccann Ice Arena ](https://www.expedia.com/McCann-Ice-Arena-Poughkeepsie.d6258639.Vacation-Attraction)
- [Bardavon 1869 Opera House ](https://www.expedia.com/Bardavon-1869-Opera-House-Poughkeepsie.d6093749.Vacation-Attraction)
- [Poughkeepsie Vacations ](https://www.expedia.com/Poughkeepsie.d6056317.Destination-Travel-Guides)

- [Car rentals near Marist College ](https://www.expedia.com/Car-Rentals-In-Marist-College.d6158002.Car-Rental-Guide)
- [Pickup Car Rentals near Marist College ](https://www.expedia.com/Pickup-Car-Rentals-In-Marist-College.d6158002-tPickup.Car-Rental-Guide-Class)
- [Car rentals near Poughkeepsie ](https://www.expedia.com/Car-Rentals-In-Poughkeepsie.d6056317.Car-Rental-Guide)
- [Car rentals near Poughkeepsie Waterfront ](https://www.expedia.com/Car-Rentals-In-Poughkeepsie-Waterfront.d6338910.Car-Rental-Guide)
- [Avis Rental Cars in Poughkeepsie Waterfront ](https://www.expedia.com/Avis-Car-Rentals-In-Poughkeepsie-Waterfront.d6338910-c41.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Poughkeepsie ](https://www.expedia.com/Enterprise-Car-Rentals-In-Poughkeepsie.d6056317-c15.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Poughkeepsie ](https://www.expedia.com/Hertz-Car-Rentals-In-Poughkeepsie.d6056317-c40.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Poughkeepsie ](https://www.expedia.com/Budget-Car-Rentals-In-Poughkeepsie.d6056317-c39.Car-Rental-Guide-Suppliers)
- [Rent A Wreck Rental Cars in Poughkeepsie ](https://www.expedia.com/Rent-A-Wreck-Car-Rentals-In-Poughkeepsie.d6056317-c33.Car-Rental-Guide-Suppliers)
- [Thrifty Car Rental Rental Cars in Poughkeepsie ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Poughkeepsie.d6056317-c45.Car-Rental-Guide-Suppliers)
- [Alamo Rent A Car Rental Cars in Poughkeepsie ](https://www.expedia.com/Alamo-Rent-A-Car-Car-Rentals-In-Poughkeepsie.d6056317-c6.Car-Rental-Guide-Suppliers)
- [Avis Rental Cars in Poughkeepsie ](https://www.expedia.com/Avis-Car-Rentals-In-Poughkeepsie.d6056317-c41.Car-Rental-Guide-Suppliers)
- [National Car Rental Rental Cars in Poughkeepsie ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Poughkeepsie.d6056317-c42.Car-Rental-Guide-Suppliers)
- [Luxury Car Rentals in Poughkeepsie ](https://www.expedia.com/Luxury-Car-Rentals-In-Poughkeepsie.d6056317-tLuxury.Car-Rental-Guide-Class)
- [Convertible Car Rentals in Poughkeepsie ](https://www.expedia.com/Convertible-Car-Rentals-In-Poughkeepsie.d6056317-tConvertible.Car-Rental-Guide-Class)
- [Sixt Rental Cars in Poughkeepsie ](https://www.expedia.com/Sixt-Car-Rentals-In-Poughkeepsie.d6056317-c35.Car-Rental-Guide-Suppliers)

- [Poughkeepsie Vacation Rentals ](https://www.expedia.com/Poughkeepsie-Vacation-Rentals.d6056317.Travel-Guide-VacationRentals)

- [Things to do in Poughkeepsie ](https://www.expedia.com/Things-To-Do-In-Poughkeepsie.d6056317.Travel-Guide-Activities)

- Cities near Highland
- Places of interest

[New Paltz](https://expedia.com/New-Paltz.dx8932)[Hyde Park](https://expedia.com/Hyde-Park.dx117834)[Poughkeepsie](https://expedia.com/Poughkeepsie.dx6056317)[Marlboro](https://expedia.com/Marlboro.dx6173889)[Milton](https://expedia.com/Milton.dx6288971)[Clintondale](https://expedia.com/Clintondale.dx3000448227)[Plattekill](https://expedia.com/Plattekill.dx3000449428)[Wallkill](https://expedia.com/Wallkill.dx3000449847)

- [Walkway Over the Hudson State Historic Park ](https://expedia.com/Walkway-Over-The-Hudson-State-Historic-Park-New-York.d6222117.Vacation-Attraction)
- [Franklin D Roosevelt Library & Museum ](https://expedia.com/Franklin-D-Roosevelt-Library-Museum-Highland.d553248621533116643.Vacation-Attraction)
- [Vassar College ](https://expedia.com/Vassar-College-Arlington.d6085394.Vacation-Attraction)
- [Culinary Institute of America ](https://expedia.com/Culinary-Institute-Of-America-Hyde-Park.d6093745.Vacation-Attraction)
- [Mohonk Lake ](https://expedia.com/Mohonk-Lake-High-Falls.d3000449102.Vacation-Attraction)
- [United States Military Academy ](https://expedia.com/United-States-Military-Academy-New-York.d6093733.Vacation-Attraction)
- [Marist College ](https://expedia.com/Marist-College-Poughkeepsie.d6158002.Vacation-Attraction)
- [Omega Institute ](https://expedia.com/Omega-Institute-Rhinebeck.d6093759.Vacation-Attraction)
- [Bard College ](https://expedia.com/Bard-College-Annandale-on-Hudson.d6093753.Vacation-Attraction)
- [Minnewaska State Park ](https://expedia.com/Minnewaska-State-Park-New-York.d6238770.Vacation-Attraction)
- [Mohonk Preserve Visitor Center ](https://expedia.com/Mohonk-Preserve-Visitor-Center-New-Paltz.d553248621532664628.Vacation-Attraction)
- [Dia Beacon ](https://expedia.com/Dia-Beacon-Beacon.d6093761.Vacation-Attraction)
- [Hudson River ](https://expedia.com/Hudson-River-New-York.d681942362185793536.Vacation-Attraction)
- [SplashDown Beach ](https://expedia.com/SplashDown-Beach-Fishkill.d6203288.Vacation-Attraction)
- [Franklin D. Roosevelt Presidential Library and Museum ](https://expedia.com/Franklin-D-Roosevelt-Presidential-Library-And-Museum-Hyde-Park.d6127069.Vacation-Attraction)
- [Dutchess County Fairgrounds ](https://expedia.com/Dutchess-County-Fairgrounds-Rhinebeck-Village.d6258676.Vacation-Attraction)
- [Catskill State Park ](https://expedia.com/Catskill-State-Park-New-York.d6335979.Vacation-Attraction)
- [Angry Orchard ](https://expedia.com/Angry-Orchard-Walden.d553248635998039554.Vacation-Attraction)
- [Resorts World Hudson Valley ](https://expedia.com/Resorts-World-Hudson-Valley-Newburgh.d797220885565497344.Vacation-Attraction)
- [Mount Saint Mary's College Newburgh ](https://expedia.com/Mount-Saint-Marys-College-Newburgh-Newburgh.d6182268.Vacation-Attraction)
- [Vanderbilt Mansion National Historic Site ](https://expedia.com/Vanderbilt-Mansion-National-Historic-Site-Hyde-Park.d6093743.Vacation-Attraction)
- [Brotherhood Winery ](https://expedia.com/Brotherhood-Winery-Washingtonville.d6171741.Vacation-Attraction)
- [Mid-Hudson Civic Center ](https://expedia.com/Mid-Hudson-Civic-Center-Downtown-Poughkeepsie.d6258643.Vacation-Attraction)
- [Wing's Castle ](https://expedia.com/Wings-Castle-Millbrook.d553248621532664779.Vacation-Attraction)
- [Stormville Airport Antique Show & Flea Market ](https://expedia.com/Stormville-Airport-Antique-Show-Flea-Market-Stormville.d553248621532664682.Vacation-Attraction)
- [Hudson Highlands State Park ](https://expedia.com/Hudson-Highlands-State-Park-New-York.d6093763.Vacation-Attraction)
- [Michie Stadium ](https://expedia.com/Michie-Stadium-West-Point.d6093735.Vacation-Attraction)
- [Shawangunk Mountains ](https://expedia.com/Shawangunk-Mountains-Gardiner.d553248621532664627.Vacation-Attraction)
- [Storm King Art Center ](https://expedia.com/Storm-King-Art-Center-Cornwall.d6148010.Vacation-Attraction)

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