Find hotels in Highland, NY from Rp1.430.802

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland hotels

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (957 reviews)
"Was a great stay! "
United States
Alane
The price is Rp1.277.502
Rp1.430.802 total
includes taxes & fees
1 Feb - 2 Feb
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Hotel Kinsley

Hotel Kinsley
3.5 star property
Stockade District
9.0 out of 10, Wonderful, (338 reviews)
"Would absolutely stay here again - lovey getaway at a great hotel. The room was clean with great attention to detail (we loved the Frette linens). Our room had a fireplace which made the room feel cozy and made for the perfect winter night stay. "
United States
Danielle
The price is Rp3.498.986
Rp4.594.346 total
includes taxes & fees
20 Jan - 21 Jan
Hotel Kinsley

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,002 reviews)
"Everything was great"
United States
Ann
The price is Rp1.851.660
Rp2.094.690 total
includes taxes & fees
21 Jan - 22 Jan
HYATT house Fishkill/Poughkeepsie

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (168 reviews)
"Great stay! Well decorated and a beautiful building walking distance from shops restos and the beautiful downtown. The host was waiting to greet us even though we were quite late to check in. Would stay again!"
United States
Ema
The price is Rp1.587.378
Rp2.723.535 total
includes taxes & fees
20 Jan - 21 Jan
The Wiltwyck

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
2.5 star property
Fishkill
8.4 out of 10, Very good, (1,002 reviews)
"Great customer service and breakfast was excellent "
United States
Dennis
The price is Rp1.857.570
Rp2.147.815 total
includes taxes & fees
26 Jan - 27 Jan
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (737 reviews)
"Yes everything was superb "
United States
Joe
The price is Rp1.779.890
Rp2.013.501 total
includes taxes & fees
21 Jan - 22 Jan
Courtyard by Marriott Fishkill

Minnewaska Lodge

Minnewaska Lodge
3.0 star property
Gardiner
9.0 out of 10, Wonderful, (535 reviews)
"Superb lodge resort situated in a State Park near New Paltz. Great staff, beautiful rooms, amazing vreakfast"
United States
Allan
The price is Rp2.239.216
Rp2.758.491 total
includes taxes & fees
20 Jan - 21 Jan
Minnewaska Lodge

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (403 reviews)
"Rooms were clean, staff was friendly and breakfast was good."
United States
Carole
The price is Rp1.607.642
Rp1.866.874 total
includes taxes & fees
26 Jan - 27 Jan
Home2 Suites By Hilton Poughkeepsie

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (681 reviews)
"Location was great & staying at a historic hotel was delightful."
United States
Bobby
The price is Rp2.279.745
Rp3.017.855 total
includes taxes & fees
20 Jan - 21 Jan
The Thayer Hotel at West Point

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (223 reviews)
"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
The price is Rp4.015.053
Rp5.155.432 total
includes taxes & fees
26 Jan - 27 Jan
Woodstock Way Hotel

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (195 reviews)
"Staff very accommodating, great vibe and location. "
United States
Lynn
The price is Rp2.178.423
Rp2.439.834 total
includes taxes & fees
25 Jan - 26 Jan
Twin Gables of Woodstock

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (441 reviews)
"There was zero hot water for showers and you could not sit in the dining area because the area was about 40 degrees. "
United States
Eric
The price is Rp1.619.801
Rp1.832.400 total
includes taxes & fees
23 Jan - 24 Jan
Best Western Plus The Inn & Suites At The Falls

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.8 out of 10, Good, (509 reviews)
"Clean simple room for one or two nights"
United States
jamie
The price is Rp1.564.581
Rp1.816.870 total
includes taxes & fees
26 Jan - 27 Jan
Quality Inn Poughkeepsie

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1,003 reviews)
"Great place to stay a"
United States
Nicole
The price is Rp1.451.902
Rp1.700.541 total
includes taxes & fees
25 Jan - 26 Jan
DoubleTree by Hilton Poughkeepsie Convention Center

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.6 out of 10, Exceptional, (95 reviews)
"Great property, room, location & staff."
United States
Joseph
The price is Rp2.526.295
Rp2.829.448 total
includes taxes & fees
11 Feb - 12 Feb
The Herwood Inn

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,000 reviews)
"Clean room, nice amenities, great service, amazing staff"
United States
Xavier
The price is Rp1.621.152
Rp1.882.562 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express Poughkeepsie by IHG

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,000 reviews)
"We stay at this property every time we visit family in the area"
United States
Joshua
The price is Rp1.924.780
Rp2.235.152 total
includes taxes & fees
26 Jan - 27 Jan
Homewood Suites by Hilton Poughkeepsie

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,001 reviews)
"Room was clean and staff was very friendly. "
United States
Maureen
The price is Rp2.063.254
Rp2.310.844 total
includes taxes & fees
26 Jan - 27 Jan
Hampton Inn by Hilton New Paltz

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay!!"
United States
Anita
The price is Rp1.923.429
Rp2.154.240 total
includes taxes & fees
21 Jan - 22 Jan
Courtyard by Marriott Kingston

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (825 reviews)
"Very good facilities and excellent service and enjoyed our time at the Hotel."
United States
Tanvish
The price is Rp2.138.739
Rp2.395.389 total
includes taxes & fees
25 Jan - 26 Jan
Residence Inn by Marriott Kingston
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Highland attractions

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.

Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Top Highland Hotel Reviews

More cheap stays in Highland

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland is perfect for outdoor enthusiasts, offering activities like skiing and hiking amidst stunning scenery.
  • Historic Sites: Explore significant historic landmarks and charming properties that reflect the area's rich heritage.
  • Family-Friendly Atmosphere: Enjoy sunny weather and engaging activities, making it ideal for family outings.
  • Scenic Views: Wander along Alta Linea and Broadway Road for breathtaking city vistas.
  • Diverse Accommodation: Choose from boutique hotels and agritourism options to suit every traveler's needs.

Find great hotels near Highland

Discover a range of delightful accommodation options in Highland, New York, from charming boutique hotels to agritourism properties. Whether you're seeking a pet-friendly stay, planning a business trip, or looking for an adventure getaway, you'll find amenities like air conditioning and banquet facilities to enhance your experience. Highland promises a warm welcome for every type of traveller.

  • Comfort Suites Fishkill near Interstate 84: Nestled 22.5km from Highland, Comfort Suites Fishkill offers a warm and welcoming atmosphere, particularly for LGBTQIA travellers and business professionals alike. This hotel prides itself on being inclusive and is affiliated with LGBTQI travel guides. Guests can enjoy well-appointed suites complete with modern conveniences, a complimentary breakfast, and a fitness centre to unwind after a busy day. Ideal for both short and extended stays, this accommodation combines comfort with convenience for a memorable vacation experience.
  • Courtyard by Marriott Poughkeepsie: Located a mere 6.4km from Highland, the Courtyard by Marriott Poughkeepsie is a 3-star hotel that caters to both adventure seekers and business travellers. This property is particularly LGBTQIA welcoming and offers an array of thrilling activities, including mountain biking, hiking, and rock climbing nearby. Guests can revel in spacious rooms designed for relaxation, while the on-site bistro provides a delightful dining experience. With its focus on adventure and comfort, this hotel is perfect for those looking to blend work and play.
  • Quality Inn Poughkeepsie: Just 6.4km from Highland, the Quality Inn Poughkeepsie offers a straightforward and comfortable accommodation option for business travellers. This hotel features essential amenities such as complimentary breakfast, Wi-Fi, and spacious rooms designed for relaxation and productivity. Its convenient location makes it easy to explore nearby attractions, ensuring guests have everything they need for a pleasant stay. With a commitment to value and comfort, Quality Inn is an excellent choice for those on a work trip.

Where to stay near Highland

Highland, New York, is a haven for outdoor enthusiasts and those seeking scenic beauty. Discover the charm of historic properties while exploring Alta Linea and Broadway Road, which offer stunning city views and a friendly atmosphere. Perfect for families, visitors can enjoy sunny weather and relaxing surroundings, making it an ideal destination for a memorable getaway. Venture into nearby regions to experience the delightful blend of family-friendly vibes and picturesque landscapes.

  • Poughkeepsie: Nestled merely 3.2km from Highland, Poughkeepsie is a vibrant city known for its outdoor adventures and family-friendly experiences. The city sees consistent visitor traffic throughout the year, with peak seasons in July to August and October. Travellers flock here for its educational institutions and shopping areas, making it a hub for both leisure and learning. Notable attractions include a historic and modern college university, as well as a picturesque lake that offers ample opportunities for relaxation and recreation.
  • New Paltz: Located 11.3km away from Highland, New Paltz is a charming city celebrated for its stunning scenery and outdoor pursuits. Visitors are drawn to its recreational areas and ski fields, especially during peak times in April and from August to September. The city's natural beauty is complemented by its proximity to lakes, mountains, and nature reserves, making it an ideal destination for adventure seekers and nature lovers alike. Explore the trails and enjoy the breathtaking views that New Paltz has to offer.
  • Hyde Park: Situated 6.4km from Highland, Hyde Park is a city rich in culture and family-oriented activities. With a steady influx of visitors, particularly from June to July and September, it offers a blend of outdoor experiences and educational opportunities. Guests can enjoy its local shopping areas and skiing options, while key attractions include historic and modern college universities alongside a scenic lake. Hyde Park is the perfect locale for those wishing to immerse themselves in both history and nature.

Things to do in and around Highland

Highland, New York, is an ideal destination for outdoor enthusiasts seeking adventure and stunning scenery. Visitors can engage in educational activities, enjoy skiing, and explore the local ski fields. With its natural beauty and recreational offerings, Highland promises a memorable vacation experience for those looking to immerse themselves in the great outdoors.

Shopping

The nearest shopping destination is Poughkeepsie Galleria, just 11.3km away, offering a mix of entertainment and family-friendly vibes. If you're up for a drive, the Hudson Valley Mall at 111.3km features more shopping options, while the Stormville Airport Antique Show & Flea Market, located 24.1km away, is great for unique finds.

Recreation

Enjoy a lively evening at Bananas Comedy Club, just 9.7km away, where family-friendly laughter awaits. For a refreshing outdoor experience, visit Apple Greens Golf Course, offering beautiful landscapes for sports enthusiasts. Additionally, unwind at Richard L. Skimin Memorial Baseball Field, located 4.8km away, perfect for relaxation.

Adventure

Experience thrilling paintball action at Paintball Sports, located 11.3km from Highland, where adrenaline and strategy collide. Enjoy a family-friendly adventure at North Landing Beach campground, also 11.3km away, with outdoor activities perfect for creating lasting memories. For a scenic hike, visit Labyrinth Trailhead, situated 17.7km from Highland.

Nightlife

Your nightlife experience in Highland offers a blend of culture and romance at Chance Theater, just 3.2km away. For a family-friendly cinematic adventure, visit Overlook Drive-In Theater, 8.0km away. If you seek thrilling fun, head to Fun Central, an arcade adventure zone located 14.5km away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Highland

For a budget-friendly trip to Highland, New York, consider visiting between January and March when accommodation prices are lower, and aim for a Tuesday stay, the cheapest day. Use Expedia to filter your search for cost-effective hotels and consider bundling your hotel, flight, and activities for additional savings. Explore free local attractions to enjoy the area without spending much. Be sure to arrange your search results by price to find the best deals, ensuring you get the most value for your money during your visit.

  • 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 August to 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: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from low to high.
  • Consider bundling your trip: You can enjoy savings by combining your hotel reservations in the Highlands with your flights and activities through an Expedia package.

Find the best attractions near Highland

Highland offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal destination for tourists seeking cultural and family experiences. Visitors can explore a variety of attractions, including modern colleges and universities, historic bridges, and significant historic sites. Whether you're after a leisurely stroll or a more adventurous outing, Highland has something to cater to every traveler's interests.

  • Culinary Institute of America: Immerse yourself in the world of gastronomy at this prestigious institution, renowned for its culinary arts programmes. Experience the vibrant culture as you stroll through its historic campus, and perhaps indulge in a meal at one of its student-run restaurants, showcasing exceptional culinary talent.
  • Marist College: A modern campus nestled along the Hudson River, Marist College offers urban vibes with its contemporary architecture and scenic views. Explore the grounds and enjoy the lively atmosphere, enhanced by various cultural events and activities throughout the year.
  • Walkway Over the Hudson State Historic Park: Stroll along this impressive elevated bridge, which provides stunning views of the Hudson River. The park’s cultural significance is complemented by its walking paths and educational displays, making it a perfect spot for leisurely exploration.

Best time to go to Highland

The best time to visit Highland is dependent 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.8°F (-2.9°C)Light RainMostly SunnyModerately LowSlightly Low
February28.6°F (-1.9°C)Light RainMostly SunnyAverageSlightly Low
March36.3°F (2.4°C)Light RainMostly SunnyModerately HighSlightly Low
April48.0°F (8.9°C)Light RainMostly SunnyModerately HighAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverageAverage
June67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
July73.2°F (22.9°C)Light RainMostly SunnyModerately HighAverage
August71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageSlightly High
October52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly High
November40.6°F (4.8°C)Light RainMostly SunnyModerately LowAverage
December32.7°F (0.4°C)Light RainMostly SunnyModerately LowAverage

The nearest major airports for your trip to Highland

When planning your visit to Highland, New York, the nearest major airports include White Plains (HPN-Westchester County), located 75.6km away, and Newburgh (SWF-Stewart International), just 27.4km from Highland. Near White Plains, consider the J House Greenwich, a 4-star hotel 11.3km from the airport, or the Sleepy Hollow Hotel, also 12.9km away. For Newburgh, The Crossroads Hotel is a 3-star option just 3.2km from the airport, while Comfort Suites Fishkill is 14.5km distant. Danbury (DXR-Danbury Municipal) is another option, situated 54.7km away, with hotels like Maron Hotel And Suites close by.

Frequently asked questions

What's the best place for a stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and free parking. Other good options for your trip to the area are Courtyard by Marriott Poughkeepsie and Residence Inn by Marriott Kingston. See all available top hotels, or vacation rentals in Highland.
If I need to cancel my hotel reservation in Highland, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
What's the best dog-friendly hotel in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is a top dog-friendly hotel, and offers laundry facilities along with WiFi for its human guests. See more pet-friendly hotel accommodations in Highland.
What are some accommodation options with pools in Highland?
Hampton Inn & Suites Poughkeepsie: Offers a snack bar/deli, an indoor pool and buffet. Hampton Inn by Hilton New Paltz and Hyatt Place Poughkeepsie / Hudson Valley are a couple of other choices that feature an on-site pool. View all hotels with pools in Highland.
What's it like to stay in Highland?
Families enjoy visiting Highland, although all visitors will definitely find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 39 hotels and other accommodation options to choose from. Find out more about Highland.
What should I do while I'm visiting Highland?
The picturesque setting of Walkway Over the Hudson State Historic Park and Berean Park Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Franklin D Roosevelt Library & Museum and Franny Reese State Park. Take a look at what more there is to see and do in Expedia's Highland guide.
What's the seasonal weather like in Highland?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

Explore a world of travel with Expedia