Highland Hotels

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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, (1,002 reviews)
"Staff were very pleasant, breakfast was good, safe parking and very clean room."
United States
Leonor
The price is P5,716
P6,402 total
includes taxes & fees
Jun 2 - Jun 3
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,003 reviews)
"Have stayed here multiple times over the last several years. Always a great stay."
United States
Michael
The price is P6,476
P7,253 total
includes taxes & fees
Jun 2 - Jun 3
Americas Best Value Inn New Paltz

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (165 reviews)
"A quaint inn with lovely breakfast. Rooms are small. Bed was comfortable but our room faced the street which was noisy."
United States
Renee
The price is P6,321
P7,365 total
includes taxes & fees
May 26 - May 27
Borland House Inn

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean, comfortable, safe, nice breakfast"
United States
Brett
The price is P6,219
P7,191 total
includes taxes & fees
Jun 9 - Jun 10
Quality Inn & Suites Fishkill South near I-84

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, (469 reviews)
"Very happy with our stay. Place was clean surrounding area was good (love the sound of rushing water outside the hotel courtesy of the falls!), and it's rare to find a place that includes bacon and eggs as part of its complimentary breakfast."
United States
Brian
The price is P6,461
P7,309 total
includes taxes & fees
Jun 1 - Jun 2
Best Western Plus The Inn & Suites At The Falls

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (192 reviews)
"Enjoyed my stay. Nice hosts and conveniently located to central Kingston"
United States
William
The price is P5,219
P9,301 total
includes taxes & fees
May 26 - May 27
The Wiltwyck

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.2 out of 10, Very Good, (104 reviews)
"Easy check in, comfortable bed, minimal breakfast but enough to get us going."
United States
William
The price is P5,716
P6,609 total
includes taxes & fees
Jun 16 - Jun 17
Spark by Hilton Fishkill

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (1 review)
"Loved this house and the quiet respite in the woods. It is a bit far from the village, but so lovely. Spacious suites are comfortable and bathroom is beautiful. The bed was wonderful. The staff was kind and gracious. Will visit again!"
United States
Andrea
The price is P12,018
P13,596 total
includes taxes & fees
May 26 - May 27
The Harlow House

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (863 reviews)
"the breakfast was ok, parking felt safe even though a part a it was not well lighted. "
United States
France
The price is P6,478
P7,328 total
includes taxes & fees
Jun 21 - Jun 22
Holiday Inn Express & Suites Montgomery by IHG

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (699 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is P6,786
P8,356 total
includes taxes & fees
Jun 1 - Jun 2
West Point Motel

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.2 out of 10, Wonderful, (54 reviews)
"Had the funniest reaction to this property! It’s definitely beautiful when you are not too tired to really look and understand the “rustic” farmhouse theme. Will definitely be coming back for my alone time "
United States
Vika
The price is P7,218
P11,194 total
includes taxes & fees
May 26 - May 27
Stonehill's Farmhouse

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
3.0 star property
New Paltz
9.4 out of 10, Exceptional, (89 reviews)
"Very nice place comfortable clean, easy check-in and checkout process"
United States
Jennifer
The price is P11,199
P15,998 total
includes taxes & fees
May 28 - May 29
Moondance Ridge Bed & Breakfast

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.6 out of 10, Excellent, (1,009 reviews)
"Great service and the facility was 100% great"
United States
ramon
The price is P6,842
P8,013 total
includes taxes & fees
Jun 21 - Jun 22
DoubleTree by Hilton Poughkeepsie Convention Center

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (269 reviews)
"Very affordable motel. Extremely clean, pleasant staff. Best kept secret on Rt. 9 in Phillipstown!!"
United States
James
The price is P5,861
P6,352 total
includes taxes & fees
May 26 - May 27
Countryside Motel

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh
3.0 star property
Newburgh
7.0 out of 10, Good, (761 reviews)
"Easy parking and clean room. The staff were polite and friendly. "
United States
Sarah
The price is P6,052
P7,149 total
includes taxes & fees
Jun 1 - Jun 2
The Crossroads Hotel, Newburgh

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,002 reviews)
"Awesome stay experience."
United States
Suruba
The price is P5,008
P5,916 total
includes taxes & fees
May 31 - Jun 1
Howard Johnson by Wyndham Newburgh/West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very Good, (1,004 reviews)
"Always a great stay "
United States
Janice
The price is P6,496
P7,348 total
includes taxes & fees
Jun 7 - Jun 8
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean, adequate parking, breakfast included, great location."
United States
Stephen
The price is P8,044
P9,009 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn Kingston

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,002 reviews)
"Room was very clean and comfortable."
United States
Jose
The price is P5,454
P6,108 total
includes taxes & fees
Jun 7 - Jun 8
Super 8 by Wyndham Kingston

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (407 reviews)
"Large room,comfortable beds."
United States
Nuala
The price is P7,218
P8,166 total
includes taxes & fees
May 26 - May 27
Rhinebeck Village Inn
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.
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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.

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 nature lovers, offering activities like hiking, skiing, and exploring local parks.
  • Scenic Beauty: Enjoy stunning landscapes and picturesque views that capture the essence of New York's natural charm.
  • Cultural Experiences: Discover art galleries and historic bridges, enriching your visit with local heritage.
  • Family-Friendly Atmosphere: With a variety of activities, Highland is an excellent destination for families seeking fun and relaxation.
  • Diverse Accommodation: Choose from a range of lodging options to suit every traveller's needs, ensuring a comfortable stay.

Find great hotels near Highland

Explore a variety of hotel accommodation options in Highland, New York, perfect for every type of traveller. From pet-friendly establishments to those catering to business and adventure seekers, you’ll find the ideal lodging to suit your needs. Discover the best hotels in the area, complete with top-notch amenities and positive reviews, ensuring a delightful stay in this charming locale.

  • Best Western Fishkill Inn & Suites: This 3.5-star hotel embodies a welcoming atmosphere, perfect for families and LGBTQIA travellers. Situated 22.5km from Highland, it offers a range of amenities tailored to ensure a comfortable stay for all. Guests appreciate the child-friendly services, including complimentary cribs and the pet-friendly policy that allows dogs and service animals with waived fees. The hotel’s affiliation with LGBTQI travel guides highlights its commitment to inclusivity, making it an ideal choice for diverse travellers seeking a home away from home amidst the scenic Hudson Valley.
  • HYATT house Fishkill/Poughkeepsie: A well-rounded 3-star accommodation, HYATT house Fishkill/Poughkeepsie is an excellent option for families, business travellers, and pet owners alike, located 22.5km from Highland. The hotel is designed with family convenience in mind, featuring child safety amenities like window guards and cribs at no extra charge. Pets are welcome under a variable fee policy, ensuring a flexible stay for furry companions. With well-equipped spaces for business needs and a warm, inviting atmosphere, this property provides a balanced blend of work and leisure, catering to a variety of guest preferences.
  • Hampton Inn by Hilton New Paltz: Located a mere 9.7km from Highland, Hampton Inn by Hilton New Paltz is an inviting choice for both business and leisure travellers, especially those looking for LGBTQIA-friendly accommodations. This hotel prides itself on its pet-friendly policy, offering food and water bowls for furry guests. With its proximity to local attractions and a focus on providing comfortable, functional spaces, guests can unwind after a busy day exploring the scenic beauty of New Paltz. Its warm hospitality and welcoming environment make it a standout option for any traveller.

Where to stay near Highland

Highland, New York, offers a delightful blend of outdoor adventures and stunning scenery, making it a perfect destination for a family-friendly getaway. Explore local parks, enjoy the sunny weather, and take in the relaxing atmosphere of nearby regions. With its convenient location, Highland serves as an excellent base for discovering charming neighbourhoods and vibrant communities, ensuring a memorable experience filled with friendly faces and scenic landscapes.

  • Poughkeepsie: Nestled merely 3.2km from Highland, Poughkeepsie is a vibrant city known for its blend of outdoor activities and urban charm. Visitors flock here year-round, particularly during the warmer months of July to August and the picturesque autumn in October. The city offers a rich tapestry of experiences, from exploring educational institutions to indulging in retail therapy at its shopping centres. Key attractions include a historic university and scenic lakes, making it an ideal spot for families and those looking to soak up a lively city atmosphere.
  • New Paltz: Located 11.3km from Highland, New Paltz is a haven for outdoor enthusiasts and adventure seekers. With a peak in visitors during April and the late summer to early autumn months, this charming city boasts stunning scenery and recreational offerings. The surrounding nature reserves, mountains, and lakes provide ample opportunities for hiking, skiing, and enjoying the great outdoors. Whether you’re an adrenaline junkie or simply wish to bask in nature’s beauty, New Paltz promises an unforgettable experience.
  • Hyde Park: Just 6.4km away from Highland, Hyde Park is an inviting city that seamlessly combines culture, family fun, and outdoor recreation. The peak tourist seasons occur during June to July and September, attracting visitors eager to explore its historic landmarks. Hyde Park is home to notable educational institutions and scenic lakes, alongside shopping areas and skiing venues. It’s a perfect destination for families looking to immerse themselves in culture while enjoying an array of activities in a picturesque setting.

Things to do in and around Highland

Highland, New York, is an ideal destination for outdoor enthusiasts and adventure seekers, offering stunning scenery and a variety of activities. Visitors can enjoy romantic getaways, explore art galleries, and partake in outdoor adventures. For those inclined towards sports, the local sports hall provides excellent facilities. Additionally, skiing and ski fields present thrilling winter sports options, making Highland a delightful spot for both relaxation and excitement.

Shopping

The nearest shopping destination is Poughkeepsie Galleria, 11.3km away, offering a vibrant mix of entertainment and family-friendly shops. If you're up for a drive, the Hudson Valley Mall, 111.3km away, features an array of shops and activities for all ages.

Recreation

Experience the serene outdoors at Apple Greens Golf Course, where you can enjoy a round of golf amidst beautiful landscapes. For relaxation, head to Richard L. Skimin Memorial Baseball Field, offering a peaceful park atmosphere, ideal for unwinding. Lastly, visit Bananas Comedy Club, perfect for family-friendly laughter and enjoyment.

Adventure

Experience the thrill of Paintball Sports, where you can engage in exhilarating battles just 11.3km from Highland. For a family-friendly adventure, North Landing Beach offers a charming campground, also 11.3km away. Explore the scenic Labyrinth Trailhead, an 17.7km hike perfect for outdoor enthusiasts.

Nightlife

In Highland, the Chance Theater offers a romantic cultural experience just 3.2km away, while the Overlook Drive-In Theatre provides a charming family-friendly cinema vibe 8.0km out. For those seeking adventure, Fun Central, located 14.5km away, promises excitement with its arcade atmosphere for all ages.

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

Booking tips and Expedia advantages for Highland

To save money on your visit to Highland, consider travelling between January and March for lower accommodation rates. Tuesdays are the cheapest days to stay, while Saturdays tend to be more expensive. Use Expedia’s search tool to filter for budget-friendly options, including eco-certified hotels, and to combine hotel bookings with flights for added savings. Additionally, explore free activities in the area and take advantage of walking to enjoy the scenic surroundings without the cost of public transport.

  • 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, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Highland hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Highland

Highland, New York, is an ideal destination for outdoor enthusiasts and those seeking scenic beauty. Visitors can explore a range of attractions, including a modern college, historic bridges, and notable sites. The area offers rich cultural experiences and family-friendly activities, making it perfect for those looking to immerse themselves in nature while enjoying the region's historical charm.

  • Culinary Institute of America: Immerse yourself in the culinary arts at this historic institution, renowned for its exceptional training programmes. With its charming campus, you can enjoy exquisite dining experiences prepared by students and explore the rich culture of gastronomy.
  • Mid-Hudson Civic Center: A hub for community events and conferences, this venue offers vibrant business vibes. Attend a diverse range of performances and exhibitions, making it a great spot to engage with local culture and entertainment.
  • Franklin D. Roosevelt Presidential Library and Museum: Delve into American history at this museum dedicated to the 32nd President. Discover fascinating exhibits showcasing FDR’s life and legacy, all within a serene setting that reflects his profound impact on the nation.

Best time to go to Highland

The best time to visit Highland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Highland falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Highland falls in January, 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

For your trip to Highland, New York, consider flying into one of the nearby airports. White Plains, NY (HPN-Westchester County) is 75.6km away, with excellent hotel options like The Opus Westchester and Sonesta White Plains Downtown, both 6.4km from the airport, offering various transportation services. Newburgh, NY (SWF-Stewart Intl.) is a closer option at 27.4km; you can stay at The Dutchess Inn and Spa or Homewood Suites, both providing convenient airport shuttles. Additionally, Danbury, CT (DXR-Danbury Municipal), located 36.4km away, has hotels such as the Ethan Allen Hotel and Springhill Suites, which also offer easy access to the airport.

Frequently asked questions

What's the best place to stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveler data. This hotel offers free breakfast and free parking. Other good options for your stay in the area are Best Western Plus Kingston Hotel And Conference Center and Studio 6 Extended Stay Fishkill Route 9 NY. 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 reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
What's the best pet-friendly accommodation 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 accommodations with pools in Highland?
Hyatt Place Poughkeepsie / Hudson Valley: Features a snack bar/deli, an indoor pool, and free self parking. Wildflower Farms, Auberge Collection and Hampton Inn & Suites Poughkeepsie are a couple of other choices with an onsite pool. View all hotels with pools in Highland.
How is it to stay in Highland?
Families enjoy visiting Highland though all visitors are sure to find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 37 hotels and other accommodations to choose from. Find out more about Highland.
What should I see while I'm in 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 agenda are Franny Reese State Park and Franklin D Roosevelt Library & Museum. Check out what more 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 temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

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