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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
8.0 out of 10, Very Good, (1,006 reviews)
"The room was clean and the breakfast was good"
United States
giselle
The price is P5,652
P6,330 total
includes taxes & fees
Jul 13 - Jul 14
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, (1,011 reviews)
"It was reasonably priced, clean and convenient for an overnight. It’s also located close enough to downtown area to explore with limited time."
United States
Julie M
The price is P7,180
P8,042 total
includes taxes & fees
Jul 13 - Jul 14
Americas Best Value Inn New Paltz

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,002 reviews)
"Hotel is outdated, needs repair, but staff is great "
United States
Natalya
The price is P4,822
P5,455 total
includes taxes & fees
Aug 9 - Aug 10
Super 8 by Wyndham Montgomery Maybrook

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, (1,008 reviews)
"This stay was amazing!"
United States
Glenda
The price is P6,033
P7,126 total
includes taxes & fees
Jul 26 - Jul 27
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (1,013 reviews)
"It was a good place to stay and had smoking rooms which we could appreciate"
United States
Florence
The price is P4,982
P5,885 total
includes taxes & fees
Jul 12 - Jul 13
Ramada by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,005 reviews)
"Rooms are clean everything was good"
United States
Nancy
The price is P5,751
P6,793 total
includes taxes & fees
Jul 12 - Jul 13
Howard Johnson by Wyndham Newburgh/West Point

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (279 reviews)
"Not a 5 star, but a decent motel for a good price. Lady at check in was very nice, friendly, and helpful."
United States
Richard
The price is P5,837
P6,326 total
includes taxes & fees
Jul 10 - Jul 11
Countryside Motel

Village Motel

Village Motel
2.0 star property
Ellenville
6.8 out of 10, (220 reviews)
"Great staff, clean. "
United States
Joline
The price is P5,195
P5,818 total
includes taxes & fees
Jul 12 - Jul 13
Village Motel

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,003 reviews)
"It was great will definitely be back!!"
United States
Latisha
The price is P8,540
P9,565 total
includes taxes & fees
Jul 12 - Jul 13
Courtyard by Marriott Kingston

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,001 reviews)
"We had to have a late check in and they accommodated us and were so friendly. The staff was amazing!!"
United States
Nancy
The price is P7,462
P8,357 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express & Suites Kingston-Ulster by IHG

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,008 reviews)
"Great stay."
United States
Quincy
The price is P6,499
P7,547 total
includes taxes & fees
Jul 28 - Jul 29
Hampton Inn & Suites Poughkeepsie

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.2 out of 10, Very Good, (1,004 reviews)
"Clean room, breakfast, easy access, parking"
United States
Diane
The price is P6,362
P7,197 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn Hyde Park Poughkeepsie North

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
2.0 star property
Newburgh
5.6 out of 10, (1,002 reviews)
"Nice hotel for being on a major highway. Older building in need of a renovation. Staff was very friendly and helpful. Would stay here again as the rooms were nice and clean. property for the most part was very clean."
United States
Casey
The price is P4,648
P5,490 total
includes taxes & fees
Jul 26 - Jul 27
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,012 reviews)
"The hotel was excellent. The breakfast was very good too."
United States
Shawnya
The price is P7,012
P8,142 total
includes taxes & fees
Jul 23 - Jul 24
Hyatt Place Poughkeepsie / Hudson Valley

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (312 reviews)
"great stay !"
United States
reagan
The price is P5,222
P6,169 total
includes taxes & fees
Jul 14 - Jul 15
Cadet Motel

Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG
3.0 star property
Poughkeepsie
7.8 out of 10, Good, (861 reviews)
"Beautiful clean and modern bed was comfortable and room was very cool. Would highly recommend."
United States
Scott
The price is P5,474
P6,357 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Poughkeepsie by IHG

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (486 reviews)
"Very nice and efficient hotel. We enjoyed the breakfast every morning and loved that they kept the tea (coffee) bar open 24 hours! Bedding was comfortable and we liked the design of the room."
United States
Karen
The price is P8,523
P9,898 total
includes taxes & fees
Jul 16 - Jul 17
Home2 Suites By Hilton Poughkeepsie

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,002 reviews)
"I have stayed here many times during visits to West Point Military Academy. Very nice hotel. Across the street from the Red Line Diner, the best diner in a fifty-mile radius!"
United States
Jennifer Gorman
The price is P7,504
P8,676 total
includes taxes & fees
Jul 21 - Jul 22
Hilton Garden Inn Fishkill

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very Good, (923 reviews)
"Room was nice and A/C worked well . Dinner and bar area were fantastic. Would def stay here again"
United States
Brian
The price is P9,280
P10,498 total
includes taxes & fees
Jul 12 - Jul 13
Beekman Arms and Delamater Inn

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, (883 reviews)
"Our stay for a day was great."
United States
Chime
The price is P6,027
P6,819 total
includes taxes & fees
Aug 3 - Aug 4
Holiday Inn Express & Suites Montgomery by IHG
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.

A suspension bridge over a river with hills in the background.
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 Hyatt Place Poughkeepsie / Hudson Valley and Spark by Hilton Fishkill. 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: Offers a snack bar/deli, an indoor pool, and free self parking. Best Western Plus Kingston Hotel And Conference Center and Wildflower Farms, Auberge Collection 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 38 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 Franklin D Roosevelt Library & Museum and Apple Greens Golf Course. 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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