Photo by Allison Alano Flores

Highland Hotels from S$99

Start date: Check-in selected.
To Date
End date: Check-out

    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

Top 10 trending Highland hotels

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
7.6 out of 10, Good, (898)
"Room was clean, staff was exceptional. "
The price is S$104
includes taxes & fees
2 Nov - 3 Nov
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Hampton Inn by Hilton New Paltz

2.5 star property
9.4 out of 10, Exceptional, (1009)
"Good breakfast, quiet and clean nice place"
The price is S$178
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn by Hilton New Paltz

Hampton Inn & Suites Poughkeepsie

2.5 star property
8.6 out of 10, Excellent, (1011)
"Excellent facility with great breakfast buffet."
The price is S$166
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Poughkeepsie

Americas Best Value Inn New Paltz

2.0 star property
8.8 out of 10, Excellent, (1007)
"good price, good place to stay"
The price is S$138
includes taxes & fees
2 Nov - 3 Nov
Americas Best Value Inn New Paltz

Courtyard by Marriott Fishkill

3.0 star property
8.8 out of 10, Excellent, (717)
"Great Stay!"
The price is S$192
includes taxes & fees
12 Oct - 13 Oct
Courtyard by Marriott Fishkill

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1015)
"Good place to stay"
The price is S$137
includes taxes & fees
19 Oct - 20 Oct
Quality Inn & Suites Fishkill South near I-84

Hilton Garden Inn Fishkill

3.0 star property
8.6 out of 10, Excellent, (1003)
"It was a great place to stay "
The price is S$173
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Fishkill

Courtyard by Marriott Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1005)
"Clean room, staff is friendly especially at the cafe. "
The price is S$162
includes taxes & fees
3 Nov - 4 Nov
Courtyard by Marriott Poughkeepsie

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.6 out of 10, Exceptional, (408)
"Nice rooms, a good restaurant on site "
The price is S$237
includes taxes & fees
10 Nov - 11 Nov
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Quality Inn Poughkeepsie

2.5 star property
7.8 out of 10, Good, (446)
"Great stay"
The price is S$141
includes taxes & fees
10 Nov - 11 Nov
Quality Inn Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great place to stay "
The price is S$177
includes taxes & fees
26 Oct - 27 Oct
Hyatt Place Poughkeepsie / Hudson Valley

The Crossroads Hotel, Newburgh

3.0 star property
7.2 out of 10, Good, (600)
"Hotel was in good location, convenient for us. Very clean and had everything you need."
The Crossroads Hotel, Newburgh

Minnewaska Lodge

3.0 star property
8.8 out of 10, Excellent, (492)
"We enjoyed our 1 night stay st Minnewaska Lodge. The front desk manager, Kristen, was extremely helpful and pleasant. Nice breakfast buffet."
The price is S$342
includes taxes & fees
2 Nov - 3 Nov
Minnewaska Lodge

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (992)
"OVERALL STAY WAS GREAT "
The price is S$270
includes taxes & fees
2 Nov - 3 Nov
SpringHill Suites by Marriott Fishkill

Courtyard by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great customer service, friendly staff, knowledgeable "
The price is S$165
includes taxes & fees
9 Nov - 10 Nov
Courtyard by Marriott Kingston

Home2 Suites By Hilton Poughkeepsie

3.0 star property
9.4 out of 10, Exceptional, (346)
"A great location. "
The price is S$172
includes taxes & fees
2 Nov - 3 Nov
Home2 Suites By Hilton Poughkeepsie

Countryside Motel

2.0 star property
7.2 out of 10, Good, (254)
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
The price is S$133
includes taxes & fees
12 Oct - 13 Oct
Countryside Motel

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1005)
"Lovely property, convenient location, very comfortable hotel, nice breakfast. "
The price is S$211
includes taxes & fees
2 Nov - 3 Nov
HYATT house Fishkill/Poughkeepsie

Best Western Plus The Inn & Suites At The Falls

2.5 star property
7.6 out of 10, Good, (412)
"Beautiful location and yummy breakfast"
The price is S$193
includes taxes & fees
14 Oct - 15 Oct
Best Western Plus The Inn & Suites At The Falls

Inness

5.0 star property
9.2 out of 10, Wonderful, (84)
"Spa is good"
The price is S$1,105
includes taxes & fees
10 Nov - 11 Nov
Inness
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

Escape to Highland! Enjoy its sunny weather, boating and natural setting.

Photo by Karen Wirtz
Open Photo by Karen Wirtz

Top Highland Hotel Reviews

More cheap stays in Highland

More cheap stays in Highland

Find out more about Highland

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland is a haven for outdoor enthusiasts, offering activities like skiing, hiking, and exploring beautiful recreational areas.
  • Cultural Experiences: Visitors can immerse themselves in history by exploring historic sites and local attractions, including modern colleges and picturesque bridges.
  • Family-Friendly Activities: The region caters to families with a range of engaging activities, ensuring fun for all ages.
  • Charming Local Shops: Enjoy a delightful shopping experience in Highland’s quaint local shops.
  • Diverse Accommodation: Highland boasts a variety of lodging options, from pet-friendly hotels to unique agritourism properties.

Find great hotels near Highland

Discover a variety of accommodation options in Highland, New York, catering to every type of traveller. Whether you seek a pet-friendly hotel for a family adventure or a business-themed stay for work-related visits, Highland offers diverse lodging, including unique agritourism properties. Explore top hotels that promise memorable experiences amidst the scenic beauty of the region, ensuring a delightful getaway.

  • HYATT house Fishkill/Poughkeepsie: Nestled 22.5km from Highland, HYATT house Fishkill/Poughkeepsie offers a unique blend of business and family-friendly accommodations. This 3-star property is ideal for those seeking a comfortable yet functional stay. The hotel features multiple meeting rooms, conference spaces, and a fully-equipped business centre, making it perfect for business travellers. Families will appreciate amenities such as free cribs, child safety features, and a pet-friendly policy that welcomes dogs and cats. With a focus on both convenience and comfort, this hotel ensures a pleasant experience for all guests.
  • Hampton Inn by Hilton New Paltz: Located a mere 9.7km from Highland, the Hampton Inn by Hilton New Paltz stands out as an LGBTQIA welcoming accommodation option. This hotel is well-suited for business travellers, offering accessible business amenities, including a 24-hour business centre and multiple meeting rooms. With a friendly atmosphere and a commitment to inclusivity, guests can enjoy their stay with the added benefit of a pet-friendly policy, which includes provisions for dogs and cats. This hotel is a perfect choice for those looking for a supportive and professional environment.
  • Extended Stay America Suites Fishkill Route 9: Situated 22.5km from Highland, Extended Stay America Suites Fishkill Route 9 is an excellent choice for adventurous travellers. This property combines business amenities with opportunities for outdoor activities, including surfing, mountain biking, and snowboarding nearby. The hotel is also pet-friendly, welcoming dogs and cats, ensuring that your furry companions can join in the fun. With a focus on both business and recreation, this hotel is ideal for those seeking a balanced experience during their stay.

Where to stay near Highland

Highland, New York, offers a delightful blend of outdoor adventure and family-friendly experiences. Enjoy the fresh air and scenic beauty while exploring nearby hill resorts and picturesque landscapes. Venture into charming local shops for a delightful shopping haven or relax in the friendly atmosphere that surrounds you. Whether you seek thrilling activities or a peaceful getaway, Highland promises a memorable vacation filled with natural wonders and warm hospitality.

  • Poughkeepsie: Located a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a delightful mix of outdoor, family-friendly, and city-themed experiences. The city sees a steady stream of visitors year-round, with peak times in July, August, and October. Here, you can explore a range of activities including shopping at local centres and educational venues. Notable landmarks include a modern college university, scenic lakes, and picturesque mountains, making it an ideal spot for those looking to immerse themselves in both culture and nature.
  • New Paltz: Just 11.3km from Highland, New Paltz is a haven for outdoor enthusiasts and adventure seekers. This charming city witnesses an influx of visitors primarily in April and from August to September. With access to ski fields and recreational areas, it’s perfect for those who crave scenic landscapes and thrilling activities. The nearby lakes, nature reserves, and majestic mountains add to its allure, making a visit to New Paltz a refreshing escape into the great outdoors.
  • Hyde Park: Situated 6.4km from Highland, Hyde Park is a culturally rich city that attracts families and culture enthusiasts alike. With steady visitor numbers peaking from June to July and in September, Hyde Park offers a range of activities including educational experiences, shopping, and skiing. The area is home to historic and modern colleges, as well as serene lakes, providing an excellent backdrop for exploration and relaxation. Whether you’re keen on history or outdoor activities, Hyde Park has something for everyone.

Things to do near Highland

Highland, New York, is an ideal destination for outdoor and adventure enthusiasts, as well as families seeking memorable vacations. Visitors can enjoy a range of activities, including skiing, exploring recreational areas, and embarking on day trips. Wellness retreats and various attractions enhance the experience, while glens holidays offer unique opportunities for outdoor adventures. Highland promises a delightful blend of education and recreation for all ages.

Shopping

The Poughkeepsie Galleria, located 11.3km from Highland, offers a vibrant shopping atmosphere with various entertainment options. If you're up for a drive, the Hudson Valley Mall, 111.3km away, features a mix of family-friendly activities and diverse shops, making it a worthwhile excursion.

Recreation

At McCann Golf Course, enjoy a round of golf surrounded by nature's beauty, just 6.4km from Highland. For relaxation, visit Richard L. Skimin Memorial Baseball Field, 4.8km away, where you can unwind in a serene setting. For a family-friendly evening, laugh together at Bananas Comedy Club, located 9.7km from Highland.

Adventure

Explore North Landing Beach, a campground located 11.3km from Highland, where you can enjoy outdoor activities and family-friendly vibes. Engage in an exhilarating paintball experience, also 11.3km away, before hiking the scenic Labyrinth Trailhead, situated 17.7km from Highland, for breathtaking views and adventure.

Nightlife

Experience the vibrant nightlife of Highland by catching a show at the Chance Theater, just 3.2km away, or enjoy a romantic film at the Overlook Drive-In Theater, 8.0km from the town. For a thrilling adventure, head to Fun Central Arcade, 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

To save money on your trip to Highland, New York, consider visiting between January and March, when accommodation prices are lower, particularly on Tuesdays, the most affordable day to stay. Use Expedia's search tool to filter for budget-friendly hotels and eco-certified options. Additionally, booking a package that includes flights and activities can yield significant savings. Keep an eye out for amazing deals and discounts to ensure you find the best prices for your stay.

  • 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 May, August and 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: Expedia's search tool offers you the flexibility to specify your budget, desired location, and additional preferences. You can easily arrange your search results to display prices from lowest to highest, making it simple to find the most affordable hotels first. Additionally, you have the option to refine your selections by hotel type; for instance, by selecting the Eco-certified filter, you'll be presented with sustainable and environmentally-friendly accommodation options available for booking.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel in the Highlands with your flights and activities.

Find the best attractions near Highland

Highland, New York, offers a delightful blend of outdoor adventures and cultural experiences, making it an ideal destination for families and thrill-seekers alike. Visitors can explore historic sites, modern colleges, and picturesque bridges, while also enjoying local attractions like gondola lifts and stunning views. Whether seeking relaxation at resorts or engaging in family-friendly activities, Highland promises a memorable getaway filled with diverse experiences.

  • Vassar College: Located 6.4km from Highland, Vassar College offers a blend of modern architecture and vibrant city life. Stroll through its beautiful campus to appreciate its artistic installations and lush gardens, providing a serene escape in an urban setting.
  • Hyde Park Station: A mere 8.0km from Highland, Hyde Park Station is steeped in history and cultural significance. This historic building serves as a reminder of the region's past, and its quaint surroundings invite visitors to delve into local heritage while enjoying picturesque views.
  • Marist College: Just 1.6km away, Marist College combines contemporary design with lively city vibes. Its scenic riverside location offers stunning views, making it an excellent spot for a leisurely walk or a quiet afternoon by the water.

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 SunnyAverageSlightly High
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 SunnyAverageAverage
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 visiting Highland, New York, you have several airport options. Stewart International Airport (SWF) is situated 27.4km away and offers nearby hotels such as The Dutchess Inn and Spa at Beacon, 9.7km from the airport, and The Crossroads Hotel, 3.2km away. White Plains Airport (HPN) is 75.6km from Highland, with excellent hotels like The Opus Westchester, 6.4km away, and Hyatt Regency Greenwich, 11.3km away, providing convenient airport shuttle services. Danbury Municipal Airport (DXR) is 36.4km from Highland, featuring hotels like Hotel Zero Degrees, 3.2km away, ensuring easy accessibility from the airport. Each airport offers various transportation services to enhance your travel experience.

Frequently asked questions

What's the best place for a stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is ranked highly by Expedia customers. This hotel offers free breakfast and free parking. Another favourite option for your stay based on reviews is Rodeway Inn & Suites New Paltz - Hudson Valley. 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?
Best Western Plus Kingston Hotel And Conference Center: Offers a children's pool, an indoor pool and buffet. Wildflower Farms, Auberge Collection and Quality Inn Poughkeepsie 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 40 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

Explore a world of travel with Expedia