A suspension bridge over a river with autumn foliage and distant hills.

Highland Hotels from S$119

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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, (1,010 reviews)
"The room was clean and the breakfast was good"
United States
giselle
The price is S$133
includes taxes & fees
26 Jul - 27 Jul
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, (1,015 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 S$169
includes taxes & fees
12 Jul - 13 Jul
Americas Best Value Inn New Paltz

Motel 6 Fishkill Westage Center Ny

Motel 6 Fishkill Westage Center Ny
2.0 star property
Fishkill
The price is S$119
includes taxes & fees
21 Jul - 22 Jul
Motel 6 Fishkill Westage Center Ny

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,004 reviews)
"Hotel is outdated, needs repair, but staff is great "
United States
Natalya
The price is S$105
includes taxes & fees
12 Jul - 13 Jul
Super 8 by Wyndham Montgomery Maybrook

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (8 reviews)
"Carrie the owner was a star 10 out of 10. the property, the house and the suite were amazing, beautiful and the surrounding woods so tranquil. already looking forward to coming back for another stay."
United States
Robert
The price is S$256
includes taxes & fees
13 Jul - 14 Jul
The Harlow House

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (124 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is S$201
includes taxes & fees
15 Jul - 16 Jul
Tin Brook Bed & Breakfast

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 S$136
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express & Suites Montgomery by IHG

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (312 reviews)
"great stay !"
United States
reagan
The price is S$130
includes taxes & fees
12 Jul - 13 Jul
Cadet Motel

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, (1,012 reviews)
"This stay was amazing!"
United States
Glenda
The price is S$150
includes taxes & fees
26 Jul - 27 Jul
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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, (490 reviews)
"It was peaceful and very clean."
United States
Jay
The price is S$140
includes taxes & fees
2 Aug - 3 Aug
Best Western Plus The Inn & Suites At The Falls

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
9.8 out of 10, Exceptional, (16 reviews)
"Hotel reopened two days prior to our stay. Barry, the property owner, greeted us upon our arrival and explained that there was everything we may need in the lobby: coffee, tea, water, snacks etc. Our room and king sized bed was very comfortable. Loved the bathroom with free standing soaking tub. The view of the Hudson River from our balcony was spectacular. Wish we had a clearer night to see sunset over the Hudson. We would definitely stay there again and would highly recommend to friends and...
United States
Diane
The price is S$266
includes taxes & fees
10 Aug - 11 Aug
Rhinecliff Hotel

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 S$122
includes taxes & fees
13 Jul - 14 Jul
Village Motel

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, (1,009 reviews)
"Very good stay"
Canada
Gabriel
The price is S$166
includes taxes & fees
5 Aug - 6 Aug
Quality Inn & Suites Fishkill South near I-84

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,006 reviews)
"Always a great stay at this hotel!"
United States
William
The price is S$217
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Kingston

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.4 out of 10, Very good, (163 reviews)
"Great affordable stay overall."
United States
Caroline
The price is S$135
includes taxes & fees
30 Jul - 31 Jul
Spark by Hilton Fishkill

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (725 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is S$191
includes taxes & fees
26 Jul - 27 Jul
West Point Motel

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, (1,002 reviews)
"Lovely staff and clean hotel. Rooms are big and comfy."
United States
Natalie
The price is S$182
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express & Suites Kingston-Ulster by IHG

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
4.8 out of 10, (1,015 reviews)
"It was a good place to stay and had smoking rooms which we could appreciate"
United States
Florence
The price is S$124
includes taxes & fees
14 Jul - 15 Jul
Ramada by Wyndham Newburgh/West Point

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (547 reviews)
"Great location nice hotel"
United States
Payam
The price is S$272
includes taxes & fees
27 Jul - 28 Jul
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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 S$133
includes taxes & fees
12 Jul - 13 Jul
Countryside Motel
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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 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 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 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 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?
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 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 38 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 Apple Greens Golf Course. 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.

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