Highland Hotels from S$107

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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, (963 reviews)
"Great stay "
United States
nicole
The price is S$107
includes taxes & fees
26 Feb - 27 Feb
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, (1,007 reviews)
"Very kind and courteous staff, very clean rooms. "
United States
John
The price is S$122
includes taxes & fees
19 Mar - 20 Mar
Americas Best Value Inn New Paltz

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (153 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn

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, (448 reviews)
"It was nice. little outdated ."
United States
Michael
The price is S$125
includes taxes & fees
27 Feb - 28 Feb
Best Western Plus The Inn & Suites At The Falls

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, (826 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is S$119
includes taxes & fees
27 Feb - 28 Feb
Holiday Inn Express & Suites Montgomery by IHG

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, (1,011 reviews)
"Superb place to stay."
United States
Denessy
The price is S$138
includes taxes & fees
26 Feb - 27 Feb
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.6 out of 10, Good, (30 reviews)
"Room was clean, check-in was easy."
United States
Maureen
The price is S$139
includes taxes & fees
7 Mar - 8 Mar
Spark by Hilton Fishkill

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, (1,001 reviews)
"Room was cleaned and staff was friendly. "
United States
Giovanni
The price is S$137
includes taxes & fees
6 Mar - 7 Mar
Quality Inn & Suites Fishkill South near I-84

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,001 reviews)
"Best staff ever great location."
United States
Rafael
The price is S$137
includes taxes & fees
13 Mar - 14 Mar
Hampton Inn & Suites Poughkeepsie

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, (473 reviews)
"Clean room, comfy bed, amazing breakfast buffet. "
United States
Mimi
The price is S$206
includes taxes & fees
15 Mar - 16 Mar
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (173 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 Wiltwyck

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (394 reviews)
"Wonderful destination!"
United States
candice
The price is S$151
includes taxes & fees
28 Feb - 1 Mar
Rhinebeck Village Inn

Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
Lake Katrine
8.2 out of 10, Very good, (68 reviews)
"easy check in, great location. perfect for a couple going away overnight just needing a place to crash "
United States
donna
The price is S$198
includes taxes & fees
26 Feb - 27 Feb
Hudson Valley 9w Motel

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
2.0 star property
Pleasant Valley
9.4 out of 10, Exceptional, (13 reviews)
"Basic but a great stay. "
United States
Giles
The Lagrange Inn & Extended Stay

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, (1,000 reviews)
"Clean, friendly, tasty food, beautiful rooms"
United States
Hiuching
The price is S$158
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express & Suites Kingston-Ulster by IHG

Calm Boutique Lake Studio Fast Wifi Great WFH

Calm Boutique Lake Studio Fast Wifi Great WFH
2.0 star property
Monroe
The price is S$434
includes taxes & fees
26 Feb - 27 Feb
Calm Boutique Lake Studio Fast Wifi Great WFH

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (999 reviews)
"Yes stay was pleasant "
United States
henry
The price is S$143
includes taxes & fees
15 Mar - 16 Mar
Comfort Suites Fishkill near Interstate 84

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very good, (1,003 reviews)
"Comfortable hotel and staff very welcoming "
United States
Sunil
The price is S$115
includes taxes & fees
8 Mar - 9 Mar
Quality Inn Hyde Park Poughkeepsie North

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,000 reviews)
"It was an ok stay "
United States
ROSEMARIE
The price is S$162
includes taxes & fees
5 Mar - 6 Mar
Hampton Inn Kingston

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (675 reviews)
"Always a great stay. Easy access to West Point. Clean. It’s a great simple stay for your cadet to get off base for a day or two. "
United States
Stephanie
The price is S$143
includes taxes & fees
23 Mar - 24 Mar
West Point Motel
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.

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 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 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: Features a snack bar/deli, an indoor pool and buffet. Wildflower Farms, Auberge Collection and Hampton Inn Kingston 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 37 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 Apple Greens Golf Course 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.

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