Photo by Allison Alano Flores

Highland Hotels from S$106

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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, (951 reviews)
"Was a great stay! "
United States
Alane
The price is S$115
includes taxes & fees
1 Feb - 2 Feb
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,002 reviews)
"A nice, clean hotel perfect for a quick business/recreational trip"
United States
Sharonda
The price is S$130
includes taxes & fees
26 Jan - 27 Jan
Courtyard by Marriott Poughkeepsie

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (167 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

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,002 reviews)
"We stay at this property every time we visit family in the area"
United States
Joshua
The price is S$170
includes taxes & fees
19 Jan - 20 Jan
Homewood Suites by Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (400 reviews)
"Rooms were clean, staff was friendly and breakfast was good."
United States
Carole
The price is S$142
includes taxes & fees
25 Jan - 26 Jan
Home2 Suites By Hilton Poughkeepsie

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
3.0 star property
Fishkill
8.8 out of 10, Excellent, (1,000 reviews)
"Excelent service and not is expensive"
United States
ALFREDO
The price is S$160
includes taxes & fees
19 Jan - 20 Jan
HYATT house Fishkill/Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,001 reviews)
"very clean and would stay again "
United States
Alvin
The price is S$151
includes taxes & fees
20 Jan - 21 Jan
Hyatt Place Poughkeepsie / Hudson Valley

Hotel Kinsley

Hotel Kinsley
3.5 star property
Stockade District
9.0 out of 10, Wonderful, (337 reviews)
"Would absolutely stay here again - lovey getaway at a great hotel. The room was clean with great attention to detail (we loved the Frette linens). Our room had a fireplace which made the room feel cozy and made for the perfect winter night stay. "
United States
Danielle
The price is S$369
includes taxes & fees
12 Jan - 13 Jan
Hotel Kinsley

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,001 reviews)
"Clean room, nice amenities, great service, amazing staff"
United States
Xavier
The price is S$144
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express Poughkeepsie by IHG

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, (1,004 reviews)
"Good low-cost hotel with decent continental breakfast."
United States
Nancy
The price is S$130
includes taxes & fees
18 Jan - 19 Jan
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, (441 reviews)
"There was zero hot water for showers and you could not sit in the dining area because the area was about 40 degrees. "
United States
Eric
The price is S$131
includes taxes & fees
15 Jan - 16 Jan
Best Western Plus The Inn & Suites At The Falls

Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (735 reviews)
"Great Stay!"
United States
Les
The price is S$154
includes taxes & fees
13 Jan - 14 Jan
Courtyard by Marriott Fishkill

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1,002 reviews)
"Great place to stay a"
United States
Nicole
The price is S$125
includes taxes & fees
16 Jan - 17 Jan
DoubleTree by Hilton Poughkeepsie Convention Center

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (975 reviews)
"Place was amazing "
United States
Neydi
The price is S$158
includes taxes & fees
19 Jan - 20 Jan
Best Western Fishkill Inn & Suites

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1,000 reviews)
"Yes stay was pleasant "
United States
henry
The price is S$136
includes taxes & fees
18 Jan - 19 Jan
Comfort Suites Fishkill near Interstate 84

Twin Gables of Woodstock

Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (193 reviews)
"Amazing stay!!! Super hippie vibe and lived every minute of it. "
United States
Heather
The price is S$186
includes taxes & fees
12 Jan - 13 Jan
Twin Gables of Woodstock

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (94 reviews)
"Great property, room, location & staff."
United States
Joseph
The price is S$177
includes taxes & fees
12 Jan - 13 Jan
The Herwood Inn

Minnewaska Lodge

Minnewaska Lodge
3.0 star property
Gardiner
9.0 out of 10, Wonderful, (533 reviews)
"Superb lodge resort situated in a State Park near New Paltz. Great staff, beautiful rooms, amazing vreakfast"
United States
Allan
Minnewaska Lodge

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.8 out of 10, Good, (507 reviews)
"Good place to stay for the price point."
United States
Dolcina
The price is S$139
includes taxes & fees
18 Jan - 19 Jan
Quality Inn Poughkeepsie

SpringHill Suites by Marriott Fishkill

SpringHill Suites by Marriott Fishkill
3.0 star property
Fishkill
9.6 out of 10, Exceptional, (1,000 reviews)
"Excellent stay , felt at home during the holiday, sparkled room, excellent breakfast and amazing warm and welcoming staff "
United States
Esther
The price is S$195
includes taxes & fees
10 Feb - 11 Feb
SpringHill Suites by Marriott Fishkill
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 Residence Inn by Marriott Kingston and Hampton Inn by Hilton New Paltz. 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 by Hilton New Paltz: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn & Suites Poughkeepsie and Hyatt Place Poughkeepsie / Hudson Valley 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 39 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.

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