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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, (965 reviews)
"Great stay "
United States
nicole
The price is AU$120
includes taxes & fees
29 Mar - 30 Mar
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, (1,005 reviews)
"Very kind and courteous staff, very clean rooms. "
United States
John
The price is AU$137
includes taxes & fees
15 Mar - 16 Mar
Americas Best Value Inn New Paltz

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, (831 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is AU$148
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Express & Suites Montgomery 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, (1,006 reviews)
"Room was cleaned and staff was friendly. "
United States
Giovanni
The price is AU$152
includes taxes & fees
13 Mar - 14 Mar
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, (449 reviews)
"It was nice. little outdated ."
United States
Michael
The price is AU$140
includes taxes & fees
8 Mar - 9 Mar
Best Western Plus The Inn & Suites At The Falls

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,011 reviews)
"Best staff ever great location."
United States
Rafael
The price is AU$154
includes taxes & fees
14 Mar - 15 Mar
Hampton Inn & Suites Poughkeepsie

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

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, (1,007 reviews)
"Superb place to stay."
United States
Denessy
The price is AU$159
includes taxes & fees
8 Mar - 9 Mar
Red Roof Inn & Suites Newburgh – Stewart Airport/ 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, (477 reviews)
"Clean room, comfy bed, amazing breakfast buffet. "
United States
Mimi
The price is AU$232
includes taxes & fees
17 Mar - 18 Mar
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,004 reviews)
"Room was very clean and the staff was very nice!"
United States
Kareem
The price is AU$167
includes taxes & fees
10 Mar - 11 Mar
Hyatt Place Poughkeepsie / Hudson Valley

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.4 out of 10, Good, (33 reviews)
"Hotel was very good for the price. Beds were comfortable, and the room and bathroom were clean. "
United States
Candy
The price is AU$149
includes taxes & fees
20 Mar - 21 Mar
Spark by Hilton Fishkill

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,013 reviews)
"Spotless room, Amazing staff. Will be booking at this location when i am in the area. Great access to stores and amentities nearby, great town New Paltz!!!"
United States
Jake
The price is AU$195
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn by Hilton New Paltz

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, (1,006 reviews)
"Clean, friendly, tasty food, beautiful rooms"
United States
Hiuching
The price is AU$194
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Express & Suites Kingston-Ulster by IHG

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, (1,004 reviews)
"Comfortable hotel and staff very welcoming "
United States
Sunil
The price is AU$129
includes taxes & fees
29 Mar - 30 Mar
Quality Inn Hyde Park Poughkeepsie North

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (676 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 AU$161
includes taxes & fees
22 Mar - 23 Mar
West Point Motel

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,003 reviews)
"Good hotel for its price "
United States
Liya
The price is AU$182
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn Kingston

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (395 reviews)
"Wonderful destination!"
United States
candice
The price is AU$169
includes taxes & fees
8 Mar - 9 Mar
Rhinebeck Village Inn

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1,001 reviews)
"Yes stay was pleasant "
United States
henry
The price is AU$161
includes taxes & fees
15 Mar - 16 Mar
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, (198 reviews)
"Staff very accommodating, great vibe and location. "
United States
Lynn
The price is AU$221
includes taxes & fees
11 Mar - 12 Mar
Twin Gables of Woodstock

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, (1,005 reviews)
"Great place to stay a"
United States
Nicole
The price is AU$143
includes taxes & fees
11 Mar - 12 Mar
DoubleTree by Hilton Poughkeepsie Convention Center
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

Recent Reviews in Highland

More cheap accommodation in Highland

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland is a haven for outdoor enthusiasts, offering skiing, hiking, and stunning natural landscapes to explore.
  • Family-Friendly Activities: The region features various attractions that cater to families, ensuring memorable experiences for all ages.
  • Cultural Landmarks: Visitors can discover local historic sites and cultural landmarks, enriching their understanding of the area's heritage.
  • Charming Neighbourhoods: Explore welcoming neighbourhoods with a relaxed atmosphere and friendly locals.
  • Diverse Accommodation: Highland provides a range of lodging options, from cosy hotels to unique agritourism stays, perfect for every traveller.

Find great hotels near Highland

In Highland, New York, you'll discover a variety of accommodation options, from charming hotels to unique agritourism properties. Whether you're travelling with family, seeking a pet-friendly stay, or looking for a business-themed experience, you'll find hotels equipped with essential amenities for a comfortable stay. With options catering to solo travellers and groups alike, Highland offers the perfect base for your American adventure.

  • Best Western Fishkill Inn & Suites: A welcoming retreat for families and pets alike, Best Western Fishkill Inn & Suites is approximately 22.5km from Highland. This 3.5-star hotel prides itself on being LGBTQIA-friendly and offers a selection of amenities for children, including complimentary cribs. The property is pet-friendly, allowing dogs with some restrictions, making it an ideal choice for travelling families. With its warm atmosphere and dedicated services, this hotel offers a comfortable stay for all guests.
  • Hampton Inn by Hilton New Paltz: Located a mere 9.7km from Highland, Hampton Inn by Hilton New Paltz caters to business travellers and leisure seekers in a pet-friendly environment. This hotel features multiple meeting rooms, a 24-hour business centre, and accessible conference spaces, ensuring all business needs are met. Additionally, it welcomes pets, with provisions for dogs and cats. With a commitment to service and comfort, this hotel is perfect for those seeking a productive yet relaxing getaway.
  • Extended Stay America Suites Fishkill Westage Center: For the adventurous traveller, Extended Stay America Suites Fishkill Westage Center is approximately 22.5km from Highland. This property offers a plethora of outdoor activities such as parasailing, waterskiing, and mountain biking nearby, making it a haven for outdoor enthusiasts. It is also pet-friendly, accommodating dogs and cats under certain conditions. With a focus on adventure and comfort, this hotel is a great base for those looking to explore the great outdoors.

Where to stay near Highland

Highland, New York, offers a delightful blend of family-friendly activities and stunning scenery, perfect for an adventurous vacation. Explore charming neighbourhoods nearby, where you'll find welcoming locals and a relaxing atmosphere. Whether you're hiking through beautiful landscapes or enjoying memorable family moments, Highland promises a comfortable stay filled with breathtaking views. It's an ideal destination for those seeking both relaxation and outdoor fun in a picturesque setting.

  • Poughkeepsie: Just 3.2km away from Highland, Poughkeepsie is a vibrant city that offers a mix of outdoor adventures and family-friendly activities. With a steady influx of visitors year-round, Poughkeepsie is particularly popular between July and August, as well as in October. The city is home to charming shopping areas and centres, making it a great spot for retail therapy. Notable nearby attractions include a modern university, the scenic lake, and stunning mountains, which collectively offer a rich outdoor experience for nature lovers.
  • New Paltz: Located 11.3km from Highland, New Paltz is a captivating city known for its adventure and picturesque scenery. The city sees an increase in visitors from April through August and September, providing endless opportunities for outdoor enthusiasts. Popular activities include skiing at nearby fields and exploring recreational areas that showcase the natural beauty of the region. Local highlights include serene lakes and nature reserves set against a backdrop of majestic mountains, making it a perfect destination for those seeking adventure and breathtaking views.
  • Hyde Park: Just 6.4km from Highland, Hyde Park is a delightful city that blends outdoor activities with rich cultural experiences. With peak visitor numbers in June to July and September, this area attracts families looking for educational and recreational fun. Hyde Park is known for its historic and modern universities, as well as its proximity to beautiful lakes and shopping areas. Enjoy a day of exploring the local culture and take in the scenic landscapes that make this area a memorable stop on your journey.

Things to do in and around Highland

Highland, New York, is a fantastic destination for outdoor adventures and family getaways. Visitors can enjoy activities such as skiing, exploring recreational areas, and engaging in educational experiences. For those keen on day trips, there are plenty of options to discover the stunning natural beauty and local attractions. Whether it's hitting the slopes or enjoying the great outdoors, Highland offers a memorable experience for all.

Shopping

In Highland, you can shop at the Poughkeepsie Galleria, just 11.3km away, offering a mix of entertainment and family-friendly vibes. If you're up for a drive, the Stormville Airport Antique Show & Flea Market and Hudson Valley Mall are both 15 and 111.3km away, respectively, featuring a variety of shops and experiences.

Recreation

Experience a round of golf at Apple Greens Golf Course, where you can enjoy the scenic outdoors and invigorating sports atmosphere. For relaxation, head to Richard L. Skimin Memorial Baseball Field, offering a tranquil park vibe just a few miles away from Highland.

Adventure

Experience excitement at Paintball Sports, located 11.3km from Highland, where you can test your skills in thrilling paintball matches. For a family-friendly adventure, visit North Landing Beach campground, also 11.3km away, offering outdoor fun. Hike the scenic Labyrinth Trailhead, situated 17.7km from Highland, for breathtaking views.

Nightlife

Experience the vibrant nightlife in Highland by visiting the Chance Theater for a captivating show, or catch a classic film at the Overlook Drive-In Theater. For some fun, head to Fun Central, where you can enjoy arcade games and adventure with family and friends.

Booking tips and Expedia advantages for Highland

To save money on your trip to Highland, consider visiting between January and March for lower accommodation prices, particularly avoiding weekends when costs spike. Book your stay on a Tuesday for the best rates. Use Expedia to compare prices and explore eco-friendly accommodation options. Look for package deals that combine flights and activities for additional savings. Lastly, take advantage of free local attractions and walking to get around, allowing you to enjoy the town without spending much.

  • 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 based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save some cash by combining your Highland hotel booking with flights and activities through an Expedia package.

Find the best attractions near Highland

Highland, New York, is perfect for outdoor adventures and family getaways, offering a mix of modern colleges and historic sites. Visitors can explore attractions like the local historic bridge and cultural landmarks, ensuring a rich experience for families and nature lovers alike. Whether you're keen on cultural immersion or outdoor activities, Highland has something to delight everyone during their stay.

  • Culinary Institute of America: Located 3.2km from Highland, this historic culinary school is a haven for food enthusiasts. Experience a rich blend of culture and gastronomy, where you can indulge in exquisite dining options crafted by aspiring chefs, all within a stunning architectural setting.
  • Marist College: Situated 1.6km away, Marist College showcases a modern campus with vibrant city vibes. Explore its beautiful grounds and enjoy the lively atmosphere, perfect for soaking in the local student life and contemporary art installations.
  • Walkway Over the Hudson State Historic Park: Just 1.4km from Highland, this historic bridge offers breathtaking views of the Hudson River. Stroll along the walkway and immerse yourself in the cultural significance of this iconic landmark, ideal for photography and leisurely walks.

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

If you're planning a visit to Highland, New York, there are several airports to consider. Newburgh's Stewart International Airport (SWF) is the closest, situated 27.4km away, with nearby accommodation options like the 3.5-star Thayer Hotel and the Crossroads Hotel, both offering convenient access. White Plains Airport (HPN) is 75.6km away, featuring luxurious stays at The Opus Westchester and Sonesta White Plains Downtown. Danbury Municipal Airport (DXR) is located 54.7km from Highland, with options like Hotel Zero Degrees Danbury nearby. Each airport provides accessible transport services to local hotels, ensuring a smooth journey to your destination.

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 Hampton Inn & Suites Poughkeepsie. See all available top hotels, or vacation rentals in Highland.
What are some of the best holiday rentals that Highland has to offer?
Our home is perfect for relaxing and having lots of fun, with near by activity's: This highly rated holiday home rental in Highland offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Highland is Private 37 Acre Lake Estate on 164 Acres - 11 BR. See all 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 Franny Reese State Park and Franklin D Roosevelt Library & Museum. 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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