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Our top choices for Highland hotels

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, (1,015 reviews)
"Great Stay"
United States
Christine
The price is CA $171
CA $200 total
includes taxes & fees
Aug 10 - Aug 11
DoubleTree by Hilton Poughkeepsie Convention Center

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,015 reviews)
"The hotel was excellent. The breakfast was very good too."
United States
Shawnya
The price is CA $156
CA $181 total
includes taxes & fees
Aug 4 - Aug 5
Hyatt Place Poughkeepsie / Hudson Valley

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 CA $130
CA $146 total
includes taxes & fees
Jul 19 - Jul 20
SureStay Plus Hotel by Best Western Highland 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, (547 reviews)
"Great location nice hotel"
United States
Payam
The price is CA $228
CA $258 total
includes taxes & fees
Aug 10 - Aug 11
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,010 reviews)
"Great stay."
United States
Quincy
The price is CA $150
CA $174 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn & Suites Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,006 reviews)
"Very clean room and helpful staff"
United States
Jim
The price is CA $149
CA $168 total
includes taxes & fees
Aug 10 - Aug 11
Courtyard by Marriott Poughkeepsie

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,014 reviews)
"Great place to stay! Very clean!"
United States
Dan
The price is CA $123
CA $143 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Express Poughkeepsie by IHG

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.2 out of 10, Very good, (1,004 reviews)
"Clean room, breakfast, easy access, parking"
United States
Diane
The price is CA $154
CA $175 total
includes taxes & fees
Jul 12 - Jul 13
Quality Inn Hyde Park Poughkeepsie North

The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (289 reviews)
"The staff was particularly pleasant, welcoming and professional."
United States
Cynthia
The price is CA $268
CA $311 total
includes taxes & fees
Jul 16 - Jul 17
The Heartwood

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 CA $165
CA $185 total
includes taxes & fees
Jul 12 - Jul 13
Americas Best Value Inn New Paltz

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,006 reviews)
"Breakfast was good and nice location."
United States
Michael
The price is CA $208
CA $233 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn by Hilton New Paltz

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (489 reviews)
"Very nice and efficient hotel. We enjoyed the breakfast every morning and loved that they kept the tea (coffee) bar open 24 hours! Bedding was comfortable and we liked the design of the room."
United States
Karen
The price is CA $219
CA $255 total
includes taxes & fees
Aug 9 - Aug 10
Home2 Suites By Hilton Poughkeepsie

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (525 reviews)
"This is our 3rd time staying and LOVED"
United States
meijun
The price is CA $214
CA $295 total
includes taxes & fees
Aug 10 - Aug 11
AutoCamp Catskills

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,008 reviews)
"It was a beautiful stay."
United States
Shayla
The price is CA $199
CA $244 total
includes taxes & fees
Jul 19 - Jul 20
Overlook Lodge at Bear Mountain

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,003 reviews)
"Everything is good. It’s even better if more breakfast options and can open till 10am"
United States
Yingqin
The price is CA $208
CA $241 total
includes taxes & fees
Aug 10 - Aug 11
Homewood Suites by Hilton Poughkeepsie

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (68 reviews)
"Amazing stay! Will be back"
United States
Alison
The price is CA $1,834
CA $2,131 total
includes taxes & fees
Jul 12 - Jul 13
Wildflower Farms, Auberge Collection

Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (670 reviews)
"The breakfast buffets were very good. Loved the coffee!"
United States
Janice
The price is CA $202
CA $235 total
includes taxes & fees
Aug 10 - Aug 11
Residence Inn by Marriott Poughkeepsie

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.6 out of 10, Good, (544 reviews)
"We had a big storm that caused major power outages for several days in our area. So, we decided to stay there for a couple of days. The place is incredibly dated and the included breakfast shouldn't be considered a breakfast. The gym wasn't a gym. Two treadmills and an elliptical machine. Nothing else! It was close to home and ok for our purpose."
United States
Charles
The price is CA $137
CA $159 total
includes taxes & fees
Aug 10 - Aug 11
Quality Inn Poughkeepsie

Buttermilk Falls Inn

Buttermilk Falls Inn
3.0 star property
Milton
8.6 out of 10, Excellent, (53 reviews)
"Overall it was good…"
United States
susana
The price is CA $473
CA $583 total
includes taxes & fees
Aug 2 - Aug 3
Buttermilk Falls Inn

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (80 reviews)
"Great place! Wish we could have stayed longer. Great breakfast!"
United States
Patricia
The price is CA $374
CA $419 total
includes taxes & fees
Aug 10 - Aug 11
Emerson Resort & Spa
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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

Hotels in Highland with star rating

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland offers a plethora of activities like skiing and hiking in the stunning Shawangunk Mountains, perfect for adventure seekers.
  • Scenic Beauty: Enjoy picturesque views and serene parks ideal for sunset picnics, showcasing the natural charm of the Hudson Valley.
  • Cultural Experiences: Explore historic bridges and local art galleries that reflect Highland's rich history and vibrant culture.
  • Charming Wineries: Visit local wineries in the renowned wine country for delightful tastings and relaxation.
  • Welcoming Accommodations: Choose from a variety of hotel options, including pet-friendly stays and comfortable rooms for all travellers.

Find great hotels near Highland

Discover an array of hotel accommodations in Highland, New York, tailored to meet diverse needs. From pet-friendly options to comfortable guest rooms ideal for business travel or adventurous getaways, Highland has something for everyone. Popular choices include well-regarded establishments like the Hampton Inn, ensuring a pleasant stay while you explore the scenic beauty of the Hudson Valley.

  • Best Western Fishkill Inn & Suites: A 3.5-star hotel with a commendable guest rating of 8.8, Best Western Fishkill Inn & Suites offers a welcoming and family-friendly atmosphere, making it an ideal choice for travellers seeking both leisure and business accommodations. Located 22.5km from Highland, this hotel features amenities suited for families, including complimentary cribs. Its pet-friendly policy ensures that furry companions are welcome, with specific provisions for pets. The hotel is designed to cater to the needs of diverse guests, providing a comfortable and convenient stay.
  • HYATT house Fishkill/Poughkeepsie: A 3-star hotel that also boasts a guest rating of 8.8, HYATT house Fishkill/Poughkeepsie, situated 22.5km from Highland, is perfect for families and business travellers alike. This hotel promotes a homely experience with its spacious suites, designed to accommodate both relaxation and productivity. Families will appreciate the child-friendly amenities such as cribs and window guards, ensuring safety for younger guests. Pets are welcome, with flexible policies that cater to dog owners, making this an excellent choice for those travelling with animals.
  • Quality Inn & Suites Fishkill South near I-84: A budget-friendly option, the Quality Inn & Suites Fishkill South near I-84 shines with a guest rating of 9.0. Located 22.5km from Highland, this hotel is tailored for family and business travellers with its affordable yet comfortable accommodations. The property includes amenities like complimentary cribs and window guards for children, ensuring a safe environment for families. This hotel prioritizes guest satisfaction while providing great value, making it a wise choice for budget-conscious visitors.

Where to stay near Highland

Highland, New York, offers a delightful mix of outdoor adventures and scenic beauty, perfect for a memorable vacation. Explore the breathtaking Shawangunk Mountains for hiking and stunning views, or unwind in the charming local wineries of the renowned wine country. With its family-friendly atmosphere and friendly locals, Highland is an ideal destination for relaxation and exploration. Don’t miss the nearby shops and vibrant communities that add to the delightful experience of upstate New York.

  • Poughkeepsie: Located a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a variety of outdoor and family-friendly adventures. The city sees a steady stream of visitors year-round, with peak times in the summer months of July and August, as well as October. Here, you can explore educational institutions, shopping areas, and recreational facilities. Notable landmarks include a modern college university and a picturesque lake, making it a perfect spot for both relaxation and exploration.
  • New Paltz: Just 11.3km from Highland, New Paltz is a charming city known for its stunning natural beauty and adventurous spirit. Visitors flock here, particularly in April and during the late summer to fall months. Outdoor enthusiasts will love the recreational areas and ski fields that surround the town. Key attractions include serene lakes, a nature reserve, and majestic mountains, creating an idyllic backdrop for hiking and outdoor activities.
  • Hudson Valley: Situated 16.1km from Highland, Hudson Valley is a picturesque region celebrated for its breathtaking scenery and adventurous offerings. The area garners attention from travellers during the summer and fall, with popular activities including skiing at local resorts. Visitors can enjoy beautiful lakes, towering mountains, and even a beach, making it a versatile destination for anyone seeking outdoor fun and relaxation in a stunning setting.

Things to do in Highland

Highland, New York, is perfect for outdoor enthusiasts seeking adventure and stunning scenery. Enjoy a variety of activities, including skiing and exploring local ski fields. For a more relaxed experience, partake in sunset picnics at serene parks, visit art galleries, or explore the vibrant nightlife and entertainment options that showcase the area's charm. Whether you're seeking thrills or tranquility, Highland offers something for everyone.

Shopping

In Highland, you can explore local shops and boutiques for unique gifts and souvenirs. If you're up for a drive, visit the Poughkeepsie Galleria, about 22.5km away, featuring a mix of popular retailers and dining options for a full shopping experience.

Recreation

In Highland, the Mohonk Mountain House offers rejuvenating spa treatments surrounded by breathtaking views. Nearby, you can explore the tranquil grounds and partake in yoga sessions, while the nearby Hudson Valley boasts hiking trails that invigorate both body and mind, perfect for reconnecting with nature.

Adventure

Experience the stunning trails of the Walkway Over the Hudson, a scenic bridge offering breathtaking views of the Hudson River. For more thrill, explore the nearby Minnewaska State Park Preserve, where you can hike, rock climb, and discover beautiful waterfalls amidst the captivating landscapes.

Nightlife

Highland offers a charming nightlife with cozy spots like The Hudson Valley Brewery, where you can enjoy craft brews, or the lively atmosphere at The Country Club, perfect for unwinding with friends over a drink. Don't miss the local music scene for a taste of local talent.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Highland

  • 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: Utilize Expedia’s search tool to refine your preferences such as budget, desired location, and type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in the Highlands with your flights and activities through an Expedia package deal.

Find the best attractions in and around Highland

Highland, New York, is perfect for outdoor and adventure seekers, offering stunning scenery and cultural experiences. Visitors can explore historic bridges, sites, and houses that reflect the region's rich history. Additionally, the nearby Hudson Valley enhances the experience with beautiful landscapes and recreational activities, making it an ideal destination for those looking to immerse themselves in nature and local culture.

  • Franklin D Roosevelt Library & Museum: Immerse yourself in the rich history and legacy of Franklin D. Roosevelt at this library and museum. With its cultural exhibits and family-friendly atmosphere, it's a great spot to learn about the life and presidency of one of America's most significant leaders.
  • Mohonk Lake: Just 17.7km from Highland, Mohonk Lake offers stunning outdoor activities, romantic settings, and picturesque scenery. Enjoy a relaxing day at the beach or explore hiking trails that wind through the beautiful landscape.
  • Walkway Over the Hudson State Historic Park: Located only 1.4km from Highland, this historic bridge provides breathtaking views of the Hudson River. Stroll along the elevated walkway and take in the cultural significance of this remarkable landmark.

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

For your trip to Highland, New York, the closest major airports are New York's JFK, Newark Liberty Intl. (EWR), and LaGuardia (LGA). JFK is approximately 120.7km away and offers luxurious accommodations like Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty Intl. is about 115.9km from Highland, with top hotels such as The Dominick and Four Seasons Hotel New York Downtown, both 14.5km from the airport. LaGuardia is around 106.2km away, featuring elegant options like The Plaza and The Pierre, both just 8.0km from the airport, providing scheduled transportation services for convenience.

Frequently asked questions

What is the best area to stay in Highland?
The best area to stay in Highland is near the Walkway Over the Hudson, particularly along the eastern bank of the Hudson River.

This area is Highland's main attraction, offering direct access to the Walkway, a pedestrian bridge spanning the Hudson River. You'll find a selection of hotels and B&Bs in close proximity, making it easy to start your day with a scenic walk or cycle. The streets here are generally quiet, with some local eateries and shops dotted along Route 9W as it passes through the town.

For couples, staying near the Walkway Over the Hudson is ideal. You can enjoy romantic strolls with panoramic river views, especially at sunrise or sunset. Many accommodations in this area offer comfortable settings, some with views of the river, superb for a relaxing getaway.

Solo travellers will also appreciate the convenience of this location. It provides easy access to the Walkway for outdoor activities, and there are a few local cafes and restaurants where you can enjoy a meal or a coffee.
What are the best hotels in Highland that travellers recommend?
For a highly recommended hotel in Highland, consider the SureStay Plus Hotel by Best Western Highland Poughkeepsie.

This hotel, rated 7.8, offers comfortable and clean rooms with air conditioning. Guests often praise the great and amazing staff, and the comfortable beds. It provides a complimentary continental breakfast and has kitchen facilities in some rooms, which is convenient for longer stays. The hotel also offers early check-in for an additional charge.
What are the best family hotels in Highland?
When looking for family-friendly accommodation in Highland, the SureStay Plus Hotel by Best Western Highland Poughkeepsie is a good option.

The SureStay Plus Hotel by Best Western Highland Poughkeepsie, rated 7.8, offers convenient amenities such as connecting rooms, which are ideal for families. Guests appreciate the complimentary continental breakfast, making mornings easier with children. Many reviews highlight the comfortable and clean rooms, as well as the great customer service from the staff. Find more child-friendly accommodations in Highland
What hotels in Highland offer free breakfast?
For hotels in Highland that offer free breakfast, the SureStay Plus Hotel by Best Western Highland Poughkeepsie is a great choice.

This hotel, with a 7.8 rating, provides a complimentary continental breakfast daily, ensuring a convenient start to your day. Guests frequently mention the comfortable and clean rooms, as well as the great and amazing staff. Free self-parking is also available, which is a useful amenity. Find more hotels with free breakfast in Highland
What are the top pet-friendly hotels in Highland?
For a top pet-friendly hotel in Highland, consider the SureStay Plus Hotel by Best Western Highland Poughkeepsie.

This hotel, with a 7.8 rating, is a welcoming choice for travellers with pets. Guests often mention the comfortable and clean rooms, as well as the great and amazing staff. The beds are noted for being comfortable, and the customer service is consistently praised. The lobby is also described as lovely. The hotel is conveniently located approximately 102 km from the Hudson River. See more pet-friendly hotels in Highland
What are the best budget hotels in Highland?
For an excellent budget-friendly option in Highland, consider the SureStay Plus Hotel by Best Western Highland Poughkeepsie.

This hotel, with a 7.8 rating, is much-loved by guests for its comfortable and clean rooms, as well as its great and amazing staff and customer service. Travellers particularly appreciate the comfortable beds. Guests also benefit from complimentary breakfast, free toiletries, and free self-parking, including space for RVs, buses, and trucks. The hotel's lobby is known for being lovely. While the Hudson River is a bit of a drive away, the hotel provides a solid base for exploring the area. View all budget hotels in Highland
When is the best time to go to Highland?
The best time to go to Highland, New York, is generally from late spring to early autumn, specifically May through October, for pleasant weather and a wide range of outdoor activities.

During these months, the weather is typically mild and sunny, making it ideal for exploring the Walkway Over the Hudson State Historic Park, a former railway bridge converted into a pedestrian path offering panoramic views of the Hudson River. This period also allows for comfortable hiking and cycling on the various trails in the surrounding Hudson Valley.

Couples looking for a romantic getaway will find May, June, September, and October particularly appealing. The blossoming trees in spring and the vibrant foliage in autumn create a picturesque backdrop for wine tasting tours at local vineyards or leisurely strolls through charming small towns nearby. The cooler temperatures in these shoulder months are also more comfortable for outdoor dining and evening walks.

Families travelling with children will likely prefer July and August. The warmer weather is superb for enjoying water-based activities on the Hudson River, such as kayaking or boat tours.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland.
How can I save on a Highland hotel booking with Expedia?
Members always get our best prices. Find our best Highland hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Highland hotel?
Prices for hotels in Highland often vary, but you can find a great deal from CA $131 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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