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Our top choices for Highland hotels

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,018 reviews)
"The room was clean and the staff was amazing! "
United States
Tara
The price is CA $144
CA $163 total
includes taxes & fees
Mar 15 - Mar 16
Courtyard by Marriott 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, (474 reviews)
"Clean room, comfy bed, amazing breakfast buffet. "
United States
Mimi
The price is CA $197
CA $223 total
includes taxes & fees
Mar 15 - Mar 16
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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, (1,000 reviews)
"Great place to stay a"
United States
Nicole
The price is CA $118
CA $139 total
includes taxes & fees
Mar 19 - Mar 20
DoubleTree by Hilton Poughkeepsie Convention Center

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 CA $110
CA $124 total
includes taxes & fees
Mar 15 - Mar 16
Quality Inn Hyde Park Poughkeepsie North

The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (243 reviews)
"Nice staff, clean rooms and nice gym"
United States
Lorna
The price is CA $199
CA $231 total
includes taxes & fees
Mar 10 - Mar 11
The Heartwood

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (413 reviews)
"Rooms were clean, staff was friendly and breakfast was good."
United States
Carole
The price is CA $145
CA $168 total
includes taxes & fees
Mar 11 - Mar 12
Home2 Suites By Hilton Poughkeepsie

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (457 reviews)
"Room was very spacious and clean I loved it it’s my second time there "
United States
Melli
The price is CA $206
CA $284 total
includes taxes & fees
Mar 16 - Mar 17
AutoCamp Catskills

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,000 reviews)
"It was a very pleasant stay."
United States
Evelyn
The price is CA $162
CA $188 total
includes taxes & fees
Mar 3 - Mar 4
Homewood Suites by Hilton Poughkeepsie

Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (642 reviews)
"Spacious, clean suite. Convenient parking. Great location."
United States
James
The price is CA $147
CA $170 total
includes taxes & fees
Mar 15 - Mar 16
Residence Inn by Marriott Poughkeepsie

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,000 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is CA $134
CA $152 total
includes taxes & fees
Mar 8 - Mar 9
Overlook Lodge at Bear Mountain

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 CA $103
CA $115 total
includes taxes & fees
Feb 26 - Feb 27
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Buttermilk Falls Inn

Buttermilk Falls Inn
3.0 star property
Milton
9.2 out of 10, Wonderful, (42 reviews)
"Excellent "
United States
Carlos
The price is CA $553
CA $682 total
includes taxes & fees
Feb 26 - Feb 27
Buttermilk Falls Inn

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,062 reviews)
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is CA $145
CA $178 total
includes taxes & fees
Mar 4 - Mar 5
Hampton Inn Harriman Woodbury

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (61 reviews)
"Great stay"
United States
Adrienne
The price is CA $1,232
CA $1,454 total
includes taxes & fees
Mar 3 - Mar 4
Wildflower Farms, Auberge Collection

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 CA $128
CA $149 total
includes taxes & fees
Mar 13 - Mar 14
Hampton Inn & Suites Poughkeepsie

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,000 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 CA $167
CA $187 total
includes taxes & fees
Mar 3 - Mar 4
Hampton Inn by Hilton New Paltz

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,021 reviews)
"Room was very clean and the staff was very nice!"
United States
Kareem
The price is CA $138
CA $161 total
includes taxes & fees
Mar 15 - Mar 16
Hyatt Place Poughkeepsie / Hudson Valley

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (52 reviews)
"The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return"
United States
Margaret
The price is CA $314
CA $387 total
includes taxes & fees
Mar 12 - Mar 13
Emerson Resort & Spa

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (236 reviews)
"Perfect room . Perfect stay "
United States
Kim
Woodstock Way Hotel

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (339 reviews)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
The price is CA $307
CA $347 total
includes taxes & fees
Feb 27 - Feb 28
Journey Inn Bed & Breakfast
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

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Hotels in Highland with star rating

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland offers a variety of outdoor activities, including skiing and scenic trails for hiking, perfect for nature lovers and families.
  • Cultural Heritage: Explore historic bridges and significant sites that reflect the rich history of the area, providing educational experiences for visitors.
  • Charming Neighbourhoods: Discover picturesque local neighbourhoods with friendly locals, ideal for leisurely strolls and experiencing the community vibe.
  • Diverse Accommodations: From pet-friendly hotels to unique agritourism stays, Highland has a range of options to suit every traveller's needs.
  • Family-Friendly Activities: Enjoy various recreational areas and engaging activities that cater to families, ensuring a fun-filled vacation.

Find great hotels near Highland

Discover a range of exceptional accommodations in Highland, New York, tailored to meet the needs of every traveler. From pet-friendly options to business-themed lodgings, Highland offers a variety of hotels and agritourism properties that promise a memorable adventure. Whether you're seeking the best hotels or top-rated stays, you'll find the perfect spot to relax and explore the scenic beauty of this charming area.

  • Best Western Fishkill Inn & Suites: This 3.5-star hotel offers a welcoming atmosphere ideal for business and family travellers alike, located 22.5km from Highland. Best Western Fishkill Inn & Suites provides comprehensive business facilities, including a 24-hour business centre and versatile meeting spaces. Families will appreciate the free cribs and child-friendly amenities, ensuring a comfortable stay for all ages. This property is also pet-friendly, allowing dogs with certain restrictions, making it a great choice for those travelling with furry companions.
  • HYATT house Fishkill/Poughkeepsie: A 3-star hotel located 22.5km from Highland, HYATT house Fishkill/Poughkeepsie combines a modern feel with family-friendly services. Business travellers can take advantage of multiple meeting rooms and a well-equipped business centre. The hotel is particularly welcoming to families, offering free cribs and window guards for added safety. Additionally, it accommodates pets, including both dogs and cats, with a variable fee, making it an excellent choice for those who wish to travel with their pets.
  • Quality Inn & Suites Fishkill South near I-84: This hotel caters to families and LGBTQIA travellers, located 22.5km from Highland. Quality Inn & Suites emphasizes inclusivity and comfort, featuring business amenities such as a conference space and business centre. Families will benefit from child-friendly features like free cribs and window guards, ensuring a safe environment for young ones. Its affiliation with LGBTQI travel guides highlights its commitment to creating a welcoming atmosphere for all guests, making it a notable choice for diverse travellers.

Where to stay near Highland

Highland, New York, is a perfect getaway for families and outdoor enthusiasts alike. With its inviting sunny weather and stunning scenery, visitors can enjoy leisurely strolls in Hyde Park nearby or explore charming local neighbourhoods. The relaxed atmosphere and friendly locals create a welcoming vibe, making it an ideal spot for a weekend escape. Discover the beauty of New England while enjoying low crowds and memorable experiences in this picturesque region.

  • Poughkeepsie: Located a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a rich blend of outdoor adventures and urban experiences. With visitor numbers peaking in the summer and fall, it's an ideal spot for families and those looking to explore city life. Here, you can enjoy educational venues, shop at bustling centres, and take in the scenic beauty of nearby lakes and mountains. The city is also home to a modern university, making it a hub of youthful energy and innovation.
  • New Paltz: Just 11.3km away from Highland, New Paltz is a haven for outdoor enthusiasts and adventure seekers. With a peak in visitors during the spring and early fall, this city is known for its stunning scenery and recreational activities. From skiing in the winter to exploring nature reserves in the warmer months, there’s something for everyone. The surrounding mountains and lakes provide a picturesque backdrop for your adventures, ensuring an unforgettable experience in this charming locale.
  • Hyde Park: Situated 6.4km from Highland, Hyde Park is a city steeped in culture and history. With steady visitor arrivals year-round, it’s a perfect destination for families seeking outdoor fun and educational experiences. The area boasts historical colleges and modern universities, along with beautiful lakes and shopping areas. Peak visitor times in late spring and early fall highlight its appeal as a cultural hub, making it an excellent spot to immerse yourself in local history while enjoying the great outdoors.

Things to do in and around Highland

Highland, New York, offers a fantastic blend of outdoor adventures and family-friendly activities. Visitors can enjoy skiing and various recreational areas, perfect for spending quality time outdoors. Shopping enthusiasts will also find local centres to explore. Whether you're seeking education or simply looking to unwind in nature, Highland provides a delightful experience for all types of travellers.

Shopping

In Highland, you can visit the Poughkeepsie Galleria, located 11.3km away, offering a vibrant shopping experience with entertainment options. If you're up for a drive, check out the Hudson Valley Mall, 111.3km away, featuring a mix of shops and family-friendly activities.

Recreation

Apple Greens Golf Course offers a scenic golfing experience surrounded by nature, perfect for outdoor enthusiasts. For relaxation, visit Richard L. Skimin Memorial Baseball Field, where you can unwind in a tranquil park setting. For a family-friendly outing, enjoy laughter at Bananas Comedy Club, just a short drive away.

Adventure

North Landing Beach, a campground 11.3km from Highland, offers a fantastic outdoor experience perfect for families and adventure seekers alike. For a thrilling outing, try Paintball Sports, also 11.3km away, where you can immerse yourself in action-packed fun. For hiking enthusiasts, Labyrinth Trailhead, located 17.7km away, boasts stunning scenery and exhilarating trails.

Nightlife

Your nightlife experience in Highland, New York, includes the Chance Theater, offering a blend of culture and romance just 3.2km away. Enjoy a classic film at the Overlook Drive-In Theater, 8.0km away, or unleash your adventurous side at Fun Central, 14.5km away, filled with arcade excitement.

*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 during your trip to Highland, New York, consider visiting between January and March for the lowest accommodation rates. Booking on a Tuesday can also help you secure better prices, while Saturdays tend to be the most expensive. Use Expedia’s search tool to compare room rates and find hotel deals that suit your budget. Don’t forget to bundle your hotel stay with flights and activities for additional savings. For transportation, utilize public transit options or explore on foot to enjoy the area without added costs.

  • 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: Utilize Expedia's search tool to refine your preferences, such as budget, desired location, and preferred hotel type. To find the best prices and offers, simply sort 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.

Find the best attractions near Highland

Highland, New York, offers a delightful blend of outdoor adventures and cultural experiences, making it ideal for family vacations. Visitors can explore modern colleges, historic bridges, and significant sites that highlight the area's rich heritage. Whether you're seeking thrilling activities or family-friendly outings, Highland's attractions cater to a variety of interests, ensuring a memorable getaway.

  • Culinary Institute of America: Experience culinary excellence at this renowned institution, where you can enjoy gourmet dining and cooking demonstrations. The rich history and cultural atmosphere make it a food lover's paradise.
  • Vassar College: Explore the beautiful campus of this modern liberal arts college. With its stunning architecture and vibrant city vibes, Vassar offers a unique blend of academic and artistic experiences, including art exhibitions and performances.
  • Walkway Over the Hudson State Historic Park: Stroll or cycle along this scenic walkway, which spans the Hudson River. The breathtaking views and historical significance create an enriching experience for visitors looking to connect with nature and culture.

Best time to go to Highland

The best time to visit Highland is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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. White Plains, NY (HPN-Westchester County) is 75.6km away, with nearby hotels like The Opus Westchester and Sonesta White Plains Downtown, both 6.4km from the airport, offering various transportation services including 24-hour shuttles. Newburgh, NY (SWF-Stewart Intl.) is closer at 27.4km, with accommodations such as The Dutchess Inn and Spa at Beacon, 9.7km away. Danbury, CT (DXR-Danbury Municipal) is another option, located 36.4km from Highland, featuring hotels like Hotel Zero Degrees Danbury, just 3.2km from the airport. Each location provides accessible transport options for a convenient travel experience.

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 $115 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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