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Our top choices for Highland hotels

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (963 reviews)
"Great stay "
United States
nicole
The price is £62
includes taxes & fees
26 Feb - 27 Feb
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,007 reviews)
"Very kind and courteous staff, very clean rooms. "
United States
John
The price is £72
includes taxes & fees
5 Mar - 6 Mar
Americas Best Value Inn New Paltz

Borland House Inn

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

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (448 reviews)
"It was nice. little outdated ."
United States
Michael
The price is £73
includes taxes & fees
26 Feb - 27 Feb
Best Western Plus The Inn & Suites At The Falls

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (826 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is £70
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Montgomery by IHG

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,011 reviews)
"Superb place to stay."
United States
Denessy
The price is £80
includes taxes & fees
26 Feb - 27 Feb
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.6 out of 10, Good, (30 reviews)
"Room was clean, check-in was easy."
United States
Maureen
The price is £81
includes taxes & fees
7 Mar - 8 Mar
Spark by Hilton Fishkill

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was cleaned and staff was friendly. "
United States
Giovanni
The price is £80
includes taxes & fees
6 Mar - 7 Mar
Quality Inn & Suites Fishkill South near I-84

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1,001 reviews)
"Best staff ever great location."
United States
Rafael
The price is £80
includes taxes & fees
13 Mar - 14 Mar
Hampton Inn & Suites Poughkeepsie

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (474 reviews)
"Clean room, comfy bed, amazing breakfast buffet. "
United States
Mimi
The price is £121
includes taxes & fees
8 Mar - 9 Mar
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (173 reviews)
"Great stay! Well decorated and a beautiful building walking distance from shops restos and the beautiful downtown. The host was waiting to greet us even though we were quite late to check in. Would stay again!"
United States
Ema
The Wiltwyck

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (394 reviews)
"Wonderful destination!"
United States
candice
The price is £88
includes taxes & fees
26 Feb - 27 Feb
Rhinebeck Village Inn

Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
Lake Katrine
8.2 out of 10, Very good, (68 reviews)
"easy check in, great location. perfect for a couple going away overnight just needing a place to crash "
United States
donna
The price is £116
includes taxes & fees
26 Feb - 27 Feb
Hudson Valley 9w Motel

The Lagrange Inn & Extended Stay

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

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,000 reviews)
"Clean, friendly, tasty food, beautiful rooms"
United States
Hiuching
The price is £92
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express & Suites Kingston-Ulster by IHG

Calm Boutique Lake Studio Fast Wifi Great WFH

Calm Boutique Lake Studio Fast Wifi Great WFH
2.0 star property
Monroe
The price is £254
includes taxes & fees
26 Feb - 27 Feb
Calm Boutique Lake Studio Fast Wifi Great WFH

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (1,000 reviews)
"Yes stay was pleasant "
United States
henry
The price is £84
includes taxes & fees
15 Mar - 16 Mar
Comfort Suites Fishkill near Interstate 84

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very good, (1,003 reviews)
"Comfortable hotel and staff very welcoming "
United States
Sunil
The price is £67
includes taxes & fees
8 Mar - 9 Mar
Quality Inn Hyde Park Poughkeepsie North

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,000 reviews)
"It was an ok stay "
United States
ROSEMARIE
The price is £95
includes taxes & fees
5 Mar - 6 Mar
Hampton Inn Kingston

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (675 reviews)
"Always a great stay. Easy access to West Point. Clean. It’s a great simple stay for your cadet to get off base for a day or two. "
United States
Stephanie
The price is £84
includes taxes & fees
10 Mar - 11 Mar
West Point Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Stay near popular Highland attractions

Learn more about Highland

Perched above the Hudson River, this charming town offers stunning views from the Walkway Over the Hudson. Explore local wineries, pick your own apples at nearby orchards, or hike the scenic trails in Minnewaska State Park Preserve.

Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Top Highland Hotel Reviews

More cheap stays in Highland

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland is an excellent destination for outdoor enthusiasts, offering activities like hiking, skiing, and exploring scenic landscapes.
  • Rich Local Culture: Visitors can discover historical sites and modern colleges that showcase the unique culture of the area.
  • Family-Friendly Atmosphere: With various attractions and recreational areas, Highland is perfect for family holidays.
  • Charming Accommodations: A range of delightful lodging options, from pet-friendly stays to agritourism properties, cater to all travellers.
  • Scenic Hudson Valley: Nestled in the picturesque Hudson Valley, Highland offers a relaxing vibe and beautiful surroundings.

Find great hotels near Highland

Discover a range of delightful hotel accommodations in Highland, New York, catering to every type of traveller. Whether you're seeking a pet-friendly retreat, a business-focused stay, or an adventure-filled getaway, you'll find a variety of options to suit your needs. From charming agritourism properties to top-rated hotels, Highland promises a memorable experience for all visitors.

  • Best Western Fishkill Inn & Suites: This 3.5-star hotel offers a welcoming atmosphere ideal for families and business travellers alike, located 8.7km from Highland. Best Western Fishkill Inn & Suites is particularly beloved for its pet-friendly policy, making it a great choice for those travelling with furry companions. The hotel features comprehensive business amenities, including a 24-hour business centre, meeting rooms, and conference space, ensuring a productive stay. Families can enjoy conveniences such as free cribs for little ones, while pets are accommodated with specific restrictions. With its blend of comfort and practicality, it’s perfect for a diverse range of guests.
  • HYATT house Fishkill/Poughkeepsie: Situated also 8.7km from Highland, the 3-star HYATT house Fishkill/Poughkeepsie is designed for both family vacations and business trips. This hotel prides itself on being pet-friendly, welcoming both dogs and cats with certain fees. Business travellers will find multiple meeting rooms and conference spaces, alongside a fully equipped business centre. Families are catered for with free cribs, window guards, and a first-aid kit for peace of mind. With a focus on comfort and functionality, this hotel ensures a relaxing stay for all types of travellers.
  • Quality Inn & Suites Fishkill South near I-84: This hotel, located 8.7km from Highland, stands out for its commitment to inclusivity, being LGBTQIA welcoming and affiliated with LGBTQI travel guides. It offers essential business amenities such as meeting rooms and conference space, making it suitable for corporate stays. Families will appreciate the provision of free cribs and window guards to ensure safety for children. With a friendly atmosphere and a focus on diverse needs, Quality Inn & Suites provides a welcoming retreat for all visitors.

Where to stay near Highland

Highland, New York, offers a delightful blend of outdoor adventures and family-friendly experiences. Nestled in the scenic Hudson Valley, this charming town serves as a convenient base to explore the beauty of New England. Visitors can immerse themselves in the sunny weather while enjoying the warm atmosphere created by friendly locals. With picturesque landscapes and a relaxing vibe, Highland is perfect for those seeking both adventure and tranquillity during their vacation.

  • Poughkeepsie: Located a mere 1.2km from Highland, Poughkeepsie is a vibrant city that attracts visitors year-round. While the peak seasons are July to August and October, the city boasts a wealth of outdoor and family-friendly activities. Notable highlights include a charming shopping area and a picturesque lake surrounded by mountains. The presence of a modern college university adds an educational flair, making Poughkeepsie a perfect blend of urban and natural experiences.
  • New Paltz: Situated 4.3km from Highland, New Paltz is a haven for outdoor enthusiasts and adventure seekers. With its peak visitor numbers in April and from August to September, this city is renowned for its stunning scenery and recreational areas. Popular activities include skiing at local ski fields, while nearby lakes and nature reserves offer breathtaking views and ample opportunities for exploration. New Paltz is an ideal destination for those looking to immerse themselves in nature’s beauty.
  • Hyde Park: Just 2.5km from Highland, Hyde Park is a culturally rich city that thrives on outdoor family experiences. It welcomes tourists predominantly in June to July and September. Visitors can enjoy educational attractions, shopping areas, and skiing opportunities. The city is home to significant landmarks, including historic and modern college universities, as well as peaceful lakes. Hyde Park is a delightful mix of culture and nature, making it a must-visit destination.

Things to do in and around Highland

Highland offers a delightful blend of outdoor and adventure activities perfect for family holidays. Visitors can explore educational attractions, enjoy skiing opportunities, and unwind in recreational areas. With its scenic landscapes and various activities, Highland is an excellent destination for those seeking both relaxation and adventure.

Shopping

For a delightful shopping experience in Highland, visit the Poughkeepsie Galleria, just 4.3km away, offering a variety of shops and entertainment. If you're up for a drive, the Hudson Valley Mall (14.3km away) and Stormville Airport Antique Show & Flea Market (9.3km away) provide unique finds and local charm.

Recreation

Apple Greens Golf Course offers an invigorating outdoor experience with its scenic fairways, perfect for a relaxing day of golf. For a tranquil vibe, visit Richard L. Skimin Memorial Baseball Field, where you can unwind in a peaceful park setting. Enjoy laughter and family fun at Bananas Comedy Club, a delightful entertainment venue.

Adventure

At Paintball Sports, located 4.3km from Highland, unleash your competitive spirit in an exhilarating paintball battle. North Landing Beach, also 4.3km away, offers a family-friendly campground perfect for adventurous outdoor activities. For breathtaking scenery, trek the Labyrinth Trailhead, situated 6.8km from Highland.

Nightlife

A vibrant evening in Highland awaits with a visit to the Chance Theater for a dose of culture and entertainment, just 1.2km away. Alternatively, enjoy a nostalgic film at the Overlook Drive-In Theater, 3.1km from town, or unleash your inner child at Fun Central, 5.6km away.

Booking tips and Expedia advantages for Highland

To save money on your trip to Highland, visit between January and March for lower accommodation rates, avoiding the pricier August to October period. Booking a stay on a Tuesday will also help you find better deals compared to Saturdays. Utilise Expedia to filter hotels by budget and location, and consider eco-certified options for sustainable stays. Combine your hotel, flights, and activities for potential savings with package deals. Don't forget to explore free local activities to enhance your experience without breaking the bank.

  • 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, such as budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your Highland hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Highland

Highland, New York, is an ideal destination for outdoor enthusiasts and families seeking adventure. Visitors can explore a variety of attractions, including modern colleges, historic bridges, and significant sites that showcase the local culture. Whether you're after thrilling outdoor experiences or enriching historical insights, Highland offers a diverse range of points of interest to make your holiday memorable.

  • Culinary Institute of America: Located a mere 1.2km from Highland, this esteemed institution offers a unique blend of culinary excellence and rich history. Visitors can enjoy exquisite dining experiences prepared by students and explore the vibrant atmosphere of culinary arts.
  • Vassar College: Situated 2.5km away, this modern college boasts stunning architecture and beautiful grounds. Known for its vibrant campus life, Vassar offers a refreshing city vibe, making it a great spot to stroll and soak in the academic environment.
  • Home of Franklin D. Roosevelt National Historic Site: Also 2.5km from Highland, this historic site provides an insightful glimpse into the life of America’s 32nd president. The picturesque grounds and museum evoke a deep cultural appreciation and historical significance.

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 SunnyAverageAverage
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 visit to Highland, New York, you have several airport options. White Plains, NY (HPN-Westchester County) is 29.2km away, with nearby hotels such as The Opus Westchester and Sonesta White Plains, both 2.5km from the airport, offering complimentary airport transfers. Newburgh, NY (SWF-Stewart Intl.) is only 10.6km from Highland, with good options like The Dutchess Inn and Spa at Beacon, located 3.7km away. Lastly, Danbury, CT (DXR-Danbury Municipal) is 32.5km away, featuring hotels like Hotel Zero Degrees Danbury, just 1.2km from the airport. Each airport is accessible from these hotels, making your travel convenient.

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.
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.
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.
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.
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 £62 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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