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Top 10 Highland hotels and places to stay

Our top choices for Highland hotels

Countryside Motel

2.0 star property
7.2 out of 10, Good, (245)
"Reasonably priced "
The price is £76
includes taxes & fees
31 Aug - 1 Sept
Countryside Motel

Quality Inn Hyde Park Poughkeepsie North

2.5 star property
8.0 out of 10, Very good, (1008)
"We were only there for one night but staff was really nice and rooms were clean. Breakfast was good also."
The price is £67
includes taxes & fees
7 Sept - 8 Sept
Quality Inn Hyde Park Poughkeepsie North

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
7.6 out of 10, Good, (866)
"Could tell it was renovated but it was a good stay "
The price is £73
includes taxes & fees
21 Sept - 22 Sept
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
9.4 out of 10, Exceptional, (315)
"Well clean hotel. "
The price is £109
includes taxes & fees
3 Sept - 4 Sept
Home2 Suites By Hilton Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (1007)
"Beautiful hotel with self parking and great breakfast."
The price is £96
includes taxes & fees
8 Sept - 9 Sept
Hyatt Place Poughkeepsie / Hudson Valley

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1016)
"Good place to stay"
The price is £84
includes taxes & fees
14 Sept - 15 Sept
Quality Inn & Suites Fishkill South near I-84

Comfort Suites Fishkill near Interstate 84

2.5 star property
9.0 out of 10, Wonderful, (1006)
"The staff was friendly and efficient. The room was clean and the bed comfortable. It was a great central location to explore the Hudson Valley attractions!"
The price is £94
includes taxes & fees
28 Sept - 29 Sept
Comfort Suites Fishkill near Interstate 84

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.6 out of 10, Exceptional, (378)
"We had an excellent stay. Location was perfect. "
The price is £148
includes taxes & fees
22 Sept - 23 Sept
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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

2.0 star property
8.4 out of 10, Very good, (1009)
"Excellent hotel!!"
The price is £96
includes taxes & fees
1 Sept - 2 Sept
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Americas Best Value Inn New Paltz

2.0 star property
8.8 out of 10, Excellent, (1006)
"Great place would stay again"
The price is £87
includes taxes & fees
3 Sept - 4 Sept
Americas Best Value Inn New Paltz

Best Western Plus The Inn & Suites At The Falls

2.5 star property
7.6 out of 10, Good, (397)
"I like everything about the hotel."
The price is £111
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus The Inn & Suites At The Falls

Hampton Inn Fishkill

2.5 star property
8.6 out of 10, Excellent, (1005)
"Nice place"
The price is £110
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Fishkill

Courtyard by Marriott Newburgh Stewart Airport

3.0 star property
8.2 out of 10, Very good, (677)
"Great stay!"
The price is £92
includes taxes & fees
14 Sept - 15 Sept
Courtyard by Marriott Newburgh Stewart Airport

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
8.8 out of 10, Excellent, (758)
"Super clean and breakfast was amazing "
The price is £84
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Montgomery by IHG

Hampton Inn & Suites Poughkeepsie

2.5 star property
8.6 out of 10, Excellent, (1010)
"This property is always our first choice when we visit the area. "
The price is £102
includes taxes & fees
10 Sept - 11 Sept
Hampton Inn & Suites Poughkeepsie

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (115)
"Very nice accommodations & staff."
The price is £115
includes taxes & fees
1 Sept - 2 Sept
Tin Brook Bed & Breakfast

Holiday Inn Express & Suites Kingston-Ulster by IHG

2.5 star property
9.4 out of 10, Exceptional, (967)
"Definitely a decent place to stay "
The price is £108
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express & Suites Kingston-Ulster by IHG

Cadet Motel

2.0 star property
6.4 out of 10, (292)
"It was a great little motel for a 2 day business trip. Affordable, clean, and safe. "
The price is £69
includes taxes & fees
1 Sept - 2 Sept
Cadet Motel

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
8.6 out of 10, Excellent, (1009)
"Overall our stay was good. Was a little "
The price is £94
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Poughkeepsie by IHG

Harvest Inn

2.5 star property
9.4 out of 10, Exceptional, (551)
"Lovely hotel with wonderful staff. Very close to great dining eg Classic diner and Pine Bush Chinese . It’s positioned in a lovely area and has a very nice outdoor seating area where you can sit outside and enjoy the sun sets . I removed one star as the air conditioner in our room was very noisy with a musty smell but everything else was perfect ."
Harvest Inn
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Hotels with a hot tub in Highland you'll enjoy

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.

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.

Photo by Karen Wirtz
Open Photo by Karen Wirtz

Top Highland Hotel Reviews

More cheap stays in Highland

More cheap stays in Highland

Find out more about 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are the best budget hotels in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is a solid choice for budget-conscious travellers seeking comfort and convenience. With a traveller review score of 7.6, this hotel offers a complimentary continental breakfast to kickstart your day, alongside free parking options ideal for families and larger vehicles. Guests appreciate the convenience of early check-in and the availability of in-room WiFi, making it easy to stay connected during your trip.

Another great option is the Rodeway Inn & Suites New Paltz - Hudson Valley, which has a friendly rating of 7.2. This hotel provides essential amenities like free in-room WiFi and parking, ensuring a straightforward experience for families. The availability of cribs at no extra charge makes it particularly appealing for those traveling with young children. The spacious rooms, including sofa beds, offer flexibility for families looking to settle in comfortably after a day of adventure. View all budget hotels in Highland.
When is the best time to go to Highland?
The most popular time to visit the Highlands is April, when the landscape begins to bloom with vibrant colours and the weather is generally mild. During this month, temperatures typically range from 5 to 12°C, making it a fabulous time for outdoor adventures such as hiking, cycling, or simply soaking in the breathtaking views.

As you consider your travel plans, it's helpful to know that the peak season runs from March to May. This period attracts many visitors eager to experience the stunning natural beauty and rich cultural heritage of the area. While you might encounter more tourists, the lively atmosphere adds to the charm of the Highlands, and guided tours can help you make the most of your experience without the hassle of planning every detail.

April is particularly appealing for couples and families alike, as the weather is just right for exploring picturesque villages, ancient castles, and scenic lochs. The longer daylight hours encourage leisurely strolls, allowing you to fully appreciate the scenery. Additionally, many local events and festivals kick off during this time, offering a chance to engage with the community and learn more about Scottish traditions.

For those looking for a more budget-friendly option, visiting in December can be a delightful choice. The Highlands offer a unique winter wonderland experience, with fewer crowds and often lower accommodation rates. You can still enjoy the beauty of the landscape, perhaps with a touch of frost or snow, while exploring cosy local pubs and indulging in hearty Scottish cuisine.
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?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Highland hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to 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 £63 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.