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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, (1,012 reviews)
"A good spot for a good price"
United States
Brittany
The price is NT$2,653
NT$2,971 total
includes taxes & fees
Jul 1 - Jul 2
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (122 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is NT$4,342
NT$4,912 total
includes taxes & fees
Jun 28 - Jun 29
Tin Brook Bed & Breakfast

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,023 reviews)
"The location was perfect for us."
United States
Eleanor
The price is NT$3,315
NT$3,712 total
includes taxes & fees
Jun 21 - Jun 22
Americas Best Value Inn New Paltz

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point
2.0 star property
Newburgh
5.0 out of 10, (1,000 reviews)
"It’s close to Dennys, this place needs serious update and cleaning."
United States
Albert
The price is NT$2,274
NT$2,686 total
includes taxes & fees
Jun 22 - Jun 23
Ramada by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point
2.0 star property
Newburgh
6.2 out of 10, (1,000 reviews)
"Rooms are clean everything was good"
United States
Nancy
The price is NT$2,813
NT$3,323 total
includes taxes & fees
Jun 25 - Jun 26
Howard Johnson by Wyndham Newburgh/West Point

Brinckerhoff Inn

Brinckerhoff Inn
4.0 star property
Fishkill
9.6 out of 10, Exceptional, (62 reviews)
"We had a great stay at the Brinckerhoff Inn. The property is beautiful and it was obvious how much work went into the restoration. The decor was very "Presidential" and definitely felt like you were back in the 18th Century. My husband and I had a lovely stay. The en suite bathroom was spacious and Molton brown amenities added a nice touch. We even snuck in a few games of pool in the downstairs game room. Bob was a terrific host and made us a delicious breakfast with a beautiful...
United States
Stacey
The price is NT$9,441
NT$10,680 total
includes taxes & fees
Jun 25 - Jun 26
Brinckerhoff Inn

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, (869 reviews)
"Our stay for a day was great."
United States
Chime
The price is NT$3,569
NT$4,038 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express & Suites Montgomery by IHG

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,003 reviews)
"Our room was clean and comfortable. It was just what we wanted for a short overnight stay. The staff were very friendly and accommodating. I would definitely stay there again."
United States
ANNE
The price is NT$3,197
NT$3,696 total
includes taxes & fees
Jul 6 - Jul 7
Quality Inn & Suites Fishkill South near I-84

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, (1,023 reviews)
"We stopped here for the night and it was perfect. Clean room and courteous staff."
United States
Kathleen
The price is NT$3,382
NT$3,995 total
includes taxes & fees
Jul 5 - Jul 6
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.2 out of 10, Wonderful, (56 reviews)
"Really lovely place, we stayed in the deluxe cabin "
United States
etgar
The price is NT$3,285
NT$5,271 total
includes taxes & fees
Jun 21 - Jun 22
Stonehill's Farmhouse

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is NT$5,850
NT$6,816 total
includes taxes & fees
Jul 1 - Jul 2
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, (477 reviews)
"This place was excellent, especially for the price. Lovely setting and unique."
United States
Randall
The price is NT$3,586
NT$4,056 total
includes taxes & fees
Jul 1 - Jul 2
Best Western Plus The Inn & Suites At The Falls

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (311 reviews)
"great stay !"
United States
reagan
The price is NT$2,684
NT$3,171 total
includes taxes & fees
Jul 1 - Jul 2
Cadet Motel

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful space. Tranquil and beautiful. We will definitely be back. Thank you for a lovely stay."
United States
Cheri
The price is NT$5,210
NT$5,894 total
includes taxes & fees
Jun 30 - Jul 1
Rhinecliff Hotel

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,004 reviews)
"Simple and easy quiet stay for overnight"
United States
Jose
The price is NT$2,753
NT$3,115 total
includes taxes & fees
Jun 30 - Jul 1
Super 8 by Wyndham Montgomery Maybrook

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is NT$4,421
NT$5,001 total
includes taxes & fees
Jul 2 - Jul 3
Jenny's Country Manor

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (275 reviews)
"Not a 5 star, but a decent motel for a good price. Lady at check in was very nice, friendly, and helpful."
United States
Richard
The price is NT$3,000
NT$3,251 total
includes taxes & fees
Jun 20 - Jun 21
Countryside Motel

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, (1,012 reviews)
"Clean room, breakfast, easy access, parking"
United States
Diane
The price is NT$3,000
NT$3,393 total
includes taxes & fees
Jul 2 - Jul 3
Quality Inn Hyde Park Poughkeepsie North

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,000 reviews)
"This was a great location, the staff were very helpful and friendly, and the breakfast was great."
United States
Shannon
The price is NT$3,525
NT$4,093 total
includes taxes & fees
Jun 24 - Jun 25
Hyatt Place Poughkeepsie / Hudson Valley

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.2 out of 10, Very Good, (130 reviews)
"Great affordable stay overall."
United States
Caroline
The price is NT$2,926
NT$3,384 total
includes taxes & fees
Jul 15 - Jul 16
Spark by Hilton Fishkill
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.

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 Adventure: Highland is a haven for outdoor enthusiasts, offering activities like skiing, hiking, and exploring local parks.
  • Stunning Scenery: The area boasts breathtaking views and natural beauty, perfect for relaxation and outdoor sports.
  • Cultural Exploration: Visitors can discover local art galleries, historic bridges, and notable sites for a rich cultural experience.
  • Family-Friendly Atmosphere: Highland is ideal for families, providing a variety of attractions suitable for all ages.
  • Diverse Accommodation: The town offers a range of lodging options, from pet-friendly hotels to business-friendly environments.

Find great hotels near Highland

Discover a range of hotel accommodations in Highland, New York, perfect for every traveler. Whether you're seeking pet-friendly options, a business-friendly environment, or an adventurous getaway, Highland has something for everyone. Explore the best hotels and read reviews to find the ideal lodging that suits your needs and enhances your vacation experience in this charming area.

  • Best Western Fishkill Inn & Suites: This 3.5-star hotel is perfect for families, business travelers, and pet owners seeking a welcoming stay. Located 22.5km from Highland, Best Western Fishkill Inn & Suites offers a range of amenities tailored for a comfortable experience. Families will appreciate the complimentary cribs and child-friendly services, while pets are allowed with certain restrictions. With a focus on convenience and comfort, you can expect a friendly atmosphere and well-maintained facilities to cater to all your needs during your stay.
  • HYATT house Fishkill/Poughkeepsie: A 3-star hotel situated 22.5km from Highland, HYATT house Fishkill/Poughkeepsie is an excellent choice for business travelers and families. The hotel features a variety of amenities designed with children's safety in mind, including first aid kits and window guards. Pets are also welcome, with specific policies in place. This hotel combines modern conveniences with a family-friendly atmosphere, ensuring a comfortable and enjoyable stay for all guests, whether traveling for work or leisure.
  • Quality Inn & Suites Fishkill South near I-84: This inviting hotel is located 22.5km from Highland and is known for its LGBTQIA-friendly environment, making it an inclusive choice for all travelers. Quality Inn & Suites offers essential amenities for families, including free cribs and window guards for children's safety. The property is well-suited for both business and leisure travelers, providing a welcoming atmosphere and essential services to enhance your stay. With its commitment to inclusivity and comfort, you're sure to feel at home here.

Where to stay near Highland

Highland, New York, offers an unforgettable vacation experience with its stunning outdoor scenery and family-friendly atmosphere. Explore local parks for relaxation and adventure, or venture into nearby cities for a taste of friendly locals and vibrant communities. Perfect for a weekend getaway, Highland provides a convenient location to enjoy sunny weather and breathtaking views, making it an ideal destination for those seeking both adventure and tranquility.

  • Poughkeepsie: Located merely 3.2km from Highland, Poughkeepsie is a vibrant city that offers a delightful blend of urban and outdoor experiences. Visitors can expect a bustling atmosphere with various educational and shopping venues. The scenic Hudson River waterfront is a highlight, alongside historic and modern college campuses. During the peak months of July to August and October, families and outdoor enthusiasts flock here to enjoy the beautiful parks, local events, and the stunning views from the Walkway Over the Hudson State Historic Park, which is one of the longest elevated pedestrian bridges in the world.
  • New Paltz: Situated 11.3km away from Highland, New Paltz is a charming college town that captivates visitors with its stunning natural scenery and outdoor adventures. Known for its recreational areas and proximity to the Shawangunk Mountains, it's an ideal spot for hiking, climbing, and skiing during the colder months. The peak travel season occurs in April and from August to September, when the vibrant fall foliage attracts many nature lovers. Visitors can explore the quaint downtown, with its unique shops and eateries, or take a leisurely stroll around the nearby lakes and nature reserves for a truly immersive experience.
  • Hyde Park: Just 6.4km from Highland, Hyde Park blends outdoor beauty with rich history and culture. This city is famous for its beautiful parks and educational institutions, making it a family-friendly destination. The peak travel months are June to July and September, when visitors can enjoy the delightful gardens and historic landmarks, including the Franklin D. Roosevelt Presidential Library and Museum. Hyde Park also offers opportunities for shopping and winter sports, ensuring that there's something for everyone to enjoy throughout the year.

Things to do in and around Highland

Highland, New York, is perfect for outdoor enthusiasts seeking adventure and stunning scenery. Visitors can enjoy activities like skiing and exploring local art galleries. It's an ideal destination for romantic getaways and outdoor sports, offering a variety of experiences to connect with nature and enjoy the landscape. Whether you're hitting the slopes or relaxing in the beauty of the area, Highland has something for everyone.

Shopping

In Highland, you can shop at the Poughkeepsie Galleria, located 11.3km away, featuring a mix of entertainment and shopping. If you're up for a drive, visit the Hudson Valley Mall, 111.3km away, offering a vibrant atmosphere with various shops and dining options.

Recreation

At Apple Greens Golf Course, enjoy a round of golf surrounded by beautiful landscapes, ideal for outdoor enthusiasts. Nearby, Richard L. Skimin Memorial Baseball Field offers a peaceful park atmosphere for relaxation and wellness. For a fun family night, head to Bananas Comedy Club for laughter and entertainment.

Adventure

Experience thrilling paintball action at Paintball Sports, located 11.3km from Highland. For a family-friendly outdoor retreat, North Landing Beach offers camping adventures 11.3km away. Hike the scenic Labyrinth Trailhead, situated 17.7km from Highland, and immerse yourself in nature's beauty.

Nightlife

In Highland, the Chance Theater offers a charming blend of romance and culture, just 3.2km away. For family-friendly fun, the Overlook Drive-In Theater, 8.0km away, combines cinema with nostalgia. Adventure awaits at Fun Central, an arcade 14.5km out, perfect for thrill-seekers and families alike.

*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 on your trip to Highland, consider visiting between January and March for lower accommodation rates, especially on Tuesdays, which are the cheapest days to stay. Avoid Saturdays for better pricing. Use Expedia to find budget-friendly options by sorting prices and filtering for Eco-certified hotels. Combine your hotel with flights and activities for additional savings. Don't forget to compare room rates and look for travel rewards and special offers to maximize your budget while enjoying free activities in the area.

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

Find the best attractions near Highland

Highland, New York, is perfect for outdoor enthusiasts and adventure seekers alike, offering stunning scenery and a rich cultural experience. Visitors can explore a variety of attractions, including modern colleges, historic bridges, and notable sites, making it an ideal destination for families and those looking to immerse themselves in local culture. With something for everyone, Highland promises unforgettable experiences in every corner.

  • Culinary Institute of America: A prestigious institution renowned for shaping culinary leaders. Enjoy a unique experience with cooking demonstrations and tastings, immersing yourself in the rich culture of gastronomy.
  • Marist College: A vibrant campus offering modern architecture and stunning views of the Hudson River. Explore its lively atmosphere, attend events, or stroll along the scenic pathways, capturing the city vibe.
  • Walkway Over the Hudson State Historic Park: This historic bridge provides breathtaking views of the Hudson River. Walk along its expansive path and learn about its cultural significance while enjoying the fresh air and picturesque surroundings.

Best time to go to Highland

The best time to visit Highland is dependent 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 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

When traveling to Highland, New York, you have several airport options. White Plains (HPN-Westchester County) is 75.6km away, with nearby hotels like The Opus Westchester and Sonesta White Plains, both 6.4km from the airport, offering complimentary airport transfers. Newburgh (SWF-Stewart International) is closer at 27.4km, featuring hotels such as The Dutchess Inn and Spa and The Thayer Hotel at West Point, which provide airport transportation for a fee. Additionally, Danbury (DXR-Danbury Municipal) is 36.4km from Highland, with options like Hotel Zero Degrees and Crowne Plaza Danbury, both within 3.2km, ensuring easy access to the airport.

Frequently asked questions

What's the best place to stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveler data. This hotel offers free breakfast and free parking. Other good options for your stay in the area are Best Western Plus Kingston Hotel And Conference Center and Spark by Hilton Fishkill. See all available top hotels, or vacation rentals in Highland.
If I need to cancel my hotel reservation in Highland, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
Where can I learn more about changing or cancelling my trip to Highland?
For more details about updating your trip to Highland or cancelling it, click here.
What's the best pet-friendly accommodation in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is a top dog-friendly hotel, and offers laundry facilities along with WiFi for its human guests. See more pet-friendly hotel accommodations in Highland.
Where is the best hotel to stay with easy access to West Park Winery?
Journey Inn Bed & Breakfast is one of the top choices for your stay based on our traveler data, and this 4-star B&B offers free breakfast and free parking. It's located 1.8 mi (2.9 km) from West Park Winery. Other good choices within a few miles include Inn the Woods B&B and Roosevelt Inn of Hyde Park.
What about the best place to stay close to Apple Greens Golf Course?
One of the top choices for your stay is Hampton Inn by Hilton New Paltz, located 1.8 mi (3 km) from Apple Greens Golf Course, and this hotel offers free breakfast and an indoor pool. Rodeway Inn & Suites New Paltz - Hudson Valley and Americas Best Value Inn New Paltz are a couple of other good options within a few miles.
What are some accommodations with pools in Highland?
Best Western Plus Kingston Hotel And Conference Center: Offers free self parking, an indoor pool, and complimentary wireless internet access. Hyatt Place Poughkeepsie / Hudson Valley and Wildflower Farms, Auberge Collection are a couple of other choices with an onsite pool. View all hotels with pools in Highland.
What's the best hotel for staying near Westchester County Airport (HPN)?
Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.
How is it to stay in Highland?
Families enjoy visiting Highland though all visitors are sure to find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 39 hotels and other accommodations to choose from. Find out more about Highland.
What should I see while I'm in Highland?
The picturesque setting of Walkway Over the Hudson State Historic Park and Berean Park Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Franny Reese State Park and Franklin D Roosevelt Library & Museum. Check out what more to see and do in Expedia's Highland guide.
What's the seasonal weather like in Highland?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

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