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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, (979 reviews)
"The place was very clean and the staff was wonderful. Also a very nice breakfast choice included. Would stay there again."
United States
Joanne
The price is Rp1.422.472
Rp1.593.169 total
includes taxes & fees
2 Apr - 3 Apr
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, (1,000 reviews)
"Great accommodations, clean rooms and hospitable staff. "
United States
Leslie
The price is Rp1.579.140
Rp1.768.637 total
includes taxes & fees
29 Mar - 30 Mar
Americas Best Value Inn New Paltz

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (157 reviews)
"What a wonderful experience staying at the Borland House is! With the quaint, homey feeling of the whole house, to the kindness of the staff. Your stay will absolutely be lovely. Ample towels are provided for the private, spacious bathroom. Very comfortable bedding and well appointed decorations are in the bedroom. I was in the Hummingbird Suite. I could see myself living there, it just had everything I needed. I look forward to visiting again in the future!"
United States
Elizabeth
The price is Rp1.739.771
Rp2.026.903 total
includes taxes & fees
29 Mar - 30 Mar
Borland House Inn

Hudson Valley 9w Motel

Hudson Valley 9w Motel
2.0 star property
Lake Katrine
8.2 out of 10, Very good, (68 reviews)
"Clean room, staff was helpful"
United States
Ernest
The price is Rp1.605.880
Rp2.643.786 total
includes taxes & fees
29 Mar - 30 Mar
Hudson Valley 9w Motel

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, (1,000 reviews)
"Superb place to stay."
United States
Denessy
The price is Rp1.612.473
Rp1.824.280 total
includes taxes & fees
12 Apr - 13 Apr
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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, (453 reviews)
"Nice hotel"
United States
Oscar
The price is Rp1.621.432
Rp1.834.244 total
includes taxes & fees
5 Apr - 6 Apr
Best Western Plus The Inn & Suites At The Falls

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.2 out of 10, Very good, (1,000 reviews)
"Comfortable hotel and staff very welcoming "
United States
Sunil
The price is Rp1.506.146
Rp1.703.826 total
includes taxes & fees
12 Apr - 13 Apr
Quality Inn Hyde Park Poughkeepsie North

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, (837 reviews)
"The staff was great! The room was clean and the breakfast was excellent."
Canada
Joey
The price is Rp1.622.784
Rp1.835.775 total
includes taxes & fees
5 Apr - 6 Apr
Holiday Inn Express & Suites Montgomery by IHG

Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast
3.0 star property
New Paltz
9.4 out of 10, Exceptional, (81 reviews)
"Very nice place comfortable clean, easy check-in and checkout process"
United States
Jennifer
The price is Rp2.351.900
Rp3.585.008 total
includes taxes & fees
30 Mar - 31 Mar
Moondance Ridge Bed & Breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.8 out of 10, Good, (46 reviews)
"The place was spotless and the staff were very friendly. The bed was so comfortable lovely stay "
United States
sharon
The price is Rp1.703.094
Rp1.969.203 total
includes taxes & fees
26 Apr - 27 Apr
Spark by Hilton Fishkill

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,002 reviews)
"This was by far the best hotel experience we’ve ever had. The price, staff, location, breakfast, and room itself exceeded our expectations! "
United States
MacKenzie
The price is Rp1.731.960
Rp2.011.238 total
includes taxes & fees
5 Apr - 6 Apr
Hyatt Place Poughkeepsie / Hudson Valley

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,001 reviews)
"Great staff "
United States
Keilah
The price is Rp1.232.302
Rp1.394.073 total
includes taxes & fees
30 Mar - 31 Mar
Super 8 by Wyndham Montgomery Maybrook

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (177 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 price is Rp1.430.078
Rp2.548.311 total
includes taxes & fees
30 Mar - 31 Mar
The Wiltwyck

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,002 reviews)
"Everything was great. The gym and pool appeared larger in the hotel photos but were sufficient for our needs."
United States
Johnnette
The price is Rp2.213.852
Rp2.479.514 total
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn Kingston

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (680 reviews)
"Room was clean, staff was courteous and very good location "
United States
Georgina
The price is Rp1.690.400
Rp1.912.350 total
includes taxes & fees
13 Apr - 14 Apr
West Point Motel

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, (493 reviews)
"It was a great stay and the restaurant was also amazing "
United States
Michael
The price is Rp2.835.660
Rp3.207.840 total
includes taxes & fees
22 Apr - 23 Apr
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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, (1,002 reviews)
"Great overall stay, nice restaurant beside hotel"
Canada
Dale
The price is Rp1.648.816
Rp1.906.443 total
includes taxes & fees
5 Apr - 6 Apr
Quality Inn & Suites Fishkill South near I-84

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, (1,002 reviews)
"Loved the hotel, room, staff, and free breakfast!"
United States
marc
The price is Rp2.190.420
Rp2.453.270 total
includes taxes & fees
5 Apr - 6 Apr
Holiday Inn Express & Suites Kingston-Ulster by IHG

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (265 reviews)
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
United States
Donald
The price is Rp1.605.880
Rp1.740.436 total
includes taxes & fees
31 Mar - 1 Apr
Countryside Motel

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (397 reviews)
"Wonderful destination!"
United States
candice
The price is Rp1.779.991
Rp2.013.615 total
includes taxes & fees
29 Mar - 30 Mar
Rhinebeck Village Inn
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

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland is perfect for outdoor enthusiasts, offering activities like skiing and hiking amidst stunning scenery.
  • Historic Sites: Explore significant historic landmarks and charming properties that reflect the area's rich heritage.
  • Family-Friendly Atmosphere: Enjoy sunny weather and engaging activities, making it ideal for family outings.
  • Scenic Views: Wander along Alta Linea and Broadway Road for breathtaking city vistas.
  • Diverse Accommodation: Choose from boutique hotels and agritourism options to suit every traveler's needs.

Find great hotels near Highland

Discover a range of delightful accommodation options in Highland, New York, from charming boutique hotels to agritourism properties. Whether you're seeking a pet-friendly stay, planning a business trip, or looking for an adventure getaway, you'll find amenities like air conditioning and banquet facilities to enhance your experience. Highland promises a warm welcome for every type of traveller.

  • Comfort Suites Fishkill near Interstate 84: Nestled 22.5km from Highland, Comfort Suites Fishkill offers a warm and welcoming atmosphere, particularly for LGBTQIA travellers and business professionals alike. This hotel prides itself on being inclusive and is affiliated with LGBTQI travel guides. Guests can enjoy well-appointed suites complete with modern conveniences, a complimentary breakfast, and a fitness centre to unwind after a busy day. Ideal for both short and extended stays, this accommodation combines comfort with convenience for a memorable vacation experience.
  • Courtyard by Marriott Poughkeepsie: Located a mere 6.4km from Highland, the Courtyard by Marriott Poughkeepsie is a 3-star hotel that caters to both adventure seekers and business travellers. This property is particularly LGBTQIA welcoming and offers an array of thrilling activities, including mountain biking, hiking, and rock climbing nearby. Guests can revel in spacious rooms designed for relaxation, while the on-site bistro provides a delightful dining experience. With its focus on adventure and comfort, this hotel is perfect for those looking to blend work and play.
  • Quality Inn Poughkeepsie: Just 6.4km from Highland, the Quality Inn Poughkeepsie offers a straightforward and comfortable accommodation option for business travellers. This hotel features essential amenities such as complimentary breakfast, Wi-Fi, and spacious rooms designed for relaxation and productivity. Its convenient location makes it easy to explore nearby attractions, ensuring guests have everything they need for a pleasant stay. With a commitment to value and comfort, Quality Inn is an excellent choice for those on a work trip.

Where to stay near Highland

Highland, New York, is a haven for outdoor enthusiasts and those seeking scenic beauty. Discover the charm of historic properties while exploring Alta Linea and Broadway Road, which offer stunning city views and a friendly atmosphere. Perfect for families, visitors can enjoy sunny weather and relaxing surroundings, making it an ideal destination for a memorable getaway. Venture into nearby regions to experience the delightful blend of family-friendly vibes and picturesque landscapes.

  • Poughkeepsie: Nestled merely 3.2km from Highland, Poughkeepsie is a vibrant city known for its outdoor adventures and family-friendly experiences. The city sees consistent visitor traffic throughout the year, with peak seasons in July to August and October. Travellers flock here for its educational institutions and shopping areas, making it a hub for both leisure and learning. Notable attractions include a historic and modern college university, as well as a picturesque lake that offers ample opportunities for relaxation and recreation.
  • New Paltz: Located 11.3km away from Highland, New Paltz is a charming city celebrated for its stunning scenery and outdoor pursuits. Visitors are drawn to its recreational areas and ski fields, especially during peak times in April and from August to September. The city's natural beauty is complemented by its proximity to lakes, mountains, and nature reserves, making it an ideal destination for adventure seekers and nature lovers alike. Explore the trails and enjoy the breathtaking views that New Paltz has to offer.
  • Hyde Park: Situated 6.4km from Highland, Hyde Park is a city rich in culture and family-oriented activities. With a steady influx of visitors, particularly from June to July and September, it offers a blend of outdoor experiences and educational opportunities. Guests can enjoy its local shopping areas and skiing options, while key attractions include historic and modern college universities alongside a scenic lake. Hyde Park is the perfect locale for those wishing to immerse themselves in both history and nature.

Things to do in and around Highland

Highland, New York, is an ideal destination for outdoor enthusiasts seeking adventure and stunning scenery. Visitors can engage in educational activities, enjoy skiing, and explore the local ski fields. With its natural beauty and recreational offerings, Highland promises a memorable vacation experience for those looking to immerse themselves in the great outdoors.

Shopping

The nearest shopping destination is Poughkeepsie Galleria, just 11.3km away, offering a mix of entertainment and family-friendly vibes. If you're up for a drive, the Hudson Valley Mall at 111.3km features more shopping options, while the Stormville Airport Antique Show & Flea Market, located 24.1km away, is great for unique finds.

Recreation

Enjoy a lively evening at Bananas Comedy Club, just 9.7km away, where family-friendly laughter awaits. For a refreshing outdoor experience, visit Apple Greens Golf Course, offering beautiful landscapes for sports enthusiasts. Additionally, unwind at Richard L. Skimin Memorial Baseball Field, located 4.8km away, perfect for relaxation.

Adventure

Experience thrilling paintball action at Paintball Sports, located 11.3km from Highland, where adrenaline and strategy collide. Enjoy a family-friendly adventure at North Landing Beach campground, also 11.3km away, with outdoor activities perfect for creating lasting memories. For a scenic hike, visit Labyrinth Trailhead, situated 17.7km from Highland.

Nightlife

Your nightlife experience in Highland offers a blend of culture and romance at Chance Theater, just 3.2km away. For a family-friendly cinematic adventure, visit Overlook Drive-In Theater, 8.0km away. If you seek thrilling fun, head to Fun Central, an arcade adventure zone located 14.5km away.

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

Booking tips and Expedia advantages for Highland

For a budget-friendly trip to Highland, New York, consider visiting between January and March when accommodation prices are lower, and aim for a Tuesday stay, the cheapest day. Use Expedia to filter your search for cost-effective hotels and consider bundling your hotel, flight, and activities for additional savings. Explore free local attractions to enjoy the area without spending much. Be sure to arrange your search results by price to find the best deals, ensuring you get the most value for your money during your visit.

  • 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, including your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from low to high.
  • Consider bundling your trip: You can enjoy savings by combining your hotel reservations in the Highlands with your flights and activities through an Expedia package.

Find the best attractions near Highland

Highland offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal destination for tourists seeking cultural and family experiences. Visitors can explore a variety of attractions, including modern colleges and universities, historic bridges, and significant historic sites. Whether you're after a leisurely stroll or a more adventurous outing, Highland has something to cater to every traveler's interests.

  • Culinary Institute of America: Immerse yourself in the world of gastronomy at this prestigious institution, renowned for its culinary arts programmes. Experience the vibrant culture as you stroll through its historic campus, and perhaps indulge in a meal at one of its student-run restaurants, showcasing exceptional culinary talent.
  • Marist College: A modern campus nestled along the Hudson River, Marist College offers urban vibes with its contemporary architecture and scenic views. Explore the grounds and enjoy the lively atmosphere, enhanced by various cultural events and activities throughout the year.
  • Walkway Over the Hudson State Historic Park: Stroll along this impressive elevated bridge, which provides stunning views of the Hudson River. The park’s cultural significance is complemented by its walking paths and educational displays, making it a perfect spot for leisurely exploration.

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 planning your visit to Highland, New York, the nearest major airports include White Plains (HPN-Westchester County), located 75.6km away, and Newburgh (SWF-Stewart International), just 27.4km from Highland. Near White Plains, consider the J House Greenwich, a 4-star hotel 11.3km from the airport, or the Sleepy Hollow Hotel, also 12.9km away. For Newburgh, The Crossroads Hotel is a 3-star option just 3.2km from the airport, while Comfort Suites Fishkill is 14.5km distant. Danbury (DXR-Danbury Municipal) is another option, situated 54.7km away, with hotels like Maron Hotel And Suites close by.

Frequently asked questions

What's the best place for a stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and free parking. Other good options for your trip to the area are Best Western Plus Kingston Hotel And Conference Center and Hampton Inn & Suites Poughkeepsie. 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 room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
What's the best dog-friendly hotel 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.
What are some accommodation options with pools in Highland?
Hampton Inn & Suites Poughkeepsie: Provides a snack bar/deli, an indoor pool and buffet. Another option that offers an on-site pool is Wildflower Farms, Auberge Collection. View all hotels with pools in Highland.
What's it like to stay in Highland?
Families enjoy visiting Highland, although all visitors will definitely find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views. In Highland, there are 37 hotels and other accommodation options to choose from. Find out more about Highland.
What should I do while I'm visiting 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 itinerary are Franny Reese State Park and Franklin D Roosevelt Library & Museum. Take a look at what more there is 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 temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Highland are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

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