Find hotels in Highland, NY from $94

These Highland insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: September 1, 2026.

Top reasons to visit Highland

• Outdoor Adventures: Highland is perfect for hiking enthusiasts and offers thrilling skiing opportunities, making it an outdoor paradise.
• Scenic Beauty: The breathtaking landscapes and picturesque trails provide stunning views and memorable experiences.
• Rich History: Explore historic bridges and sites that showcase the area’s cultural heritage.
• Family-Friendly Attractions: Enjoy a variety of attractions suitable for visitors of all ages in a vibrant atmosphere.
• Diverse Accommodations: From cozy motels to unique agritourism stays, Highland has options for every traveler.

Find great hotels near Highland

Discover a range of inviting accommodations in Highland, New York, perfect for every type of traveler. From pet-friendly hotels to unique agritourism properties, you'll find options that cater to business travelers and adventure seekers alike. Whether you're searching for a cozy Highland motel or a well-appointed hotel, Highland offers a welcoming atmosphere for a memorable stay.

• Best Western Fishkill Inn & Suites: Best Western Fishkill Inn & Suites is a welcoming 3.5-star hotel, boasting a guest rating of 8.8. Located 14 miles from Highland, this property is ideal for families and business travelers alike. The hotel is pet-friendly, allowing guests to bring their dogs along for a fee, ensuring that no family member is left behind. Families will appreciate the amenities for children, including complimentary cribs. With a focus on comfort and convenience, the hotel features spacious accommodations and is well-suited for a variety of travel needs.
• HYATT house Fishkill/Poughkeepsie: HYATT house Fishkill/Poughkeepsie is a versatile 3-star hotel with a guest rating of 8.8. Situated 14 miles away from Highland, this property caters to families, business travelers, and pet owners. The hotel offers family-friendly amenities such as free cribs and window guards for added safety. Pets are welcome with a variable fee, making it a great option for those traveling with furry companions. Guests can enjoy a relaxed atmosphere along with spacious rooms that blend comfort with functionality, making it an excellent base for exploring the region.
• Quality Inn & Suites Fishkill South near I-84: Quality Inn & Suites Fishkill South near I-84 is a budget-friendly choice with an impressive guest rating of 9.0. Located 14 miles from Highland, this hotel is perfect for families and business travelers seeking value without compromising comfort. The property offers family-friendly amenities, including free cribs and window guards for children’s safety. Guests enjoy a clean and inviting environment, along with essential amenities that ensure a pleasant stay, making it a smart pick for budget-conscious travelers.

Where to stay near Highland

Highland, New York, offers a delightful blend of outdoor adventures and scenic beauty, making it a perfect getaway spot. Explore family-friendly attractions and enjoy the sunny weather while soaking in the vibrant atmosphere. Nearby neighborhoods provide a relaxing vibe with friendly locals, ideal for unwinding. Don't miss the affordable attractions and vibrant mall that enhance your travel experience in this charming region. Whether hiking or shopping, Highland promises an unforgettable vacation.

• Poughkeepsie: Just 2 miles from Highland, Poughkeepsie offers a blend of outdoor adventure and family-friendly activities. This city sees a steady flow of visitors year-round, with peak seasons in July, August, and October. Here, you can explore local attractions such as a modern college university and a scenic lake, perfect for recreational fun. The vibrant shopping areas and educational venues contribute to a well-rounded travel experience that caters to both thrill-seekers and those looking to relax.
• New Paltz: Located 7 miles away from Highland, New Paltz is a haven for outdoor enthusiasts and adventure seekers. The city enjoys steady visitor numbers, particularly peaking in April and during the late summer and early fall months. With its stunning natural landscapes, including a nearby mountain and nature reserve, New Paltz is perfect for hiking, skiing, and enjoying breathtaking scenery. Its recreational areas provide ample opportunities for both adrenaline-fueled activities and leisurely exploration.
• Hudson Valley: Situated 10 miles from Highland, the Hudson Valley region attracts visitors year-round, with peak travel times in the summer and fall. Known for its picturesque landscapes, including lakes and mountains, this area is a favorite for outdoor adventures. Visitors can enjoy skiing at various resorts and fields, making it a great destination for winter sports enthusiasts. The local beaches and scenic views further enhance the experience, making Hudson Valley a perfect blend of adventure and relaxation.

Things to do in Highland

Highland, New York, is perfect for those seeking outdoor adventures and breathtaking scenery. Visitors can enjoy a variety of activities, including hiking along picturesque trails and skiing at local ski fields. Whether you’re looking to explore nature or engage in thrilling sports, Highland offers a memorable experience for every adventure enthusiast.

Shopping

Highland offers charming local shops like The Country Store for unique gifts and Hudson Valley Vintage for eclectic finds. If you're up for a drive, check out the Poughkeepsie Galleria, about 10 miles away, featuring a variety of stores from popular brands to specialty shops.

Recreation

In Highland, indulge in rejuvenating treatments at the beautiful Mohonk Mountain House Spa, where you can enjoy scenic views and nature-inspired therapies. For outdoor relaxation, explore the scenic trails and tranquil waters of the Hudson River, perfect for hiking, kayaking, or simply unwinding in nature.

Adventure

In Highland, explore the scenic trails of the Walkway Over the Hudson, offering breathtaking views of the Hudson River. For thrill-seekers, head to the nearby Minnewaska State Park for hiking, rock climbing, and stunning waterfalls, perfect for a day filled with adventure and natural beauty.

Nightlife

Experience the laid-back vibe at the Hudson Valley Brewery, where you can enjoy craft beers and food trucks. For a cozy evening, visit the Mill House Brewing Company to sample local brews while enjoying live music in a friendly atmosphere.

Booking tips and Expedia advantages for Highland

• 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 refine your preferences, such as your budget, desired location, and preferred hotel type. For the best prices and deals, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay in Highland with your flights and activities through an Expedia package deal.

Find the best attractions in and around Highland

Highland, New York, is perfect for outdoor enthusiasts and adventure seekers, offering a blend of scenic beauty and rich history. Visitors can explore historic bridges, sites, and houses, immersing themselves in the local culture. Whether you're looking for outdoor activities or a beach experience, Highland provides a variety of attractions that cater to all types of travelers, ensuring a memorable getaway.

• Franklin D Roosevelt Library & Museum: Dive into the life and legacy of President Franklin D. Roosevelt at this informative library and museum. With a rich collection of artifacts, documents, and exhibits, it offers a family-friendly atmosphere where you can learn about American history and FDR's significant contributions.
• Mohonk Lake: Experience the beauty of Mohonk Lake, located 11 miles from Highland. This stunning lake is perfect for outdoor activities, featuring picturesque beaches and romantic spots, making it an ideal destination for couples and nature lovers alike.
• Walkway Over the Hudson State Historic Park: Just 0.9 miles from Highland, this historic bridge offers breathtaking views and a cultural experience. Stroll across the longest elevated pedestrian bridge in the world while enjoying panoramic scenery of the Hudson River and surrounding landscapes.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	26.8°F (-2.9°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
February	28.6°F (-1.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	36.3°F (2.4°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low
April	48.0°F (8.9°C)	Light Rain	Mostly Sunny	Moderately High	Average
May	59.2°F (15.1°C)	Light Rain	Mostly Sunny	Average	Average
June	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Average
July	73.2°F (22.9°C)	Light Rain	Mostly Sunny	Moderately High	Average
August	71.1°F (21.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	52.9°F (11.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	40.6°F (4.8°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	32.7°F (0.4°C)	Light Rain	Mostly Sunny	Moderately Low	Average

The nearest major airports for your trip to Highland

Highland, New York, is conveniently accessible via three major airports. John F. Kennedy International Airport (JFK) is located 75 miles away, with nearby hotel options including the 5-star Arlo Williamsburg and The William Vale, both 11 miles from the airport. Newark Liberty International Airport (EWR) is 72 miles from Highland, featuring luxurious stays like The Dominick and Four Seasons Hotel, each 9 miles away. Lastly, LaGuardia Airport (LGA) is 66 miles from Highland, with notable hotels such as The Plaza and The Pierre, both 5 miles from the airport. Each airport offers various transportation services to ensure a smooth journey to Highland.