A suspension bridge over a river with autumn foliage and distant hills.

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Our top choices for Highland hotels

1. DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very Good, (1,007 reviews)
  • cleanliness
    Experience city life at the hotel, with local guides and shopping nearby.
$103 nightly
The price is $121
Jul 5 - Jul 6
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center

2. 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, (537 reviews)
  • cleanliness
    A family-friendly haven featuring connecting rooms, picnic areas, and cozy firepits.
$176 nightly
The price is $199
Jul 27 - Jul 28
Total with taxes and fees
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3. 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, (1,002 reviews)
  • cleanliness
    Experience budget-friendly comfort with essential amenities and complimentary breakfast at the hotel.
$104 nightly
The price is $117
Jul 5 - Jul 6
Total with taxes and fees
Quality Inn Hyde Park Poughkeepsie North

4. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Experience budget-friendly comfort with free breakfast and amenities for family adventures.
$106 nightly
The price is $123
Jul 5 - Jul 6
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie

5. Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Experience romance with rooftop gardens, cozy fireplaces, and private balconies.
$105 nightly
The price is $119
Jul 5 - Jul 6
Total with taxes and fees
Courtyard by Marriott Poughkeepsie

6. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (484 reviews)
  • cleanliness
    Budget-friendly comfort with kitchenette, free breakfast, and convenient self-parking.
$130 nightly
The price is $151
Jul 9 - Jul 10
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie

7. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Perfect for budget-conscious travelers, this hotel offers free breakfast and convenient amenities, just minutes from the metro.
$131 nightly
The price is $147
Jul 5 - Jul 6
Total with taxes and fees
Hampton Inn by Hilton New Paltz

8. 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, (1,001 reviews)
  • cleanliness
    Budget-friendly comfort with free breakfast, WiFi, and convenient kitchen amenities.
$84 nightly
The price is $94
Jul 1 - Jul 2
Total with taxes and fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie

9. Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Budget-friendly comfort with kitchenettes, free breakfast, and convenient amenities for travelers.
$139 nightly
The price is $161
Jul 19 - Jul 20
Total with taxes and fees
Homewood Suites by Hilton Poughkeepsie

10. The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (283 reviews)
  • cleanliness
    Family-friendly hotel with connecting rooms, kitchens, and convenient amenities for a memorable stay.
$184 nightly
The price is $214
Jul 13 - Jul 14
Total with taxes and fees
The Heartwood

11. 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)
  • cleanliness
    Budget-friendly motel offering free breakfast, WiFi, and convenient amenities for travelers.
$117 nightly
The price is $131
Jul 5 - Jul 6
Total with taxes and fees
Americas Best Value Inn New Paltz

12. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Affordable comfort with free breakfast, WiFi, and convenient amenities for every traveler.
$93 nightly
The price is $108
Jul 5 - Jul 6
Total with taxes and fees
Holiday Inn Express Poughkeepsie by IHG

13. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    A budget-friendly retreat with essential amenities, perfect for families and travelers alike.
$116 nightly
The price is $135
Jul 5 - Jul 6
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley

14. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,119 reviews)
$130 nightly
The price is $161
Jul 12 - Jul 13
Total with taxes and fees
Hampton Inn Harriman Woodbury

15. Residence Inn by Marriott Poughkeepsie

Residence Inn by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (666 reviews)
  • cleanliness
    Family-friendly amenities, spacious accommodations, and indoor pool for unforgettable stays.
$161 nightly
The price is $187
Jul 13 - Jul 14
Total with taxes and fees
Residence Inn by Marriott Poughkeepsie

16. Buttermilk Falls Inn

Buttermilk Falls Inn
3.0 star property
Milton
9.0 out of 10, Wonderful, (49 reviews)
  • cleanliness
    Indulge in rejuvenating spa services and tranquil comfort at the inviting inn.
$410 nightly
The price is $459
Jun 29 - Jun 30
Total with taxes and fees
Buttermilk Falls Inn

17. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (519 reviews)
  • cleanliness
    Experience a pet-friendly vacation park with ample outdoor space and amenities.
$188 nightly
The price is $211
Jul 29 - Jul 30
Total with taxes and fees
AutoCamp Catskills

18. Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (67 reviews)
  • cleanliness
    Indulge in serene spa experiences and rejuvenating amenities at the tranquil resort.
$1,147 nightly
The price is $1,285
Jul 5 - Jul 6
Total with taxes and fees
Wildflower Farms, Auberge Collection

19. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,005 reviews)
  • cleanliness
    Embrace adventure with onsite hiking, fishing, and lake views just minutes away.
$135 nightly
The price is $166
Jul 6 - Jul 7
Total with taxes and fees
Overlook Lodge at Bear Mountain

20. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.8 out of 10, Good, (536 reviews)
  • cleanliness
    Budget-friendly comfort with free breakfast, parking, and amenities near the metro.
$97 nightly
The price is $113
Jul 29 - Jul 30
Total with taxes and fees
Quality Inn Poughkeepsie
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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.

A suspension bridge over a river with hills in the background.
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 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.

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

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.

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

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.

Frequently asked questions

What is the best area to stay in Highland?
For most visitors, the best area to stay in Highland, New York, is near the Walkway Over the Hudson State Historic Park, particularly along Haviland Road and the surrounding streets.

This area is the focal point for visitors, offering direct access to the Walkway Over the Hudson, a converted railway bridge that provides scenic views of the Hudson River. The streets here are home to various local eateries and shops, making it a convenient and pleasant place to explore on foot.

Couples often find this location ideal for a relaxed getaway. They can enjoy leisurely strolls across the Walkway, explore the nearby Franny Reese State Park with its walking trails, and dine at local restaurants, many of which offer outdoor seating with river views. It's a nice setting for a quiet escape.

For travelers who value convenience and access to outdoor activities, staying closer to the Hudson Valley Rail Trail on the Highland side is also a good option. This allows for easy cycling and walking along the trail, connecting to other local parks and attractions.
What are the best hotels in Highland that travelers recommend?
For the best hotels in Highland that travelers recommend, consider the SureStay Plus Hotel by Best Western Highland Poughkeepsie.

This hotel, with a 7.8 rating, is frequently praised by guests for its comfortable and clean rooms, as well as its great and amazing staff. Travelers also highlight the comfortable beds and the lovely lobby. It offers convenient amenities such as air conditioning, a free continental breakfast, and some rooms include a kitchen, which can be very useful for longer stays.
What are the best family hotels in Highland?
For family-friendly hotels in Highland, the SureStay Plus Hotel by Best Western Highland Poughkeepsie is a highly-rated option.

The SureStay Plus Hotel by Best Western Highland Poughkeepsie, with a 7.8 rating, offers comfortable and clean rooms, as noted by many guests. Travelers frequently praise the great and amazing staff and comfortable beds, along with great customer service. This hotel provides convenient amenities such as connecting rooms, early check-in options, and complimentary continental breakfast, making it a practical choice for families. Find more child-friendly accommodations in Highland
What hotels in Highland offer free breakfast?
In Highland, the SureStay Plus Hotel by Best Western Highland Poughkeepsie offers free breakfast.

This hotel, with a 7.8 rating, provides both free breakfast and complimentary continental breakfast daily. Guests consistently describe the rooms as comfortable and clean, and the staff as great and amazing, providing excellent customer service. The lobby is also noted as lovely. Additionally, the hotel offers free self-parking and free RV, bus, and truck parking. Find more hotels with free breakfast in Highland
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, warmly welcomes pets, specifically dogs. Guests frequently describe the rooms as comfortable and clean, and the staff as great and amazing. Its amenities include the option for early check-in, and it is located approximately 63 miles from the Hudson River. See more pet-friendly hotels in Highland
What are the best budget hotels in Highland?
For budget hotels in Highland, the SureStay Plus Hotel by Best Western Highland Poughkeepsie is a recommended option.

This hotel, with a 7.8 rating, offers guests a comfortable and clean stay. Travelers frequently mention the great and amazing staff, along with comfortable beds. Amenities include free continental breakfast, free self-parking, and complimentary toiletries. The lobby is described as lovely, contributing to a pleasant experience. View all budget hotels in Highland
When is the best time to go to Highland?
The best time to go to Highland, New York, is between late spring (May) and early fall (October).

This period offers the most pleasant weather for outdoor activities, which is a key draw for visitors to Highland. Temperatures are generally mild to warm, making it comfortable for exploring the Walkway Over the Hudson, visiting local farms, or enjoying the scenic beauty of the Hudson Valley.

For travelers who appreciate vibrant foliage and cooler temperatures, late September through October is particularly appealing. The autumn colors throughout the Hudson Valley are spectacular, providing stunning views from the Walkway and during drives along the scenic routes. This time of year is ideal for couples seeking picturesque landscapes and a cozy getaway.

Families often find the summer months (June-August) most convenient due to school holidays.
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 earn OneKeyCash™* on eligible Highland hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $85 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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