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Top hotels and accommodation in Highland

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
7.6 out of 10, Good, (883)
"Room was clean, staff was exceptional. "
The price is NZ$177
includes taxes & fees
29 Sept - 30 Sept
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Stonehill's Farmhouse

3.5 star property
9.8 out of 10, Exceptional, (37)
"a lovely experience we are planning a return trip when we can stay for more than one night"
The price is NZ$372
includes taxes & fees
30 Sept - 1 Oct
Stonehill's Farmhouse

The Herwood Inn

4.5 star property
9.6 out of 10, Exceptional, (84)
"Exceptional host and very clean. Would most definitely stay again."
The price is NZ$530
includes taxes & fees
2 Oct - 3 Oct
The Herwood Inn

Journey Inn Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (330)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
The price is NZ$433
includes taxes & fees
2 Oct - 3 Oct
Journey Inn Bed & Breakfast

The Wiltwyck

3.5 star property
9.4 out of 10, Exceptional, (155)
"Very nice property charming "
The Wiltwyck

The Baker House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (72)
"The Bakers are fantastic hosts. The property was charming and clean and the breakfast provided was delicious. And so close to town! I’d recommend it to anyone."
The Baker House Bed & Breakfast

Cromwell Manor Inn

3.5 star property
9.6 out of 10, Exceptional, (80)
"Lovely spot and wonderful innkeeper hosts."
The price is NZ$439
includes taxes & fees
30 Sept - 1 Oct
Cromwell Manor Inn

Homewood Suites by Hilton Poughkeepsie

3.0 star property
9.4 out of 10, Exceptional, (976)
"The staff made this a good stay"
The price is NZ$321
includes taxes & fees
20 Oct - 21 Oct
Homewood Suites by Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
9.4 out of 10, Exceptional, (333)
"A great location. "
The price is NZ$253
includes taxes & fees
26 Oct - 27 Oct
Home2 Suites By Hilton Poughkeepsie

SpringHill Suites by Marriott Fishkill

3.0 star property
9.6 out of 10, Exceptional, (987)
"Nice room, facilities and great service. "
The price is NZ$326
includes taxes & fees
5 Oct - 6 Oct
SpringHill Suites by Marriott Fishkill

Twin Gables of Woodstock

3.0 star property
9.8 out of 10, Exceptional, (177)
"Beautifully decorated in a homely style and in keeping with the Woodstock vibe. Excellent location for all the excellent bars and restaurants and shops. We also appreciated a TV free property!"
The price is NZ$419
includes taxes & fees
8 Oct - 9 Oct
Twin Gables of Woodstock

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.6 out of 10, Exceptional, (399)
"Good location, beautiful place "
The price is NZ$342
includes taxes & fees
20 Oct - 21 Oct
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (127)
"The room was great. Comfortable bed, clean and the breakfasts were great. I would highly recommend it. Brianna and Victoria are awesome hosts and the house is really cool. "
Borland House Inn

Residence Inn by Marriott Fishkill

3.0 star property
9.4 out of 10, Exceptional, (396)
"Clean rooms, great breakfast it was clean and solid everyday we were there 5 in total. Near everything! Awesome place would stay again!"
The price is NZ$312
includes taxes & fees
26 Oct - 27 Oct
Residence Inn by Marriott Fishkill

Homewood Suites Stewart Airport

3.0 star property
9.2 out of 10, Wonderful, (1002)
"We’ve stayed here once before and the service continues to be excellent. Breakfast buffet is great, staff is friendly and the rooms are clean and comfortable."
The price is NZ$314
includes taxes & fees
26 Oct - 27 Oct
Homewood Suites Stewart Airport

Millbrook Country House Bed & Breakfast

4.0 star property
9.0 out of 10, Wonderful, (78)
"Gracious host and great breakfast "
The price is NZ$463
includes taxes & fees
26 Sept - 27 Sept
Millbrook Country House Bed & Breakfast

Harvest Inn

2.5 star property
9.4 out of 10, Exceptional, (554)
"O"
Harvest Inn

Kingston Carriage House

4.0 star property
9.2 out of 10, Wonderful, (24)
"Amazing stay! Just make sure you get a lesson in how to turn the heat on... beautiful property walking distance from sights, shops, and cafes. Will absolutely stay there next time we are in Kingston!"
The price is NZ$539
includes taxes & fees
28 Sept - 29 Sept
Kingston Carriage House

it's a good thing

4.5 star property
8.8 out of 10, Excellent, (21)
"Wonderful stay and wonderful hosts! "
it's a good thing

Woodstock Way Hotel

4.0 star property
9.6 out of 10, Exceptional, (185)
"Awesome property, cute town and excellent service. "
Woodstock Way Hotel
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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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 accommodation in Highland

More cheap accommodation in Highland

Find out more about Highland

Find out more about Highland

Top reasons to visit Highland

  • Outdoor Adventures: Highland provides ample opportunities for hill walking and exploring scenic trails, perfect for nature lovers.
  • Wine Tastings: Enjoy local vineyards and experience delightful wine tastings in the beautiful Hudson Valley.
  • Rich Scottish Heritage: Discover the area's unique Scottish influence, showcased in local culture and attractions.
  • Family-Friendly Activities: Visit nearby theme parks and charming spots for enjoyable family outings.
  • Diverse Accommodation: Find a variety of lodging options, from pet-friendly hotels to agritourism experiences.

Find great hotels near Highland

Discover a range of accommodation options in Highland, New York, perfect for every type of traveller. Whether you're seeking a pet-friendly hotel, an agritourism experience, or a business-themed stay, Highland offers a variety of choices to suit your needs. Enjoy the unique adventure vacation experiences available while relaxing in comfortable lodgings that make your visit memorable.

  • Best Western Fishkill Inn & Suites: Located 22.5km from Highland, this 3.5-star hotel combines comfort and inclusivity, making it an ideal choice for families and LGBTQIA travellers. With a focus on a welcoming atmosphere, the property features amenities designed for children, including complimentary cribs. Pet-friendly policies allow for dogs with certain restrictions, ensuring that your furry friends can join the adventure. The hotel embraces a family-oriented vibe, providing a safe and enjoyable experience for all guests.
  • HYATT house Fishkill/Poughkeepsie: Also situated 22.5km from Highland, this 3-star hotel caters to business travellers and families alike. It offers a range of business amenities, including multiple meeting rooms and a fully-equipped business centre, making it a convenient choice for professionals. The hotel is also family-friendly, with features such as first aid kits and childproofing measures in place. Dogs and cats are welcome, ensuring that your pets can accompany you on your journey while you enjoy the comfortable accommodations.
  • Quality Inn & Suites Fishkill South near I-84: This hotel, located 22.5km from Highland, provides a blend of business functionality and family-friendly amenities. With facilities such as a business centre and conference space, it’s well-suited for corporate guests. The property is also LGBTQIA welcoming and features amenities for children, including window guards and cribs. Guests appreciate the inclusive atmosphere and the convenience of being close to local attractions while enjoying a comfortable stay.

Where to stay near Highland

Highland, New York, offers an idyllic escape for outdoor enthusiasts and families alike. With its stunning scenic beauty and friendly atmosphere, visitors can explore the charming city and nearby regions, basking in sunny weather and breathtaking views. Don't miss the chance to experience the local culture and the warmth of the community, making it a perfect spot for relaxation and adventure in the heart of the New York countryside.

  • Poughkeepsie: Situated a mere 3.2km from Highland, Poughkeepsie is a vibrant city that offers a delightful mix of outdoor, family, and urban experiences. The city attracts visitors year-round, with peak travel times in July to August and October. Here, you can enjoy a wealth of activities, including education and shopping at local centres. Notable landmarks such as a modern college, nearby lakes, and scenic mountains enhance the city's charm, making it an ideal stop for those looking to explore a blend of culture and nature.
  • New Paltz: Located 11.3km from Highland, New Paltz is an outdoor enthusiast's paradise, famed for its adventurous spirit and stunning scenery. The city welcomes visitors primarily in April and from August to September, making it a perfect destination for those seeking recreational pursuits. With ski fields and nature reserves in the vicinity, New Paltz is ideal for a range of activities, from skiing to hiking. Its picturesque lakes and majestic mountains provide breathtaking backdrops, ensuring an unforgettable experience for every traveller.
  • Hyde Park: Just 6.4km from Highland, Hyde Park is a family-friendly city rich in culture and outdoor activities. Visitors flock to this area from June to July and September, looking for a blend of education, shopping, and recreational opportunities. The city is home to historic and modern colleges, and its proximity to beautiful lakes adds to its appeal. Hyde Park is perfect for those wishing to immerse themselves in a community that celebrates both history and nature.

Things to do in and around Highland

Highland, New York, is perfect for outdoor and family adventures, offering activities like hill walking, wine tastings, and various itineraries for exploring the area. Visitors can enjoy scenic walks, relax in recreational areas, and visit nearby theme parks for fun-filled days. Whether you're seeking an educational experience or thrilling outdoor pursuits, Highland has something to offer for everyone.

Shopping

For shopping in Highland, visit Poughkeepsie Galleria, a vibrant centre just 11.3km away, offering a mix of entertainment and family-friendly vibes. If you're up for a drive, check out the Hudson Valley Mall, 111.3km away, for more shopping options and lively atmosphere.

Recreation

Apple Greens Golf Course offers a relaxing outdoor experience with scenic views and well-maintained greens, perfect for a round of golf. Nearby, Richard L. Skimin Memorial Baseball Field provides a tranquil park atmosphere ideal for unwinding. For a dose of laughter, visit Bananas Comedy Club, which promises family-friendly entertainment.

Adventure

North Landing Beach, a charming campground 11.3km from Highland, offers thrilling outdoor adventures and a perfect family getaway. For an adrenaline rush, Paintball Sports, also 11.3km away, provides a vibrant paintball experience. For stunning scenery, hike the Labyrinth Trailhead located 17.7km away, surrounded by nature’s beauty.

Nightlife

A night in Highland promises a delightful mix of entertainment. Catch a show at the Chance Theater for a romantic vibe, enjoy a film at the Overlook Drive-In Theater, or unleash your adventurous spirit at Fun Central, the local arcade adventure zone.

*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. Tuesdays are the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia’s search tool to filter results by budget and hotel type, including eco-friendly options. Combining your hotel, flights, and activities into a package can also lead to savings. Take advantage of free activities like exploring local parks and walking trails, and utilise public transport for an economical way to get around 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 May, August and 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: Expedia’s search tool enables you to set your budget, choose your desired location, and much more. You can easily sort your search results to display prices from lowest to highest, so you can find the most affordable accommodation first. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save some dollars by combining your Highland hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Highland

Highland, New York, offers a vibrant mix of outdoor adventures and cultural experiences perfect for family vacations. Visitors can explore notable attractions like historic sites, charming bridges, and nearby colleges. The area's rich Scottish heritage and picturesque Highland glens enhance the experience, making it ideal for those seeking both relaxation and exploration. Whether you’re keen on history or the great outdoors, Highland has something for everyone.

  • Culinary Institute of America: Located only 3.2km from Highland, this renowned culinary school offers a unique glimpse into the art of cooking. With its historic charm, you can enjoy exquisite dining experiences crafted by future culinary stars, making it a must-visit for food enthusiasts.
  • Vassar College: Situated 6.4km away, Vassar College boasts a modern campus with stunning architecture and vibrant city vibes. Explore its beautiful grounds, art galleries, and the rich history of this prestigious institution, perfect for a leisurely stroll.
  • Walkway Over the Hudson State Historic Park: Just 1.4km from Highland, this historic bridge offers breathtaking views of the Hudson River. Perfect for walking or cycling, it provides a serene escape with cultural significance, ideal for outdoor lovers.

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 SunnyAverageSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
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 visiting Highland, New York, you have several airport options to consider. White Plains Airport (HPN) is 75.6km away, with nearby hotels like The Opus Westchester and Sonesta White Plains, both offering convenient airport shuttle services. Newburgh Airport (SWF) is closer at 27.4km, featuring hotels such as The Dutchess Inn and The Thayer Hotel, which provide transport for a fee. Lastly, Danbury Municipal Airport (DXR) is 54.7km away, with options like Hotel Zero Degrees and Crowne Plaza Danbury, both offering nearby airport access. Each airport presents various accommodation choices and transport services to ensure a smooth journey.

Frequently asked questions

What's the best place for a stay in Highland?

SureStay Plus Hotel by Best Western Highland Poughkeepsie is ranked highly by Expedia customers. This hotel offers free breakfast and free parking. Another favourite option for your stay based on reviews is Rodeway Inn & Suites New Paltz - Hudson Valley. See all available top hotels, or vacation rentals in Highland.

What are some of the best holiday rentals that Highland has to offer?

Our home is perfect for relaxing and having lots of fun, with near by activity’s: This highly rated holiday home rental in Highland offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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?

Wildflower Farms, Auberge Collection: Offers a full-service spa, a seasonal outdoor pool and 3 bars. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point and Best Western Plus Kingston Hotel And Conference Center are a couple of other choices that feature an on-site pool. 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 Franklin D Roosevelt Library & Museum and Franny Reese State Park. 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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