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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, (1,004 reviews)
"A good spot for a good price"
United States
Brittany
The price is NZ$182
includes taxes & fees
5 July - 6 July
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, (1,003 reviews)
"The location was perfect for us."
United States
Eleanor
The price is NZ$232
includes taxes & fees
14 July - 15 July
Americas Best Value Inn New Paltz

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (123 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is NZ$209
includes taxes & fees
1 July - 2 July
Tin Brook Bed & Breakfast

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
10.0 out of 10, Exceptional, (8 reviews)
"Hotel reopened two days prior to our stay. Barry, the property owner, greeted us upon our arrival and explained that there was everything we may need in the lobby: coffee, tea, water, snacks etc. Our room and king sized bed was very comfortable. Loved the bathroom with free standing soaking tub. The view of the Hudson River from our balcony was spectacular. Wish we had a clearer night to see sunset over the Hudson. We would definitely stay there again and would highly recommend to friends and...
United States
Diane
The price is NZ$352
includes taxes & fees
1 July - 2 July
Rhinecliff Hotel

The Harlow House

The Harlow House
2.0 star property
Rhinebeck
10.0 out of 10, Exceptional, (6 reviews)
"Carrie the owner was a star 10 out of 10. the property, the house and the suite were amazing, beautiful and the surrounding woods so tranquil. already looking forward to coming back for another stay."
United States
Robert
The price is NZ$435
includes taxes & fees
5 July - 6 July
The Harlow House

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 NZ$225
includes taxes & fees
2 July - 3 July
Borland House Inn

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.6 out of 10, Excellent, (879 reviews)
"Our stay for a day was great."
United States
Chime
The price is NZ$211
includes taxes & fees
5 July - 6 July
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, (1,008 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 NZ$203
includes taxes & fees
19 July - 20 July
Quality Inn & Suites Fishkill South near I-84

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, (481 reviews)
"This place was excellent, especially for the price. Lovely setting and unique."
United States
Randall
The price is NZ$227
includes taxes & fees
7 July - 8 July
Best Western Plus The Inn & Suites At The Falls

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1,003 reviews)
"Simple and easy quiet stay for overnight"
United States
Jose
The price is NZ$159
includes taxes & fees
1 July - 2 July
Super 8 by Wyndham Montgomery Maybrook

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, (1,004 reviews)
"We stopped here for the night and it was perfect. Clean room and courteous staff."
United States
Kathleen
The price is NZ$205
includes taxes & fees
19 July - 20 July
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (311 reviews)
"great stay !"
United States
reagan
The price is NZ$178
includes taxes & fees
1 July - 2 July
Cadet Motel

The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay
2.0 star property
Pleasant Valley
9.2 out of 10, Wonderful, (15 reviews)
"Room was clean, spacious, and staff was amazing. "
United States
Greg
The price is NZ$255
includes taxes & fees
1 July - 2 July
The Lagrange Inn & Extended Stay

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,011 reviews)
"This was a great location, the staff were very helpful and friendly, and the breakfast was great."
United States
Shannon
The price is NZ$239
includes taxes & fees
16 July - 17 July
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, (147 reviews)
"Great affordable stay overall."
United States
Caroline
The price is NZ$190
includes taxes & fees
7 July - 8 July
Spark by Hilton Fishkill

The Wiltwyck

The Wiltwyck
3.5 star property
Kingston
9.4 out of 10, Exceptional, (200 reviews)
"Beautiful property"
United States
Scott
The price is NZ$315
includes taxes & fees
1 July - 2 July
The Wiltwyck

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.8 out of 10, Excellent, (1,013 reviews)
"Great breakfast, clean place and convenient location"
United States
Jesus
The price is NZ$212
includes taxes & fees
19 July - 20 July
Holiday Inn Express Poughkeepsie by IHG

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, (1,004 reviews)
"Clean room, breakfast, easy access, parking"
United States
Diane
The price is NZ$218
includes taxes & fees
1 July - 2 July
Quality Inn Hyde Park Poughkeepsie North

Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (416 reviews)
"Large room,comfortable beds."
United States
Nuala
The price is NZ$231
includes taxes & fees
7 July - 8 July
Rhinebeck Village Inn

Super 8 by Wyndham Kingston

Super 8 by Wyndham Kingston
2.5 star property
Kingston
6.2 out of 10, (1,009 reviews)
"Room was very clean and comfortable."
United States
Jose
The price is NZ$184
includes taxes & fees
12 July - 13 July
Super 8 by Wyndham Kingston
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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

Recent Reviews in Highland

More cheap accommodation in 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 is the best area to stay in Highland?
The best area to stay in Highland is near the Walkway Over the Hudson, particularly along the eastern bank of the Hudson River.

This area is Highland's main attraction, offering direct access to the Walkway, a pedestrian bridge spanning the Hudson River. You'll find a selection of hotels and B&Bs in close proximity, making it easy to start your day with a scenic walk or cycle. The streets here are generally quiet, with some local eateries and shops dotted along Route 9W as it passes through the town.

For couples, staying near the Walkway Over the Hudson is ideal. You can enjoy romantic strolls with panoramic river views, especially at sunrise or sunset. Many accommodations in this area offer comfortable settings, some with views of the river, superb for a relaxing getaway.

Solo travellers will also appreciate the convenience of this location. It provides easy access to the Walkway for outdoor activities, and there are a few local cafes and restaurants where you can enjoy a meal or a coffee.
What are the best hotels in Highland that travellers recommend?
For a highly recommended hotel in Highland, consider the SureStay Plus Hotel by Best Western Highland Poughkeepsie.

This hotel, rated 7.8, offers comfortable and clean rooms with air conditioning. Guests often praise the great and amazing staff, and the comfortable beds. It provides a complimentary continental breakfast and has kitchen facilities in some rooms, which is convenient for longer stays. The hotel also offers early check-in for an additional charge.
What are the best family hotels in Highland?
When looking for family-friendly accommodation in Highland, the SureStay Plus Hotel by Best Western Highland Poughkeepsie is a good option.

The SureStay Plus Hotel by Best Western Highland Poughkeepsie, rated 7.8, offers convenient amenities such as connecting rooms, which are ideal for families. Guests appreciate the complimentary continental breakfast, making mornings easier with children. Many reviews highlight the comfortable and clean rooms, as well as the great customer service from the staff.
What hotels in Highland offer free breakfast?
For hotels in Highland that offer free breakfast, the SureStay Plus Hotel by Best Western Highland Poughkeepsie is a great choice.

This hotel, with a 7.8 rating, provides a complimentary continental breakfast daily, ensuring a convenient start to your day. Guests frequently mention the comfortable and clean rooms, as well as the great and amazing staff. Free self-parking is also available, which is a useful amenity.
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, is a welcoming choice for travellers with pets. Guests often mention the comfortable and clean rooms, as well as the great and amazing staff. The beds are noted for being comfortable, and the customer service is consistently praised. The lobby is also described as lovely. The hotel is conveniently located approximately 102 km from the Hudson River.
What are the best budget hotels in Highland?
For an excellent budget-friendly option in Highland, consider the SureStay Plus Hotel by Best Western Highland Poughkeepsie.

This hotel, with a 7.8 rating, is much-loved by guests for its comfortable and clean rooms, as well as its great and amazing staff and customer service. Travellers particularly appreciate the comfortable beds. Guests also benefit from complimentary breakfast, free toiletries, and free self-parking, including space for RVs, buses, and trucks. The hotel's lobby is known for being lovely. While the Hudson River is a bit of a drive away, the hotel provides a solid base for exploring the area.
When is the best time to go to Highland?
The best time to go to Highland, New York, is generally from late spring to early autumn, specifically May through October, for pleasant weather and a wide range of outdoor activities.

During these months, the weather is typically mild and sunny, making it ideal for exploring the Walkway Over the Hudson State Historic Park, a former railway bridge converted into a pedestrian path offering panoramic views of the Hudson River. This period also allows for comfortable hiking and cycling on the various trails in the surrounding Hudson Valley.

Couples looking for a romantic getaway will find May, June, September, and October particularly appealing. The blossoming trees in spring and the vibrant foliage in autumn create a picturesque backdrop for wine tasting tours at local vineyards or leisurely strolls through charming small towns nearby. The cooler temperatures in these shoulder months are also more comfortable for outdoor dining and evening walks.

Families travelling with children will likely prefer July and August. The warmer weather is superb for enjoying water-based activities on the Hudson River, such as kayaking or boat tours.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Highland with Expedia?
One Keyā„¢ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Highland hotels. Plus, you'll earn OneKeyCashā„¢* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Highland?
Prices for hotels in Highland often vary, but you can find a great deal from NZ$150 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 our cheapest rates.

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