Boutique Hotels & Resorts in Highland from AU$119

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Boutique Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Highland

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed)

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, (977 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 AU$119
includes taxes & fees
23 Mar - 24 Mar
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Interior

Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (11 reviews)
"The house was great and the host was amazing!! We had a great time."
United States
Emma S.
The price is AU$978
includes taxes & fees
19 Mar - 20 Mar
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Property grounds

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Highland
9.8 out of 10, Exceptional, (26 reviews)
"Perfect location and stay"
United States
kareem e.
The price is AU$457
includes taxes & fees
19 Mar - 20 Mar
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Living area

Experience Rich History&Relax at a Delightful Residence Center ofNYHudson Valley

Experience Rich History&Relax at a Delightful Residence Center ofNYHudson Valley
Highland
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here with 9 people. The place was large enough to accommodate us it was very spacious. We loved the beams and stone inside the house. The property was very clean. We would stay here again. The location was great for us because we were visiting wineries and breweries in the area. It was also close enough to Marlboro where my son lives. "
United States
Patricia D.
The price is AU$1,222
includes taxes & fees
29 Mar - 30 Mar
Experience Rich History&Relax at a Delightful Residence Center ofNYHudson Valley
Terrace/patio

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Highland
10.0 out of 10, Exceptional, (1 review)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is AU$586
includes taxes & fees
19 Mar - 20 Mar
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Restaurant

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1,001 reviews)
"Very kind and courteous staff, very clean rooms. "
United States
John
The price is AU$136
includes taxes & fees
29 Mar - 30 Mar
Americas Best Value Inn New Paltz
Terrace/patio

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, (451 reviews)
"It was nice. little outdated ."
United States
Michael
The price is AU$181
includes taxes & fees
22 Mar - 23 Mar
Best Western Plus The Inn & Suites At The Falls
Indoor pool

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, (1,005 reviews)
"Superb place to stay."
United States
Denessy
The price is AU$158
includes taxes & fees
19 Mar - 20 Mar
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Interior

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (21 reviews)
"Great stay!"
United States
Olivia O.
The price is AU$173
includes taxes & fees
22 Mar - 23 Mar
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Outdoor dining

Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.0 out of 10, Wonderful, (26 reviews)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is AU$284
includes taxes & fees
22 Mar - 23 Mar
Cabin in the heart of the Hudson Valley, Cabin 4
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.
View all properties

Top Highland Hotel Reviews

Frequently asked questions

What's there to see and do in Highland?
Once you've decided where to stay in family-friendly Highland, figure out some fun things to do on your trip. Walkway Over the Hudson State Historic Park, Berean Park Beach and Apple Greens Golf Course are some of the local sights worth visiting. You might also like to explore more of the area and take in additional sights like Poughkeepsie Bridge, Mid-Hudson Bridge and Mid-Hudson Civic Center while you're here.
What kind of weather should I plan for when I travel to Highland?
Getting an idea of what to expect from the weather in Highland is important when planning your trip. 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.
What's the best way to get to my boutique hotel in Highland?
You have a few options for travelling to and around Highland. The closest major airport is Newburgh, NY (SWF-Stewart Intl.), which is located 16.6 mi (26.7 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia