panoramic view of mid hudson bridge over hudson river valley (poughkeepsie, upstate new york) sunny day train station wide angle sun glare crossing suspension small town travel metro north

Boutique Hotels & Resorts in Highland from AU$128

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Check availability on Highland Boutique Hotels

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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, (1,006 reviews)
"Staff were very pleasant, breakfast was good, safe parking and very clean room."
United States
Leonor
The price is AU$134
includes taxes & fees
1 July - 2 July
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, (12 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is AU$1,085
includes taxes & fees
15 June - 16 June
Our home is perfect for relaxing and having lots of fun, with near by activity’s
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, (3 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$1,361
includes taxes & fees
17 June - 18 June
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$551
includes taxes & fees
14 June - 15 June
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Standard Room, Balcony, River View | Interior

Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
The price is AU$265
includes taxes & fees
14 June - 15 June
Rhinecliff Hotel
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (122 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is AU$221
includes taxes & fees
25 June - 26 June
Tin Brook Bed & Breakfast
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, (1,017 reviews)
"The location was perfect for us."
United States
Eleanor
The price is AU$168
includes taxes & fees
14 June - 15 June
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, (474 reviews)
"staff was very helpful and Breakfast was excellent only stay there one night"
United States
Sabrina
The price is AU$168
includes taxes & fees
15 June - 16 June
Best Western Plus The Inn & Suites At The Falls
Suite, 1 King Bed, Non Smoking

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, (1,011 reviews)
"Clean, comfortable, safe, nice breakfast"
United States
Brett
The price is AU$173
includes taxes & fees
22 June - 23 June
Quality Inn & Suites Fishkill South near I-84
In-room safe, desk, iron/ironing board, free cots/infant beds

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 AU$128
includes taxes & fees
11 June - 12 June
Super 8 by Wyndham Montgomery Maybrook
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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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, Franklin D Roosevelt Library & Museum and Mid-Hudson Bridge are some of the local sights worth visiting. You might also like to explore more of the area and take in additional sights like Mid-Hudson Civic Center, Bardavon 1869 Opera House and Home of Franklin D. Roosevelt National Historic Site 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.

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