Photo by Allison Alano Flores

Search Highland hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Highland

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
Highland
7.8 out of 10, Good, (940)
"The lobby and hallways were clean and it was quiet"
United States
Tammy
Travelling for leisure
The price is AU$135
includes taxes & fees
4 Jan - 5 Jan 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie

The Millbrook Inn

4.0 star property
Millbrook
10.0 out of 10, Exceptional, (5)
"Love it! beautiful inn and amazing food!"
United States
Yasmin
The Millbrook Inn

Millbrook Country House Bed & Breakfast

4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
The price is AU$337
includes taxes & fees
4 Jan - 5 Jan 2026
Millbrook Country House Bed & Breakfast

Le Chambord at Curry Estate

3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (256)
"The staff helped us find a great restaurant nearby, on a Monday."
United States
Theresa
The price is AU$290
includes taxes & fees
29 Dec - 30 Dec
Le Chambord at Curry Estate

Inn At Arbor Ridge Hotel & Conference Center

2.0 star property
Hopewell Junction
6.0 out of 10, (287)
"Staff was very helpful finding remote for TV as room did not have one when I arrived"
United States
roxanne
The price is AU$179
includes taxes & fees
7 Dec - 8 Dec
Inn At Arbor Ridge Hotel & Conference Center

The Lagrange Inn & Extended Stay

2.0 star property
Pleasant Valley
9.6 out of 10, Exceptional, (11)
"Pleasantly surprised, quiet environment, clean spacious room, easy access from highway."
United States
Charles
Travelling solo
The Lagrange Inn & Extended Stay

Jenny's Country Manor

2.0 star property
Red Hook
7.6 out of 10, Good, (133)
"Jenny's was quaint and comfortable, with "
United States
Bill
The price is AU$239
includes taxes & fees
7 Dec - 8 Dec
Jenny's Country Manor

it's a good thing

4.5 star property
Clinton Corners
8.0 out of 10, Very good, (24)
"This rental is a room share with the owners (who are lovely people)."
United States
Neil R
Travelling for leisure and business
it's a good thing

Hampton Inn Fishkill

2.5 star property
Fishkill
8.6 out of 10, Excellent, (1001)
"Towels and sheets were clean, but I have never seen a Hampton inn room so worn down."
United States
Susan
The price is AU$162
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Fishkill

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
Fishkill
8.4 out of 10, Very good, (1005)
"Nice and clean hotel near restaurants"
United States
Lyne
The price is AU$172
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Spark by Hilton Fishkill

3.0 star property
Fishkill
6.6 out of 10, (17)
"The refurbished rooms are bright and clean!"
United States
Jeffrey
Travelling solo
The price is AU$161
includes taxes & fees
20 Dec - 21 Dec
Spark by Hilton Fishkill

Best Western Fishkill Inn & Suites

3.5 star property
Fishkill
8.8 out of 10, Excellent, (957)
"Easy to locate and near restaurants and other businesses to purchase items required to accommodate the visit"
United States
John
Travelling with family
The price is AU$180
includes taxes & fees
11 Dec - 12 Dec
Best Western Fishkill Inn & Suites

Courtyard by Marriott Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (732)
"The hotel had comfortable beds and was clean"
United States
Deb
Travelling with partner
The price is AU$187
includes taxes & fees
10 Dec - 11 Dec
Courtyard by Marriott Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1002)
"Extraordinary comfortable beds And pillows."
United States
Kathleen
Travelling for leisure
The price is AU$156
includes taxes & fees
13 Dec - 14 Dec
Hilton Garden Inn Fishkill

Extended Stay America Suites Fishkill Route 9

2.5 star property
Fishkill
6.8 out of 10, (957)
"Clean and neat with fresh towels and amenities"
United States
Mariyon
Travelling solo
The price is AU$154
includes taxes & fees
21 Dec - 22 Dec
Extended Stay America Suites Fishkill Route 9

SpringHill Suites by Marriott Fishkill

3.0 star property
Fishkill
9.6 out of 10, Exceptional, (999)
"The breakfast was good rooms was clean and comfortable."
United States
Vinnette
Travelling for leisure
The price is AU$245
includes taxes & fees
7 Dec - 8 Dec
SpringHill Suites by Marriott Fishkill

HYATT house Fishkill/Poughkeepsie

3.0 star property
Fishkill
8.8 out of 10, Excellent, (1004)
"Rooms were clean and quiet"
Canada
constantin
Travelling for leisure
The price is AU$198
includes taxes & fees
12 Dec - 13 Dec
HYATT house Fishkill/Poughkeepsie

Residence Inn by Marriott Fishkill

3.0 star property
Fishkill
9.4 out of 10, Exceptional, (402)
"Hotel was kid friendly, clean and has a nice staff."
United States
Aaron
Travelling with small children
The price is AU$217
includes taxes & fees
28 Dec - 29 Dec
Residence Inn by Marriott Fishkill

Countryside Motel

2.0 star property
Cold Spring
7.2 out of 10, Good, (263)
"The hotel was clean and convenient."
United States
Barbara
Travelling for leisure
The price is AU$155
includes taxes & fees
7 Dec - 8 Dec
Countryside Motel

Best Western Plus The Inn & Suites At The Falls

2.5 star property
Red Oaks Mill
7.8 out of 10, Good, (435)
"Nice and quaint hotel with beautiful creek behind surrounded by a dorest"
United States
Hiram
The price is AU$178
includes taxes & fees
12 Dec - 13 Dec
Best Western Plus The Inn & Suites At The Falls
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Top Highland Hotel Reviews

Recent Reviews in Highland

More cheap accommodation in Highland

Frequently asked questions

What's the best place for a stay in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and free parking. Other good options for your trip to the area are Quality Inn Poughkeepsie and Hampton Inn & Suites Poughkeepsie. See all available top hotels, or vacation rentals in Highland.
What are some of the best holiday rentals that Highland has to offer?
The House In Highland- Secluded Retreat: This highly rated holiday home rental in Highland offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Another good choice for your trip to Highland is Our home is perfect for relaxing and having lots of fun, with near by activity's. 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?
Quality Inn Poughkeepsie: Offers daily, an indoor pool and free self parking. Hampton Inn & Suites Poughkeepsie and Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 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 39 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.

Explore a world of travel with Expedia