Photo by Allison Alano Flores

Hotels in Highland

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Dates

June 2026

3

July 2026

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Where to stay in Highland?

Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (with Sofabed) | Desk, laptop workspace, blackout drapes, soundproofing

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

$99 total

includes taxes & fees

Jun 28 - Jun 29

Village Motel

Ellenville

$100 total

includes taxes & fees

Jun 4 - Jun 5

Americas Best Value Inn New Paltz

New Paltz

$118 total

includes taxes & fees

Jun 9 - Jun 10

Tin Brook Bed & Breakfast

Walden

$156 total

includes taxes & fees

Jun 4 - Jun 5

Borland House Inn

Montgomery

$141 total

includes taxes & fees

Jun 4 - Jun 5

Hudson Valley 9w Motel

Lake Katrine

$179 total

includes taxes & fees

Jun 4 - Jun 5

Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

Cold Spring

$103 total

includes taxes & fees

Jun 4 - Jun 5

Cadet Motel

Cornwall

$100 total

includes taxes & fees

Jun 4 - Jun 5

The Lagrange Inn & Extended Stay

Pleasant Valley

$133 total

includes taxes & fees

Jun 4 - Jun 5

Breakfast, lunch, dinner and brunch served

Stonehill's Farmhouse

Accord

$165 total

includes taxes & fees

Jun 4 - Jun 5

Best Western Plus The Inn & Suites At The Falls

Red Oaks Mill

$118 total

includes taxes & fees

Jun 7 - Jun 8

Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Quality Inn & Suites Fishkill South near I-84

Fishkill

$106 total

includes taxes & fees

Jul 2 - Jul 3

In-room safe, desk, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Montgomery Maybrook

Montgomery

$113 total

includes taxes & fees

Jun 4 - Jun 5

The Wiltwyck

Kingston

$192 total

includes taxes & fees

Jun 4 - Jun 5

Jenny's Country Manor

Red Hook

$158 total

includes taxes & fees

Jun 4 - Jun 5

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

$124 total

includes taxes & fees

Jun 7 - Jun 8

Spark by Hilton Fishkill

Fishkill

$107 total

includes taxes & fees

Jun 30 - Jul 1

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

$123 total

includes taxes & fees

Jun 7 - Jun 8

Rhinebeck Village Inn

Rhinebeck Village

$135 total

includes taxes & fees

Jun 8 - Jun 9

Deluxe Room, 1 King Bed, Non Smoking | Bathroom | Hair dryer, towels

Newburgh Inn

Newburgh

$128 total

includes taxes & fees

Jun 6 - Jun 7

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Go beyond your typical stay in Highland

Spa

Pool

Our prices for hotels in Highland are cheapest in February

Top landmarks in Highland

Franny Reese State Park

Franny Reese State Park is 1.8 mi (2.9 km) from central Highland, why not stop by during your stay.

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Franklin D Roosevelt Library & Museum

5.0/5 (4 reviews)

If visiting museums in Highland are on your list, you might want to check out the upcoming exhibitions at Franklin D Roosevelt Library & Museum. Our travelers also like this historical area for its riverfront setting. If you want to see more of the museums in Highland, Vanderbilt Mansion National Historic Site and Franklin D. Roosevelt Presidential Library and Museum aren't far.

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Learn more about Highland

Highland is well-known for its attractions such as Walkway Over the Hudson State Historic Park and Franny Reese State Park. This family-friendly city has something for everyone including sights like Franklin D Roosevelt Library & Museum and Berean Park Beach within a sunny setting.

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Check out reviews of Highland hotels guests love

HYATT house Fishkill/Poughkeepsie

10/10 Excellent

"The staff are amazing. They were very helpful & pleasant."

Studio 6 Extended Stay Fishkill Westage Center NY

4/10 Poor

"There is a stench in the rooms. The hallways were left with bags of garbage. AC worked great. Good hot water and pressure. It looks like it’s an extended stay for the unhoused. Good location. It’s in a mall. I wouldn’t stay again. It was an emergency"

DoubleTree by Hilton Poughkeepsie Convention Center

4/10 Poor

"From the very beginning, I was treated poorly by the front desk staff. I was told multiple times that I could not use my Hilton Honors benefits because I booked my stay through Hotels.com. In other words, bottled water, internet, and free breakfast didn’t apply since I didn’t book directly with Hilton. The staff continued to remind me that because of the rate I paid, I was essentially out of luck. The irony is that if I had stayed an extra night, my rate through Hilton would have been $150 less than what I paid through Hotels.com. If the hotel has an issue with third‑party bookings, then Hilton should not participate in those platforms. The hotel itself was nice and clean. However, from a customer‑service standpoint, I would not recommend staying here."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"The room was fairly priced. The room was really nice. Clean, pretty and comfy. Towels in bathroom were the best I’ve ever had! Water was hot and had great pressure- another plus. Quiet! Breakfast was lovely with hot and cold items. Very enjoyable. Will definitely stay again!"

Quality Inn & Suites Fishkill South near I-84

10/10 Excellent

"Very nicely kept and clean property and very clean room. Bed and pillows were very comfortable. Only thing I found was, they need new towels. Staff was very nice and courteous and breakfast was good. More like continental breakfast but they also had freshly made waffles you can make yourself. No pool. Right next door to a great Diner I84. All and all rating at least 4.5 stars. Would stay again if necessary."

Best Western Plus Kingston Hotel And Conference Center

4/10 Poor

"First Lady at the desk was rude and dismissive from the start and straight up walked away without saying anything. This then turned into a 25-30 minute wait with nobody at the front desk to assist. When the lady eventually came back, she had an even crappier attitude. The second guy (Kevin) was a not much better…. After a two hour and half hour delay to get our room, the lock was busted and when we told him about it he suggested we just use the arm bar on the door (the one that allows partial opening) and thought this was a sufficient answer to the inadequate maintenance they had conducted on their property. It was readily apparent that other room doors had similar problems and damage was plainly visible on many of them from the outside. Kevin’s suggestion was dismissive of the issue at hand, and totally negligent in terms of high quality customer service. All this to say that a quick call to Best Westerns Customer Service support line seemed to motivate the team to finally solve the problems we alerted them to. After another delay, we were provided with a different room that was adequate but smelled strongly of cigar smoke. Overall 1/10 at best. The bed was quality though, I slept soundly."

The Crossroads Hotel, Newburgh

2/10 Terrible

"First, the hotel staff were excellent and very courteous. Appreciate that very much. We had a very late check-in. Experience with Expedia helpdesk was less than optimum. The bill from hotel did not match expedia rates and still working to resolve.. The issue was not with any of the agents but the overall process it took for us to get things sorted out. Around 4 AM, The family next door was haring a fight and loudly yelling bad words and kids and all of us woke up hearing that which left was not feeling very good. Since we only reached the hotel around midnight. Also, there was lot of smoke smell in the room even though we asked for nonsmoking. Still working with Expedia on the refund."

Frequently asked questions

What hotels do travelers like in Highland?

Guests like SureStay Plus Hotel by Best Western Highland Poughkeepsie, Hyatt Place Poughkeepsie / Hudson Valley and DoubleTree by Hilton Poughkeepsie Convention Center.

Can I book a refundable hotel in Highland?

If you need the flexibility to change your travel plans to Highland, most properties provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where should I stay in Highland if I want a budget-friendly accommodation?

An inexpensive option worth considering is SureStay Plus Hotel by Best Western Highland Poughkeepsie.

Where can I stay in Highland if I want a vacation rental instead of a hotel?

If you want to find a good alternative to a hotel, review our selection of 20 vacation homes. In addition, you can choose from 5 apartments.

What will the weather in Highland be like during my trip?

July and August are typically the warmest months in Highland when the average temp is 69°F. January and February are the coldest months when the average temperature is 31°F. October and December are the months with the most rain.

Why should I book my Highland hotel through Hotels.com?

There are lots of reasons to book your Highland trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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More ways to book

Book Hotels in Highland on Hotels.com

Hotels in Highland

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Highland?

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Village Motel

Americas Best Value Inn New Paltz

Tin Brook Bed & Breakfast

Borland House Inn

Hudson Valley 9w Motel

Countryside Motel

Cadet Motel

The Lagrange Inn & Extended Stay

Stonehill's Farmhouse

Best Western Plus The Inn & Suites At The Falls

Quality Inn & Suites Fishkill South near I-84

Super 8 by Wyndham Montgomery Maybrook

The Wiltwyck

Jenny's Country Manor

Hyatt Place Poughkeepsie / Hudson Valley

Spark by Hilton Fishkill

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Rhinebeck Village Inn

Newburgh Inn

Go beyond your typical stay in Highland

When is the best time to visit Highland?

Price trends for hotels in Highland

Typical weather for Highland

Top landmarks in Highland

Franny Reese State Park

Learn more about Highland

Check out reviews of Highland hotels guests love

HYATT house Fishkill/Poughkeepsie

Frequently asked questions

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