The Best Hotels with Bars in Highland, NY from AED 431 in 2026

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Our top choices for Highland hotels with a bar

In-room safe, desk, laptop workspace, blackout drapes

1. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

Jennifer

AED 434

AED 508 total

includes taxes & fees

7 Sep - 8 Sep

2. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Katlin

AED 371

AED 431 total

includes taxes & fees

7 Sep - 8 Sep

3. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyde Park

Antoun

AED 621

AED 702 total

includes taxes & fees

7 Sep - 8 Sep

4. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Celine

AED 404

AED 457 total

includes taxes & fees

21 Sep - 22 Sep

5. Holiday Inn Poughkeepsie by IHG

Poughkeepsie

Adrienne

AED 378

AED 439 total

includes taxes & fees

27 Sep - 28 Sep

Premium bedding, down comforters, in-room safe, laptop workspace

6. The Heartwood

Arlington

Nathaniel

AED 657

AED 763 total

includes taxes & fees

7 Sep - 8 Sep

Premium bedding, in-room safe, desk, iron/ironing board

Suite, 1 King Bed, Non Smoking, Jetted Tub | Premium bedding, in-room safe, desk, iron/ironing board

7. Kingston Regency Inn

Kingston

kyle

AED 459

AED 514 total

includes taxes & fees

30 Aug - 31 Aug

Deluxe Suite, River View | Living area | 50-inch Smart TV with satellite channels, Netflix, Hulu

8. New Paltz Way Hotel

New Paltz

John

AED 887

AED 1,179 total

includes taxes & fees

1 Sep - 2 Sep

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Top Highland Hotel Reviews

The Thayer Hotel at West Point

8/10 Good

"Excellent hotel. But it is a hotel with a standard hotel type room. No refrigerator or microwave. Very comfortable and right in line with what you would expect at West Point."

Holiday Inn Express Poughkeepsie by IHG

8/10 Good

"Rooms were clean and the beds were comfy. Even though the hotel seemed busy, didn’t hear a lot of commotion once inside the room. The rooms were in need of some renovations and could def use a refresh, but completely livable. The bathroom was much smaller than expected. Really disliked that when taking a shower, large amounts of water gushed from the faucet and not out of the shower head (such a waste of water!). Even so, there was plenty of water coming out of the shower head itself. Also, the water never got hot from the sink - the best I could do was a luke warm to wash my face even after running the water for several mins. The breakfast buffet was a welcome meal in the morning. It was hot and well stocked with limited options that were tasty. They have two, single cup, coffee machines that grind a fresh cup every time and are avail for use all day. You may have to wait a min to brew a cup, but worth the extra time."

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Nice staff, quick checking in & out, clean room, good location, restaurant had good food."

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

10/10 Excellent

"shshsn"

Courtyard by Marriott Kingston

10/10 Excellent

"Very clean."

Studio 6 Extended Stay Fishkill Westage Center NY

8/10 Good

"It was ok for the price."

Frequently asked questions

Searching for hotels with bars in Highland?

Highland offers 41 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, consider a visit to Walkway Over the Hudson State Historic Park and Berean Park Beach.

What are the best hotels with bars in Highland?

Here are some favorite hotels with bars in and around Highland: SureStay Plus Hotel by Best Western Highland Poughkeepsie: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Hyatt Place Poughkeepsie / Hudson Valley: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi. Beekman Arms and Delamater Inn: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Holiday Inn Express Poughkeepsie by IHG: Resort with restaurant. Enjoy the 3 bars, free WiFi, and free parking. Ramada by Wyndham Newburgh/West Point: Enjoy the bar, free breakfast, and free WiFi.

What is there to do in Highland?

If you have time to explore, consider visiting Walkway Over the Hudson State Historic Park, Poughkeepsie Bridge, and Mid-Hudson Civic Center, and then find a cozy spot for a nightcap. Other places to see include Berean Park Beach and Franny Reese State Park.

When is the best time to visit Highland?

Visiting local bars in Highland is more fun when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

How can I get to Highland and around the area?

You might want to make the most of these transportation options in and around Highland: Fly into Stewart Intl. Airport (SWF), which is located 16.6 mi (26.7 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

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Check availability on Highland Hotels with Bars

Our top choices for Highland hotels with a bar

1. DoubleTree by Hilton Poughkeepsie Convention Center

2. Hyatt Place Poughkeepsie / Hudson Valley