The Best Hotels with Bars in Highland, NY from AED 414 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

Amanda

AED 434

AED 508 total

includes taxes & fees

28 Sep - 29 Sep

2. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Katlin

AED 356

AED 414 total

includes taxes & fees

20 Sep - 21 Sep

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

Hyde Park

Sanjiv

AED 683

AED 773 total

includes taxes & fees

20 Sep - 21 Sep

4. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Celine

AED 404

AED 457 total

includes taxes & fees

4 Oct - 5 Oct

5. Holiday Inn Poughkeepsie by IHG

Poughkeepsie

Annitta

AED 404

AED 469 total

includes taxes & fees

27 Sep - 28 Sep

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

6. The Heartwood

Arlington

Nathaniel

AED 477

AED 553 total

includes taxes & fees

30 Sep - 1 Oct

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

7. Kingston Regency Inn

Kingston

kyle

AED 459

AED 530 total

includes taxes & fees

13 Sep - 14 Sep

Desk, blackout drapes, iron/ironing board, WiFi (free)

8. Courtyard by Marriott Kingston

Kingston

Christina

AED 465

AED 521 total

includes taxes & fees

13 Sep - 14 Sep

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Top Highland Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

10/10 Excellent

"It was a lot cleaner inside and outside since I was there in June the lady at the desk was great even though some crazy lady was screaming at her and lying to anyone who would listen to her and threating people that woman at the desk was the nicest and most professional person I have ever met I look forward to returning and staying there"

Beekman Arms and Delamater Inn

8/10 Good

"Awesome location and historic inn. Very interesting experience"

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"Room was clean and comfortable. Breakfast was good and coffee was available 24rs a day in the lobby"

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent

"Beautiful hotel. Comfy beds. Yummy food!"

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

10/10 Excellent

"This Red Roof Inn is very clean and the staff is friendly. Minor complain is that the floors feels like there is a film on it that feels a bit slippery, probably from build up of cleaning agent, but room is clean. I enjoyed my stay."

Frequently asked questions

Searching for hotels with bars in Highland?

Highland offers 46 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: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi. Holiday Inn Express Poughkeepsie by IHG: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Beekman Arms and Delamater Inn: Resort with restaurant. Enjoy the 3 bars, free WiFi, and free parking. Hyatt Place Poughkeepsie / Hudson Valley: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Wildflower Farms, Auberge Collection: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.

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.

Room 1

Change your mind

Treat yourself

Be picky

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