Name: Holiday Inn Express Poughkeepsie by IHG
Price range: ￥14,911
Rating: 8.8

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY

￥13,682

￥15,323 total

Sep 24 - Sep 25

includes taxes & fees

Book a stay at this business-friendly hotel in Highland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...

8/10 Very Good! (1,016 reviews)

"The service was OK and the breakfast tasted OK, but the staff was a little lax in making sure all the food and supplies were replenished."

Reviewed on Sep 7, 2026

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY

￥20,583

￥23,284 total

Sep 16 - Sep 17

includes taxes & fees

Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

￥14,911

￥17,316 total

Sep 13 - Sep 14

includes taxes & fees

Stay at this hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

8.8/10 Excellent! (1,002 reviews)

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

Reviewed on Sep 10, 2026

See all 1,549 properties in Highland

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.

Private 37 Acre Lake Estate on 164 Acres - 11 BR

Highland NY

Stay at this vacation home in Highland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Hyde Park Station and Hyde Park Landing are located ...

9.4/10 Exceptional! (3 reviews)

Beautiful property, great for a large group

"We spent Christmas here with friends and family and enjoyed our stay. Everything we needed was there. We were only disappointed in the communication with the property manager due to the holiday and technical issues. If you stay in the winter make sure the fireplace has been serviced as the smoke ..."

Reviewed on Dec 26, 2024

The Scenic Mansion With Breathtaking View

Highland NY

Stay at this villa in Highland. Enjoy private pools, laundry facilities, and tennis courts. Popular attractions Franny Reese State Park and Mid-Hudson Bridge ...

8/10 Very Good! (24 reviews)

"This property sits on the top of a hill and offers great views over the countryside. The exterior of the property offers a nice tennis court but it has poison ivy around the perimeter and actually inside the court's fence making retrieving balls hazardous, a nice swimming pool, and outdoor furniture ..."

Reviewed on Aug 24, 2026

Streamside Cottage Half Mile to Town of Woodstock

Woodstock NY

Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and patios. Our guests praise the property condition in our reviews. Popular attractions Woodstock ...

10/10 Exceptional! (297 reviews)

"Great location that feels secluded but is within walking distance to town. Nice to fall asleep with the windows open to the sounds of the stream."

Reviewed on Sep 6, 2026

See all properties in Highland

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.

Stay near popular Highland attractions

Franny Reese State Park

You can take time to visit Franny Reese State Park during your travels to Highland. Stroll along the riverfront or discover the mountain views in this family-friendly area.

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