Name: Beekman Arms and Delamater Inn
Price range: ￥28,653

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY

￥14,120

￥15,815 total

Sep 1 - Sep 2

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 ...

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

￥17,554

￥20,384 total

Sep 7 - Sep 8

includes taxes & fees

Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

9/10 Wonderful! (1,045 reviews)

"Good property, nice stay"

Reviewed on Aug 19, 2026

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY

￥28,653

￥32,414 total

Aug 31 - Sep 1

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. ...

See all 1,534 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.

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 ...

8.2/10 Very Good! (22 reviews)

"The host/owner Shoshana was very prompt to answer all my questions. The property was breathtakingly beautiful and the kids had so much fun in the pool, around the property, and pool toys were provided. We had 4 kids, aged 1-4 years old and the property was so safe for them to roam and explore."

Reviewed on Aug 18, 2026

Private 37 Acre Lake Estate on 164 Acres - 11 BR

Highland NY

Book a stay at this family-friendly vacation home in Highland. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Franklin D Roosevelt ...

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

TRANQUIL MOUNTAIN SOLITUDE

Pine Bush NY

Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Ellenville Fault Ice Caves and VerKeerderkill Falls are located nearby.

10/10 Exceptional! (15 reviews)

"We had a such wonderful and peaceful time at Maia's! The RV was well-stocked with everything you could think of to make your stay comfortable and fun (S'mores kits, bottled water, toiletries, etc.). It was so nice to cook on the grill and relax by the firepit after a nice long hike at Minnewaska ..."

Reviewed on Aug 20, 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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