Highland Mills, NY

Name: Overlook Lodge at Bear Mountain
Price range: $158 total
Rating: 8.4

Travel Guide

Visit Highland Mills

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

$107 nightly

$124 total

Jun 29 - Jun 30

Total with taxes and 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! (1,006 reviews)

"Love the stay Mike and George was great"

Reviewed on Jun 19, 2026

The Crossroads Hotel, Newburgh

5 Lakeside Rd Newburgh NY

$106 nightly

$125 total

Jun 22 - Jun 23

Total with taxes and fees

Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...

7.2/10 Good! (785 reviews)

"Carpet stained with what appeared to be a red paint or blood. Uncomfortable pillows, hair on sheets, broken shampoo dispenser. I would not stay there again"

Reviewed on Jun 20, 2026

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

Fully refundableReserve now, pay when you stay

$129 nightly

$158 total

Jul 8 - Jul 9

Total with taxes and fees

Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...

8.4/10 Very Good! (1,005 reviews)

"We where family on 2 adults and one kid. Had amazing time. Friendy and usefully staff. Beautiful nature. And nice restaurant on the 2 floor."

Reviewed on Jun 20, 2026

See all 867 properties in Highland Mills

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.

Perfect and Spacious Hudson Valley Escape!

Cornwall NY

Stay at this vacation home in Highland Mills. Enjoy laundry facilities and air conditioning. Popular attractions Storm King Art Center and Hudson Highlands Nature ...

10/10 Exceptional! (1 review)

"Great host, very responsive and accommodating. The house was very clean and comfortable."

Reviewed on Feb 2, 2026

Lakefront Paradise Pool + Paddle Boats Sleeps 12

Monroe NY

Stay at this vacation home in Monroe. Enjoy private pools, a fitness center, and a garden. Popular attractions Woodbury Common Premium Outlets and The Golf Club ...

10/10 Exceptional! (1 review)

"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group ..."

Reviewed on May 26, 2026

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery NY

Stay at this cottage in Fort Montgomery. Enjoy free WiFi, a garden, and patios. Popular attractions Bear Mountain State Park and Manitoga The Russel Wright Design ...

9.8/10 Exceptional! (139 reviews)

"This is a wonderful 2 person apartment in a private hilltop home with spectacular views of the Hudson River and Rt6 bridge. Included was the use of patio and gas grill. Very nicely furnished with the combination of comfortable furniture and antique decor. The hosts are very friendly and very quick ..."

Reviewed on Jun 5, 2026

See all properties in Highland Mills

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.

Check Highland Mills hotel availability

Popular places to visit

Palaia Vineyards Winery

You can enjoy a tasting or tour at Palaia Vineyards Winery during your travels to Woodbury. Discover the mountain views and shops in this family-friendly area.