Name: Overlook Lodge at Bear Mountain
Price range: $169 total
Rating: 8.4

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

$101 nightly

$117 total

Sep 23 - Sep 24

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 ...

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

$98 nightly

$114 total

Sep 28 - Sep 29

Total with taxes and 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! (1,006 reviews)

"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 ..."

Reviewed on Aug 29, 2026

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

$137 nightly

$169 total

Sep 1 - Sep 2

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! (1,001 reviews)

"We found the place comfortable but seems very damp, the room. I don't think we'd stay there again, but the cleaning staff was great. It was weird there was no one at the premises."

Reviewed on Aug 29, 2026

See all 662 properties in Shenandoah

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.

1 Queen Bed | Non-Smoking, Kitchen

Fishkill NY

Stay at this apartment in Fishkill. Enjoy free WiFi, cable/satellite TV service, and air conditioning. Popular attractions Van Wyck Homestead Museum and Fishkill ...

10/10 Exceptional! (17 reviews)

"Check in/ check out was a little wonky. The overhead light in the room was ghastly, but the bed was comfortable and the place was clean. The room climate control was also good."

Reviewed on Aug 8, 2026

Unicorn Studio - Historic Newburgh near Beacon + Hiking

Newburgh NY

Stay at this apartment in Newburgh. Enjoy air conditioning. Popular attractions David Crawford House and Washington's Headquarters State Historic Site are located ...

9.6/10 Exceptional! (14 reviews)

"As advertised, no complaints. Large room for an efficiency apartment. Bathroom and shower were nice. We would stay there again."

Reviewed on Aug 17, 2026

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill NY

Stay at this vacation home in Fishkill. Enjoy a garden, laundry facilities, and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ...

9.2/10 Wonderful! (74 reviews)

"Host very communicative, cozy stay for 8 people minutes from good hiking and downtown Fishkill and Beacon, nice large lawn"

Reviewed on Aug 9, 2026

See all properties in Shenandoah

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.

Shenandoah, NY

Travel Guide

Visit Shenandoah

Hyatt Place Poughkeepsie / Hudson Valley

Holiday Inn Express Poughkeepsie by IHG

Overlook Lodge at Bear Mountain

1 Queen Bed | Non-Smoking, Kitchen

Unicorn Studio - Historic Newburgh near Beacon + Hiking

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Check Shenandoah hotel availability

Cities near Shenandoah

Hopewell Junction

Go further with the Expedia app