Name: Overlook Lodge at Bear Mountain
Price range: $162 total
Rating: 8.4

Hyatt Place Poughkeepsie / Hudson Valley

2165 South Road Poughkeepsie NY

$101 nightly

$117 total

Sep 7 - Sep 8

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! (1,055 reviews)

"Everyone that works there is so amazing so professional thank you so much"

Reviewed on Aug 24, 2026

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

$101 nightly

$117 total

Sep 7 - Sep 8

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. ...

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

$132 nightly

$162 total

Aug 26 - Aug 27

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! (1,024 reviews)

"Room was clean but damp. Measured humidity was frequently over 80%, even with AC on. The building smelled damp as well, even on sunny days. On two separate occassions, I waited over an hour for my food at the restaurant. The carbon monoxide alarm went off in the night and wasn't fixed until the following ..."

Reviewed on Aug 25, 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.

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

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! (141 reviews)

"This was perfect for my husband and me. Couldn't get enough of the view of the surrounding mountains, the Hudson, and the bridge. Communication was prompt and helpful. Would love to comeback in the autumn!"

Reviewed on Jul 16, 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

Unicorn Studio - Historic Newburgh near Beacon + Hiking

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

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Check Shenandoah hotel availability

Cities near Shenandoah

Hopewell Junction

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