Philipstown, NY

Name: Overlook Lodge at Bear Mountain
Price range: $122 total

Travel Guide

A house with a glass conservatory by a pond surrounded by trees.

A pink building with a sign reading "Pink Olive" on Main Street.

A sailboat on calm water with a forested island in the background.

A house with a glass conservatory over a pond with lily pads and water lilies.

Visit Philipstown

Countryside Motel

3577 Route 9 Cold Spring NY

$95 nightly

$103 total

Oct 25 - Oct 26

Total with taxes and fees

Stay at this motel in Cold Spring. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Fishkill Ridge and Fishkill Golf Course are located ...

West Gate Inn Nyack

26 Route 59 Nyack NY

$98 nightly

$112 total

Nov 9 - Nov 10

Total with taxes and fees

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

7.4/10 Good! (1,492 reviews)

"Our family of 4 (including two little ones!) stayed here to enjoy the fall activities this area has to offer. Location was great - very quick to get to Tarrytown/Sleepy Hollow as well as downtown Nyack too. We all loved the complimentary breakfast and our room was clean! We had a great stay."

Reviewed on Oct 23, 2026

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

Fully refundableReserve now, pay when you stay

$104 nightly

$122 total

Nov 2 - Nov 3

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 ...

See all 1,006 properties in Philipstown

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 ...

7.8/10 Good! (26 reviews)

"The property was clean and pet friendly. However, the small extended stay room with a kitchen had no glasses or bowls or flat ware. You can't expect any additional accomodations beyond the room."

Reviewed on Oct 12, 2026

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

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 ...

9/10 Wonderful! (21 reviews)

The hotel double booked rooms and upon arrival with my 15-year-old son, we were ...

"The hotel double booked rooms and upon arrival with my 15-year-old son, we were rudely turned away by the front desk person. When I questioned the woman why my room was given away, I was told they were full and I had to leave. This put me and my son in bad situation as the area's hotels were booked ..."

Reviewed on Oct 18, 2026

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Newburgh NY

Stay at this vacation home in Newburgh. Enjoy free WiFi, a fitness center, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...

10/10 Exceptional! (333 reviews)

"Wonderful location with a beautiful setting. The host was very communicative and responsive. We enjoyed our stay!"

Reviewed on Oct 20, 2026

See all properties in Philipstown

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 Philipstown hotel availability

Stay near popular Philipstown attractions

A river winding through a green landscape with hills in the background.

Boscobel House and Gardens

8.8/10 (5 reviews)

You can spend time exploring the galleries in Boscobel House and Gardens during your trip to Philipstown. Stroll along the riverfront or discover the area's mountain views.

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