Book the Best Hotels with POOL in Lake Peekskill in 2026 | Expedia.ca

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Check availability on Lake Peekskill Hotels with a Pool

Tonight

Jun 15 - Jun 16

Tomorrow

Jun 16 - Jun 17

This weekend

Jun 19 - Jun 21

Next weekend

Jun 26 - Jun 28

Our top choices for Lake Peekskill hotels with a pool

Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Bear Mountain

Majestic seasonal pool beckons with mountain views, perfect for summer relaxation after exploring scenic Bear Mountain trails.

CA $253 total

includes taxes & fees

Jun 16 - Jun 17

Land view from property

Heidi's Inn

Brewster

Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.

CA $224 total

includes taxes & fees

Jun 16 - Jun 17

Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

Dive into this indoor pool oasis with aquatic fun that awaits year-round, just minutes from Stewart Airport and West Point.

CA $162 total

includes taxes & fees

Jun 16 - Jun 17

Outdoor pool, sun loungers

The Dominion House Bed & Breakfast

Chester

Dive into summer fun at this bed & breakfast's refreshing outdoor pool, surrounded by garden views.

CA $340 total

includes taxes & fees

Jun 17 - Jun 18

Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Monroe

CA $720 total

includes taxes & fees

Jun 18 - Jun 19

Porch

Brinckerhoff Inn

Fishkill

CA $473 total

includes taxes & fees

Jun 16 - Jun 17

Seasonal outdoor pool, open 11:00 AM to 8:00 PM, sun loungers

Hotel MTK Mount Kisco

Mount Kisco

Dive into a seasonal pool oasis in Mount Kisco, where sun loungers invite relaxation just minutes from the airport.

CA $248 total

includes taxes & fees

Jun 28 - Jun 29

Indoor pool

Holiday Inn Express West Point by IHG

Fort Montgomery

Splash into an indoor pool paradise with mountain views at this hotel near Bear Mountain State Park.

CA $251 total

includes taxes & fees

Jul 7 - Jul 8

View all properties

Choose what matters most at hotels with a pool in Lake Peekskill

Breakfast included

4 stars

Top Lake Peekskill Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

6/10 Okay

"The room smelled musty. The walls were thin so I heard a lot hallway noise and noise from neighboring rooms."

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good

"The Overlook is outdated, as stated by a few past guests however it was very clean throughout. I think if they added a fresh coat of paint to all the doors it would make it feel more inviting. Our room was quite spacious. The Overlook is not where the Inn is - that is where you have to check in first and their cafe, gift shop and restaurant are all there. We ate dinner at 1915 - food was very good! Our waitress, Debbie, was wonderful. Walking around Lake Hessian was a delight and added bonus for us to enjoy. We stayed here after visiting the Outlets at Woodbury Commons, and met our needs."

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

2/10 Terrible

"Worst hotel stay ever … you can skip this one. A few bright notes: evening receptionist was accommodating and a pleasure to work with; external grounds were immaculate with plenty of parking; entrance lobby was clean and inviting. The three rooms I looked at were clean but smelled funky. All had interior damage. (One had blood spatter on the pulldown shade!) The third room (cleanest smell) had a damaged shower curtain rod, no official room label (hand-written on the wall) and the door didn’t close properly (One had to push it shut!) On the second/third floors, the smell of cigarettes and smoked meth emanating from several rooms, with uncollected trash left outside individual doors. I took a shower and slept in my vehicle."

Frequently asked questions

What are some hotels with pools in Lake Peekskill?

Hotel Nyack, a JdV by Hyatt Hotel: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Offers daily, an indoor pool, and complimentary wired internet access. West Gate Inn Nyack: Offers a snack bar/deli, a pool, and free self parking. Spark by Hilton Fishkill: Hotel, 1-minute walk from Bear Mountain State Park. Provides a full-service spa, a seasonal outdoor pool, and a snack bar/deli. DoubleTree by Hilton Hotel Nanuet: Features a sauna, an indoor pool, and spa services.

What is there to see and do in Lake Peekskill?

Explore places like Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions like Lake Tiorati Beach and Blue Mountain Reservation.

When is the best time to book a hotel with a pool in Lake Peekskill?

You may want to consider a place to stay that offers an outdoor pool if you're planning to visit Lake Peekskill in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 33°F.

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