Photo by crissibeth

Search Hotels with Pool in Peekskill

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Peekskill Hotels with Pool

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Peekskill hotels with a pool

Indoor pool
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1000)
"I highly recommend this hotel. "
United States
Leigh
The price is ฿3,989
฿4,562 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (229)
"We had a very short stay but what i can say is that rooms were extremely clean, the staff was beyond courteous extremely helpful restaurants was not only beautiful but food services once again amazing.. We look foward to coming back for a longer stay and try the spa out as well.."
United States
Paul
The price is ฿8,874
฿11,587 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Abbey Inn & Spa
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1002)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is ฿3,738
฿4,228 total
includes taxes & fees
22 Dec - 23 Dec
Overlook Lodge at Bear Mountain
Indoor pool, open 8:30 AM to 9:30 PM, pool loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1001)
"Great staff, clean and the pool was awesome! "
Canada
Aleah
The price is ฿3,065
฿3,567 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Nanuet
Indoor pool, pool loungers
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1004)
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
The price is ฿2,921
฿3,450 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Express Hotel & Suites Chester by IHG
Indoor pool
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1001)
"Brayden was great"
United States
Will
The price is ฿2,878
฿3,256 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Fishkill
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1003)
"Room was clean, staff was pleasant, hotel overall was great"
United States
Cara
The price is ฿4,240
฿5,700 total
includes taxes & fees
27 Dec - 28 Dec
Hotel Nyack, a JdV by Hyatt Hotel
Seasonal outdoor pool
Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
3.5 star property
Fishkill
8.8 out of 10, Excellent, (961)
"Place was amazing "
United States
Neydi
The price is ฿3,326
฿3,763 total
includes taxes & fees
9 Jan - 10 Jan 2026
Best Western Fishkill Inn & Suites
Indoor pool
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1013)
"Great stay and room was very nice"
United States
Emmanuel
The price is ฿3,065
฿3,774 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Harriman Woodbury
Indoor pool
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (999)
"Yes stay was pleasant "
United States
henry
The price is ฿2,937
฿3,322 total
includes taxes & fees
31 Dec - 1 Jan 2026
Comfort Suites Fishkill near Interstate 84
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.
View all properties

Top Peekskill Hotel Reviews

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Clean room. Cookie time breakfast "
Ivana 4-night trip
Posted 3 days ago
Hampton Inn White Plains/Tarrytown

Frequently asked questions

What are some accommodation options with pools in Peekskill?
Inn on the Hudson: Offers a full-service spa, a seasonal outdoor pool and free self parking. The Abbey Inn & Spa: Provides daily, an indoor pool and free self parking. Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG: Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Baymont by Wyndham White Plains - Elmsford: Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Sonesta White Plains Downtown: Offers a snack bar/deli, a pool and free self parking.
What is there to see and do in Peekskill?
The picturesque setting of Blue Mountain Reservation and Charles Point Pier Park showcase the area's natural beauty. Discover sights such as Paramount Hudson Valley Theater, Peekskill Museum and Hudson Valley Center for Contemporary Art during your stay. The riverfront, mountain views and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Peekskill?
You may want to think about a place to stay that offers an outdoor pool if you'll be visiting Peekskill in the warmest months of July, August or June, when the average temp is 22°C. Accommodation offering 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 1°C.
What's the best way to travel around Peekskill?
Knowing the transportation options in Peekskill can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Peekskill. Peekskill might not have very many public transport options to choose from, so consider renting a car to explore more.