TOP Hotels with Pool in Peekskill, NY for 2026

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Our top choices for Peekskill hotels with a pool

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

Peekskill

Luxurious indoor pool sanctuary offers year-round aquatic relaxation while overlooking Hudson Valley's scenic landscapes.

4.573.994 ₫ total

includes taxes & fees

5 Jul - 6 Jul

The Abbey Inn & Spa

Peekskill

Swim surrounded by lush gardens and historic charm at this peaceful abbey-turned-hotel retreat.

11.696.935 ₫ total

includes taxes & fees

17 Jun - 18 Jun

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.

3.048.277 ₫ total

includes taxes & fees

29 Jun - 30 Jun

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.

4.178.817 ₫ total

includes taxes & fees

16 Jun - 17 Jun

Overlook Lodge at Bear Mountain

Bear Mountain

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

5.474.585 ₫ total

includes taxes & fees

16 Jun - 17 Jun

Heidi's Inn

Brewster

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

4.209.863 ₫ total

includes taxes & fees

16 Jun - 17 Jun

Tarrytown House Estate

Tarrytown

Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.

4.891.622 ₫ total

includes taxes & fees

30 Jun - 1 Jul

Armoni Inn & Suites

Orangeburg

Splash into serenity at this peaceful retreat with a seasonal outdoor pool and fitness centre.

2.060.276 ₫ total

includes taxes & fees

16 Jun - 17 Jun

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Breakfast included

Hot tub

Top Peekskill Hotel Reviews

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

10/10 Excellent

"Fantastic. The ONLY "complaint" I have is that apparently there is a giant car club meetup down the street early on Sundays - like really loud going past starting at 6:30AM! I was so tired so that was not ideal but at least we know now. And we were on the top floor."

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"The Overlook is outdated, as stated by a few past guests however it was very clean throughout.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."

Hotel Nyack, a JdV by Hyatt Hotel

8/10 Good

"Overall experience and accommodations were positive. We plan to return to the area within the next 3-6 months and plan stay at this property again, due to it’s convenient location. We hope to see improvements in the areas described below. We enjoyed breakfast in the hotel’s restaurant. The cost was a bit steep (for breakfast), but we anticipated that and so we weren’t surprised. The food was good, the presentation was appealing and the serving size plentiful. Our waitress was welcoming and attentive. I requested my eggs scrambled “soft” - they missed the mark on the “soft” part, but it was not a big deal. Next time we visit we will skip the coffee; we found it to be bitter. We’ll get our coffee from Nyack Bagels or Dunkin; their coffee is consistently good. The front office team was welcoming and helpful - good first impression. We requested bottle water, and the front desk gave it to us with a smile. We requested housekeeping each day. Surfaces were not wiped down, e.g. the bedside tables, which are glass/reflective. The toilet room door was missing a handle, which made it difficult to exit the toilet. The shower did not drain properly. The iron/ironing board was not re-stored, but was left on the table/desk. The iron was placed on its side and water ran out all over the table/desk. There are no cups in the room, which you need in order to put water in the iron. Except for the first day, our room did not have the right number of towels/wash cloths. We had to ask for them"

Frequently asked questions

What is there to see and do in Peekskill?

Explore places such as Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions such as Paramount Hudson Valley Theater and Lincoln Depot Museum. 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.

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Check availability on Peekskill Hotels with Pool

Our top choices for Peekskill hotels with a pool

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

The Abbey Inn & Spa

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

Holiday Inn Express Hotel & Suites Chester by IHG

Overlook Lodge at Bear Mountain

Heidi's Inn

Tarrytown House Estate

Armoni Inn & Suites

Hampton Inn Harriman Woodbury

Hampton Inn & Suites Newburgh Stewart Airport

Choose what matters most at hotels with a pool in Peekskill

Top Peekskill Hotel Reviews

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

Overlook Lodge at Bear Mountain

Hotel Nyack, a JdV by Hyatt Hotel

Hampton Inn White Plains/Tarrytown

DoubleTree by Hilton Hotel Nanuet

Baymont by Wyndham White Plains - Elmsford

Sonesta White Plains Downtown

Inn on the Hudson

The Crossroads Hotel, Newburgh

Frequently asked questions

Explore a world of travel with Expedia

Search Hotels with Pool in Peekskill

Change your mind

Treat yourself

Be picky

Check availability on Peekskill Hotels with Pool

Our top choices for Peekskill hotels with a pool

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

The Abbey Inn & Spa

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

Holiday Inn Express Hotel & Suites Chester by IHG

Overlook Lodge at Bear Mountain

Heidi's Inn

Tarrytown House Estate

Armoni Inn & Suites

Hampton Inn Harriman Woodbury

Hampton Inn & Suites Newburgh Stewart Airport

Choose what matters most at hotels with a pool in Peekskill

Top Peekskill Hotel Reviews

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

Frequently asked questions

Explore a world of travel with Expedia