The Best Hotels with a Pool in Philipstown, NY from ₩179,415 in 2026

Q: What are some accommodations with pools in Philipstown?

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

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Our top choices for Philipstown hotels with a pool

1. Hampton Inn Harriman Woodbury

Central Valley

Splash into year-round luxury at this indoor pool retreat just steps from premium shopping outlets.

₩243,481 total

includes taxes & fees

Aug 2 - Aug 3

2. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Dive into serenity at this indoor pool sanctuary with hydromassage showers and a firepit for year-round relaxation.

₩179,415 total

includes taxes & fees

Aug 4 - Aug 5

3. Comfort Suites Fishkill near Interstate 84

Fishkill

Comfort suites with indoor pool oasis makes relaxation a year-round affair in Fishkill.

₩194,039 total

includes taxes & fees

Aug 12 - Aug 13

4. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

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

₩188,987 total

includes taxes & fees

Aug 9 - Aug 10

5. 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.

₩226,387 total

includes taxes & fees

Aug 23 - Aug 24

6. Hampton Inn & Suites Poughkeepsie

Crown Heights

Family-friendly hotel features a clean, warm pool with ample towels for a serene, refreshing retreat.

₩198,819 total

includes taxes & fees

Aug 9 - Aug 10

7. Homewood Suites by Hilton Poughkeepsie

Poughkeepsie

Relax at the warm, inviting indoor pool with year-round access for water-filled fun at this Poughkeepsie retreat.

₩233,524 total

includes taxes & fees

Aug 16 - Aug 17

8. SpringHill Suites by Marriott Fishkill

Fishkill

Soak up relaxation at this family-friendly hotel with a pristine indoor pool for year-round swims.

₩281,898 total

includes taxes & fees

Aug 30 - Aug 31

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Choose what matters most at hotels with a pool in Philipstown

Breakfast included

4 stars

Top Philipstown Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"This location had everything we needed, and it felt safe. Cleanliness was an A+, and amenities included great coffee, a complimentary breakfast, and parking l. Definitely will be returning to this hotel on my next trip to Poughkeepsie"

Overlook Lodge at Bear Mountain

8/10 Good

"We stayed in one of the stone cottages and were given two keys to our room and only one of the two worked. Walls are pretty thin you could hear other people's conversations. The room itself was cozy and clean and has a romantic vibe making it an ideal location for a weekend getaway with your partner."

Frequently asked questions

What are some accommodations with pools in Philipstown?

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

What is there to see and do in Philipstown?

Explore places like Woodbury Common Premium Outlets while you're in the area. Spend some time experiencing the great outdoors at Boscobel House and Gardens and Hudson Highlands State Park.

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

You may want to consider an accommodation that has an outdoor pool if you plan to visit Philipstown in the hottest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 33°F.

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