A wooden boardwalk winding through a forest with autumn foliage.

Find Hotels with a Pool in Ossining, NY

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Check availability on Ossining Hotels with a Pool

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Ossining hotels with a pool

1. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
Ossining
$1,338 nightly
$1,490 total
Sep 1 - Sep 2
Total with taxes and fees
Summer Pool Oasis Custom Bar Arcade Pool Table

2. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
$1,177 nightly
$1,214 total
Aug 10 - Aug 11
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

3. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Hawthorne
  • Discover a relaxing escape with a pristine indoor pool sanctuary and poolside loungers for serene relaxation year-round.
$119 nightly
$136 total
Aug 31 - Sep 1
Total with taxes and fees
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

4. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
Elmsford
  • Splash into relaxation at this well-maintained indoor pool with lifeguard service and extended hours.
$120 nightly
$137 total
Aug 20 - Aug 21
Total with taxes and fees
Baymont by Wyndham White Plains - Elmsford

5. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
Nyack
  • Seasonal poolside bliss awaits with free cabanas, loungers, and umbrellas at this upscale retreat near Palisades Center.
$149 nightly
$171 total
Aug 20 - Aug 21
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel

6. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
Nanuet
  • Sink into this pristine hotel's sun-lounger lined indoor pool and hot tub oasis, just moments from Rockland Lake State Park.
$122 nightly
$142 total
Aug 16 - Aug 17
Total with taxes and fees
DoubleTree by Hilton Hotel Nanuet

7. Hampton Inn Nanuet

Hampton Inn Nanuet
Nanuet
  • Splash into family fun with an indoor pool haven that keeps kids active year-round.
$109 nightly
$127 total
Aug 13 - Aug 14
Total with taxes and fees
Hampton Inn Nanuet

8. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
Tarrytown
  • Slip into serenity at this tranquil indoor pool retreat with sun loungers for post-adventure relaxation.
$148 nightly
$169 total
Aug 20 - Aug 21
Total with taxes and fees
Sleepy Hollow Hotel, a Dolce by Wyndham

9. Hotel MTK Mount Kisco

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.
$147 nightly
$168 total
Aug 16 - Aug 17
Total with taxes and fees
Hotel MTK Mount Kisco

10. Tarrytown House Estate

Tarrytown House Estate
Tarrytown
  • Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.
$201 nightly
$230 total
Aug 30 - Aug 31
Total with taxes and fees
Tarrytown House Estate
View all properties

Choose what matters most at hotels with a pool in Ossining

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Ossining Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Beautiful Atrium area within the hotel"
Brian 2-night trip
Posted 1 hour ago
Hyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good
"Property was under renovation Construction"
Luis 3-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Stamford / New York City
Ethan Allen Hotel

Ethan Allen Hotel

8/10 Good
"The staff was plesant but at nighttime it would be nice to have someone patrolling the back parking lot and explain to the people there for the sleep studies exactly what doors to use not just entrance b."
Bobbi-Jo 1-night trip
Posted 15 hours ago
Ethan Allen Hotel
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Friendly staff, clean rooms"
Marcella 2-night trip
Posted 17 hours ago
Crowne Plaza Suffern - Mahwah by IHG
Sonesta White Plains Downtown

Sonesta White Plains Downtown

8/10 Good
"Would like at least access to coffee 24hr. Wish the bar opened earlier. Maybe 4pm. All else was great."
Lorraine 1-night trip
Posted 20 hours ago
Sonesta White Plains Downtown
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

8/10 Good
"Wasn't told of $15 self parking--other than that nice place, clean and organized"
RALPH 1-night trip
Posted 2 days ago
Hampton Inn & Suites Yonkers
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent
"The beautiful night view, the spacious and spotless room and bedroom, and the friendly staff made everything about our stay wonderful. It rained heavily throughout the night, and I fell asleep thinking the sound was the rain, which made the atmosphere feel even more charming. The next morning, I realized it wasn’t the rain at all—it was actually the air conditioner! I couldn’t help but laugh. The only thing I missed was having a bathrobe in the room."
Justin 1-night trip
Posted 2 days ago
Hotel Nyack, a JdV by Hyatt Hotel

Frequently asked questions

What are some hotels with pools in Ossining?
Windrose On Hudson: Offers a seasonal outdoor pool, an indoor pool, and a sauna. Tarrytown House Estate: Hotel located near Westchester County Center. Provides daily, an indoor pool, and complimentary wired internet access. Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Sonesta White Plains Downtown: Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. Hyatt Regency Greenwich: Offers a snack bar/deli, a seasonal outdoor pool, and free self parking.
What is there to see and do in Ossining?
Explore places like Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions like Louis Engel Waterfront Park and Labyrinth.
When is the best time to book a hotel with a pool in Ossining?
You may want to consider an accommodation with an outdoor swimming pool if you're planning to visit Ossining in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temp is 34°F.
What's the best way to travel around Ossining?
Knowing the transportation options in Ossining can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, hop on a train at Ossining Station. Ossining may not have many public transit options to choose from so consider renting a car to explore more.

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