Find Hotels with a Pool in Hillsdale, NY from CA $141

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Check availability on Hillsdale Hotels with a Pool

Tonight
Mar 2 - Mar 3
Tomorrow
Mar 3 - Mar 4
This weekend
Mar 6 - Mar 8
Next weekend
Mar 13 - Mar 15

Our top choices for Hillsdale hotels with a pool

Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
"Great friendly staff"
United States
Pablo
The price is CA $150
CA $168 total
includes taxes & fees
Mar 3 - Mar 4
The Little Lion
Indoor pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (21 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is CA $190
CA $212 total
includes taxes & fees
Mar 8 - Mar 9
Element Lenox Berkshires
Indoor pool, seasonal outdoor pool, sun loungers

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is CA $126
CA $141 total
includes taxes & fees
Mar 9 - Mar 10
The Yankee, Trademark Collection by Wyndham
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (742 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is CA $146
CA $163 total
includes taxes & fees
Mar 5 - Mar 6
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (866 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is CA $155
CA $204 total
includes taxes & fees
Mar 3 - Mar 4
Berkshire Mountain Lodge
Indoor pool

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,003 reviews)
"Easy check in, friendly staff. "
United States
Daniel
The price is CA $149
CA $167 total
includes taxes & fees
Mar 3 - Mar 4
Howard Johnson by Wyndham Saugerties
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (73 reviews)
"It was nice "
United States
Nicholas
Little Cat Lodge
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is CA $130
CA $145 total
includes taxes & fees
Mar 3 - Mar 4
Sunset Inn
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (491 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is CA $131
CA $142 total
includes taxes & fees
Mar 31 - Apr 1
Red Ranch Motel
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (20 reviews)
"Excellent local stay - would recommend to all"
United States
Gentian
The price is CA $267
CA $344 total
includes taxes & fees
Mar 3 - Mar 4
Prospect Berkshires
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.
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Choose what matters most at hotels with a pool in Hillsdale

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Top Hillsdale Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Clean room, breakfast was good👍"
Antonina 1-night trip
Posted 6 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodations with pools in Hillsdale?
The Brooks Motel: Offers free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Features a seasonal outdoor pool, an indoor pool, and buffet. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Offers a health club, an indoor pool, and complimentary wired internet access. The Yankee, Trademark Collection by Wyndham: Provides 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Hillsdale?
Spend some time experiencing the great outdoors at Copake Lake and Mosquito Island. Discover sights such as Catamount Aerial Adventure Park, Catamount Ski Area, and Hillsdale Town Hall during your stay.
When is the best time to book a hotel with a pool in Hillsdale?
Taking into account the local weather in Hillsdale can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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