Hillsdale Hotel Guide - Hotels with Pool in Hillsdale, New York

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Check availability on Hillsdale Hotels with Pool

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Hillsdale hotels with a pool

Indoor pool

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (20 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is €131
includes taxes & fees
5 Mar - 6 Mar
Element Lenox Berkshires
Indoor pool

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,001 reviews)
"Easy check in, friendly staff. "
United States
Daniel
The price is €103
includes taxes & fees
1 Mar - 2 Mar
Howard Johnson by Wyndham Saugerties
Indoor pool, seasonal outdoor pool, pool loungers

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,017 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is €88
includes taxes & fees
5 Mar - 6 Mar
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, (739 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is €98
includes taxes & fees
17 Mar - 18 Mar
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Indoor pool

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,000 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is €94
includes taxes & fees
28 Feb - 1 Mar
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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 €90
includes taxes & fees
8 Mar - 9 Mar
Sunset Inn
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (863 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is €127
includes taxes & fees
1 Mar - 2 Mar
Berkshire Mountain Lodge
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 €104
includes taxes & fees
3 Mar - 4 Mar
The Little Lion
Seasonal outdoor pool

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (844 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is €85
includes taxes & fees
2 Mar - 3 Mar
Berkshire Inn
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, pool 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 €214
includes taxes & fees
17 Mar - 18 Mar
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

Breakfast included
4 stars

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 2 days ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodation options 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 high-speed (wired) Internet access. The Yankee, Trademark Collection by Wyndham: Provides 2 indoor swimming pools, 2 outdoor swimming 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 the local weather in Hillsdale into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.