Find Hotels with a Pool in Hillsdale, NY
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11 Sep - 13 SepOur top choices for Hillsdale hotels with a pool
1. Little Cat Lodge
Little Cat LodgeCopake Falls
- Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
AED 658
AED 737 total
includes taxes & fees
1 Sep - 2 Sep
2. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
- Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
AED 422
AED 472 total
includes taxes & fees
7 Sep - 8 Sep
3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
- Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
AED 590
AED 659 total
includes taxes & fees
7 Sep - 8 Sep
4. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
AED 413
AED 462 total
includes taxes & fees
2 Sep - 3 Sep
5. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
AED 544
AED 790 total
includes taxes & fees
29 Sep - 30 Sep
6. Prospect Berkshires
Prospect BerkshiresEgremont
- Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
AED 1,207
AED 1,471 total
includes taxes & fees
17 Sep - 18 Sep
7. Berkshire Travel Lodge
Berkshire Travel LodgeAusterlitz
- Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
AED 248
AED 278 total
includes taxes & fees
1 Sep - 2 Sep
8. Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
- Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
AED 430
AED 552 total
includes taxes & fees
7 Sep - 8 Sep
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Top Hillsdale Hotel Reviews
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"
Quality Inn Great Barrington
10/10 Excellent
"Location"
The Red Lion Inn
10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Howard Johnson by Wyndham Saugerties
8/10 Good
"good facility"