Hotels with Swimming Pools in Hillsdale
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4 Sept - 6 SeptOur 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.
S$313
includes taxes & fees
27 Aug - 28 Aug
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.
S$176
includes taxes & fees
20 Sept - 21 Sept
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.
S$228
includes taxes & fees
7 Sept - 8 Sept
4. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
S$159
includes taxes & fees
1 Sept - 2 Sept
5. Prospect Berkshires
Prospect BerkshiresEgremont
- Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
S$508
includes taxes & fees
17 Sept - 18 Sept
6. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
S$275
includes taxes & fees
8 Sept - 9 Sept
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.
S$96
includes taxes & fees
1 Sept - 2 Sept
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.
S$191
includes taxes & fees
31 Aug - 1 Sept
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Top Hillsdale Hotel Reviews
The Yankee Inn
10/10 Excellent
"Charming hotel with a wonderful breakfast and two lovely pools, plus a nature walk to a lake. The staff were great, really nice and helpful."
The Red Lion Inn
10/10 Excellent
"The room was very nice, super clean. Sitting on the porch is what we love most. Food was good, drinks a bit pricey..but when you're on vacation it hardly matters. The pool was nice, the hot tub too. A pleasant stay in a historic inn. It's the berkshires so its beautiful"
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"I liked the balcony overlooking the lake"
Howard Johnson by Wyndham Lenox
8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."