Search Hotels with Pool in Canaan
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13 Aug - 14 AugTomorrow
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21 Aug - 23 AugOur top choices for Canaan hotels with a pool
1. 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.
฿3,940
฿4,400 total
includes taxes & fees
13 Sept - 14 Sept
2. Blackberry River Inn
Blackberry River InnNorfolk
- Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
฿6,290
฿7,233 total
includes taxes & fees
16 Aug - 17 Aug
3. 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.
฿3,873
฿4,974 total
includes taxes & fees
10 Sept - 11 Sept
4. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
฿5,244
฿7,502 total
includes taxes & fees
13 Sept - 14 Sept
5. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
฿3,724
฿4,160 total
includes taxes & fees
2 Sept - 3 Sept
6. 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.
฿6,444
฿7,198 total
includes taxes & fees
19 Aug - 20 Aug
7. Little Cat Lodge
Little Cat LodgeCopake Falls
- Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
฿5,929
฿6,641 total
includes taxes & fees
17 Aug - 18 Aug
8. Sunset Inn
Sunset InnLee
- Splash into a seasonal outdoor pool near Tanglewood Music Centre, offering a sunny retreat in a peaceful location.
฿3,277
฿3,661 total
includes taxes & fees
1 Sept - 2 Sept
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Top Canaan Hotel Reviews
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"Very nice facilities. My wife especially enjoyed the warm indoor pool."
Monument Mountain Motel
10/10 Excellent
"Monument Mountain Motel is the best no-frills stay in the Berkshires and beyond. We’ve stayed there many times and have always been impressed by how super clean, quiet and comfortable the rooms are. The staff is extremely friendly and helpful, too."
Travelodge by Wyndham Great Barrington Berkshires
10/10 Excellent
"Great experience this place is a hidden gem. Clean, quiet, convenient. Plus there is a pool. I hope to return sometime soon."