Find Hotels with a Pool in Canaan, CT
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23 Aug - 24 AugTomorrow
24 Aug - 25 AugNext weekend
28 Aug - 30 AugIn two weeks
4 Sep - 6 SepOur 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.
AED 422
AED 472 total
includes taxes & fees
20 Sep - 21 Sep
2. Blackberry River Inn
Blackberry River InnNorfolk
- Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
AED 649
AED 746 total
includes taxes & fees
24 Aug - 25 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.
AED 430
AED 552 total
includes taxes & fees
31 Aug - 1 Sep
4. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
AED 556
AED 803 total
includes taxes & fees
23 Sep - 24 Sep
5. 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
1 Sep - 2 Sep
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.
AED 715
AED 799 total
includes taxes & fees
27 Aug - 28 Aug
7. Interlaken Inn & Resort
Interlaken Inn & ResortLakeville
- Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
AED 790
AED 909 total
includes taxes & fees
22 Sep - 23 Sep
8. Sunset Inn
Sunset InnLee
- Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
AED 385
AED 430 total
includes taxes & fees
26 Aug - 27 Aug
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Top Canaan Hotel Reviews
The Red Lion Inn
10/10 Excellent
"We loved our stay here. It’s not a modern cookie cutter experience. We loved the history and antique nature of the property."
Holiday Inn Express Hotel & Suites Great Barrington by IHG
10/10 Excellent
"We always stay here on our trips to and from Maine and New York, we love it. So appreciate the kind staff and the pool. Great and we’ll see you next time!"
Monument Mountain Motel
10/10 Excellent
"This is a comfortable, clean hotel with a charming proprietor. Reasonably priced too. I highly recommend!"
Americas Best Value Inn Torrington CT
10/10 Excellent
"All the staff members I met were cheerful & helpful. I asked for a ground floor room, upon arrival, got a very nice one at no extra charge. I was in the area for a music festival, plan on booking a stay again , next year."
Travelodge by Wyndham Great Barrington Berkshires
8/10 Good
"We did not use the amenities. We were only there to sleep and for one night, but the staff was friendly and the room was cleanly enough."