
Hotels with Swimming Pool in North Canaan, Connecticut
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on North Canaan Hotels with Swimming Pool
Tonight
Sep 4 - Sep 5Tomorrow
Sep 5 - Sep 6This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for North Canaan hotels with a pool




1. Blackberry River Inn
Blackberry River InnNorfolk
- Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
P9,378
P10,785 total
includes taxes & fees
Sep 7 - Sep 8




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.
P7,502
P8,380 total
includes taxes & fees
Sep 8 - Sep 9




3. Interlaken Inn & Resort
Interlaken Inn & ResortLakeville
- Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
P11,954
P13,747 total
includes taxes & fees
Sep 22 - Sep 23




4. 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.
P10,044
P11,219 total
includes taxes & fees
Sep 10 - Sep 11




5. Little Cat Lodge
Little Cat LodgeCopake Falls
- Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
P11,197
P12,541 total
includes taxes & fees
Sep 13 - Sep 14




6. The Little Lion
The Little LionGreat Barrington
- Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
P7,034
P7,856 total
includes taxes & fees
Sep 7 - Sep 8




7. 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.
P6,415
P8,387 total
includes taxes & fees
Sep 7 - Sep 8




8. The Red Lion Inn
The Red Lion InnStockbridge
- Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
P9,903
P14,168 total
includes taxes & fees
Sep 30 - Oct 1
View all properties
Top North Canaan Hotel Reviews
The Red Lion Inn
10/10 Excellent
"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."
Holiday Inn Express Hotel & Suites Great Barrington by IHG
8/10 Good
"Only complaint was that the AC unit was somewhat loud in our room. Didn't get to use any of the amenities. Breakfast was typical of this type of hotel buffet. Front desk staff was very good."
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
8/10 Good
"No extra amenities…just an average hotel"
Quality Inn Great Barrington
10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."







