Hotels with Swimming Pool, Canaan New York

Q: What are some hotels with pools in Canaan?

The Yankee Inn : Features a seasonal outdoor pool, an indoor pool, and buffet. Vacation Village in the Berkshires : Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge : Provides free self parking, an indoor pool, and complimentary wireless internet access. The Red Lion Inn : Features 3 restaurants, an outdoor pool, and spa services. Berkshires Untold : Features buffet, an indoor pool, and free self parking.

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Our top choices for Canaan hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

P8,728 total

includes taxes & fees

Jul 6 - Jul 7

The Red Lion Inn

Stockbridge

Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.

P14,876 total

includes taxes & fees

Jul 22 - Jul 23

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.

P11,322 total

includes taxes & fees

Jul 27 - Jul 28

Howard Johnson by Wyndham Lenox

Lenox

Summertime splashes await at this refreshing outdoor pool oasis in Lenox.

P6,793 total

includes taxes & fees

Jul 6 - Jul 7

Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

Williamstown

Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.

P8,834 total

includes taxes & fees

Jul 16 - Jul 17

Hilton Garden Inn Lenox Pittsfield

Pittsfield

Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.

P12,958 total

includes taxes & fees

Jul 8 - Jul 9

Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

P12,570 total

includes taxes & fees

Jul 12 - Jul 13

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.

P14,522 total

includes taxes & fees

Jul 12 - Jul 13

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Choose what matters most at hotels with a pool in Canaan

Breakfast included

4 stars

Top Canaan Hotel Reviews

Spark by Hilton West Coxsackie

10/10 Excellent

"Clean, tastefully decorated, spacious rooms. Quality complimentary breakfast with a good selection of healthy choices. Friendly, helpful staff. Pool was closed for repairs when we visited."

Vacation Village in the Berkshires

10/10 Excellent

"The staff were wonderful! Carli at the front desk was so sweet and went above and beyond! It was fully booked however it still did not seem too crowded at the pool. The outdoor pool is great love that it is salt water. It does open one hour after the indoor pool and close an hour before the indoor pool. But it's great that you have both options. There are plenty of towels provided at the pool for you. It was great having a kitchen to cook breakfast in good variety of supplies. Also really enjoyed the whirlpool tub in the bathroom. The deck with a scenic view off the bedroom was peaceful and beautiful. Great size for our family with two kids the kids slept in the living room and it was nice to have a separate bedroom. There is a movie theater that plays movies at 1pm and 7 pm. DVDs you can check out from the front desk. Activities you can participate in. A coffee bar every morning from 6am to 11 am. Wonderful amenities in a beautiful mountain retreat! The bear by towns have plenty of great places to eat, as well as a pizza place that has much more then pizza that actually delivers all the way up there from Pittsfield."

The Red Lion Inn

10/10 Excellent

"Staff was very helpful particularly Jerry in outside cafe. Grounds keeper did a beautiful job! Outdoor pool was amazing! Will be back to swim in in the winter. Loved the shops located in the main building. We stayed in Maple Glen which was lovely. I was disappointed my room was dark but now know to ask for a sunnier room when booking."