Hotels with Swimming Pool, North Canaan Connecticut

Q: What are some accommodations with pools in North Canaan?

Locust Tree Bed and Breakfast LLC : Offers cooked-to-order, a seasonal outdoor pool, and free self parking. Blackberry River Inn : Provides 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn : Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG : Offers buffet, an indoor pool, and complimentary wired internet access. Quality Inn Great Barrington : Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on North Canaan Hotels with Swimming Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for North Canaan hotels with a pool

Blackberry River Inn

Norfolk

Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.

P11,043 total

includes taxes & fees

Jun 10 - Jun 11

The Red Lion Inn

Stockbridge

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

P13,172 total

includes taxes & fees

Jun 16 - Jun 17

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.

P9,714 total

includes taxes & fees

Jun 21 - Jun 22

The Little Lion

Great Barrington

Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.

P6,062 total

includes taxes & fees

Jun 7 - Jun 8

2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.

P9,204 total

includes taxes & fees

Jun 17 - Jun 18

Little Cat Lodge

Copake Falls

Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.

P10,506 total

includes taxes & fees

Jun 4 - Jun 5

The Litchfield Inn

Litchfield

P17,135 total

includes taxes & fees

Jun 15 - Jun 16

Sunset Inn

Lee

Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.

P7,578 total

includes taxes & fees

Jun 8 - Jun 9

View all properties

Choose what matters most at hotels with a pool in North Canaan

Breakfast included

4 stars

Top North Canaan Hotel Reviews

Monument Mountain Motel

10/10 Excellent

"Clean room. Easy check-in. Great parking. Great location. Some people"

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"The suite is a great option for a family of five. We have disabled children and found it really easy to get to the pool. The rooms and pool are located in the same building. So we didn’t have to walk through a cold parking lot after swimming. It’s a much better location and quality than a lot of the other similar hotels. it’s already across from a grocery store and local restaurants even a McDonald’s. A great all-around family choice."

Frequently asked questions

What are some accommodations with pools in North Canaan?

Locust Tree Bed and Breakfast LLC: Offers cooked-to-order, a seasonal outdoor pool, and free self parking. Blackberry River Inn: Provides 3 restaurants, an outdoor pool, and spa services. The Red Lion Inn: Features 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers buffet, an indoor pool, and complimentary wired internet access. Quality Inn Great Barrington: Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli.

What is there to see and do in North Canaan?

The picturesque setting of Housatonic River and Edith Scoville Memorial Sanctuary showcase the area's natural beauty. During your stay, check out sights such as C H Pease Museum, Campbell Falls State Park, and Lawrence Field.

When is the best time to book a hotel with a pool in North Canaan?

Taking into account the local weather in North Canaan is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in North Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on North Canaan Hotels with Swimming Pool