Hotels with a Pool in North Canaan

Swimming enthusiasts flock to the seasonal outdoor pool, open June through September at this cozy bed and breakfast. Friendly staff serve complimentary cooked-to-order breakfast daily, while peaceful grounds feature a picnic area and barbecue grills.

Splash into the consistently praised indoor pool, maintained at a comfortable temperature that delights families after Butternut ski adventures. Modern rooms with premium bedding await, complemented by a free breakfast buffet that earns glowing reviews.

Mountain adventures begin at the seasonal outdoor pool, where refreshing dips follow hiking excursions. Complete with a rejuvenating sauna, this newly remodeled lodge offers delicious complimentary breakfast and cozy rooms with premium bedding for post-adventure recovery.

Refreshing swims await at the nearby outdoor pool after exploring Norman Rockwell Museum. Dog lovers appreciate the welcoming atmosphere, while skiers value proximity to Butternut. Newly renovated bathrooms and comfortable beds ensure a peaceful, clean stay.

Swimming options abound with 4 distinct pools, complete with loungers, umbrellas, and a poolside bar. Beyond swimming, families discover mini golf, volleyball courts, and seasonal activities from hiking to skiing at this recreational haven.

Swimming becomes a highlight at this charming historic retreat where the outdoor pool invites leisurely afternoons. Beyond refreshing dips, guests savor excellent dining at 3 on-site restaurants, indulge in spa services, and discover adventure along nearby hiking trails.

Splash into the immaculate indoor pool after exploring nearby Ski Butternut slopes and Housatonic River Walk. Adventure seekers appreciate the hotel's proximity to seasonal outdoor activities, from snowboarding to mountain biking.

Poolside perfection awaits at this upscale inn, where summer days unfold between cooling dips and garden strolls. After swimming, savor fantastic cuisine at the acclaimed on-site restaurant, creating a quintessential countryside retreat experience.

Seasonal swimming awaits at the outdoor pool complete with sun loungers and umbrellas, perfect after exploring nearby Kent Falls State Park. Cornwall Inn blends homemade breakfasts with comfortable, consistently clean accommodations for a truly refreshing retreat.

Poolside relaxation awaits at the seasonal outdoor pool, open daily from August through summer. Adventure enthusiasts can explore nearby skiing trails, sailing routes, and hiking paths before returning to comfortable, well-equipped rooms.

Refreshing dips await in the seasonal outdoor pool after exploring hiking trails or playing tennis at the 3 outdoor courts. Beyond aquatic pleasures, this hotel offers massage treatments, bike rentals, and an arcade room for complete vacation enjoyment.

Poolside relaxation awaits from May through September at this upscale bed & breakfast. After enjoying a delicious cooked-to-order breakfast that guests rave about, visitors can unwind with spa services or explore the garden and library.

Pool loungers invite blissful relaxation at this luxury bed & breakfast's seasonal summer oasis. Adventure seekers can enjoy kayaking, mountain biking, and fishing before returning to excellent breakfasts served in charming dining spaces.

Splash into the inviting outdoor pool surrounded by mountain scenery before relaxing on stylish loungers under umbrellas. Post-swim, guests can explore nearby hiking trails on complimentary bicycles or unwind in the rejuvenating sauna.

Lounge by the inviting outdoor pool, where sun-drenched relaxation meets countryside charm. Beyond refreshing dips, this B&B delights with gourmet cooked-to-order breakfasts, bicycle rentals, and spa services for complete vacation bliss.

Seasonal swimming beckons from May through September at this refined retreat. Adventurers appreciate nearby hiking trails and winter sports, while the onsite Bathhouse spa offers Swedish massages and hydrotherapy after active days.