Hotels with a Pool in Pittsfield

Swimmers plunge into the pristine indoor pool at this central Berkshire retreat, where extended hours from 7 AM to 9 PM accommodate everyone's schedule. Helpful staff and delicious restaurant offerings complete this family-friendly experience.

Swimming enthusiasts splash in the pristine indoor pool while fitness buffs appreciate the adjacent workout center. Jae's Asian Fusion restaurant serves delectable meals just steps away from the water's edge, creating a complete relaxation experience in Lenox.

Swimming enthusiasts delight in the pristine indoor pool, available from morning until evening. After exploring nearby Tanglewood or hitting the slopes, guests rejuvenate in the soothing hot tub while friendly staff ensure a memorable stay.

Sparkling clean waters welcome swimmers of all ages at the indoor pool sanctuary, complete with sun loungers and a rejuvenating hot tub. Beyond aquatic delights, this lodge offers hiking trails, game rooms, and fully-equipped kitchens.

Refreshing dips await at the seasonal outdoor pool, open June through August in this spotless, centrally-located motel. Guests rave about the peaceful atmosphere, comfortable beds, and friendly staff who enhance every summer splash session.

Swimming becomes a four-season pleasure with both indoor and outdoor pools surrounded by mountain scenery. Guests consistently praise the perfectly heated waters and relaxing hot tub after hiking local trails or skiing nearby Bousquet Ski Area.

Glide through the pristine indoor pool area, complete with comfortable loungers for post-adventure relaxation. Surrounded by outdoor recreation opportunities, from skiing to kayaking, this art deco hotel balances activity with serene comfort.

Sparkling waters welcome swimmers to this Berkshire retreat's indoor pool, where refreshing dips complement days of Tanglewood adventures. Friendly staff ensure exceptional service while a fitness center, bar, and coffee shop round out the experience.

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.

Splash into relaxation at the serene indoor pool, a perfect retreat after exploring nearby Tanglewood Music Center. Guests adore the firepit gatherings, complimentary continental breakfast, and manager's reception at this mountain sanctuary.

Splashing good times abound at this family retreat with 3 distinct pools, including a kids' pool surrounded by mountain views. Beyond swimming, active travelers enjoy basketball courts, volleyball, and a lively arcade room for endless entertainment.

Sparkling outdoor pool offers a refreshing escape among garden surroundings at this conveniently located Lenox retreat. Spacious rooms feature luxurious hydromassage showers or deep soaking tubs, making it a perfect base for Tanglewood Music Center visitors.

Poolside cocktails elevate summer afternoons at the seasonal outdoor pool, offering a refreshing complement to mornings filled with exceptional breakfasts. Friendly staff ensure a relaxing atmosphere throughout this cozy retreat near Tanglewood.

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.

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.

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.

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.

Shimmering pool waters welcome swimmers seeking respite from exploration, complemented by a steamy hot tub for ultimate relaxation. Nestled against scenic hills, this modern hotel offers spacious, stylish rooms with mountain panoramas just steps away.

Jump into the outdoor pool between exhilarating ski runs at this mountain resort. Beyond the slopes, guests discover tennis courts, hiking trails, and a fitness center. Families particularly appreciate the peaceful atmosphere and fully-equipped kitchens.

Surrounded by hiking trails and ski slopes, the seasonal outdoor pool beckons guests seeking relaxation after outdoor adventures. Families love the clean pool area, where kids splash with pool toys while adults unwind in scenic tranquility.