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Pittsfield Hotels with Outdoor or Indoor Pools

Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201
  • Has swimming pool: Indoor heated pool/hot tub
  • Mid-scale Suburban property
Cranwell Resort Spa & Golf Club : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240 ~3.88 miles south of Pittsfield
  • Pool in hotel: Cranwell has both an indoor and heated outdoor pool. Outdoor is open seasonaly from 10am-Dusk. The indoor pool is open along with our Spa & Fitness hours
  • High-end Resort property
From$138
Very Good 4.0 /5Guest Reviews CallBookMore Details
Crowne Plaza Pittsfield Berkshires : 1 West St.
+1-800-881-1523
1 West St., Pittsfield, MA 01201
  • Includes a pool
  • Mid-scale Downtown property
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201
  • Our hotel comes with a pool
  • Economical Downtown property
  • Good value
  • Good budget hotel
Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • We have a pool
  • Pool is good
  • Great pool
  • Lovely heated pool
  • Nice pool and hot tub
  • Pool nice, clean
  • Clean pool area
  • Clean pool, said 83%
  • Inexpensive property
From$65
Very Good 4.0 /5Reviews CallBookMore Details
Hampton Inn & Suites 445 Pittsfield Rd., Lenox, MA 01240 ~3.48 miles south of Pittsfield
  • With a pool!
  • Pool is great for children
  • Excellent pool
  • Great pool
  • Pool was open
  • Heated pool
  • Midscale Mountain hotel
From$109
Very Good 4.5 /5Read Reviews CallBookMore Details
Days Inn Lenox Ma : 194 Pittsfield Rd. 194 Pittsfield Rd., Lenox, MA 01240 ~4.64 miles south of Pittsfield
  • With a pool!
  • Excellent pool
  • Great pool
  • Nice outdoor pool
  • Nice pool
  • Economy Suburban hotel
From$50
Average 3.5 /5Reviews CallBookMore Details
Eastover Estate & Retreat - Lenox
+1-888-690-5247
430 East St., Lenox, MA 01240 ~5.53 miles south of Pittsfield
  • Pool details: Indoor heated swimming pool.
  • Four-star Mountain hotel
Garden Gables Inn in Lenox 135 Main St., Lenox, MA 01240 ~6.38 miles south of Pittsfield
  • Pool details: 70-foot, heated outdoor pool, open June-Labor Day
  • High end Rural hotel
Brook Farm Inn : 15 Hawthorne St. 15 Hawthorne St., Lenox, MA 01240 ~7.07 miles south of Pittsfield
  • Includes a pool: Our pool is open from Memorial Day weekend through Labor Day.
  • 4-star Rural hotel
From$190
Very Good 4.5 /5Guest Reviews CallBookMore Details
Apple Tree Inn in Lenox 10 Richmond Mountain Rd., Lenox, MA 01240 ~7.60 miles southwest of Pittsfield
  • Has a pool!
  • Mid-scale Mountain hotel
Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 ~7.85 miles north of Pittsfield
  • Pool in hotel: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain hotel
Applegate Inn : 279 West Park St. 279 West Park St., Lee, MA 01238 ~10.14 miles south of Pittsfield
  • Pool in hotel
  • 3-star Rural property
The Red Lion Inn - Stockbridge 30 Main St., Stockbridge, MA 01262 ~12.07 miles south of Pittsfield
  • Has swimming pool: Year-round pool & hot tub.Our fabulous heated lap pool and hot-tub are open all year, and located right in the center of our property. In the summer months, enjoy the historic pool house with a cocktail and a rousing game of ping pong!
  • Excellent pool
  • Great pool
  • Heated outdoor pool
  • Relaxed pool
  • 3 star Rural property
From$146
Very Good 4.0 /5Latest Reviews CallBookMore Details
Berkshire Hills Country Inn 1146 Cold Spring Rd., Williamstown, MA 01267 ~16.43 miles north of Pittsfield
  • Pool available: outdoor pool , seasonal- 20x40
  • 3-star Mountain property
Fairfield Inn by Marriott - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 ~17.50 miles south of Pittsfield
  • Has swimming pool
  • Mid-scale Resort hotel
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Howard Johnson Williamstown - Williamstown 213 Main St., Williamstown, MA 01267 ~17.65 miles north of Pittsfield
  • We have a pool
  • Economical Mountain property
Orchards Hotel
+1-888-283-3404
222 Adams Rd., Williamstown, MA 01267 ~17.85 miles north of Pittsfield
  • With a pool!
  • Horrible pool
  • Pool should be renewed
  • Pool incredibly small
  • Pool quite small
  • Four star Suburban property
From$109
Very Good 4.0 /5Read Reviews CallBookMore Details
The Williams Inn 1090 Main St., Williamstown, MA 01267 ~18.28 miles north of Pittsfield
  • Pool in hotel: Indoor heated pool and hot tub.
  • 3 star Suburban property
Holiday Inn Berkshires 40 Main St., North Adams, MA 01247 ~18.46 miles northeast of Pittsfield
  • Includes a pool: 5am-10pmIndoor
  • Pool is good
  • Great pool
  • Nice pool
  • 3 star Downtown hotel
From$104
Very Good 4.0 /5Reviews CallBookMore Details
The Porches Inn at Mass Moca : 231 River St. 231 River St., North Adams, MA 01247 ~18.70 miles north of Pittsfield
  • Pool available: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Excellent pool
  • Great pool
  • Heated outdoor pool
  • Heated swimming pool
  • High end Downtown property
From$219
Very Good 4.5 /5Guest Reviews CallBookMore Details
Windflower Inn
+1-888-690-5247
684 South Egremont Rd., Great Barrington, MA 01230 ~21.22 miles southwest of Pittsfield
  • Includes a pool
  • Affordable Mountain hotel
From$185
Very Good 4.5 /5Read Reviews CallBookMore Details
Residence Inn by Marriott Tech Valley
+1-888-305-3366
3 Tech Valley Dr., East Greenbush, NY 12061 ~23.03 miles west of Pittsfield
  • Includes a pool: We have an indoor pool and a spa.
  • Mid-scale Suburban property
From$110
Very Good 4.5 /5Read Reviews CallBookMore Details
Comfort Inn & Suites Albany / East Greenbush in East Greenbush 99 Miller Rd., East Greenbush, NY 12033 ~23.90 miles west of Pittsfield
  • Has swimming pool: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Midscale Highway property
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Fairfield Inn & Suites by Marriott Albany / East Greenbush : 124 Troy Rd. 124 Troy Rd., East Greenbush, NY 12061 ~26.03 miles west of Pittsfield
  • Includes a pool: We have a seasonal outdoor pool that is open from Memorial Day to Labor Day. Pool hours are 9:00am until dusk - seven days a week - weather permitting.
  • 3-star Suburban hotel
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