Pittsfield Hotels with Pools - Outdoor/Indoor Pools in Pittsfield MA

Pittsfield hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Pittsfield, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Pittsfield Massachusetts hotel and motel rooms for children. Review the list of Pittsfield hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Pittsfield Hotels with Outdoor or Indoor Pools

Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201 Call
  • Pool details: Indoor pool & hot tub Open daily 8am-11pm
  • Economy Mountain property
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From$150 total
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Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201 Call
  • Pool details: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • 3 star Suburban property
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From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201 Call
  • Pool details: Indoor heated pool/hot tub
  • 3-star Suburban hotel
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From$114 total
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Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240 Call ~3.46 miles south of Pittsfield
  • Has swimming pool
  • Affordable Mountain property
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From$96 total
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Jiminy Peak Mountain Resort : 37 Corey Rd. 37 Corey Rd., Hancock, MA 01237 Call ~7.85 miles north of Pittsfield
  • Pool in hotel: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Three Star Mountain property
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From$126 total
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Vacation Village in The Berkshires 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~8.07 miles north of Pittsfield
  • Pool details: Pool hours 8am - 11pm Vacation Village in the Berkshires has a heated indoor swimming pool inside the clubhouse and a heated outdoor swimming pool located behind the clubhouse. Weather permitting, the outdoor pool is open seasonally from Memorial Day through Labor Day. Poolside lounge chairs are available to our owners and guests on a first-come, first-served basis. Pool towels are provided at each pool.
  • Affordable Mountain property
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From$90 total
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The Red Lion Inn 30 Main St., Stockbridge, MA 01262 Call ~12.10 miles south of Pittsfield
  • Includes a 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!
  • Three Star Rural hotel
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From$144 total
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Holiday Inn Club Vacations Oak N Spruce Resort 190 Meadow St., South Lee, MA 01260 Call ~12.21 miles south of Pittsfield
  • Pool available: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • 3 star Mountain hotel
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From$106 total
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Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Call ~17.50 miles south of Pittsfield
  • Has a pool!
  • Affordable Resort hotel
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From$130 total
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The Orchards Hotel - Williamstown 222 Adams Rd., Williamstown, MA 01267 Call ~17.85 miles north of Pittsfield
  • We have a pool ready for use
  • High end Suburban property
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From$130 total
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Maple Terrace Motel - Williamstown 555 Main St., Williamstown, MA 01267 Call ~18.01 miles north of Pittsfield
  • Pool details: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Two star Rural property
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From$70 total
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The Williams Inn in Williamstown 1090 Main St., Williamstown, MA 01267 Call ~18.28 miles north of Pittsfield
  • Pool available: Indoor heated pool and hot tub.
  • High end Suburban hotel
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From$114 total
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The Porches Inn at Mass Moca - North Adams 231 River St., North Adams, MA 01247 Call ~18.70 miles north of Pittsfield
  • Pool in hotel: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • High end Downtown property
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From$238 total
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Residence Inn by Marriott Albany East Greenbush / Tech Valley : 3 Tech Valley Dr. 3 Tech Valley Dr., East Greenbush, NY 12061 Call ~23.03 miles west of Pittsfield
  • Has swimming pool: We have an indoor pool and a spa.
  • Affordable Suburban property
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From$140 total
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Fairfield Inn & Suites Albany East Greenbush - East Greenbush 124 Troy Rd., East Greenbush, NY 12061 Call ~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.
  • Midscale Suburban hotel
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From$148 total
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Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I in Rensselaer 8 Empire Dr., Rensselaer, NY 12144 Call ~26.37 miles west of Pittsfield
  • Has a pool!
  • Midscale Suburban hotel
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From$118 total
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Country Inn & Suites by Radisson Downtown Albany Ny : 300 Broadway 300 Broadway, Albany, NY 12207 Call ~28.98 miles west of Pittsfield
  • Pool available: The indoor pool is open from 9:00am to 9:30pm. Also included in the pool area is a Jacuzzi tub.
  • Three Star Downtown hotel
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From$96 total
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Hilton Albany - Albany 40 Lodge St., Albany, NY 12207 Call ~29.21 miles west of Pittsfield
  • We have a pool ready for use
  • Affordable Downtown hotel
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From$130 total
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Four Points by Sheraton : 3 Mount Hope Way 3 Mount Hope Way, Albany, NY 12202 Call ~29.21 miles west of Pittsfield
  • Pool in hotel: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3 star Suburban property
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From$96 total
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Hilton Garden Inn Troy : 235 Hoosick St. 235 Hoosick St., Troy, NY 12180 Call ~29.42 miles northwest of Pittsfield
  • Pool details: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoor Hours: 6:00am - 11:00pm
  • 3-star Suburban property
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From$94 total
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Hotel Vervana Trademark Collection by Wyndham in Bennington 141 Main St., Bennington, VT 05201 Call ~29.80 miles north of Pittsfield
  • Pool details: Outdoor pool.
  • Midscale hotel
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From$96 total
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Spark by Hilton West Coxsackie in West Coxsackie 12600 State Route 9w, West Coxsackie, NY 12192 Call ~30.02 miles west of Pittsfield
  • Our hotel comes with a pool
  • 3 star Rural property
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From$90 total
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Holiday Inn Express Hotel & Suites West Coxsackie by IHG 12740 Route 9 West, West Coxsackie, NY 12192 Call ~30.84 miles west of Pittsfield
  • Has swimming pool
  • 3 star Highway property
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From$142 total
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Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201 Call ~31.65 miles north of Pittsfield
  • Includes a pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3-star Mountain hotel
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From$96 total
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Fairfield Inn & Suites Springfield Northampton / Amherst 115a Conz St., Northampton, MA 01060 Call ~32.97 miles east of Pittsfield
  • With a pool!
  • 3-star property
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From$118 total
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Quality Inn & Suites Northampton Amherst : 117 Conz St. 117 Conz St., Northampton, MA 01060 Call ~33.03 miles east of Pittsfield
  • Pool available: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • Low priced Highway property
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From$102 total
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La Quinta Inn & Suites by Wyndham Latham Albany Airport - Latham 833 New Loudon Rd., Latham, NY 12110 Call ~33.32 miles northwest of Pittsfield
  • Has swimming pool: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Affordable property
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From$82 total
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Holiday Inn Express & Suites Albany Airport Area Latham An Ihg 400 Old Loudon Rd., Latham, NY 12110 Call ~33.62 miles northwest of Pittsfield
  • Pool available: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • Mid-scale Airport property
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From$115 total
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Hampton Inn Hadley Amherst Area : 24 Bay Rd. 24 Bay Rd., Hadley, MA 01035 Call ~33.63 miles east of Pittsfield
  • Has swimming pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Three Star Suburban hotel
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From$130 total
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The Clocktower Hotel in Cohoes 981 Loudon Rd., Cohoes, NY 12047 Call ~33.89 miles northwest of Pittsfield
  • Pool details: Indoor pool on property
  • Mid-scale Suburban property
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From$96 total
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Albany Airport Hotel - Albany 200 Wolf Rd., Albany, NY 12205 Call ~33.94 miles northwest of Pittsfield
  • Pool in hotel: We offer a unique indoor pool. The pool has a retractable roof, so when weather permits we can open the roof and it is an outdoor pool. Pool hours are 9 am - 9 pm.
  • Cheap Airport hotel
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From$84 total
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Marriott Albany 189 Wolf Rd., Albany, NY 12205 Call ~33.95 miles northwest of Pittsfield
  • Pool details: We have an indoor and outdoor pool The indoor pool is open from 6am-11pm. The outdoor pool is seasonal and is open from 9am-dusk.
  • 4 star Airport hotel
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From$135 total
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Quality Inn & Suites Albany Airport - Latham 611 Troy Schenectady Rd., Latham, NY 12110 Call ~33.96 miles northwest of Pittsfield
  • We have a pool ready for use
  • Economy Airport property
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From$72 total
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The Century House An Ascend Hotel Collection 997 Loudon Rd., Latham, NY 12110 Call ~33.97 miles northwest of Pittsfield
  • Pool available: Outdoor pool, dawn to dusk, seasonally
  • 3-star Suburban property
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From$96 total
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Crowne Plaza Albany - The Desmond Hotel by IHG : 660 Albany Shaker Rd. 660 Albany Shaker Rd., Albany, NY 12211 Call ~34.00 miles northwest of Pittsfield
  • Includes a pool: 7:00 AM-10:00 PM
  • Expensive Airport property
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From$118 total
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Fairfield by Marriott Albany Airport : 168 Wolf Rd. 168 Wolf Rd., Albany, NY 12205 Call ~34.01 miles northwest of Pittsfield
  • Pool available: Indoor Pool
  • Three Star Airport hotel
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From$96 total
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Towneplace Suites Latham Albany Airport - Latham 5 Forts Ferry Rd., Latham, NY 12110 Call ~34.11 miles northwest of Pittsfield
  • Includes a pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • 3 star Airport property
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From$118 total
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Staybridge Suites Albany Wolf Rd-Colonie Center by IHG 39 Wolf Rd., Albany, NY 12205 Call ~34.22 miles northwest of Pittsfield
  • Pool available: 7AM-10PM lap lane Separate Whirlpool
  • 3-star Suburban property
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From$130 total
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Holiday Inn Express & Suites 16 Wolf Rd., Albany, NY 12205 Call ~34.31 miles northwest of Pittsfield
  • Includes a pool: Indoor pool. Open 6 AM - 10 PM
  • Three Star Airport property
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From$96 total
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The White House Inn in Wilmington 178 Vt 9 East, Wilmington, VT 05363 Call ~34.81 miles northeast of Pittsfield
  • Includes a pool: Small, shallow indoor pool, open 24 hours a day
  • 4 star Mountain hotel
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From$90 total
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Homewood Suites by Hilton Albany Crossgates Mall, NY - Albany B 1651 Western Ave., Albany, NY 12203 Call ~34.96 miles west of Pittsfield
  • Pool available: Indoor pool: 7am-10pm.
  • 3-star Suburban property
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From$106 total
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TRU by Hilton Albany Crossgates Mall - Albany 1651 Western Ave., Albany, NY 12203 Call ~34.96 miles west of Pittsfield
  • Pool details: Indoor pool: 7am-10pm.
  • Three Star Suburban hotel
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From$96 total
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Residence Inn Albany Washington Ave - Albany 124 Washington Ave. Ext, Albany, NY 12203 Call ~34.97 miles west of Pittsfield
  • Includes a pool: Indoor pool hours 6:00 a.m.- 10:00 p.m.
  • 3-star Airport property
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From$96 total
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Towneplace Suites by Marriott : 237 Russell St. 237 Russell St., Hadley, MA 01035 Call ~35.08 miles east of Pittsfield
  • Has swimming pool: Heated Indoor Pool open from 7am - 9pm daily.
  • Three Star Suburban property
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From$168 total
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Quality Inn Central - Albany 1632 Central Ave., Albany, NY 12205 Call ~35.31 miles northwest of Pittsfield
  • Has swimming pool
  • Low priced Airport property
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From$72 total
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Hilton Garden Inn Albany Airport 800 Albany Shaker Rd., Albany, NY 12211 Call ~35.56 miles northwest of Pittsfield
  • Includes a pool: Swimming Pool (07:00-22:00, indoor)
  • 3-star Suburban property
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From$130 total
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Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039 Call ~36.17 miles south of Pittsfield
  • Includes a pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort property
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From$214 total
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Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040 Call ~36.22 miles southeast of Pittsfield
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • 3 star Suburban property
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From$130 total
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Comfort Inn & Suites Hadley - Amherst - Hadley 400 Russell St., Hadley, MA 01035 Call ~36.22 miles east of Pittsfield
  • Has a pool!
  • Affordable Downtown hotel
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From$106 total
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Courtyard by Marriott Hadley Amherst in Hadley 423 Russell St., Hadley, MA 01035 Call ~36.47 miles east of Pittsfield
  • Pool details: 6AM-11PM Indoor Pool & Spa
  • 3 star Downtown hotel
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From$130 total
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