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. 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$125
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Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201 Call
  • Pool details: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Three Star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 Call
  • Pool in hotel: Indoor heated pool/hot tub
  • Three Star Suburban property
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From$95
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Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 Call ~7.85 miles north of Pittsfield
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Three Star Mountain hotel
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From$105
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Vacation Village in The Berkshires in Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~8.07 miles north of Pittsfield
  • Includes a pool: 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.
  • 3 star Mountain hotel
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From$75
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The Black Swan Lee Lenox An Ascend Collection Hotel : 435 Laurel St. 435 Laurel St., Lee, MA 01238 Call ~8.93 miles south of Pittsfield
  • Includes a pool
  • 3 star Lake property
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From$65
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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 details: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Mid-scale Mountain property
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From$89
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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Call ~17.50 miles south of Pittsfield
  • Includes a pool
  • 3 star Resort property
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From$109
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Maple Terrace Motel 555 Main St., Williamstown, MA 01267 Call ~18.01 miles north of Pittsfield
  • Includes a pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Low-priced Rural hotel
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From$59
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Hotel Downstreet Ascend Hotel Collection : 40 Main St. 40 Main St., North Adams, MA 01247 Call ~18.46 miles northeast of Pittsfield
  • Has swimming pool: 5am-10pm Indoor
  • 3 star Downtown hotel
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From$136
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The Porches Inn at Mass Moca 231 River St., North Adams, MA 01247 Call ~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.
  • 4 star Downtown property
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From$199
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Residence Inn by Marriott Albany East Greenbush / Tech Valley - East Greenbush 3 Tech Valley Dr., East Greenbush, NY 12061 Call ~23.03 miles west of Pittsfield
  • Pool available: We have an indoor pool and a spa.
  • 3 star Suburban property
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From$117
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Holiday Inn Express & Suites East Greenbush (Albany Skyline) by I 8 Empire Dr., Rensselaer, NY 12144 Call ~26.37 miles west of Pittsfield
  • Includes a pool
  • 3-star Suburban property
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From$99
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Hilton Albany - Albany 40 Lodge St., Albany, NY 12207 Call ~29.21 miles west of Pittsfield
  • Has a pool!
  • Mid-scale Downtown hotel
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From$109
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Best Western Bennington 220 Northside Dr., Bennington, VT 05201 Call ~31.11 miles north of Pittsfield
  • Pool details: Outdoor, seasonal
  • Low priced Suburban hotel
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From$36
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Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201 Call ~31.65 miles north of Pittsfield
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Three Star Mountain hotel
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From$80
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Hilton Garden Inn Albany / Suny Area 1389 Washington Ave., Albany, NY 12206 Call ~33.31 miles northwest of Pittsfield
  • Pool in hotel: Open Daily from 6am until 10pm
  • Mid-scale Suburban property
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From$101
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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.
  • Three Star property
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From$69
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Holiday Inn Express & Suites Albany Airport Area Latham An Ihg in Latham 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.
  • Midscale Airport property
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From$96
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Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035 Call ~33.63 miles east of Pittsfield
  • Pool details: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3 star Suburban hotel
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From$109
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The Clocktower Hotel - Cohoes 981 Loudon Rd., Cohoes, NY 12047 Call ~33.89 miles northwest of Pittsfield
  • Pool in hotel: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • 2 star Suburban hotel
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From$60
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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.
  • Two star Airport property
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From$70
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Marriott Albany - Albany 189 Wolf Rd., Albany, NY 12205 Call ~33.95 miles northwest of Pittsfield
  • Pool available: 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.
  • High-end Airport property
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From$113
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Quality Inn & Suites Albany Airport in Latham 611 Troy Schenectady Rd., Latham, NY 12110 Call ~33.96 miles northwest of Pittsfield
  • Includes a swimming pool
  • Cheap Airport property
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From$60
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Crowne Plaza Albany - The Desmond Hotel by IHG 660 Albany Shaker Rd., Albany, NY 12211 Call ~34.00 miles northwest of Pittsfield
  • Pool in hotel: 7:00 AM-10:00 PM
  • High end Airport property
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From$99
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Fairfield by Marriott Albany Airport - Albany 168 Wolf Rd., Albany, NY 12205 Call ~34.01 miles northwest of Pittsfield
  • Pool available: Indoor Pool
  • Midscale Airport hotel
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From$80
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The Century House Ascend Hotel Collection - Latham 997 Loudon Rd., Latham, NY 12110 Call ~34.02 miles northwest of Pittsfield
  • Pool details: Outdoor pool, dawn to dusk, seasonally
  • 3-star Suburban property
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From$81
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Towneplace Suites Latham Albany Airport 5 Forts Ferry Rd., Latham, NY 12110 Call ~34.11 miles northwest of Pittsfield
  • Pool available: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • 3-star Airport hotel
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From$99
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Holiday Inn Express & Suites - Albany 16 Wolf Rd., Albany, NY 12205 Call ~34.31 miles northwest of Pittsfield
  • Pool in hotel: Indoor pool. Open 6 AM - 10 PM
  • Mid-scale Airport hotel
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From$80
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The White House Inn : 178 Vt 9 East 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
  • High end Mountain property
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From$75
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Homewood Suites by Hilton Albany Crossgates Mall, NY : B 1651 Western Ave. B 1651 Western Ave., Albany, NY 12203 Call ~34.96 miles west of Pittsfield
  • Pool available: Indoor pool: 7am-10pm.
  • Three Star Suburban hotel
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From$89
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TRU by Hilton Albany Crossgates Mall - Albany 1651 Western Ave., Albany, NY 12203 Call ~34.96 miles west of Pittsfield
  • Includes a pool: Indoor pool: 7am-10pm.
  • Affordable Suburban property
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From$80
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Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035 Call ~35.08 miles east of Pittsfield
  • Includes a pool: Heated Indoor Pool open from 7am - 9pm daily.
  • Midscale Suburban hotel
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From$140
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Quality Inn Central - Albany 1632 Central Ave., Albany, NY 12205 Call ~35.31 miles northwest of Pittsfield
  • Our hotel comes with a pool
  • Inexpensive Airport hotel
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From$60
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Interlaken Inn - Lakeville 74 Interlaken Rd., Lakeville, CT 06039 Call ~36.17 miles south of Pittsfield
  • Pool details: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Three Star Resort hotel
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From$179
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Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040 Call ~36.22 miles southeast of Pittsfield
  • Includes a pool: Indoor and heated pool open from 6AM to 10PM
  • Mid-scale Suburban property
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From$109
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The Hampton Inn & Suites Albany Airport : 45 British American Blvd. 45 British American Blvd., Latham, NY 12110 Call ~36.50 miles northwest of Pittsfield
  • Includes a pool: Heated Indoor Pool
  • Three Star Airport property
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From$80
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Residence Inn by Marriott West Springfield - West Springfield 64 Border Way, West Springfield, MA 01089 Call ~38.14 miles southeast of Pittsfield
  • Includes a pool: Indoor pool open from 6am-12am daily
  • Midscale Highway property
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From$97
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Quality Inn West Springfield : 1150 Riverdale St. 1150 Riverdale St., West Springfield, MA 01089 Call ~38.41 miles southeast of Pittsfield
  • Pool details: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Cheap Suburban hotel
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From$75
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Comfort Inn & Suites - West Springfield 106 Capital Dr., West Springfield, MA 01089 Call ~38.50 miles southeast of Pittsfield
  • Includes a pool: Indoor pool and whirlpool open daily from 7am-10pm
  • 2 star Suburban hotel
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From$129
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Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089 Call ~38.69 miles southeast of Pittsfield
  • We have a pool ready for use
  • Mid-scale hotel
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From$90
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Hampton Inn Chicopee / Springfield : 600 Memorial Dr. 600 Memorial Dr., Chicopee, MA 01020 Call ~39.08 miles east of Pittsfield
  • Has swimming pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Mid-scale Suburban property
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From$109
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Homewood Suites by Hilton Clifton Park : 42 Clifton Country Rd. 42 Clifton Country Rd., Clifton Park, NY 12065 Call ~39.11 miles northwest of Pittsfield
  • Pool available: Indoor Pool Open 6AM to 10PM
  • Expensive Downtown hotel
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From$105
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TRU by Hilton Chicopee Springfield 440 Memorial Dr., Chicopee, MA 01020 Call ~39.13 miles southeast of Pittsfield
  • Includes a pool: Indoor Pool. Open 7AM-10PM daily.
  • Affordable property
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From$90
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Residence Inn by Marriott Springfield Chicopee 500 Memorial Dr., Chicopee, MA 01020 Call ~39.15 miles east of Pittsfield
  • Has swimming pool: Indoor pool Pool Hours 9am to 10pm
  • Three Star Highway property
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From$99
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Best Western Springfield West Inn : 429 Riverdale St. 429 Riverdale St., West Springfield, MA 01089 Call ~39.16 miles southeast of Pittsfield
  • We have a pool
  • 3-star property
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From$73
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Best Western Clifton Park 617 Plank Rd., Clifton Park, NY 12065 Call ~39.26 miles northwest of Pittsfield
  • Pool in hotel: Indoor Atrium Pool Open 7:30am - 10:00pm
  • Mid-scale Highway property
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From$61
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Holiday Inn Express Suites Clifton Park, an IHG Hotel - Clifton Park 18 Clifton Park Village Rd., Clifton Park, NY 12065 Call ~39.38 miles northwest of Pittsfield
  • Pool available: Indoor heated pool open from 5 am - 10 pm daily.
  • 3 star Suburban hotel
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From$91
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Hideaway Inn Mt. Snow in Dover 270 Handle Rd., Dover, VT 05356 Call ~39.67 miles northeast of Pittsfield
  • Pool available: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Low-priced Mountain property
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From$50
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La Quinta by Wyndham in Springfield 100 Congress St., Springfield, MA 01104 Call ~40.71 miles southeast of Pittsfield
  • Pool in hotel: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Affordable Downtown hotel
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From$80
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