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 in Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201 Call
  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • Cheap Mountain hotel
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From$125
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Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201 Call
  • Has swimming pool: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • 3 star Suburban hotel
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From$80
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Hilton Garden Inn Lenox Pittsfield : 1032 South St. 1032 South St., Pittsfield, MA 01201 Call
  • Has swimming pool: Indoor heated pool/hot tub
  • 3 star Suburban hotel
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From$95
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Jiminy Peak Mountain Resort - Hancock 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.
  • Mid-scale Mountain property
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From$105
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Vacation Village in The Berkshires 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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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)
  • Midscale 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
  • Pool in hotel
  • Mid-scale Resort hotel
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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
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Cheap Rural property
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From$59
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Hotel Downstreet Ascend Hotel Collection - North Adams 40 Main St., North Adams, MA 01247 Call ~18.46 miles northeast of Pittsfield
  • Pool available: 5am-10pm Indoor
  • Midscale Downtown hotel
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From$136
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The Porches Inn at Mass Moca : 231 River St. 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.
  • Expensive Downtown property
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From$199
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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
  • Pool in hotel: We have an indoor pool and a spa.
  • Mid-scale Suburban property
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From$117
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Holiday Inn Express & Suites East Greenbush (Albany Skyline) by I - Rensselaer 8 Empire Dr., Rensselaer, NY 12144 Call ~26.37 miles west of Pittsfield
  • Includes a swimming pool
  • Three Star Suburban property
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From$99
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Hilton Albany 40 Lodge St., Albany, NY 12207 Call ~29.21 miles west of Pittsfield
  • We have a pool
  • Midscale 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
  • Has swimming pool: Outdoor, seasonal
  • Economical Suburban hotel
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From$36
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Hampton Inn Bennington : 51 Hannaford Sq. 51 Hannaford Sq., Bennington, VT 05201 Call ~31.65 miles north of Pittsfield
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3-star Mountain property
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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
  • 3-star Suburban property
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From$101
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La Quinta Inn & Suites by Wyndham Latham Albany Airport : 833 New Loudon Rd. 833 New Loudon Rd., Latham, NY 12110 Call ~33.32 miles northwest of Pittsfield
  • Pool available: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Mid-scale hotel
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From$69
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Holiday Inn Express & Suites Albany Airport Area Latham An Ihg 400 Old Loudon Rd., Latham, NY 12110 Website Call ~33.62 miles northwest of Pittsfield
  • Includes a pool: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • 3-star 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 property
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From$109
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The Clocktower Hotel in Cohoes 981 Loudon Rd., Cohoes, NY 12047 Call ~33.89 miles northwest of Pittsfield
  • Includes a pool: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Two star Suburban property
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From$60
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Albany Airport Hotel 200 Wolf Rd., Albany, NY 12205 Call ~33.94 miles northwest of Pittsfield
  • Pool available: 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 property
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From$70
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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.
  • Four star Airport hotel
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From$113
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Quality Inn & Suites Albany Airport 611 Troy Schenectady Rd., Latham, NY 12110 Call ~33.96 miles northwest of Pittsfield
  • With a pool!
  • Economy Airport hotel
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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
  • Has swimming pool: 7:00 AM-10:00 PM
  • 4-star Airport property
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From$99
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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
  • Includes a pool: Indoor Pool
  • Midscale Airport hotel
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From$80
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The Century House Ascend Hotel Collection in Latham 997 Loudon Rd., Latham, NY 12110 Call ~34.02 miles northwest of Pittsfield
  • Has swimming pool: 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 - Latham 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 property
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From$99
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Holiday Inn Express & Suites 16 Wolf Rd., Albany, NY 12205 Call ~34.31 miles northwest of Pittsfield
  • Pool available: Indoor pool. Open 6 AM - 10 PM
  • 3 star Airport hotel
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From$80
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The White House Inn - Wilmington 178 Vt 9 East, Wilmington, VT 05363 Call ~34.81 miles northeast of Pittsfield
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • Four-star Mountain property
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From$75
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Homewood Suites by Hilton Albany Crossgates Mall, NY in Albany B 1651 Western Ave., Albany, NY 12203 Call ~34.96 miles west of Pittsfield
  • Has swimming pool: Indoor pool: 7am-10pm.
  • 3 star Suburban property
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From$89
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TRU by Hilton Albany Crossgates Mall in 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$80
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Towneplace Suites by Marriott in Hadley 237 Russell St., Hadley, MA 01035 Call ~35.08 miles east of Pittsfield
  • Pool in hotel: Heated Indoor Pool open from 7am - 9pm daily.
  • Midscale Suburban hotel
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From$140
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Quality Inn Central 1632 Central Ave., Albany, NY 12205 Call ~35.31 miles northwest of Pittsfield
  • Has a pool!
  • Economy Airport property
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From$60
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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
  • Midscale Resort property
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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
  • Pool in hotel: Indoor and heated pool open from 6AM to 10PM
  • Mid-scale Suburban hotel
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From$109
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The Hampton Inn & Suites Albany Airport 45 British American Blvd., Latham, NY 12110 Call ~36.50 miles northwest of Pittsfield
  • Includes a pool: Heated Indoor Pool
  • 3-star Airport hotel
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From$80
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Residence Inn by Marriott West Springfield 64 Border Way, West Springfield, MA 01089 Call ~38.14 miles southeast of Pittsfield
  • Pool in hotel: Indoor pool open from 6am-12am daily
  • 3 star Highway property
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From$97
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Quality Inn West Springfield 1150 Riverdale St., West Springfield, MA 01089 Call ~38.41 miles southeast of Pittsfield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Low priced Suburban hotel
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From$75
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Comfort Inn & Suites in West Springfield 106 Capital Dr., West Springfield, MA 01089 Call ~38.50 miles southeast of Pittsfield
  • Pool available: Indoor pool and whirlpool open daily from 7am-10pm
  • 2-star Suburban property
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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
  • Includes a swimming pool
  • Affordable 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
  • Includes a pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • 3-star Suburban property
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From$109
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Homewood Suites by Hilton Clifton Park in Clifton Park 42 Clifton Country Rd., Clifton Park, NY 12065 Call ~39.11 miles northwest of Pittsfield
  • Pool available: Indoor Pool Open 6AM to 10PM
  • High-end Downtown property
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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
  • Pool available: Indoor Pool. Open 7AM-10PM daily.
  • 3-star hotel
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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 6am to 11pm
  • Midscale Highway property
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From$99
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Best Western Springfield West Inn 429 Riverdale St., West Springfield, MA 01089 Call ~39.16 miles southeast of Pittsfield
  • Includes a swimming 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 available: Indoor Atrium Pool Open 7:30am - 10:00pm
  • Affordable Highway hotel
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From$61
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Holiday Inn Express Suites Clifton Park, an IHG Hotel : 18 Clifton Park Village Rd. 18 Clifton Park Village Rd., Clifton Park, NY 12065 Call ~39.38 miles northwest of Pittsfield
  • Includes a pool: Indoor heated pool open from 5 am - 10 pm daily.
  • Affordable Suburban property
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From$91
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Hideaway Inn Mt. Snow - Dover 270 Handle Rd., Dover, VT 05356 Call ~39.67 miles northeast of Pittsfield
  • Includes a pool: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Low-priced Mountain hotel
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From$50
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La Quinta by Wyndham 100 Congress St., Springfield, MA 01104 Call ~40.71 miles southeast of Pittsfield
  • Has swimming pool: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Midscale Downtown property
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From$80
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Sheraton Springfield 1 Monarch Place, Springfield, MA 01144 Call ~41.17 miles southeast of Pittsfield
  • Has swimming pool: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Three Star Downtown hotel
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From$80
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