The Berkshires Hotels with Pools - Outdoor/Indoor Pools in The Berkshires MA

The Berkshires 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 The Berkshires, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly The Berkshires Massachusetts hotel and motel rooms for children. Review the list of The Berkshires hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

The Berkshires Hotels with Outdoor or Indoor Pools

Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201 Call ~2.98 miles west of The Berkshires
  • 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 ~3.13 miles west of The Berkshires
  • Has swimming pool: Indoor heated pool/hot tub
  • Mid-scale Suburban hotel
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From$95
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Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~3.18 miles west of The Berkshires
  • Has swimming pool: Indoor pool & hot tub Open daily 8am-11pm
  • Inexpensive Mountain hotel
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From$125
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The Black Swan Lee Lenox An Ascend Collection Hotel in Lee 435 Laurel St., Lee, MA 01238 Call ~5.65 miles southwest of The Berkshires
  • We have a pool ready for use
  • Affordable Lake hotel
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From$65
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Holiday Inn Club Vacations Oak N Spruce Resort in South Lee 190 Meadow St., South Lee, MA 01260 Call ~8.89 miles southwest of The Berkshires
  • Pool available: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Midscale Mountain hotel
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From$89
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Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 Call ~12.18 miles north of The Berkshires
  • Has swimming pool: 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 - Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~12.24 miles north of The Berkshires
  • 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 property
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From$75
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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi 249 Stockbridge Rd., Great Barrington, MA 01230 Call ~14.66 miles southwest of The Berkshires
  • Our hotel comes with a pool
  • Mid-scale Resort hotel
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From$109
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Hotel Downstreet Ascend Hotel Collection - North Adams 40 Main St., North Adams, MA 01247 Call ~21.64 miles north of The Berkshires
  • Pool available: 5am-10pm Indoor
  • 3 star Downtown hotel
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From$136
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Maple Terrace Motel - Williamstown 555 Main St., Williamstown, MA 01267 Call ~21.73 miles north of The Berkshires
  • Has swimming pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Low-priced Rural property
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From$59
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The Porches Inn at Mass Moca : 231 River St. 231 River St., North Adams, MA 01247 Call ~21.88 miles north of The Berkshires
  • Includes a pool: 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 in East Greenbush 3 Tech Valley Dr., East Greenbush, NY 12061 Call ~26.66 miles northwest of The Berkshires
  • Pool in hotel: We have an indoor pool and a spa.
  • Midscale 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. 8 Empire Dr., Rensselaer, NY 12144 Call ~30.07 miles northwest of The Berkshires
  • We have a pool
  • Three Star Suburban property
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From$99
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Hampton Inn Hadley Amherst Area in Hadley 24 Bay Rd., Hadley, MA 01035 Call ~31.01 miles east of The Berkshires
  • Pool available: 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$109
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Towneplace Suites by Marriott - Hadley 237 Russell St., Hadley, MA 01035 Call ~32.55 miles east of The Berkshires
  • Includes a pool: Heated Indoor Pool open from 7am - 9pm daily.
  • Three Star Suburban property
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From$140
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Fairfield Inn & Suites Springfield Holyoke : 229 Whiting Farms Rd. 229 Whiting Farms Rd., Holyoke, MA 01040 Call ~32.59 miles east of The Berkshires
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • Mid-scale Suburban property
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From$109
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Hilton Albany in Albany 40 Lodge St., Albany, NY 12207 Call ~32.93 miles northwest of The Berkshires
  • Our hotel comes with a pool
  • 3-star Downtown hotel
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From$109
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Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039 Call ~33.13 miles southwest of The Berkshires
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • 3 star Resort property
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From$179
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Residence Inn by Marriott West Springfield : 64 Border Way 64 Border Way, West Springfield, MA 01089 Call ~34.39 miles southeast of The Berkshires
  • Pool available: 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., West Springfield, MA 01089 Call ~34.65 miles southeast of The Berkshires
  • Pool available: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Economy 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 ~34.76 miles southeast of The Berkshires
  • Pool in hotel: 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 - West Springfield 885 Riverdale St., West Springfield, MA 01089 Call ~34.90 miles southeast of The Berkshires
  • Has a pool!
  • Mid-scale hotel
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From$90
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Best Western Bennington 220 Northside Dr., Bennington, VT 05201 Call ~34.97 miles north of The Berkshires
  • Pool available: Outdoor, seasonal
  • Two star Suburban hotel
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From$36
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Best Western Springfield West Inn - West Springfield 429 Riverdale St., West Springfield, MA 01089 Call ~35.34 miles southeast of The Berkshires
  • Includes a pool
  • Three Star hotel
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From$73
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Hampton Inn Bennington : 51 Hannaford Sq. 51 Hannaford Sq., Bennington, VT 05201 Call ~35.54 miles north of The Berkshires
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Mid-scale Mountain hotel
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From$80
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Hampton Inn Chicopee / Springfield 600 Memorial Dr., Chicopee, MA 01020 Call ~35.56 miles east of The Berkshires
  • Pool details: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Three Star Suburban hotel
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From$109
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TRU by Hilton Chicopee Springfield 440 Memorial Dr., Chicopee, MA 01020 Call ~35.59 miles east of The Berkshires
  • Includes a pool: Indoor Pool. Open 7AM-10PM daily.
  • 3-star property
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From$90
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Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr. 500 Memorial Dr., Chicopee, MA 01020 Call ~35.61 miles east of The Berkshires
  • Includes a pool: Indoor pool Pool Hours 9am to 10pm
  • 3-star Highway property
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From$99
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La Quinta by Wyndham 100 Congress St., Springfield, MA 01104 Call ~36.91 miles southeast of The Berkshires
  • Pool details: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Mid-scale Downtown property
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From$80
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Hilton Garden Inn Albany / Suny Area 1389 Washington Ave., Albany, NY 12206 Call ~37.03 miles northwest of The Berkshires
  • Includes a pool: Open Daily from 6am until 10pm
  • 3 star Suburban property
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From$101
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The White House Inn 178 Vt 9 East, Wilmington, VT 05363 Call ~37.10 miles northeast of The Berkshires
  • Pool available: Small, shallow indoor pool, open 24 hours a day
  • Expensive Mountain property
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From$75
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La Quinta Inn & Suites by Wyndham Latham Albany Airport 833 New Loudon Rd., Latham, NY 12110 Call ~37.34 miles northwest of The Berkshires
  • Pool details: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • 3-star property
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From$69
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Sheraton Springfield - Springfield 1 Monarch Place, Springfield, MA 01144 Call ~37.36 miles southeast of The Berkshires
  • Pool in hotel: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • 3 star Downtown hotel
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From$80
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Holiday Inn Express Springfield Downtown - Springfield 145 State St., Springfield, MA 01103 Call ~37.59 miles southeast of The Berkshires
  • Has swimming pool: Indoor heated pool
  • 3-star property
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From$80
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Holiday Inn Express & Suites Albany Airport Area Latham An Ihg in Latham 400 Old Loudon Rd., Latham, NY 12110 Call ~37.67 miles northwest of The Berkshires
  • Includes a pool: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • 3 star Airport hotel
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From$96
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Marriott Albany - Albany 189 Wolf Rd., Albany, NY 12205 Call ~37.81 miles northwest of The Berkshires
  • Has swimming pool: 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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Albany Airport Hotel 200 Wolf Rd., Albany, NY 12205 Call ~37.82 miles northwest of The Berkshires
  • Pool details: 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.
  • 2 star Airport hotel
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From$70
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Fairfield by Marriott Albany Airport 168 Wolf Rd., Albany, NY 12205 Call ~37.88 miles northwest of The Berkshires
  • Pool available: Indoor Pool
  • 3 star Airport property
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From$80
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Crowne Plaza Albany - The Desmond Hotel by IHG in Albany 660 Albany Shaker Rd., Albany, NY 12211 Call ~37.90 miles northwest of The Berkshires
  • Has swimming pool: 7:00 AM-10:00 PM
  • High end Airport hotel
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From$99
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The Clocktower Hotel - Cohoes 981 Loudon Rd., Cohoes, NY 12047 Call ~37.97 miles northwest of The Berkshires
  • Pool available: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Economy Suburban property
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From$60
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Quality Inn & Suites Albany Airport 611 Troy Schenectady Rd., Latham, NY 12110 Call ~37.97 miles northwest of The Berkshires
  • Includes a pool
  • Cheap Airport hotel
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From$60
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The Century House Ascend Hotel Collection in Latham 997 Loudon Rd., Latham, NY 12110 Call ~38.10 miles northwest of The Berkshires
  • Has swimming pool: Outdoor pool, dawn to dusk, seasonally
  • Affordable Suburban hotel
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From$81
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Holiday Inn Express & Suites 16 Wolf Rd., Albany, NY 12205 Call ~38.11 miles northwest of The Berkshires
  • Pool details: Indoor pool. Open 6 AM - 10 PM
  • Affordable Airport hotel
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From$80
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Towneplace Suites Latham Albany Airport 5 Forts Ferry Rd., Latham, NY 12110 Call ~38.12 miles northwest of The Berkshires
  • Includes a pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Midscale Airport hotel
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From$99
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Homewood Suites by Hilton Albany Crossgates Mall, NY - Albany B 1651 Western Ave., Albany, NY 12203 Call ~38.61 miles northwest of The Berkshires
  • Pool details: Indoor pool: 7am-10pm.
  • Mid-scale Suburban property
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From$89
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TRU by Hilton Albany Crossgates Mall 1651 Western Ave., Albany, NY 12203 Call ~38.61 miles northwest of The Berkshires
  • Pool in hotel: Indoor pool: 7am-10pm.
  • 3-star Suburban property
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From$80
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Quality Inn Central : 1632 Central Ave. 1632 Central Ave., Albany, NY 12205 Call ~39.11 miles northwest of The Berkshires
  • We have a pool
  • Low Cost Airport hotel
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From$60
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Holiday Inn Express Ludlow by IHG 321 Center St., Ludlow, MA 01056 Call ~40.23 miles east of The Berkshires
  • Pool details: Heated indoor pool open 7am - 9pm daily.
  • 3-star Highway hotel
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From$89
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The Hampton Inn & Suites Albany Airport in Latham 45 British American Blvd., Latham, NY 12110 Call ~40.47 miles northwest of The Berkshires
  • Pool details: Heated Indoor Pool
  • Three Star Airport property
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From$80
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Hilton Garden Inn Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095 Call ~41.16 miles southeast of The Berkshires
  • Has swimming pool: 5:00am- 10:00pm
  • Affordable Airport property
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From$80
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