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., Pittsfield, MA 01201 Call ~2.98 miles west of The Berkshires
  • Pool in hotel: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • 3-star Suburban property
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From$80
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Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~3.13 miles west of The Berkshires
  • Pool details: Indoor heated pool/hot tub
  • 3-star 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
  • Pool details: Indoor pool & hot tub Open daily 8am-11pm
  • Low Cost Mountain property
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From$125
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Holiday Inn Club Vacations Oak N Spruce Resort 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)
  • 3 star Mountain property
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From$89
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Jiminy Peak Mountain Resort : 37 Corey Rd. 37 Corey Rd., Hancock, MA 01237 Call ~12.18 miles north of The Berkshires
  • Pool in hotel: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain hotel
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From$105
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Vacation Village in The Berkshires : 276 Brodie Mtn Rd. 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~12.24 miles north of The Berkshires
  • Pool available: 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.
  • Midscale Mountain hotel
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From$75
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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Call ~14.66 miles southwest of The Berkshires
  • Includes a pool
  • Mid-scale Resort property
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From$109
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Hotel Downstreet Ascend Hotel Collection in North Adams 40 Main St., North Adams, MA 01247 Call ~21.64 miles north of The Berkshires
  • Pool details: 5am-10pm Indoor
  • 3-star Downtown hotel
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From$136
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Maple Terrace Motel : 555 Main St. 555 Main St., Williamstown, MA 01267 Call ~21.73 miles north of The Berkshires
  • Pool available: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • 2 star 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
  • 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$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 ~26.66 miles northwest of The Berkshires
  • 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. 8 Empire Dr., Rensselaer, NY 12144 Call ~30.07 miles northwest of The Berkshires
  • Our hotel comes with a pool
  • 3-star Suburban property
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From$99
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Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035 Call ~31.01 miles east of The Berkshires
  • Pool details: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Midscale 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
  • Has swimming pool: Heated Indoor Pool open from 7am - 9pm daily.
  • Mid-scale Suburban hotel
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From$140
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Fairfield Inn & Suites Springfield Holyoke in Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040 Call ~32.59 miles east of The Berkshires
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban hotel
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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
  • Includes a swimming pool
  • Midscale 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
  • Pool available: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Three Star Resort hotel
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From$179
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Residence Inn by Marriott West Springfield - West Springfield 64 Border Way, West Springfield, MA 01089 Call ~34.39 miles southeast of The Berkshires
  • Has swimming pool: Indoor pool open from 6am-12am daily
  • Mid-scale 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 ~34.65 miles southeast of The Berkshires
  • Has swimming pool: 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 106 Capital Dr., West Springfield, MA 01089 Call ~34.76 miles southeast of The Berkshires
  • Has swimming pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Economy Suburban property
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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
  • We have a pool
  • Midscale hotel
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From$90
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Best Western Bennington - Bennington 220 Northside Dr., Bennington, VT 05201 Call ~34.97 miles north of The Berkshires
  • Pool in hotel: Outdoor, seasonal
  • Economy Suburban hotel
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From$36
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Best Western Springfield West Inn 429 Riverdale St., West Springfield, MA 01089 Call ~35.34 miles southeast of The Berkshires
  • Includes a swimming pool
  • 3-star property
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From$73
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Hampton Inn Bennington - Bennington 51 Hannaford Sq., Bennington, VT 05201 Call ~35.54 miles north of The Berkshires
  • 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$80
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Hampton Inn Chicopee / Springfield in Chicopee 600 Memorial Dr., Chicopee, MA 01020 Call ~35.56 miles east of The Berkshires
  • Pool available: Relax in our Indoor Pool open 9 AM - 10 PM.
  • 3 star Suburban property
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From$109
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TRU by Hilton Chicopee Springfield in Chicopee 440 Memorial Dr., Chicopee, MA 01020 Call ~35.59 miles east of The Berkshires
  • Pool available: Indoor Pool. Open 7AM-10PM daily.
  • Midscale property
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From$90
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Residence Inn by Marriott Springfield Chicopee in Chicopee 500 Memorial Dr., Chicopee, MA 01020 Call ~35.61 miles east of The Berkshires
  • Pool in hotel: Indoor pool Pool Hours 6am to 11pm
  • 3 star Highway hotel
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From$99
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La Quinta by Wyndham - Springfield 100 Congress St., Springfield, MA 01104 Call ~36.91 miles southeast of The Berkshires
  • Includes a pool: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Affordable Downtown property
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From$80
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Hilton Garden Inn Albany / Suny Area in Albany 1389 Washington Ave., Albany, NY 12206 Call ~37.03 miles northwest of The Berkshires
  • Has swimming 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 - Wilmington 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
  • 4-star Mountain hotel
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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
  • Has swimming pool: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Three Star hotel
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From$69
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Sheraton Springfield : 1 Monarch Place 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 property
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From$80
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Holiday Inn Express Springfield Downtown in Springfield 145 State St., Springfield, MA 01103 Call ~37.59 miles southeast of The Berkshires
  • Has swimming pool: Indoor heated pool
  • Mid-scale property
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From$80
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Holiday Inn Express & Suites Albany Airport Area Latham An Ihg - Latham 400 Old Loudon Rd., Latham, NY 12110 Call ~37.67 miles northwest of The Berkshires
  • Pool details: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • Mid-scale Airport hotel
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From$96
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Marriott Albany 189 Wolf Rd., Albany, NY 12205 Call ~37.81 miles northwest of The Berkshires
  • 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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Albany Airport Hotel 200 Wolf Rd., Albany, NY 12205 Call ~37.82 miles northwest of The Berkshires
  • 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.
  • 2 star Airport hotel
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From$70
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Fairfield by Marriott Albany Airport - Albany 168 Wolf Rd., Albany, NY 12205 Call ~37.88 miles northwest of The Berkshires
  • Has swimming pool: Indoor Pool
  • Three Star Airport hotel
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From$80
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Crowne Plaza Albany - The Desmond Hotel by IHG - Albany 660 Albany Shaker Rd., Albany, NY 12211 Call ~37.90 miles northwest of The Berkshires
  • Includes a pool: 7:00 AM-10:00 PM
  • 4-star Airport hotel
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From$99
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The Clocktower Hotel 981 Loudon Rd., Cohoes, NY 12047 Call ~37.97 miles northwest of The Berkshires
  • Pool details: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Cheap Suburban hotel
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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
  • Has swimming pool
  • Low-priced Airport property
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From$60
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The Century House Ascend Hotel Collection 997 Loudon Rd., Latham, NY 12110 Call ~38.10 miles northwest of The Berkshires
  • Pool details: Outdoor pool, dawn to dusk, seasonally
  • 3-star 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
  • Has swimming pool: Indoor pool. Open 6 AM - 10 PM
  • Affordable Airport property
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From$80
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Towneplace Suites Latham Albany Airport - Latham 5 Forts Ferry Rd., Latham, NY 12110 Call ~38.12 miles northwest of The Berkshires
  • Has swimming pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Mid-scale Airport hotel
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From$99
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Homewood Suites by Hilton Albany Crossgates Mall, NY B 1651 Western Ave., Albany, NY 12203 Call ~38.61 miles northwest of The Berkshires
  • 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 1651 Western Ave., Albany, NY 12203 Call ~38.61 miles northwest of The Berkshires
  • Has swimming pool: Indoor pool: 7am-10pm.
  • Three Star Suburban hotel
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From$80
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Quality Inn Central - Albany 1632 Central Ave., Albany, NY 12205 Call ~39.11 miles northwest of The Berkshires
  • Pool in hotel
  • Economical Airport hotel
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From$60
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Holiday Inn Express Ludlow by IHG - Ludlow 321 Center St., Ludlow, MA 01056 Call ~40.23 miles east of The Berkshires
  • Pool available: Heated indoor pool open 7am - 9pm daily.
  • Mid-scale Highway hotel
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From$89
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The Hampton Inn & Suites Albany Airport - Latham 45 British American Blvd., Latham, NY 12110 Call ~40.47 miles northwest of The Berkshires
  • Pool details: Heated Indoor Pool
  • 3-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
  • Includes a pool: 5:00am- 10:00pm
  • Midscale Airport hotel
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From$80
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Holiday Inn Express & Suites Bradley Airport by IHG 600 Spring St., Windsor Locks, CT 06096 Call ~42.03 miles southeast of The Berkshires
  • Pool in hotel: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Affordable Airport property
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From$85
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