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 available: 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., Pittsfield, MA 01201 Call ~3.13 miles west of The Berkshires
  • Has swimming pool: Indoor heated pool/hot tub
  • Mid-scale Suburban property
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From$95
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Berkshire Mountain Lodge - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~3.18 miles west of The Berkshires
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Low-priced Mountain hotel
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From$125
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Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240 Call ~3.18 miles west of The Berkshires
  • We have a pool ready for use
  • 3-star Mountain property
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From$80
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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 in hotel: 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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The Red Lion Inn 30 Main St., Stockbridge, MA 01262 Call ~9.38 miles southwest of The Berkshires
  • Pool available: 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!
  • Mid-scale Rural property
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From$120
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Jiminy Peak Mountain Resort in Hancock 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.
  • Affordable Mountain hotel
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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
  • 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.
  • 3-star Mountain property
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From$75
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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Call ~14.66 miles southwest of The Berkshires
  • Pool in hotel
  • Three Star Resort hotel
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From$109
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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 Cost Rural hotel
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From$59
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The Porches Inn at Mass Moca - North Adams 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 : 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.
  • Three Star Suburban property
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From$117
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Fairfield Inn & Suites Albany East Greenbush : 124 Troy Rd. 124 Troy Rd., East Greenbush, NY 12061 Call ~29.69 miles northwest of The Berkshires
  • Pool in hotel: 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.
  • 3-star Suburban hotel
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From$124
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Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I - Rensselaer 8 Empire Dr., Rensselaer, NY 12144 Call ~30.07 miles northwest of The Berkshires
  • We have a pool ready for use
  • Affordable Suburban hotel
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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 in hotel: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Affordable Suburban property
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From$109
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Towneplace Suites by Marriott in Hadley 237 Russell St., Hadley, MA 01035 Call ~32.55 miles east of The Berkshires
  • Pool details: Heated Indoor Pool open from 7am - 9pm daily.
  • 3 star 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
  • Pool in hotel: Indoor and heated pool open from 6AM to 10PM
  • 3-star Suburban property
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From$109
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Country Inn & Suites by Radisson Downtown Albany Ny 300 Broadway, Albany, NY 12207 Call ~32.64 miles northwest of The Berkshires
  • Pool in hotel: The indoor pool is open from 9:00am to 9:30pm. Also included in the pool area is a Jacuzzi tub.
  • Mid-scale Downtown property
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From$80
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Four Points by Sheraton - Albany 3 Mount Hope Way, Albany, NY 12202 Call ~32.78 miles northwest of The Berkshires
  • Pool details: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3-star Suburban property
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From$80
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Hilton Albany 40 Lodge St., Albany, NY 12207 Call ~32.93 miles northwest of The Berkshires
  • We have a pool
  • Three Star Downtown hotel
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From$109
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Interlaken Inn - Lakeville 74 Interlaken Rd., Lakeville, CT 06039 Call ~33.13 miles southwest of The Berkshires
  • Pool details: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Affordable Resort hotel
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From$179
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Hilton Garden Inn Troy 235 Hoosick St., Troy, NY 12180 Call ~33.55 miles northwest of The Berkshires
  • Pool details: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoor Hours: 6:00am - 11:00pm
  • Three Star Suburban property
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From$79
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Hotel Vervana Trademark Collection by Wyndham in Bennington 141 Main St., Bennington, VT 05201 Call ~33.63 miles north of The Berkshires
  • Pool details: Outdoor pool.
  • 3 star property
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From$80
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Comfort Inn & Suites Hadley Amherst : 400 Russell St. 400 Russell St., Hadley, MA 01035 Call ~33.82 miles east of The Berkshires
  • Has swimming pool
  • Three Star Downtown hotel
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From$89
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Courtyard by Marriott Hadley Amherst in Hadley 423 Russell St., Hadley, MA 01035 Call ~34.09 miles east of The Berkshires
  • Has swimming pool: 6AM-11PM Indoor Pool & Spa
  • Three Star Downtown hotel
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From$109
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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
  • Includes a pool: Indoor pool open from 6am-12am daily
  • 3 star Highway hotel
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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 in hotel: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Inexpensive Suburban property
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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
  • Pool in hotel: Indoor pool and whirlpool open daily from 7am-10pm
  • Economy Suburban hotel
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From$129
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Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089 Call ~34.90 miles southeast of The Berkshires
  • Has swimming pool
  • Three Star 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
  • Low priced Suburban property
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From$36
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Best Western Springfield West Inn : 429 Riverdale St. 429 Riverdale St., West Springfield, MA 01089 Call ~35.34 miles southeast of The Berkshires
  • We have a pool
  • Mid-scale property
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From$73
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Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201 Call ~35.54 miles north of The Berkshires
  • Pool details: 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 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.
  • Midscale 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
  • Includes a pool: Indoor Pool. Open 7AM-10PM daily.
  • Mid-scale hotel
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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
  • Pool in hotel: Indoor pool Pool Hours 9am to 10pm
  • Three Star Highway hotel
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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 in hotel: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Three Star Downtown hotel
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From$80
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Hilton Garden Inn Albany / Suny Area : 1389 Washington Ave. 1389 Washington Ave., Albany, NY 12206 Call ~37.03 miles northwest of The Berkshires
  • Pool in hotel: Open Daily from 6am until 10pm
  • Three 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 in hotel: 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.
  • Three Star property
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From$69
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Sheraton Springfield Monarch Place Hotel in Springfield 1 Monarch Place, Springfield, MA 01144 Call ~37.36 miles southeast of The Berkshires
  • Includes a pool: 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
  • Midscale hotel
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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
  • Has swimming pool: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • Affordable Airport property
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From$96
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Marriott Albany : 189 Wolf Rd. 189 Wolf Rd., Albany, NY 12205 Call ~37.81 miles northwest of The Berkshires
  • Pool in hotel: 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 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 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.
  • Two star Airport property
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From$70
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Fairfield by Marriott Albany Airport in Albany 168 Wolf Rd., Albany, NY 12205 Call ~37.88 miles northwest of The Berkshires
  • Pool details: Indoor Pool
  • Mid-scale Airport hotel
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From$80
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Crowne Plaza Albany - The Desmond Hotel by IHG 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 in Cohoes 981 Loudon Rd., Cohoes, NY 12047 Call ~37.97 miles northwest of The Berkshires
  • Includes a pool: Indoor pool on property
  • Midscale Suburban hotel
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From$80
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Quality Inn & Suites Albany Airport in Latham 611 Troy Schenectady Rd., Latham, NY 12110 Call ~37.97 miles northwest of The Berkshires
  • Pool in hotel
  • Inexpensive Airport hotel
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From$60
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The Century House An Ascend Hotel Collection 997 Loudon Rd., Latham, NY 12110 Call ~38.05 miles northwest of The Berkshires
  • Has swimming pool: Outdoor pool, dawn to dusk, seasonally
  • Three Star Suburban hotel
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From$80
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Holiday Inn Express & Suites - Albany 16 Wolf Rd., Albany, NY 12205 Call ~38.11 miles northwest of The Berkshires
  • Pool details: Indoor pool. Open 6 AM - 10 PM
  • 3 star Airport hotel
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From$80
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