Great Barrington Hotels with Pools - Outdoor/Indoor Pools in Great Barrington MA

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi 249 Stockbridge Rd., Great Barrington, MA 01230 Call
  • With a pool!
  • 3-star Resort property
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From$109
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Holiday Inn Club Vacations Oak N Spruce Resort in South Lee 190 Meadow St., South Lee, MA 01260 Call ~6.99 miles northeast of Great Barrington
  • Pool in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Affordable Mountain property
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From$89
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The Black Swan Lee Lenox An Ascend Collection Hotel 435 Laurel St., Lee, MA 01238 Call ~10.07 miles northeast of Great Barrington
  • We have a pool
  • 3-star Lake property
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From$65
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Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~15.42 miles north of Great Barrington
  • Pool in hotel: Indoor heated pool/hot tub
  • 3-star Suburban hotel
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From$95
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Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201 Call ~15.43 miles north of Great Barrington
  • Pool in hotel: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~15.76 miles north of Great Barrington
  • Pool details: Indoor pool & hot tub Open daily 8am-11pm
  • Cheap Mountain property
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From$125
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Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039 Call ~17.71 miles south of Great Barrington
  • Pool available: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Midscale Resort hotel
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From$179
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Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 Call ~25.24 miles north of Great Barrington
  • 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 - Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~26.07 miles north of Great Barrington
  • 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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Residence Inn by Marriott Albany East Greenbush / Tech Valley 3 Tech Valley Dr., East Greenbush, NY 12061 Call ~31.47 miles northwest of Great Barrington
  • Pool in hotel: We have an indoor pool and a spa.
  • Affordable 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 ~34.77 miles northwest of Great Barrington
  • We have a pool
  • Affordable Suburban property
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From$99
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Residence Inn by Marriott - Kingston 800 Frank Sottile Blvd., Kingston, NY 12401 Call ~35.54 miles west of Great Barrington
  • Pool in hotel: Our pool is open from 7 am to 11 pm every day
  • 4 star Downtown hotel
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From$125
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Maple Terrace Motel 555 Main St., Williamstown, MA 01267 Call ~36.36 miles north of Great Barrington
  • Pool in hotel: 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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Fairfield Inn & Suites Springfield Holyoke : 229 Whiting Farms Rd. 229 Whiting Farms Rd., Holyoke, MA 01040 Call ~36.85 miles east of Great Barrington
  • Pool in hotel: Indoor and heated pool open from 6AM to 10PM
  • Three Star Suburban hotel
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From$109
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Hotel Downstreet Ascend Hotel Collection 40 Main St., North Adams, MA 01247 Call ~36.94 miles north of Great Barrington
  • Has swimming pool: 5am-10pm Indoor
  • 3-star Downtown property
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From$136
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The Porches Inn at Mass Moca in North Adams 231 River St., North Adams, MA 01247 Call ~37.17 miles north of Great Barrington
  • Has swimming pool: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • 4 star Downtown hotel
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From$199
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Hilton Albany 40 Lodge St., Albany, NY 12207 Call ~37.38 miles northwest of Great Barrington
  • Includes a pool
  • Three Star Downtown property
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From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott West Springfield 64 Border Way, West Springfield, MA 01089 Call ~37.65 miles east of Great Barrington
  • Includes a pool: Indoor pool open from 6am-12am daily
  • Three Star Highway property
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From$97
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Quality Inn West Springfield - West Springfield 1150 Riverdale St., West Springfield, MA 01089 Call ~37.82 miles east of Great Barrington
  • Pool available: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • 2 star Suburban hotel
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From$75
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Residence Inn by Marriott Hartford Avon 55 Simsbury Rd., Avon, CT 06001 Call ~37.87 miles southeast of Great Barrington
  • Pool in hotel: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • 3 star Suburban property
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From$80
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Courtyard West Spring Marriott in West Springfield 885 Riverdale St., West Springfield, MA 01089 Call ~37.88 miles east of Great Barrington
  • Our hotel comes with a pool
  • Mid-scale hotel
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From$90
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Comfort Inn & Suites 106 Capital Dr., West Springfield, MA 01089 Call ~38.05 miles east of Great Barrington
  • Includes a pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Two-star Suburban property
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From$129
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Best Western Springfield West Inn : 429 Riverdale St. 429 Riverdale St., West Springfield, MA 01089 Call ~38.05 miles east of Great Barrington
  • Our hotel comes with a pool
  • Affordable hotel
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From$73
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Best Western Plus Kingston Hotel and Conference Center : 503 Washington Ave. 503 Washington Ave., Kingston, NY 12401 Call ~38.54 miles west of Great Barrington
  • Pool details: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Three Star Suburban property
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From$85
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Hilton Garden Inn Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095 Call ~38.84 miles east of Great Barrington
  • Includes a pool: 5:00am- 10:00pm
  • 3 star Airport hotel
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From$80
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La Quinta by Wyndham 100 Congress St., Springfield, MA 01104 Call ~39.61 miles east of Great Barrington
  • Pool in hotel: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • 3 star Downtown hotel
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From$80
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Springhill Suites Marriott Airport 225 Ella Grasso Turnpike, Windsor Locks, CT 06096 Call ~39.81 miles east of Great Barrington
  • Pool in hotel: Small indoor heated pool. Not big enough for large groups of people.
  • 3-star Airport hotel
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From$95
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Holiday Inn Express & Suites Bradley Airport by IHG : 600 Spring St. 600 Spring St., Windsor Locks, CT 06096 Call ~39.82 miles east of Great Barrington
  • Pool in hotel: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Midscale Airport property
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From$85
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Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035 Call ~39.85 miles east of Great Barrington
  • Pool details: 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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Sheraton Springfield in Springfield 1 Monarch Place, Springfield, MA 01144 Call ~39.91 miles east of Great Barrington
  • Pool available: 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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TRU by Hilton Chicopee Springfield in Chicopee 440 Memorial Dr., Chicopee, MA 01020 Call ~40.02 miles east of Great Barrington
  • Pool details: Indoor Pool. Open 7AM-10PM daily.
  • Affordable property
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From$90
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Econo Lodge Inn & Suites Windsor Locks Bradley Airport : 34 Old County Rd. 34 Old County Rd., Windsor Locks, CT 06096 Call ~40.08 miles east of Great Barrington
  • Pool available: Seasonal-Outdoor
  • Two-star Airport property
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From$45
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Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr. 500 Memorial Dr., Chicopee, MA 01020 Call ~40.10 miles east of Great Barrington
  • Has swimming pool: Indoor pool Pool Hours 9am to 10pm
  • 3-star Highway property
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From$99
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Hampton Inn Chicopee / Springfield 600 Memorial Dr., Chicopee, MA 01020 Call ~40.12 miles east of Great Barrington
  • Pool in hotel: Relax in our Indoor Pool open 9 AM - 10 PM.
  • 3 star Suburban hotel
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From$109
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Holiday Inn Express Springfield Downtown : 145 State St. 145 State St., Springfield, MA 01103 Call ~40.17 miles east of Great Barrington
  • Includes a pool: Indoor heated pool
  • Three Star property
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From$80
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Hilton Garden Inn Albany / Suny Area - Albany 1389 Washington Ave., Albany, NY 12206 Call ~41.13 miles northwest of Great Barrington
  • Includes a pool: Open Daily from 6am until 10pm
  • Mid-scale Suburban hotel
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From$101
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Towneplace Suites by Marriott - Hadley 237 Russell St., Hadley, MA 01035 Call ~41.60 miles east of Great Barrington
  • Pool available: Heated Indoor Pool open from 7am - 9pm daily.
  • Midscale Suburban property
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From$140
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Courtyard By Marriott Hartford/Windsor Airport in Windsor 1 Day Hill Rd., Windsor, CT 06095 Call ~41.83 miles east of Great Barrington
  • Has swimming pool
  • Affordable Downtown hotel
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From$219
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Marriott Hartford/Windsor Airport : 28 Day Hill Rd. 28 Day Hill Rd., Windsor, CT 06095 Call ~41.87 miles southeast of Great Barrington
  • Pool in hotel: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • Three Star Suburban property
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From$90
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Hyatt House Hartford North / Windsor - Windsor 200 Corporate Dr., Windsor, CT 06095 Call ~42.04 miles southeast of Great Barrington
  • Pool in hotel: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Midscale Suburban property
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From$89
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Ramada by Wyndham Windsor Locks 383 South Center St., Windsor Locks, CT 06096 Call ~42.16 miles east of Great Barrington
  • Includes a pool: 9am - 9pm. Indoor heated pool.
  • Affordable Airport hotel
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From$80
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Homewood Suites by Hilton Albany Crossgates Mall, NY B 1651 Western Ave., Albany, NY 12203 Call ~42.17 miles northwest of Great Barrington
  • Includes a pool: Indoor pool: 7am-10pm.
  • Midscale Suburban hotel
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From$89
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TRU by Hilton Albany Crossgates Mall 1651 Western Ave., Albany, NY 12203 Call ~42.17 miles northwest of Great Barrington
  • Pool in hotel: Indoor pool: 7am-10pm.
  • Mid-scale Suburban hotel
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From$80
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Holiday Inn Express & Suites 16 Wolf Rd., Albany, NY 12205 Call ~42.55 miles northwest of Great Barrington
  • Pool details: Indoor pool. Open 6 AM - 10 PM
  • Mid-scale Airport hotel
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From$80
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Marriott Albany 189 Wolf Rd., Albany, NY 12205 Call ~42.64 miles northwest of Great Barrington
  • 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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Residence Inn by Marriott Hartford Windsor 100 Dunfey Lane, Windsor, CT 06095 Call ~42.66 miles southeast of Great Barrington
  • Includes a pool: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Mid-scale Highway hotel
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From$96
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Fairfield by Marriott Albany Airport : 168 Wolf Rd. 168 Wolf Rd., Albany, NY 12205 Call ~42.75 miles northwest of Great Barrington
  • Has swimming pool: Indoor Pool
  • Three Star Airport property
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From$80
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Baymont by Wyndham East Windsor Bradley Airport - East Windsor 260 Main St., East Windsor, CT 06088 Call ~42.79 miles east of Great Barrington
  • Pool available: Indoor Pool/ open from 5:30AM-11:00PM
  • Mid-scale Suburban property
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From$40
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Albany Airport Hotel in Albany 200 Wolf Rd., Albany, NY 12205 Call ~42.79 miles northwest of Great Barrington
  • 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.
  • Inexpensive Airport property
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From$70
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Crowne Plaza Albany - The Desmond Hotel by IHG : 660 Albany Shaker Rd. 660 Albany Shaker Rd., Albany, NY 12211 Call ~42.98 miles northwest of Great Barrington
  • Pool details: 7:00 AM-10:00 PM
  • 4 star Airport hotel
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From$99
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