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 8 Dan Fox Dr., Pittsfield, MA 01201
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  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • Inexpensive Mountain property
More Photos Photo of Berkshire Mountain Lodge Pool
From$125
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Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201
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  • Has swimming pool: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Midscale Suburban hotel
More Photos Swimming pool at Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201
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  • Pool details: Indoor heated pool/hot tub
  • 3 star Suburban property
More Photos Pool image of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240
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~3.46 miles south of Pittsfield
  • Our hotel comes with a pool
  • 3-star Mountain hotel
More Photos Swimming pool at Hampton Inn & Suites Lenox Berkshires
From$80
Average 3.0 /5 Review Score Call BookMore Details
Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237
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~7.85 miles north of Pittsfield
  • Pool in hotel: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain property
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Vacation Village in The Berkshires : 276 Brodie Mtn Rd. 276 Brodie Mtn Rd., Lanesborough, MA 01237
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~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
More Photos Photo of Vacation Village in The Berkshires Pool
From$75
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The Red Lion Inn in Stockbridge 30 Main St., Stockbridge, MA 01262
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~12.10 miles south of Pittsfield
  • 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!
  • 3 star Rural hotel
More Photos Pool image of The Red Lion Inn
From$120
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Holiday Inn Club Vacations Oak N Spruce Resort 190 Meadow St., South Lee, MA 01260
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~12.21 miles south of Pittsfield
  • Has swimming pool: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • 3 star Mountain hotel
More Photos Photo of Holiday Inn Club Vacations Oak N Spruce Resort Pool
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi 249 Stockbridge Rd., Great Barrington, MA 01230
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~17.50 miles south of Pittsfield
  • Includes a swimming pool
  • Affordable Resort hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Maple Terrace Motel in Williamstown 555 Main St., Williamstown, MA 01267
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~18.01 miles north of Pittsfield
  • Has swimming pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Two-star Rural property
More Photos Pool image of Maple Terrace Motel
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
The Porches Inn at Mass Moca 231 River St., North Adams, MA 01247
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~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.
  • Four star Downtown property
More Photos Swimming pool at The Porches Inn at Mass Moca
From$199
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley 3 Tech Valley Dr., East Greenbush, NY 12061
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~23.03 miles west of Pittsfield
  • Pool available: We have an indoor pool and a spa.
  • 3 star Suburban property
More Photos Photo of Residence Inn by Marriott Albany East Greenbush / Tech Valley Pool
From$117
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Albany East Greenbush 124 Troy Rd., East Greenbush, NY 12061
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~26.03 miles west of Pittsfield
  • Includes a pool: 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.
  • Midscale Suburban hotel
More Photos Pool image of Fairfield Inn & Suites Albany East Greenbush
From$124
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I : 8 Empire Dr. 8 Empire Dr., Rensselaer, NY 12144
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~26.37 miles west of Pittsfield
  • With a pool!
  • 3-star Suburban hotel
More Photos Swimming pool at Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson Downtown Albany Ny - Albany 300 Broadway, Albany, NY 12207
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~28.98 miles west of Pittsfield
  • Pool details: The indoor pool is open from 9:00am to 9:30pm. Also included in the pool area is a Jacuzzi tub.
  • 3 star Downtown property
More Photos Swimming pool at Country Inn & Suites by Radisson Downtown Albany Ny
From$80
Average 3.0 /5 Reviews Call BookMore Details
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Hilton Albany - Albany 40 Lodge St., Albany, NY 12207
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~29.21 miles west of Pittsfield
  • Includes a pool
  • Three Star Downtown property
More Photos Pool image of Hilton Albany
From$109
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Four Points by Sheraton - Albany 3 Mount Hope Way, Albany, NY 12202
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~29.21 miles west of Pittsfield
  • Pool details: Indoor Pool is open 7:00 AM to 10:00 PM
  • Three Star Suburban property
More Photos Swimming pool at Four Points by Sheraton
From$80
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Hilton Garden Inn Troy 235 Hoosick St., Troy, NY 12180
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~29.42 miles northwest of Pittsfield
  • Has swimming pool: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoor Hours: 6:00am - 11:00pm
  • Three Star Suburban property
More Photos Photo of Hilton Garden Inn Troy Pool
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Vervana Trademark Collection by Wyndham - Bennington 141 Main St., Bennington, VT 05201
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~29.80 miles north of Pittsfield
  • Pool in hotel: Outdoor pool.
  • Three Star property
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From$80
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Best Western Bennington 220 Northside Dr., Bennington, VT 05201
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~31.11 miles north of Pittsfield
  • Includes a pool: Outdoor, seasonal
  • 2-star Suburban property
More Photos Pool image of Best Western Bennington
From$36
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201
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~31.65 miles north of Pittsfield
  • Includes a pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3-star Mountain property
More Photos Photo of Hampton Inn Bennington Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Albany / Suny Area - Albany 1389 Washington Ave., Albany, NY 12206
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~33.31 miles northwest of Pittsfield
  • Includes a pool: Open Daily from 6am until 10pm
  • Affordable Suburban property
More Photos Swimming pool at Hilton Garden Inn Albany / Suny Area
From$101
Very Good 4.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport 833 New Loudon Rd., Latham, NY 12110
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~33.32 miles northwest of Pittsfield
  • Has swimming pool: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Mid-scale property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Latham Albany Airport
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg 400 Old Loudon Rd., Latham, NY 12110
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~33.62 miles northwest of Pittsfield
  • Pool available: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • 3 star Airport property
More Photos Pool image of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
From$96
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Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035
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~33.63 miles east of Pittsfield
  • Pool in hotel: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Affordable Suburban hotel
More Photos Photo of Hampton Inn Hadley Amherst Area Pool
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Clocktower Hotel : 981 Loudon Rd. 981 Loudon Rd., Cohoes, NY 12047
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~33.89 miles northwest of Pittsfield
  • Has swimming pool: Indoor pool on property
  • 3 star Suburban property
More Photos Pool image of The Clocktower Hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Albany Airport Hotel - Albany 200 Wolf Rd., Albany, NY 12205
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~33.94 miles northwest of Pittsfield
  • 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.
  • Low priced Airport hotel
More Photos Swimming pool at Albany Airport Hotel
From$70
Average 3.5 /5 Latest Reviews Call BookMore Details
Marriott Albany - Albany 189 Wolf Rd., Albany, NY 12205
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~33.95 miles northwest of Pittsfield
  • 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.
  • Four star Airport hotel
More Photos Swimming pool at Marriott Albany
From$113
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Albany Airport : 611 Troy Schenectady Rd. 611 Troy Schenectady Rd., Latham, NY 12110
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~33.96 miles northwest of Pittsfield
  • Includes a pool
  • 2 star Airport hotel
More Photos Pool image of Quality Inn & Suites Albany Airport
From$60
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The Century House An Ascend Hotel Collection 997 Loudon Rd., Latham, NY 12110
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~33.97 miles northwest of Pittsfield
  • Has swimming pool: Outdoor pool, dawn to dusk, seasonally
  • 3-star Suburban property
More Photos Swimming pool at The Century House An Ascend Hotel Collection
From$80
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Crowne Plaza Albany - The Desmond Hotel by IHG - Albany 660 Albany Shaker Rd., Albany, NY 12211
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~34.00 miles northwest of Pittsfield
  • Pool details: 7:00 AM-10:00 PM
  • High-end Airport property
More Photos Pool image of Crowne Plaza Albany - The Desmond Hotel by IHG
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Albany Airport 168 Wolf Rd., Albany, NY 12205
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~34.01 miles northwest of Pittsfield
  • Pool details: Indoor Pool
  • Three Star Airport property
More Photos Photo of Fairfield by Marriott Albany Airport Pool
From$80
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Towneplace Suites Latham Albany Airport 5 Forts Ferry Rd., Latham, NY 12110
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~34.11 miles northwest of Pittsfield
  • Includes a pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Three Star Airport hotel
More Photos Photo of Towneplace Suites Latham Albany Airport Pool
From$99
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Holiday Inn Express & Suites in Albany 16 Wolf Rd., Albany, NY 12205
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~34.31 miles northwest of Pittsfield
  • Pool details: Indoor pool. Open 6 AM - 10 PM
  • Three Star Airport hotel
More Photos Photo of Holiday Inn Express & Suites Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
The White House Inn 178 Vt 9 East, Wilmington, VT 05363
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~34.81 miles northeast of Pittsfield
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • 4-star Mountain hotel
More Photos Swimming pool at The White House Inn
From$75
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Homewood Suites by Hilton Albany Crossgates Mall, NY B 1651 Western Ave., Albany, NY 12203
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~34.96 miles west of Pittsfield
  • Pool in hotel: Indoor pool: 7am-10pm.
  • Affordable Suburban property
More Photos Photo of Homewood Suites by Hilton Albany Crossgates Mall, NY Pool
From$89
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TRU by Hilton Albany Crossgates Mall 1651 Western Ave., Albany, NY 12203
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~34.96 miles west of Pittsfield
  • Has swimming pool: Indoor pool: 7am-10pm.
  • Affordable Suburban property
More Photos Photo of TRU by Hilton Albany Crossgates Mall Pool
From$80
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Towneplace Suites by Marriott - Hadley 237 Russell St., Hadley, MA 01035
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~35.08 miles east of Pittsfield
  • Includes a pool: Heated Indoor Pool open from 7am - 9pm daily.
  • 3-star Suburban hotel
More Photos Swimming pool at Towneplace Suites by Marriott
From$140
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Quality Inn Central 1632 Central Ave., Albany, NY 12205
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~35.31 miles northwest of Pittsfield
  • Includes a swimming pool
  • Low Cost Airport hotel
More Photos Pool image of Quality Inn Central
From$60
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Hilton Garden Inn Albany Airport in Albany 800 Albany Shaker Rd., Albany, NY 12211
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~35.56 miles northwest of Pittsfield
  • Includes a pool: Swimming Pool (07:00-22:00, indoor)
  • Three Star Suburban hotel
More Photos Photo of Hilton Garden Inn Albany Airport Pool
From$109
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Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
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~36.17 miles south of Pittsfield
  • Pool available: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort property
More Photos Photo of Interlaken Inn Pool
From$179
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Fairfield Inn & Suites Springfield Holyoke in Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~36.22 miles southeast of Pittsfield
  • Pool available: Indoor and heated pool open from 6AM to 10PM
  • Three Star Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites Springfield Holyoke
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Hadley Amherst in Hadley 400 Russell St., Hadley, MA 01035
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~36.22 miles east of Pittsfield
  • Has a pool!
  • 3-star Downtown hotel
More Photos Photo of Comfort Inn & Suites Hadley Amherst Pool
From$89
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Courtyard by Marriott Hadley Amherst : 423 Russell St. 423 Russell St., Hadley, MA 01035
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~36.47 miles east of Pittsfield
  • Has swimming pool: 6AM-11PM Indoor Pool & Spa
  • Midscale Downtown property
More Photos Swimming pool at Courtyard by Marriott Hadley Amherst
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Hampton Inn & Suites Albany Airport 45 British American Blvd., Latham, NY 12110
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~36.50 miles northwest of Pittsfield
  • Pool available: Heated Indoor Pool
  • 3 star Airport property
More Photos Pool image of The Hampton Inn & Suites Albany Airport
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott West Springfield - West Springfield 64 Border Way, West Springfield, MA 01089
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~38.14 miles southeast of Pittsfield
  • Pool in hotel: Indoor pool open from 6am-12am daily
  • Mid-scale Highway hotel
More Photos Photo of Residence Inn by Marriott West Springfield Pool
From$97
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Quality Inn West Springfield - West Springfield 1150 Riverdale St., West Springfield, MA 01089
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~38.41 miles southeast of Pittsfield
  • Pool in hotel: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Low Cost Suburban hotel
More Photos Swimming pool at Quality Inn West Springfield
From$75
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Comfort Inn & Suites 106 Capital Dr., West Springfield, MA 01089
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~38.50 miles southeast of Pittsfield
  • Includes a pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Inexpensive Suburban property
More Photos Pool image of Comfort Inn & Suites
From$129
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Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089
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~38.69 miles southeast of Pittsfield
  • Has a pool!
  • 3 star property
More Photos Photo of Courtyard West Spring Marriott Pool
From$90
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Hampton Inn Chicopee / Springfield 600 Memorial Dr., Chicopee, MA 01020
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~39.08 miles east of Pittsfield
  • Has swimming pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • 3 star Suburban hotel
More Photos Photo of Hampton Inn Chicopee / Springfield Pool
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details

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