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 - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
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  • Has swimming pool: Indoor pool & hot tub Open daily 8am-11pm
  • Low-priced Mountain property
More Photos Swimming pool at Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Latest Reviews Call BookMore Details
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Holiday Inn Express Pittsfield Lenox Berkshires - Pittsfield 1055 South St., Pittsfield, MA 01201
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  • Pool available: 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 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201
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  • Pool in hotel: 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 Review Score Call BookMore Details
Jiminy Peak Mountain Resort - Hancock 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.
  • Affordable Mountain hotel
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Review Score Call BookMore Details
Vacation Village in The Berkshires - Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237
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~8.07 miles north of Pittsfield
  • Has swimming 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
More Photos Photo of Vacation Village in The Berkshires Pool
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Black Swan Lee Lenox An Ascend Collection Hotel 435 Laurel St., Lee, MA 01238
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~8.93 miles south of Pittsfield
  • Includes a pool
  • Three Star Lake hotel
More Photos Pool image of The Black Swan Lee Lenox An Ascend Collection Hotel
From$65
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Red Lion Inn 30 Main St., Stockbridge, MA 01262
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~12.10 miles south of Pittsfield
  • Has swimming pool: 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!
  • Affordable Rural property
More Photos Pool image of The Red Lion Inn
From$120
Average 3.0 /5 Guest Reviews Call BookMore Details
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
  • Pool available: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • 3-star Mountain hotel
More Photos Swimming pool at Holiday Inn Club Vacations Oak N Spruce Resort
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230
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~17.50 miles south of Pittsfield
  • Includes a pool
  • Midscale Resort property
More Photos Pool image of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Maple Terrace Motel : 555 Main St. 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 hotel
More Photos Photo of Maple Terrace Motel Pool
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection : 40 Main St. 40 Main St., North Adams, MA 01247
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~18.46 miles northeast of Pittsfield
  • Pool in hotel: 5am-10pm Indoor
  • Mid-scale Downtown hotel
More Photos Swimming pool at Hotel Downstreet Ascend Hotel Collection
From$136
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Porches Inn at Mass Moca : 231 River St. 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.
  • 4 star Downtown property
More Photos Pool image of The Porches Inn at Mass Moca
From$199
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley - East Greenbush 3 Tech Valley Dr., East Greenbush, NY 12061
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~23.03 miles west of Pittsfield
  • Has swimming pool: We have an indoor pool and a spa.
  • Three Star Suburban property
More Photos Photo of Residence Inn by Marriott Albany East Greenbush / Tech Valley Pool
From$117
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Fairfield Inn & Suites Albany East Greenbush 124 Troy Rd., East Greenbush, NY 12061
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~26.03 miles west of Pittsfield
  • Has swimming 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 property
More Photos Photo of Fairfield Inn & Suites Albany East Greenbush Pool
From$124
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Albany East Greenbush in East Greenbush 25 Hampton Inn Dr., East Greenbush, NY 12061
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~26.13 miles west of Pittsfield
  • Has swimming pool: Indoor heated pool open 7am-10pm
  • 3 star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Albany East Greenbush
From$109
Very Good 4.0 /5 Guest 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 Pool image of 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 300 Broadway, Albany, NY 12207
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~28.98 miles west of Pittsfield
  • Includes a pool
  • 3-star Downtown hotel
More Photos Pool image of Country Inn & Suites by Radisson Downtown Albany Ny
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Albany 40 Lodge St., Albany, NY 12207
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~29.21 miles west of Pittsfield
  • Includes a pool
  • Mid-scale Downtown hotel
More Photos Swimming pool at Hilton Albany
From$109
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Troy 235 Hoosick St., Troy, NY 12180
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~29.42 miles northwest of Pittsfield
  • Pool in hotel: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoor Hours: 6:00am - 11:00pm
  • Mid-scale Suburban property
More Photos Photo of Hilton Garden Inn Troy Pool
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Bennington in Bennington 220 Northside Dr., Bennington, VT 05201
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~31.11 miles north of Pittsfield
  • Includes a pool: Outdoor, seasonal
  • Two star Suburban hotel
More Photos Swimming pool at Best Western Bennington
From$36
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201
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~31.65 miles north of Pittsfield
  • Pool details: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3-star Mountain hotel
More Photos Photo of Hampton Inn Bennington Pool
From$80
Average 3.0 /5 Latest 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
  • Pool in hotel: Open Daily from 6am until 10pm
  • 3 star Suburban property
More Photos Swimming pool at Hilton Garden Inn Albany / Suny Area
From$101
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport - Latham 833 New Loudon Rd., Latham, NY 12110
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~33.32 miles northwest of Pittsfield
  • Pool available: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • 3 star property
More Photos Photo of La Quinta Inn & Suites by Wyndham Latham Albany Airport Pool
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg in Latham 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.
  • Affordable Airport hotel
More Photos Photo of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg Pool
From$96
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area : 24 Bay Rd. 24 Bay Rd., Hadley, MA 01035
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~33.63 miles east of Pittsfield
  • Has swimming pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3-star Suburban hotel
More Photos Photo of Hampton Inn Hadley Amherst Area Pool
From$109
Very Good 4.0 /5 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
  • Pool details: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Cheap Suburban property
More Photos Pool image of The Clocktower Hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Albany Airport Hotel in 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.
  • Cheap Airport hotel
More Photos Photo of Albany Airport Hotel Pool
From$70
Average 3.5 /5 Guest Reviews Call BookMore Details
Marriott Albany 189 Wolf Rd., Albany, NY 12205
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~33.95 miles northwest of Pittsfield
  • 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
More Photos Photo of Marriott Albany Pool
From$113
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Albany Airport 611 Troy Schenectady Rd., Latham, NY 12110
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~33.96 miles northwest of Pittsfield
  • We have a pool
  • Cheap Airport property
More Photos Photo of Quality Inn & Suites Albany Airport Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
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
  • Has swimming pool: 7:00 AM-10:00 PM
  • High end Airport hotel
More Photos Photo of Crowne Plaza Albany - The Desmond Hotel by IHG Pool
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Albany Airport in Albany 168 Wolf Rd., Albany, NY 12205
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~34.01 miles northwest of Pittsfield
  • Has swimming pool: Indoor Pool
  • Affordable Airport property
More Photos Photo of Fairfield by Marriott Albany Airport Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
The Century House Ascend Hotel Collection - Latham 997 Loudon Rd., Latham, NY 12110
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~34.02 miles northwest of Pittsfield
  • Has swimming pool: Outdoor pool, dawn to dusk, seasonally
  • Affordable Suburban property
More Photos Swimming pool at The Century House Ascend Hotel Collection
From$81
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport in Latham 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
  • Midscale Airport property
More Photos Pool image of Towneplace Suites Latham Albany Airport
From$99
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Holiday Inn Express & Suites - Albany 16 Wolf Rd., Albany, NY 12205
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~34.31 miles northwest of Pittsfield
  • Pool in hotel: Indoor pool. Open 6 AM - 10 PM
  • Affordable Airport hotel
More Photos Photo of Holiday Inn Express & Suites Pool
From$80
Average 3.0 /5 Read 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
  • Has swimming pool: Small, shallow indoor pool, open 24 hours a day
  • 4 star Mountain hotel
More Photos Pool image of The White House Inn
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY - Albany B 1651 Western Ave., Albany, NY 12203
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~34.96 miles west of Pittsfield
  • Pool available: Indoor pool: 7am-10pm.
  • Midscale Suburban hotel
More Photos Photo of Homewood Suites by Hilton Albany Crossgates Mall, NY Pool
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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.
  • 3 star Suburban hotel
More Photos Swimming pool at TRU by Hilton Albany Crossgates Mall
From$80
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Towneplace Suites by Marriott in 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 property
More Photos Pool image of Towneplace Suites by Marriott
From$140
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Quality Inn Central in Albany 1632 Central Ave., Albany, NY 12205
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~35.31 miles northwest of Pittsfield
  • Has a pool!
  • Two star Airport property
More Photos Swimming pool at Quality Inn Central
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~36.17 miles south of Pittsfield
  • Includes a pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Affordable Resort property
More Photos Swimming pool at Interlaken Inn
From$179
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~36.22 miles southeast of Pittsfield
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • Three Star Suburban property
More Photos Pool image of Fairfield Inn & Suites Springfield Holyoke
From$109
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Courtyard by Marriott Hadley Amherst in Hadley 423 Russell St., Hadley, MA 01035
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~36.47 miles east of Pittsfield
  • Pool available: 6AM-11PM Indoor Pool & Spa
  • 3-star Downtown hotel
More Photos Pool image of Courtyard by Marriott Hadley Amherst
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Hampton Inn & Suites Albany Airport in Latham 45 British American Blvd., Latham, NY 12110
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~36.50 miles northwest of Pittsfield
  • Pool in hotel: Heated Indoor Pool
  • Affordable Airport hotel
More Photos Swimming pool at The Hampton Inn & Suites Albany Airport
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott West Springfield 64 Border Way, West Springfield, MA 01089
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~38.14 miles southeast of Pittsfield
  • Pool available: Indoor pool open from 6am-12am daily
  • 3 star Highway property
More Photos Swimming pool at Residence Inn by Marriott West Springfield
From$97
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn West Springfield 1150 Riverdale St., West Springfield, MA 01089
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~38.41 miles southeast of Pittsfield
  • Pool details: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Economy Suburban hotel
More Photos Swimming pool at Quality Inn West Springfield
From$75
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr. 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
  • Low-priced Suburban property
More Photos Photo of Comfort Inn & Suites Pool
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089
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~38.69 miles southeast of Pittsfield
  • We have a pool
  • Midscale hotel
More Photos Pool image of Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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 Swimming pool at Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Clifton Park 42 Clifton Country Rd., Clifton Park, NY 12065
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~39.11 miles northwest of Pittsfield
  • Pool details: Indoor Pool Open 6AM to 10PM
  • High-end Downtown hotel
More Photos Pool image of Homewood Suites by Hilton Clifton Park
From$105
Very Good 4.0 /5 Review Score Call BookMore Details
TRU by Hilton Chicopee Springfield 440 Memorial Dr., Chicopee, MA 01020
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~39.13 miles southeast of Pittsfield
  • Pool in hotel: Indoor Pool. Open 7AM-10PM daily.
  • 3 star property
More Photos Photo of TRU by Hilton Chicopee Springfield Pool
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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