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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  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Low priced Mountain hotel
More Photos Swimming pool at Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Review Score Call BookMore Details
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Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201
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  • Includes a pool: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • 3-star Suburban property
More Photos Pool image of Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201
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  • Pool available: Indoor heated pool/hot tub
  • Mid-scale 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 in 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.
  • Mid-scale Mountain hotel
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Vacation Village in The Berkshires in Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237
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~8.07 miles north of Pittsfield
  • 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
More Photos Photo of Vacation Village in The Berkshires Pool
From$75
Very Good 4.0 /5 Latest 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
  • We have a pool ready for use
  • Affordable Lake hotel
More Photos Swimming pool at 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
  • Pool in hotel: 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 Photo of The Red Lion Inn Pool
From$120
Average 3.0 /5 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
  • Has swimming pool: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Three Star Mountain property
More Photos Swimming pool at Holiday Inn Club Vacations Oak N Spruce Resort
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230
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~17.50 miles south of Pittsfield
  • With a pool!
  • Affordable 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., Williamstown, MA 01267
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~18.01 miles north of Pittsfield
  • Pool details: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Cheap Rural hotel
More Photos Photo of Maple Terrace Motel Pool
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Downstreet Ascend Hotel Collection 40 Main St., North Adams, MA 01247
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~18.46 miles northeast of Pittsfield
  • Pool available: 5am-10pm Indoor
  • Mid-scale Downtown property
More Photos Swimming pool at Hotel Downstreet Ascend Hotel Collection
From$136
Very Good 4.0 /5 Reviews 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 Photo of The Porches Inn at Mass Moca Pool
From$199
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley in East Greenbush 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 hotel
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
  • 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.
  • Mid-scale Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Albany East Greenbush
From$124
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Albany East Greenbush - East Greenbush 25 Hampton Inn Dr., East Greenbush, NY 12061
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~26.13 miles west of Pittsfield
  • Pool details: Indoor heated pool open 7am-10pm
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn & Suites Albany East Greenbush
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
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Holiday Inn Express & Suites East Greenbush (Albany Skyline) by I in Rensselaer 8 Empire Dr., Rensselaer, NY 12144
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~26.37 miles west of Pittsfield
  • Includes a pool
  • Mid-scale Suburban property
More Photos Photo of Holiday Inn Express & Suites East Greenbush (Albany Skyline) by I Pool
From$99
Very Good 4.0 /5 Latest Reviews 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 swimming pool
  • Three 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
Hilton Albany - Albany 40 Lodge St., Albany, NY 12207
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~29.21 miles west of Pittsfield
  • We have a pool ready for use
  • Affordable Downtown hotel
More Photos Photo of Hilton Albany Pool
From$109
Average 3.5 /5 Reviews Call BookMore Details
Hilton Garden Inn Troy in 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
  • 3 star Suburban hotel
More Photos Pool image of Hilton Garden Inn Troy
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Bennington 220 Northside Dr., Bennington, VT 05201
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~31.11 miles north of Pittsfield
  • Has swimming pool: Outdoor, seasonal
  • Cheap Suburban property
More Photos Pool image of Best Western Bennington
From$36
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Bennington - 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
  • Mid-scale Mountain hotel
More Photos Swimming pool at Hampton Inn Bennington
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Albany / Suny Area 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 hotel
More Photos Pool image of Hilton Garden Inn Albany / Suny Area
From$101
Very Good 4.0 /5 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
  • Pool in hotel: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Three Star hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Latham Albany Airport
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg - Latham 400 Old Loudon Rd., Latham, NY 12110
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~33.62 miles northwest of Pittsfield
  • Pool details: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • 3 star Airport hotel
More Photos Swimming pool at Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
From$96
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area - Hadley 24 Bay Rd., Hadley, MA 01035
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~33.63 miles east of Pittsfield
  • Pool details: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Three Star Suburban hotel
More Photos Swimming pool at Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
The Clocktower Hotel in Cohoes 981 Loudon Rd., Cohoes, NY 12047
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~33.89 miles northwest of Pittsfield
  • Has swimming pool: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Low Cost Suburban property
More Photos Pool image of The Clocktower Hotel
From$60
Average 3.0 /5 Recent 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
  • Includes a pool: 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
More Photos Pool image of Albany Airport Hotel
From$70
Average 3.5 /5 Latest 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.
  • Four-star Airport hotel
More Photos Pool image of Marriott Albany
From$113
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Albany Airport in Latham 611 Troy Schenectady Rd., Latham, NY 12110
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~33.96 miles northwest of Pittsfield
  • Our hotel comes with a pool
  • Low-priced Airport property
More Photos Swimming pool at Quality Inn & Suites Albany Airport
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Albany - The Desmond Hotel by IHG in Albany 660 Albany Shaker Rd., Albany, NY 12211
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~34.00 miles northwest of Pittsfield
  • Pool available: 7:00 AM-10:00 PM
  • High-end Airport property
More Photos Swimming pool at 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 available: Indoor Pool
  • Mid-scale Airport hotel
More Photos Photo of Fairfield by Marriott Albany Airport Pool
From$80
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The Century House Ascend Hotel Collection in Latham 997 Loudon Rd., Latham, NY 12110
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~34.02 miles northwest of Pittsfield
  • Pool details: Outdoor pool, dawn to dusk, seasonally
  • Three Star Suburban hotel
More Photos Swimming pool at The Century House Ascend Hotel Collection
From$81
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport 5 Forts Ferry Rd., Latham, NY 12110
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~34.11 miles northwest of Pittsfield
  • Has swimming pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Midscale Airport property
More Photos Photo of Towneplace Suites Latham Albany Airport Pool
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites 16 Wolf Rd., Albany, NY 12205
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~34.31 miles northwest of Pittsfield
  • Has swimming pool: Indoor pool. Open 6 AM - 10 PM
  • Three Star Airport property
More Photos Pool image of Holiday Inn Express & Suites
From$80
Average 3.0 /5 Hotel 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 details: Small, shallow indoor pool, open 24 hours a day
  • High-end Mountain property
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 in hotel: Indoor pool: 7am-10pm.
  • Affordable Suburban property
More Photos Pool image of Homewood Suites by Hilton Albany Crossgates Mall, NY
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall : 1651 Western Ave. 1651 Western Ave., Albany, NY 12203
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~34.96 miles west of Pittsfield
  • Pool details: Indoor pool: 7am-10pm.
  • Midscale Suburban hotel
More Photos Swimming pool at TRU by Hilton Albany Crossgates Mall
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott 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
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Central 1632 Central Ave., Albany, NY 12205
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~35.31 miles northwest of Pittsfield
  • Our hotel comes with a pool
  • Inexpensive Airport hotel
More Photos Photo of Quality Inn Central Pool
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Interlaken Inn - Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~36.17 miles south of Pittsfield
  • Pool in hotel: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • 3-star Resort property
More Photos Photo of Interlaken Inn Pool
From$179
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Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~36.22 miles southeast of Pittsfield
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Three Star Suburban hotel
More Photos Photo of Fairfield Inn & Suites Springfield Holyoke Pool
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 in hotel: 6AM-11PM Indoor Pool & Spa
  • Midscale Downtown hotel
More Photos Swimming pool at Courtyard by Marriott Hadley Amherst
From$109
Very Good 4.0 /5 Recent 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 in hotel: Heated Indoor Pool
  • Midscale Airport property
More Photos Swimming pool at The Hampton Inn & Suites Albany Airport
From$80
Average 3.0 /5 Guest 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 details: Indoor pool open from 6am-12am daily
  • Midscale Highway property
More Photos Photo of Residence Inn by Marriott West Springfield Pool
From$97
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield - West Springfield 1150 Riverdale St., West Springfield, MA 01089
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~38.41 miles southeast of Pittsfield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • 2-star Suburban hotel
More Photos Swimming pool at Quality Inn West Springfield
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites - West Springfield 106 Capital Dr., West Springfield, MA 01089
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~38.50 miles southeast of Pittsfield
  • Pool details: Indoor pool and whirlpool open daily from 7am-10pm
  • 2 star Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites
From$129
Average 3.0 /5 Hotel 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
  • Has a pool!
  • Midscale hotel
More Photos Photo of Courtyard West Spring Marriott Pool
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee 600 Memorial Dr., Chicopee, MA 01020
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~39.08 miles east of Pittsfield
  • Pool available: 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 Recent 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
  • Includes a pool: Indoor Pool Open 6AM to 10PM
  • 4-star Downtown hotel
More Photos Pool image of Homewood Suites by Hilton Clifton Park
From$105
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TRU by Hilton Chicopee Springfield - Chicopee 440 Memorial Dr., Chicopee, MA 01020
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~39.13 miles southeast of Pittsfield
  • Pool available: Indoor Pool. Open 7AM-10PM daily.
  • 3-star hotel
More Photos Swimming pool at TRU by Hilton Chicopee Springfield
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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