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 in Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
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  • Pool in hotel: Indoor pool & hot tub Open daily 8am-11pm
  • Economical Mountain hotel
More Photos Photo of Berkshire Mountain Lodge Pool
From$125
Very Good 4.5 /5 Recent Reviews Call BookMore Details
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Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201
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  • Pool in hotel: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • 3 star Suburban property
More Photos Swimming pool at Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St. 1032 South St., Pittsfield, MA 01201
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  • Pool in hotel: Indoor heated pool/hot tub
  • Three Star Suburban property
More Photos Swimming pool at Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Read 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
  • We have a pool
  • 3-star Mountain hotel
More Photos Pool image of Hampton Inn & Suites Lenox Berkshires
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock 37 Corey Rd., Hancock, MA 01237
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~7.85 miles north of Pittsfield
  • Has swimming pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Three Star Mountain property
More Photos Photo of Jiminy Peak Mountain Resort Pool
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Vacation Village in The Berkshires 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.
  • Mid-scale Mountain property
More Photos Pool image of Vacation Village in The Berkshires
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Red Lion Inn - 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!
  • Mid-scale Rural property
More Photos Photo of The Red Lion Inn Pool
From$120
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort - South Lee 190 Meadow St., South Lee, MA 01260
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~12.21 miles south of Pittsfield
  • Pool details: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Midscale Mountain hotel
More Photos Photo of Holiday Inn Club Vacations Oak N Spruce Resort Pool
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230
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~17.50 miles south of Pittsfield
  • Has swimming pool
  • Mid-scale Resort property
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 555 Main St., Williamstown, MA 01267
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~18.01 miles north of Pittsfield
  • Includes a pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Low Cost Rural hotel
More Photos Pool image of Maple Terrace Motel
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
The Porches Inn at Mass Moca - North Adams 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.
  • High end Downtown hotel
More Photos Pool image of The Porches Inn at Mass Moca
From$199
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley : 3 Tech Valley Dr. 3 Tech Valley Dr., East Greenbush, NY 12061
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~23.03 miles west of Pittsfield
  • Pool details: We have an indoor pool and a spa.
  • Three Star Suburban hotel
More Photos Photo of Residence Inn by Marriott Albany East Greenbush / Tech Valley Pool
From$117
Very Good 4.0 /5 Latest 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
  • Pool details: 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.
  • Three Star Suburban property
More Photos Swimming pool at 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 in Rensselaer 8 Empire Dr., Rensselaer, NY 12144
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~26.37 miles west of Pittsfield
  • Our hotel comes with a pool
  • Three Star Suburban property
More Photos Swimming pool at Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I
From$99
Very Good 4.0 /5 Hotel 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
  • 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
More Photos Swimming pool at Country Inn & Suites by Radisson Downtown Albany Ny
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Four Points by Sheraton : 3 Mount Hope Way 3 Mount Hope Way, Albany, NY 12202
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~29.21 miles west of Pittsfield
  • Pool in hotel: Indoor Pool is open 7:00 AM to 10:00 PM
  • Mid-scale Suburban property
More Photos Pool image of Four Points by Sheraton
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Albany in Albany 40 Lodge St., Albany, NY 12207
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~29.21 miles west of Pittsfield
  • Our hotel comes with a pool
  • Affordable Downtown hotel
More Photos Swimming pool at Hilton Albany
From$109
Average 3.5 /5 Latest 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 details: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoor Hours: 6:00am - 11:00pm
  • Midscale Suburban hotel
More Photos Pool image of Hilton Garden Inn Troy
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Vervana Trademark Collection by Wyndham 141 Main St., Bennington, VT 05201
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~29.80 miles north of Pittsfield
  • Pool details: Outdoor pool.
  • Mid-scale hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201
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~31.65 miles north of Pittsfield
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Midscale Mountain property
More Photos Photo of Hampton Inn Bennington Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Albany / Suny Area : 1389 Washington Ave. 1389 Washington Ave., Albany, NY 12206
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~33.31 miles northwest of Pittsfield
  • Has swimming pool: Open Daily from 6am until 10pm
  • Midscale Suburban hotel
More Photos Photo of Hilton Garden Inn Albany / Suny Area Pool
From$101
Very Good 4.0 /5 Recent 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 details: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Three Star hotel
More Photos Swimming pool at 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 400 Old Loudon Rd., Latham, NY 12110
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~33.62 miles northwest of Pittsfield
  • Pool in hotel: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • Mid-scale Airport hotel
More Photos Pool image of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
From$96
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area in Hadley 24 Bay Rd., Hadley, MA 01035
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~33.63 miles east of Pittsfield
  • Includes a pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3-star Suburban hotel
More Photos Swimming pool at Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Clocktower Hotel in Cohoes 981 Loudon Rd., Cohoes, NY 12047
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~33.89 miles northwest of Pittsfield
  • Pool details: Indoor pool on property
  • 3-star Suburban property
More Photos Swimming pool at The Clocktower Hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Albany Airport Hotel : 200 Wolf Rd. 200 Wolf Rd., Albany, NY 12205
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~33.94 miles northwest of Pittsfield
  • Has swimming 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.
  • Cheap Airport property
More Photos Pool image of Albany Airport Hotel
From$70
Average 3.5 /5 Reviews Call BookMore Details
Marriott Albany 189 Wolf Rd., Albany, NY 12205
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~33.95 miles northwest of Pittsfield
  • 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.
  • 4 star Airport property
More Photos Swimming pool at Marriott Albany
From$113
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Albany Airport - Latham 611 Troy Schenectady Rd., Latham, NY 12110
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~33.96 miles northwest of Pittsfield
  • Has swimming pool
  • Two star Airport property
More Photos Swimming pool at Quality Inn & Suites Albany Airport
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
The Century House An Ascend Hotel Collection : 997 Loudon Rd. 997 Loudon Rd., Latham, NY 12110
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~33.97 miles northwest of Pittsfield
  • Includes a pool: Outdoor pool, dawn to dusk, seasonally
  • Affordable Suburban hotel
More Photos Pool image of The Century House An Ascend Hotel Collection
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Crowne Plaza Albany - The Desmond Hotel by IHG 660 Albany Shaker Rd., Albany, NY 12211
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~34.00 miles northwest of Pittsfield
  • Includes a pool: 7:00 AM-10:00 PM
  • Expensive Airport property
More Photos Pool image of Crowne Plaza Albany - The Desmond Hotel by IHG
From$99
Very Good 4.0 /5 Latest 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
  • Midscale 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
  • Has swimming pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • 3 star Airport property
More Photos Photo of Towneplace Suites Latham Albany Airport Pool
From$99
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Staybridge Suites Albany Wolf Rd Colonie Center by IHG in Albany 39 Wolf Rd., Albany, NY 12205
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~34.22 miles northwest of Pittsfield
  • Pool available: 7AM-10PM lap lane Separate Whirlpool
  • Affordable Suburban property
More Photos Swimming pool at Staybridge Suites Albany Wolf Rd Colonie Center by IHG
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites : 16 Wolf Rd. 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
  • 3 star Airport hotel
More Photos Photo of Holiday Inn Express & Suites Pool
From$80
Average 3.0 /5 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
  • High-end Mountain property
More Photos Pool image of 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
  • Includes a pool: Indoor pool: 7am-10pm.
  • 3-star Suburban property
More Photos Swimming pool at Homewood Suites by Hilton Albany Crossgates Mall, NY
From$89
Very Good 4.0 /5 Guest 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
  • Includes a pool: Indoor pool: 7am-10pm.
  • Mid-scale Suburban property
More Photos Photo of TRU by Hilton Albany Crossgates Mall Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn Albany Washington Ave 124 Washington Ave. Ext, Albany, NY 12203
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~34.97 miles west of Pittsfield
  • Pool in hotel: Indoor pool hours 6:00 a.m.- 10:00 p.m.
  • Midscale Airport property
More Photos Photo of Residence Inn Albany Washington Ave Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott : 237 Russell St. 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 Swimming pool at Towneplace Suites by Marriott
From$140
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn Central 1632 Central Ave., Albany, NY 12205
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~35.31 miles northwest of Pittsfield
  • Pool in hotel
  • Economical Airport hotel
More Photos Swimming pool at Quality Inn Central
From$60
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Hilton Garden Inn Albany Airport - Albany 800 Albany Shaker Rd., Albany, NY 12211
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~35.56 miles northwest of Pittsfield
  • Pool details: Swimming Pool (07:00-22:00, indoor)
  • Three Star Suburban property
More Photos Pool image of Hilton Garden Inn Albany Airport
From$109
Very Good 4.0 /5 Review Score 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
  • Mid-scale Resort property
More Photos Photo of Interlaken Inn Pool
From$179
Very Good 4.0 /5 Review Score 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
  • Has swimming pool: 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 Latest Reviews Call BookMore Details
Comfort Inn & Suites Hadley Amherst 400 Russell St., Hadley, MA 01035
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~36.22 miles east of Pittsfield
  • Our hotel comes with a pool
  • Affordable Downtown property
More Photos Pool image of Comfort Inn & Suites Hadley Amherst
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst - Hadley 423 Russell St., Hadley, MA 01035
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~36.47 miles east of Pittsfield
  • Pool details: 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 Guest 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
  • 3-star Airport property
More Photos Pool image of The Hampton Inn & Suites Albany Airport
From$80
Average 3.0 /5 Hotel 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
  • Midscale Highway hotel
More Photos Photo of Residence Inn by Marriott West Springfield Pool
From$97
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Quality Inn West Springfield : 1150 Riverdale St. 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
  • Low-priced Suburban hotel
More Photos Photo of Quality Inn West Springfield Pool
From$75
Average 3.0 /5 Recent Reviews 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 Pool image of Comfort Inn & Suites
From$129
Average 3.0 /5 Reviews Call BookMore Details
Courtyard West Spring Marriott : 885 Riverdale St. 885 Riverdale St., West Springfield, MA 01089
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~38.69 miles southeast of Pittsfield
  • Pool in hotel
  • Affordable hotel
More Photos Swimming pool at Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Reviews Call BookMore Details

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