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 available: Indoor pool & hot tub Open daily 8am-11pm
  • Low Cost Mountain hotel
More Photos Pool image of Berkshire Mountain Lodge
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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  • Pool in hotel: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • 3 star Suburban hotel
More Photos Photo of Holiday Inn Express Pittsfield Lenox Berkshires Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201
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  • Includes a pool: 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 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.
  • Midscale Mountain hotel
More Photos Pool image of Jiminy Peak Mountain Resort
From$105
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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.
  • 3-star Mountain hotel
More Photos Photo of Vacation Village in The Berkshires Pool
From$75
Very Good 4.0 /5 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 in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Three Star Mountain hotel
More Photos Photo of Holiday Inn Club Vacations Oak N Spruce Resort Pool
From$89
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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
  • Includes a swimming 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 available: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Economy Rural hotel
More Photos Photo of Maple Terrace Motel Pool
From$59
Very Good 4.0 /5 Reviews 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
  • Includes a pool: 5am-10pm Indoor
  • Affordable 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 in North Adams 231 River St., North Adams, MA 01247
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~18.70 miles north of Pittsfield
  • Pool in hotel: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • High end 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 3 Tech Valley Dr., East Greenbush, NY 12061
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~23.03 miles west of Pittsfield
  • Includes a pool: 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 Read Reviews Call BookMore Details
Holiday Inn Express & Suites East Greenbush (Albany Skyline) by I - Rensselaer 8 Empire Dr., Rensselaer, NY 12144
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~26.37 miles west of Pittsfield
  • Includes 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 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
  • 3 star Downtown property
More Photos Photo of Hilton Albany Pool
From$109
Average 3.5 /5 Reviews Call BookMore Details
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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
  • Cheap Suburban hotel
More Photos Pool image of Best Western Bennington
From$36
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Bennington in Bennington 51 Hannaford Sq., Bennington, VT 05201
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~31.65 miles north of Pittsfield
  • Pool in hotel: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Midscale Mountain property
More Photos Pool image of Hampton Inn Bennington
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Hilton Garden Inn Albany / Suny Area 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
  • Midscale Suburban hotel
More Photos Pool image of Hilton Garden Inn Albany / Suny Area
From$101
Very Good 4.0 /5 Hotel 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
  • Includes a pool: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Affordable hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Latham Albany Airport
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg : 400 Old Loudon Rd. 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.
  • Midscale Airport property
More Photos Swimming pool at Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
From$96
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area 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.
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Clocktower Hotel - Cohoes 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 Swimming pool at The Clocktower Hotel
From$60
Average 3.0 /5 Hotel 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 Recent Reviews Call BookMore Details
Marriott Albany in Albany 189 Wolf Rd., Albany, NY 12205
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~33.95 miles northwest of Pittsfield
  • Pool details: 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 hotel
More Photos Photo of Marriott Albany Pool
From$113
Very Good 4.0 /5 Hotel 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
  • With a pool!
  • 2 star Airport property
More Photos Pool image of Quality Inn & Suites Albany Airport
From$60
Average 3.0 /5 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
  • 4 star Airport hotel
More Photos Swimming pool at Crowne Plaza Albany - The Desmond Hotel by IHG
From$99
Very Good 4.0 /5 Hotel 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
  • Three Star Airport hotel
More Photos Pool image of Fairfield by Marriott Albany Airport
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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 in hotel: Outdoor pool, dawn to dusk, seasonally
  • 3-star Suburban hotel
More Photos Photo of The Century House Ascend Hotel Collection Pool
From$81
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport : 5 Forts Ferry Rd. 5 Forts Ferry Rd., Latham, NY 12110
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~34.11 miles northwest of Pittsfield
  • Pool details: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Mid-scale Airport property
More Photos Pool image of Towneplace Suites Latham Albany Airport
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites 16 Wolf Rd., Albany, NY 12205
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~34.31 miles northwest of Pittsfield
  • Includes a pool: Indoor pool. Open 6 AM - 10 PM
  • 3 star Airport hotel
More Photos Pool image of Holiday Inn Express & Suites
From$80
Average 3.0 /5 Reviews Call BookMore Details
The White House Inn : 178 Vt 9 East 178 Vt 9 East, Wilmington, VT 05363
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~34.81 miles northeast of Pittsfield
  • Includes a pool: Small, shallow indoor pool, open 24 hours a day
  • High-end Mountain hotel
More Photos Photo of The White House Inn Pool
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY : B 1651 Western Ave. B 1651 Western Ave., Albany, NY 12203
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~34.96 miles west of Pittsfield
  • Pool available: Indoor pool: 7am-10pm.
  • Mid-scale Suburban property
More Photos Photo of Homewood Suites by Hilton Albany Crossgates Mall, NY Pool
From$89
Very Good 4.0 /5 Review Score 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 available: Indoor pool: 7am-10pm.
  • 3 star Suburban property
More Photos Pool image of TRU by Hilton Albany Crossgates Mall
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott - Hadley 237 Russell St., Hadley, MA 01035
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~35.08 miles east of Pittsfield
  • Has swimming pool: Heated Indoor Pool open from 7am - 9pm daily.
  • 3 star Suburban hotel
More Photos Swimming pool at Towneplace Suites by Marriott
From$140
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn Central 1632 Central Ave., Albany, NY 12205
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~35.31 miles northwest of Pittsfield
  • We have a pool ready for use
  • Cheap Airport hotel
More Photos Swimming pool at Quality Inn Central
From$60
Average 3.0 /5 Recent 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
  • 3-star 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
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Springfield Holyoke
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
  • Includes a pool: Heated Indoor Pool
  • Three 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 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
  • 3 star 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., West Springfield, MA 01089
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~38.41 miles southeast of Pittsfield
  • Has swimming pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Low Cost Suburban hotel
More Photos Pool image of Quality Inn West Springfield
From$75
Average 3.0 /5 Latest 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
  • Has swimming pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Cheap Suburban property
More Photos Photo of Comfort Inn & Suites Pool
From$129
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Courtyard West Spring Marriott : 885 Riverdale St. 885 Riverdale St., West Springfield, MA 01089
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~38.69 miles southeast of Pittsfield
  • With a pool!
  • 3-star hotel
More Photos Photo of Courtyard West Spring Marriott Pool
From$90
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Hampton Inn Chicopee / Springfield - Chicopee 600 Memorial Dr., Chicopee, MA 01020
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~39.08 miles east of Pittsfield
  • Pool in hotel: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Affordable Suburban hotel
More Photos Photo of Hampton Inn Chicopee / Springfield Pool
From$109
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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 in hotel: Indoor Pool Open 6AM to 10PM
  • High-end Downtown hotel
More Photos Swimming pool at 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 details: Indoor Pool. Open 7AM-10PM daily.
  • Mid-scale property
More Photos Pool image of TRU by Hilton Chicopee Springfield
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr. 500 Memorial Dr., Chicopee, MA 01020
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~39.15 miles east of Pittsfield
  • Pool in hotel: Indoor pool Pool Hours 6am to 11pm
  • Affordable Highway hotel
More Photos Pool image of Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Springfield West Inn 429 Riverdale St., West Springfield, MA 01089
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~39.16 miles southeast of Pittsfield
  • Has a pool!
  • 3 star property
More Photos Swimming pool at Best Western Springfield West Inn
From$73
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Clifton Park : 617 Plank Rd. 617 Plank Rd., Clifton Park, NY 12065
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~39.26 miles northwest of Pittsfield
  • Pool available: Indoor Atrium Pool Open 7:30am - 10:00pm
  • Affordable Highway hotel
More Photos Pool image of Best Western Clifton Park
From$61
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Suites Clifton Park, an IHG Hotel 18 Clifton Park Village Rd., Clifton Park, NY 12065
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~39.38 miles northwest of Pittsfield
  • Has swimming pool: Indoor heated pool open from 5 am - 10 pm daily.
  • Midscale Suburban property
More Photos Photo of Holiday Inn Express Suites Clifton Park, an IHG Hotel Pool
From$91
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Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356
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~39.67 miles northeast of Pittsfield
  • Pool details: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Low Cost Mountain hotel
More Photos Pool image of Hideaway Inn Mt. Snow
From$50
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La Quinta by Wyndham 100 Congress St., Springfield, MA 01104
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~40.71 miles southeast of Pittsfield
  • Has swimming pool: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Midscale Downtown property
More Photos Swimming pool at La Quinta by Wyndham
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Sheraton Springfield 1 Monarch Place, Springfield, MA 01144
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~41.17 miles southeast of Pittsfield
  • Pool details: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Three Star Downtown property
More Photos Swimming pool at Sheraton Springfield
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details

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