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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  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • Economical Mountain hotel
More Photos Swimming pool at Berkshire Mountain Lodge
From$150 total
Very Good 4.5 /5 Review Score 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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  • Includes a pool: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • 3 star Suburban hotel
More Photos Pool image of Holiday Inn Express Pittsfield Lenox Berkshires
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201
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  • Pool available: Indoor heated pool/hot tub
  • Three Star Suburban hotel
More Photos Pool image of Hilton Garden Inn Lenox Pittsfield
From$114 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires - Lenox 445 Pittsfield Rd., Lenox, MA 01240
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~3.46 miles south of Pittsfield
  • We have a pool
  • 3 star Mountain property
More Photos Pool image of Hampton Inn & Suites Lenox Berkshires
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd. 37 Corey Rd., Hancock, MA 01237
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~7.85 miles north of Pittsfield
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain property
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$126 total
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
  • Pool details: 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 hotel
More Photos Photo of Vacation Village in The Berkshires Pool
From$90 total
Very Good 4.0 /5 Reviews Call BookMore Details
The Red Lion Inn : 30 Main St. 30 Main St., Stockbridge, MA 01262
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~12.10 miles south of Pittsfield
  • Includes a 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!
  • 3-star Rural hotel
More Photos Pool image of The Red Lion Inn
From$144 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St. 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)
  • Affordable Mountain hotel
More Photos Swimming pool at Holiday Inn Club Vacations Oak N Spruce Resort
From$106 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230
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~17.50 miles south of Pittsfield
  • Includes a pool
  • Midscale Resort hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks
From$130 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Orchards Hotel - Williamstown 222 Adams Rd., Williamstown, MA 01267
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~17.85 miles north of Pittsfield
  • Includes a pool
  • Expensive Suburban hotel
More Photos Photo of The Orchards Hotel Pool
From$130 total
Average 3.0 /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.
  • Cheap Rural property
More Photos Photo of Maple Terrace Motel Pool
From$70 total
Very Good 4.0 /5 Reviews Call BookMore Details
The Williams Inn 1090 Main St., Williamstown, MA 01267
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~18.28 miles north of Pittsfield
  • Pool in hotel: Indoor heated pool and hot tub.
  • 4-star Suburban hotel
More Photos Photo of The Williams Inn Pool
From$114 total
Very Good 4.0 /5 Recent 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$238 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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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.
  • Mid-scale Suburban property
More Photos Swimming pool at Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$140 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Albany East Greenbush - 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.
  • Midscale Suburban property
More Photos Pool image of Fairfield Inn & Suites Albany East Greenbush
From$148 total
Very Good 4.0 /5 Guest 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
  • Has swimming pool
  • 3 star Suburban property
More Photos Swimming pool at Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I
From$118 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Downtown Albany Ny : 300 Broadway 300 Broadway, Albany, NY 12207
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~28.98 miles west of Pittsfield
  • Pool available: 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 Photo of Country Inn & Suites by Radisson Downtown Albany Ny Pool
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Albany 40 Lodge St., Albany, NY 12207
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~29.21 miles west of Pittsfield
  • With a pool!
  • 3-star Downtown hotel
More Photos Pool image of Hilton Albany
From$130 total
Average 3.5 /5 Review Score Call BookMore Details
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
  • Includes a pool: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3 star Suburban hotel
More Photos Pool image of Four Points by Sheraton
From$96 total
Average 3.0 /5 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 available: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoor Hours: 6:00am - 11:00pm
  • Midscale Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Troy
From$94 total
Very Good 4.0 /5 Read Reviews 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 available: Outdoor pool.
  • Mid-scale property
More Photos hotel room
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Spark by Hilton West Coxsackie in West Coxsackie 12600 State Route 9w, West Coxsackie, NY 12192
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~30.02 miles west of Pittsfield
  • Includes a pool
  • Affordable Rural property
More Photos Swimming pool at Spark by Hilton West Coxsackie
From$90 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites West Coxsackie by IHG in West Coxsackie 12740 Route 9 West, West Coxsackie, NY 12192
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~30.84 miles west of Pittsfield
  • Our hotel comes with a pool
  • 3-star Highway property
More Photos Pool image of Holiday Inn Express Hotel & Suites West Coxsackie by IHG
From$142 total
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 hotel
More Photos Photo of Hampton Inn Bennington Pool
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton / Amherst 115a Conz St., Northampton, MA 01060
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~32.97 miles east of Pittsfield
  • Has a pool!
  • 3 star property
More Photos Swimming pool at Fairfield Inn & Suites Springfield Northampton / Amherst
From$118 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Northampton Amherst - Northampton 117 Conz St., Northampton, MA 01060
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~33.03 miles east of Pittsfield
  • Pool available: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • Economy Highway property
More Photos Pool image of Quality Inn & Suites Northampton Amherst
From$102 total
Average 3.0 /5 Recent 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
  • 3 star Suburban property
More Photos Photo of Hilton Garden Inn Albany/SUNY Area Pool
From$121 total
Very Good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport in Latham 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.
  • 3 star hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Latham Albany Airport
From$82 total
Very Good 4.0 /5 Read 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
  • Includes a pool: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • Midscale Airport hotel
More Photos Swimming pool at Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
From$115 total
Average 3.0 /5 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 in hotel: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Affordable Suburban hotel
More Photos Pool image of Hampton Inn Hadley Amherst Area
From$130 total
Very Good 4.0 /5 Hotel 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 in hotel: Indoor pool on property
  • Mid-scale Suburban hotel
More Photos Pool image of The Clocktower Hotel
From$96 total
Average 3.0 /5 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
  • Pool details: 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.
  • Economical Airport property
More Photos Photo of Albany Airport Hotel Pool
From$84 total
Average 3.5 /5 Review Score Call BookMore Details
Marriott 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.
  • 4-star Airport hotel
More Photos Swimming pool at Marriott Albany
From$135 total
Very Good 4.0 /5 Guest 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
  • Pool in hotel
  • Low priced Airport property
More Photos Pool image of Quality Inn & Suites Albany Airport
From$72 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Century House An Ascend Hotel Collection 997 Loudon Rd., Latham, NY 12110
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~33.97 miles northwest of Pittsfield
  • Pool details: Outdoor pool, dawn to dusk, seasonally
  • Midscale Suburban property
More Photos Photo of The Century House An Ascend Hotel Collection Pool
From$96 total
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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
  • Has swimming pool: 7:00 AM-10:00 PM
  • Four-star Airport hotel
More Photos Swimming pool at Crowne Plaza Albany - The Desmond Hotel by IHG
From$118 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Albany Airport : 168 Wolf Rd. 168 Wolf Rd., Albany, NY 12205
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~34.01 miles northwest of Pittsfield
  • Pool available: Indoor Pool
  • Affordable Airport property
More Photos Pool image of Fairfield by Marriott Albany Airport
From$96 total
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Towneplace Suites Latham Albany Airport in Latham 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
  • Affordable Airport property
More Photos Swimming pool at Towneplace Suites Latham Albany Airport
From$118 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Staybridge Suites Albany Wolf Rd-Colonie Center by IHG 39 Wolf Rd., Albany, NY 12205
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~34.22 miles northwest of Pittsfield
  • Pool details: 7AM-10PM lap lane Separate Whirlpool
  • Three Star Suburban hotel
More Photos Photo of Staybridge Suites Albany Wolf Rd-Colonie Center by IHG Pool
From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites 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
  • Midscale Airport hotel
More Photos Swimming pool at Holiday Inn Express & Suites
From$96 total
Average 3.0 /5 Guest 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 available: Small, shallow indoor pool, open 24 hours a day
  • Four star Mountain property
More Photos Swimming pool at The White House Inn
From$90 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY in Albany B 1651 Western Ave., Albany, NY 12203
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~34.96 miles west of Pittsfield
  • Has swimming pool: Indoor pool: 7am-10pm.
  • Three Star Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Albany Crossgates Mall, NY
From$106 total
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
  • Pool details: Indoor pool: 7am-10pm.
  • Three Star Suburban hotel
More Photos Swimming pool at TRU by Hilton Albany Crossgates Mall
From$96 total
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.
  • Three Star Airport hotel
More Photos Photo of Residence Inn Albany Washington Ave Pool
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035
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~35.08 miles east of Pittsfield
  • Pool available: Heated Indoor Pool open from 7am - 9pm daily.
  • Midscale Suburban property
More Photos Photo of Towneplace Suites by Marriott Pool
From$168 total
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
  • With a pool!
  • Cheap Airport hotel
More Photos Pool image of Quality Inn Central
From$72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Albany Airport : 800 Albany Shaker Rd. 800 Albany Shaker Rd., Albany, NY 12211
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~35.56 miles northwest of Pittsfield
  • Pool available: Swimming Pool (07:00-22:00, indoor)
  • Affordable Suburban property
More Photos Swimming pool at Hilton Garden Inn Albany Airport
From$130 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~36.17 miles south of Pittsfield
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Affordable Resort hotel
More Photos Photo of Interlaken Inn Pool
From$214 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke in 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
  • Midscale Suburban property
More Photos Photo of Fairfield Inn & Suites Springfield Holyoke Pool
From$130 total
Very Good 4.0 /5 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
  • Includes a swimming pool
  • Affordable Downtown property
More Photos Swimming pool at Comfort Inn & Suites Hadley - Amherst
From$106 total
Very Good 4.0 /5 Read Reviews Call BookMore Details

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