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 : 8 Dan Fox Dr.
+1-888-389-4121

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8 Dan Fox Dr., Pittsfield, MA 01201
  • Pool details: Indoor pool & hot tub Open daily 8am-11pm
  • Cheap Mountain property
More Photos Photo of Berkshire Mountain Lodge Pool
From$125
Very good 4.5 /5 Read Reviews Call BookMore Details
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Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201
  • Pool in hotel: Indoor heated pool/hot tub
  • Affordable Suburban property
More Photos Pool image of Hilton Garden Inn Lenox Pittsfield
From$95
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Yankee Inn in Lenox
+1-800-716-8490

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461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • Includes a pool: Indoor - Pool
  • Cheap hotel
More Photos Pool image of Yankee Inn
From$145
Very good 4.0 /5 Reviews Call BookMore Details
Club Wyndham Bentley Brook
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 ~7.64 miles north of Pittsfield
  • Has swimming pool: Indoor/Outdoor Pool Hot tub
  • 3 star Mountain hotel
More Photos Swimming pool at Club Wyndham Bentley Brook
From$90
Very good 4.0 /5 Review Score Call BookMore Details
Jiminy Peak Mountain Resort in Hancock
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 ~7.85 miles north of Pittsfield
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3-star Mountain hotel
More Photos Pool image of Jiminy Peak Mountain Resort
From$105
Very good 4.0 /5 Review Score Call BookMore Details
Vacation Village in The Berkshires
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
276 Brodie Mtn Rd., Lanesborough, MA 01237 ~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 hotel
More Photos Photo of Vacation Village in The Berkshires Pool
From$75
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+1-888-897-9207

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190 Meadow St., South Lee, MA 01260 ~12.21 miles south of Pittsfield
  • Pool available: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Three Star Mountain property
More Photos Photo of Holiday Inn Club Vacations Oak N Spruce Resort Pool
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington
+1-888-311-4278

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249 Stockbridge Rd., Great Barrington, MA 01230 ~17.50 miles south of Pittsfield
  • With a pool!
  • Three Star 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.
+1-888-469-4795

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555 Main St., Williamstown, MA 01267 ~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 property
More Photos Photo of Maple Terrace Motel Pool
From$59
Very good 4.0 /5 Review Score Call BookMore Details
The Porches Inn at Mass Moca
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
231 River St., North Adams, MA 01247 ~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.
  • 4-star Downtown property
More Photos Photo of The Porches Inn at Mass Moca Pool
From$199
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley : 3 Tech Valley Dr.
+1-888-841-5292

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3 Tech Valley Dr., East Greenbush, NY 12061 ~23.03 miles west of Pittsfield
  • Pool available: We have an indoor pool and a spa.
  • 3-star Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$117
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites East Greenbush Albany
+1-888-455-5160

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99 Miller Rd., Castleton, NY 12033 ~23.90 miles west of Pittsfield
  • Pool in hotel: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Mid-scale Highway property
More Photos Photo of Comfort Inn & Suites East Greenbush Albany Pool
From$87
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Albany-East Greenbush : 25 Hampton Inn Dr.
+1-888-965-8297

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25 Hampton Inn Dr., East Greenbush, NY 12061 ~26.13 miles west of Pittsfield
  • Has swimming pool: Indoor heated pool open 7am-10pm
  • Three Star Suburban property
More Photos Pool image of Hampton Inn & Suites Albany-East Greenbush
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Four Points by Sheraton : 3 Mount Hope Way
+1-888-906-6358

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3 Mount Hope Way, Albany, NY 12202 ~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 Swimming pool at Four Points by Sheraton
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
TownePlace Suites by Marriott Albany Downtown/Medical Center in Albany
+1-888-749-6785

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22 Holland Ave., Albany, NY 12209 ~29.99 miles west of Pittsfield
  • Pool in hotel: Heated indoor pool is open 6 am to 10 pm daily.
  • Three Star Downtown hotel
More Photos Pool image of TownePlace Suites by Marriott Albany Downtown/Medical Center
From$90
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Best Western New Baltimore Inn : 12600 State Route 9w
+1-888-878-9982

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12600 State Route 9w, West Coxsackie, NY 12192 ~30.02 miles west of Pittsfield
  • Includes a pool
  • 3-star Rural property
More Photos Swimming pool at Best Western New Baltimore Inn
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Bennington - Bennington
+1-888-389-4485

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220 Northside Dr., Bennington, VT 05201 ~31.11 miles north of Pittsfield
  • Includes a pool: Outdoor, seasonal
  • Low priced Suburban property
More Photos Photo of Best Western Bennington Pool
From$36
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Bennington - Bennington
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 ~31.65 miles north of Pittsfield
  • Pool details: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Affordable Mountain hotel
More Photos Pool image of Hampton Inn Bennington
From$80
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst - Northampton
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
115a Conz St., Northampton, MA 01060 ~32.97 miles east of Pittsfield
  • Our hotel comes with a pool
  • Midscale hotel
More Photos Photo of Fairfield Inn & Suites Springfield Northampton/Amherst Pool
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst in Northampton
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
117 Conz St., Northampton, MA 01060 ~33.03 miles east of Pittsfield
  • Pool details: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • Low-priced Highway property
More Photos Swimming pool at Quality Inn & Suites Northampton - Amherst
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport : 833 New Loudon Rd.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
833 New Loudon Rd., Latham, NY 12110 ~33.32 miles northwest of Pittsfield
  • Pool available: 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
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
400 Old Loudon Rd., Latham, NY 12110 ~33.62 miles northwest of Pittsfield
  • Pool in hotel: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • 3 star Airport property
More Photos Pool image of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
From$96
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Hadley Amherst Area
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 ~33.63 miles east of Pittsfield
  • Pool available: 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 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Albany Wolf Rd in Albany
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
10 Metro Park Rd., Albany, NY 12205 ~33.70 miles northwest of Pittsfield
  • Has swimming pool: Home2 offers a indoor Saline pool that is open 7 days a week from 6am-11pm.
  • 3-star Airport property
More Photos Photo of Home2 Suites by Hilton Albany Wolf Rd Pool
From$99
Very good 4.5 /5 Hotel Reviews Call BookMore Details
The Clocktower Hotel
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
981 Loudon Rd., Cohoes, NY 12047 ~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.
  • Low priced Suburban hotel
More Photos Photo of The Clocktower Hotel Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Albany Airport Hotel - Albany
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
200 Wolf Rd., Albany, NY 12205 ~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.
  • 2-star Airport property
More Photos Swimming pool at Albany Airport Hotel
From$70
Average 3.5 /5 Read Reviews Call BookMore Details
Marriott Albany - Albany
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
189 Wolf Rd., Albany, NY 12205 ~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.
  • High end Airport property
More Photos Pool image of Marriott Albany
From$113
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Albany Airport : 611 Troy Schenectady Rd.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
611 Troy Schenectady Rd., Latham, NY 12110 ~33.96 miles northwest of Pittsfield
  • Has a pool!
  • Low priced Airport hotel
More Photos Photo of Quality Inn & Suites Albany Airport Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Century House, Ascend Hotel Collection in Latham
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
997 Loudon Rd., Latham, NY 12110 ~34.02 miles northwest of Pittsfield
  • Pool details: Outdoor pool, dawn to dusk, seasonally
  • Three Star Suburban hotel
More Photos Pool image of 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.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
5 Forts Ferry Rd., Latham, NY 12110 ~34.11 miles northwest of Pittsfield
  • Includes a pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Midscale Airport hotel
More Photos Pool image of Towneplace Suites Latham Albany Airport
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
The White House Inn - Wilmington
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 ~34.81 miles northeast of Pittsfield
  • Has swimming pool: Small, shallow indoor pool, open 24 hours a day
  • Four-star Mountain property
More Photos Swimming pool at The White House Inn
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
D. Hotel Suites & Spa in Holyoke
+1-888-749-6785

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1 Country Club Rd., Holyoke, MA 01040 ~34.84 miles east of Pittsfield
  • Includes a pool: Relax in our heated indoor pool and whirlpool.
  • Affordable Highway hotel
More Photos Pool image of D. Hotel Suites & Spa
From$89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY : B 1651 Western Ave.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
B 1651 Western Ave., Albany, NY 12203 ~34.96 miles west of Pittsfield
  • Pool in hotel: Indoor pool: 7am-10pm.
  • 3-star Suburban hotel
More Photos Swimming pool at Homewood Suites by Hilton Albany Crossgates Mall, NY
From$89
Very good 4.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall - Albany
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1651 Western Ave., Albany, NY 12203 ~34.96 miles west of Pittsfield
  • Includes a pool: Indoor pool: 7am-10pm.
  • Mid-scale Suburban hotel
More Photos Photo of TRU by Hilton Albany Crossgates Mall Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott : 237 Russell St.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 ~35.08 miles east of Pittsfield
  • Pool available: 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 Reviews Call BookMore Details
Howard Johnson by Wyndham Albany - Albany
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1614 Central Ave., Albany, NY 12205 ~35.18 miles northwest of Pittsfield
  • Has swimming pool: Outdoor Pool
  • Low-priced property
More Photos Swimming pool at Howard Johnson by Wyndham Albany
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Central : 1632 Central Ave.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1632 Central Ave., Albany, NY 12205 ~35.31 miles northwest of Pittsfield
  • With a pool!
  • Inexpensive Airport hotel
More Photos Pool image of Quality Inn Central
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 ~36.22 miles southeast of Pittsfield
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Springfield Holyoke
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St.
+1-888-965-1860

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1150 Riverdale St., West Springfield, MA 01089 ~38.41 miles southeast of Pittsfield
  • Pool available: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Cheap Suburban hotel
More Photos Swimming pool at Quality Inn West Springfield
From$75
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 ~38.50 miles southeast of Pittsfield
  • Pool available: Indoor pool and whirlpool open daily from 7am-10pm
  • Inexpensive Suburban hotel
More Photos Pool image of Comfort Inn & Suites
From$129
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield : 600 Memorial Dr.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
600 Memorial Dr., Chicopee, MA 01020 ~39.08 miles east of Pittsfield
  • Includes a pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn Chicopee / Springfield Pool
From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Clifton Park : 42 Clifton Country Rd.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
42 Clifton Country Rd., Clifton Park, NY 12065 ~39.11 miles northwest of Pittsfield
  • Pool in hotel: Indoor Pool Open 6AM to 10PM
  • Four-star Downtown hotel
More Photos Photo of Homewood Suites by Hilton Clifton Park Pool
From$105
Very good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee in Chicopee
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 ~39.15 miles east of Pittsfield
  • Pool in hotel: Indoor pool Pool Hours 6am to 11pm
  • Midscale Highway hotel
More Photos Pool image of Residence Inn by Marriott Springfield Chicopee
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Springfield West Inn - West Springfield
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 ~39.16 miles southeast of Pittsfield
  • With a pool!
  • 3 star property
More Photos Pool image of Best Western Springfield West Inn
From$74
Average 3.0 /5 Review Score Call BookMore Details
Best Western Clifton Park - Clifton Park
+1-888-841-5292

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617 Plank Rd., Clifton Park, NY 12065 ~39.26 miles northwest of Pittsfield
  • Pool details: 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 Reviews Call BookMore Details
Holiday Inn Express Suites Clifton Park, an IHG Hotel
+1-888-455-5160

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18 Clifton Park Village Rd., Clifton Park, NY 12065 ~39.38 miles northwest of Pittsfield
  • Includes a pool: Indoor heated pool open from 5 am - 10 pm daily.
  • Affordable Suburban property
More Photos Swimming pool at Holiday Inn Express Suites Clifton Park, an IHG Hotel
From$91
Very good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Clifton Park in Clifton Park
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1749 Route 9, Clifton Park, NY 12065 ~39.45 miles northwest of Pittsfield
  • Pool details: Pool and Hot Tub are inside of the hotel, hours of operation are 8:00 AM-10:00 PM.
  • Affordable Rural property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Clifton Park
From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Mountaineer Inn
+1-888-906-6358

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270 Handle Rd., Dover, VT 05356 ~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.
  • Inexpensive Mountain property
More Photos Photo of Mountaineer Inn Pool
From$50
Average 3.0 /5 Review Score Call BookMore Details
La Quinta by Wyndham
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
100 Congress St., Springfield, MA 01104 ~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.
  • 3 star Downtown hotel
More Photos Swimming pool at La Quinta by Wyndham
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown - Springfield
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 ~41.39 miles southeast of Pittsfield
  • Has swimming pool: Indoor heated pool
  • Affordable property
More Photos hotel room
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details

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