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
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201
  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • 2-star Mountain hotel
More Photos Pool image of Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Guest Reviews Call BookMore Details
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Hilton Garden Inn Lenox 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
  • Includes a pool: Indoor heated pool/hot tub
  • 3 star Suburban hotel
More Photos Swimming pool at 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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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • Pool available: Indoor - Pool
  • Economy property
More Photos Photo of Yankee Inn Pool
From$145
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd.
+1-800-805-5223

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New Reservations: +1-800-805-5223 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 Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Vacation Village in The Berkshires
+1-888-965-1860

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New Reservations: +1-888-965-1860 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 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 ~12.21 miles south of Pittsfield
  • Has swimming pool: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • 3 star Mountain property
More Photos Swimming pool at Holiday Inn Club Vacations Oak N Spruce Resort
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi : 249 Stockbridge Rd.
+1-888-897-9207

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249 Stockbridge Rd., Great Barrington, MA 01230 ~17.50 miles south of Pittsfield
  • Has a 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 Recent Reviews Call BookMore Details
Maple Terrace Motel - Williamstown
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 ~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.
  • Two-star Rural property
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
+1-888-469-4795

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40 Main St., North Adams, MA 01247 ~18.46 miles northeast of Pittsfield
  • Pool in hotel: 5am-10pm Indoor
  • 3-star 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
+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
  • Includes a pool: 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 Swimming pool at The Porches Inn at Mass Moca
From$199
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley - East Greenbush
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
3 Tech Valley Dr., East Greenbush, NY 12061 ~23.03 miles west of Pittsfield
  • Pool in hotel: We have an indoor pool and a spa.
  • Midscale Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$117
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites East Greenbush Albany : 99 Miller Rd.
+1-888-455-5160

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99 Miller Rd., Castleton, NY 12033 ~23.90 miles west of Pittsfield
  • Pool available: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Midscale Highway hotel
More Photos Swimming pool at Comfort Inn & Suites East Greenbush Albany
From$87
Average 3.0 /5 Latest Reviews Call BookMore Details
Four Points by Sheraton - Albany
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3 Mount Hope Way, Albany, NY 12202 ~29.21 miles west of Pittsfield
  • Has swimming pool: Indoor Pool is open 7:00 AM to 10:00 PM
  • Midscale Suburban hotel
More Photos Swimming pool at Four Points by Sheraton
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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Best Western Bennington in Bennington
+1-888-906-6358

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220 Northside Dr., Bennington, VT 05201 ~31.11 miles north of Pittsfield
  • Pool available: Outdoor, seasonal
  • Low Cost Suburban hotel
More Photos Photo of Best Western Bennington Pool
From$36
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Bennington
+1-888-749-6785

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51 Hannaford Sq., Bennington, VT 05201 ~31.65 miles north of Pittsfield
  • Pool in hotel: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Mid-scale Mountain property
More Photos Swimming pool at Hampton Inn Bennington
From$80
Average 3.0 /5 Review Score Call BookMore Details
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La Quinta Inn & Suites by Wyndham Latham Albany Airport
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
833 New Loudon Rd., Latham, NY 12110 ~33.32 miles northwest of Pittsfield
  • Pool details: 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 Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
400 Old Loudon Rd., Latham, NY 12110 ~33.62 miles northwest of Pittsfield
  • Pool details: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • Three Star 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 - Hadley
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 ~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.
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn Hadley Amherst Area Pool
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Clocktower Hotel
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
981 Loudon Rd., Cohoes, NY 12047 ~33.89 miles northwest of Pittsfield
  • Includes a pool: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Economy Suburban hotel
More Photos Photo of The Clocktower Hotel Pool
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Albany Airport Hotel - Albany
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
200 Wolf Rd., Albany, NY 12205 ~33.94 miles northwest of Pittsfield
  • Pool available: 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.
  • Inexpensive Airport hotel
More Photos Photo of Albany Airport Hotel Pool
From$70
Average 3.5 /5 Recent Reviews Call BookMore Details
Marriott Albany - Albany
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
189 Wolf Rd., Albany, NY 12205 ~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 property
More Photos Photo of Marriott Albany Pool
From$113
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Albany Airport - Latham
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
611 Troy Schenectady Rd., Latham, NY 12110 ~33.96 miles northwest of Pittsfield
  • Includes a swimming pool
  • Two star Airport hotel
More Photos Pool image of Quality Inn & Suites Albany Airport
From$60
Average 3.0 /5 Review Score Call BookMore Details
Crowne Plaza Albany The Desmond Hotel by Ihg : 660 Albany Shaker Rd.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
660 Albany Shaker Rd., Albany, NY 12211 ~34.00 miles northwest of Pittsfield
  • Includes a pool: 7:00 AM-10:00 PM
  • High-end Airport hotel
More Photos Photo of Crowne Plaza Albany The Desmond Hotel by Ihg Pool
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Century House, Ascend Hotel Collection
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
997 Loudon Rd., Latham, NY 12110 ~34.02 miles northwest of Pittsfield
  • Includes a pool: Outdoor pool, dawn to dusk, seasonally
  • Three Star Suburban hotel
More Photos Photo of The Century House, Ascend Hotel Collection Pool
From$81
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport in Latham
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
5 Forts Ferry Rd., Latham, NY 12110 ~34.11 miles northwest of Pittsfield
  • Pool details: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • 3-star Airport hotel
More Photos Pool image of Towneplace Suites Latham Albany Airport
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
The White House Inn - Wilmington
+1-888-469-4795

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New Reservations: +1-888-469-4795 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
  • Expensive Mountain property
More Photos Swimming pool at The White House Inn
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY - Albany
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
B 1651 Western Ave., Albany, NY 12203 ~34.96 miles west of Pittsfield
  • Pool details: Indoor pool: 7am-10pm.
  • Affordable Suburban property
More Photos Swimming pool at Homewood Suites by Hilton Albany Crossgates Mall, NY
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall - Albany
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1651 Western Ave., Albany, NY 12203 ~34.96 miles west of Pittsfield
  • Pool details: Indoor pool: 7am-10pm.
  • Affordable Suburban property
More Photos Pool image of TRU by Hilton Albany Crossgates Mall
From$80
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 ~35.08 miles east of Pittsfield
  • Has swimming pool: Heated Indoor Pool open from 7am - 9pm daily.
  • Three Star Suburban property
More Photos Photo of Towneplace Suites by Marriott Pool
From$140
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Albany
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1614 Central Ave., Albany, NY 12205 ~35.18 miles northwest of Pittsfield
  • Has swimming pool: Outdoor Pool
  • 2 star property
More Photos Photo of Howard Johnson by Wyndham Albany Pool
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn Central
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1632 Central Ave., Albany, NY 12205 ~35.31 miles northwest of Pittsfield
  • Has swimming pool
  • Low Cost Airport hotel
More Photos Photo of Quality Inn Central Pool
From$60
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 ~36.22 miles southeast of Pittsfield
  • Includes a pool: Indoor and heated pool open from 6AM to 10PM
  • 3-star Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Springfield Holyoke
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott West Springfield
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
64 Border Way, West Springfield, MA 01089 ~38.14 miles southeast of Pittsfield
  • Pool in hotel: Indoor pool open from 6am-12am daily
  • 3-star Highway property
More Photos Swimming pool at Residence Inn by Marriott West Springfield
From$97
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn West Springfield in West Springfield
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
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
  • 2 star Suburban property
More Photos Swimming pool at Quality Inn West Springfield
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 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
  • Two-star Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites
From$129
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield - Chicopee
+1-888-675-2083

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New Reservations: +1-888-675-2083 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.
  • Mid-scale Suburban hotel
More Photos Photo of Hampton Inn Chicopee / Springfield Pool
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Clifton Park
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
42 Clifton Country Rd., Clifton Park, NY 12065 ~39.11 miles northwest of Pittsfield
  • Includes a pool: Indoor Pool Open 6AM to 10PM
  • Four star Downtown hotel
More Photos Swimming pool at Homewood Suites by Hilton Clifton Park
From$105
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield - Chicopee
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
440 Memorial Dr., Chicopee, MA 01020 ~39.13 miles southeast of Pittsfield
  • Pool details: Indoor Pool. Open 7AM-10PM daily.
  • Mid-scale hotel
More Photos Photo of TRU by Hilton Chicopee Springfield Pool
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 ~39.15 miles east of Pittsfield
  • Has swimming pool: Indoor pool Pool Hours 6am to 11pm
  • Affordable Highway property
More Photos Swimming pool at Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Springfield West Inn - West Springfield
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 ~39.16 miles southeast of Pittsfield
  • We have a pool ready for use
  • 3-star hotel
More Photos Photo of Best Western Springfield West Inn Pool
From$74
Average 3.0 /5 Reviews Call BookMore Details
Best Western Clifton Park : 617 Plank Rd.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
617 Plank Rd., Clifton Park, NY 12065 ~39.26 miles northwest of Pittsfield
  • Has swimming pool: Indoor Atrium Pool Open 7:30am - 10:00pm
  • Affordable Highway property
More Photos Photo of Best Western Clifton Park Pool
From$61
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Suites Clifton Park, an IHG Hotel - Clifton Park
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
18 Clifton Park Village Rd., Clifton Park, NY 12065 ~39.38 miles northwest of Pittsfield
  • Pool details: 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
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Clifton Park in Clifton Park
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1749 Route 9, Clifton Park, NY 12065 ~39.45 miles northwest of Pittsfield
  • Includes a pool: Pool and Hot Tub are inside of the hotel, hours of operation are 8:00 AM-10:00 PM.
  • Three Star Rural hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Clifton Park
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Mountaineer Inn
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
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 Swimming pool at Mountaineer Inn
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta by Wyndham
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
100 Congress St., Springfield, MA 01104 ~40.71 miles southeast of Pittsfield
  • Pool available: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Mid-scale Downtown property
More Photos Photo of La Quinta by Wyndham Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 ~41.39 miles southeast of Pittsfield
  • Pool details: Indoor heated pool
  • Mid-scale hotel
More Photos hotel room
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Schenectady Downtown : 450 State St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
450 State St., Schenectady, NY 12305 ~43.24 miles northwest of Pittsfield
  • Pool available: Indoor
  • Three Star Downtown hotel
More Photos Photo of Hampton Inn Schenectady Downtown Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details

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