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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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Low Cost Mountain property
More Photos Pool image of Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Recent 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
  • Pool details: Indoor heated pool/hot tub
  • Three Star Suburban property
More Photos Pool image of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Yankee Inn
+1-800-716-8490

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461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • Pool available: Indoor - Pool
  • Low priced hotel
More Photos Photo of Yankee Inn Pool
From$145
Very Good 4.0 /5 Read Reviews Call BookMore Details
Jiminy Peak Mountain Resort in Hancock
+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
  • Has swimming pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain hotel
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Vacation Village in The Berkshires
+1-888-965-1860

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276 Brodie Mtn Rd., Lanesborough, MA 01237 ~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 Pool image of Vacation Village in The Berkshires
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee
+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)
  • Three Star Mountain property
More Photos Pool image of Holiday Inn Club Vacations Oak N Spruce Resort
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington
+1-888-897-9207

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249 Stockbridge Rd., Great Barrington, MA 01230 ~17.50 miles south of Pittsfield
  • Includes a swimming pool
  • Mid-scale Resort hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
The Williams Inn
+1-888-311-4278

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101 Spring St., Williamstown, MA 01267 ~17.99 miles north of Pittsfield
  • Has swimming pool: Indoor heated pool and hot tub.
  • 4-star Suburban property
More Photos Pool image of The Williams Inn
From$125
Average 3.0 /5 Review Score Call BookMore Details
Maple Terrace Motel in Williamstown
+1-888-469-4795

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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 hotel
More Photos Swimming pool at Maple Terrace Motel
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection : 40 Main St.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
40 Main St., North Adams, MA 01247 ~18.46 miles northeast of Pittsfield
  • Pool details: 5am-10pm Indoor
  • Three Star Downtown hotel
More Photos Photo of Hotel Downstreet Ascend Hotel Collection Pool
From$136
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Porches Inn at Mass Moca - North Adams
+1-888-841-5292

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231 River St., North Adams, MA 01247 ~18.70 miles north of Pittsfield
  • Pool details: 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$199
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley
+1-888-455-5160

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3 Tech Valley Dr., East Greenbush, NY 12061 ~23.03 miles west of Pittsfield
  • Includes a pool: We have an indoor pool and a spa.
  • Affordable Suburban property
More Photos Pool image of Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$117
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Bennington : 220 Northside Dr.
+1-888-965-8297

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220 Northside Dr., Bennington, VT 05201 ~31.11 miles north of Pittsfield
  • Pool in hotel: Outdoor, seasonal
  • Low priced Suburban hotel
More Photos Swimming pool at Best Western Bennington
From$36
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Hampton Inn Bennington
+1-888-906-6358

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51 Hannaford Sq., Bennington, VT 05201 ~31.65 miles north of Pittsfield
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3-star Mountain hotel
More Photos Swimming pool at Hampton Inn Bennington
From$80
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst
+1-888-749-6785

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9 Greenfield Rd., South Deerfield, MA 01373 ~32.20 miles east of Pittsfield
  • Includes a pool: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • 3-star Highway property
More Photos Photo of Red Roof Inn Plus+ South Deerfield – Amherst Pool
From$57
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 in hotel: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Mid-scale hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Latham Albany Airport Pool
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg - Latham
+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 Website ~33.62 miles northwest of Pittsfield
  • Pool in hotel: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • Three Star Airport hotel
More Photos Photo of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg Pool
From$96
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area
+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
  • Pool in hotel: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3-star Suburban property
More Photos Swimming pool at Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Clocktower Hotel in Cohoes
+1-888-675-2083

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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.
  • Cheap Suburban hotel
More Photos Pool image of The Clocktower Hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Albany Airport Hotel
+1-800-716-8490

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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.
  • Cheap Airport hotel
More Photos Swimming pool at Albany Airport Hotel
From$70
Average 3.5 /5 Latest 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.
  • Expensive Airport property
More Photos Swimming pool at Marriott Albany
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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611 Troy Schenectady Rd., Latham, NY 12110 ~33.96 miles northwest of Pittsfield
  • Our hotel comes with a pool
  • 2 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
+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
  • Pool available: 7:00 AM-10:00 PM
  • High end Airport property
More Photos Pool image of Crowne Plaza Albany - The Desmond Hotel by IHG
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Century House, Ascend Hotel Collection in Latham
+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
  • Pool available: Outdoor pool, dawn to dusk, seasonally
  • Affordable Suburban property
More Photos Photo of The Century House, Ascend Hotel Collection Pool
From$81
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites Latham Albany Airport - 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 available: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Mid-scale Airport hotel
More Photos Photo of Towneplace Suites Latham Albany Airport Pool
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
The White House Inn
+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
  • High end Mountain hotel
More Photos Pool image of The White House Inn
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY
+1-888-734-9421

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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
  • Has swimming 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 Latest Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall in 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
  • Has swimming pool: Indoor pool: 7am-10pm.
  • 3 star 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 in Hadley
+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
  • Pool details: 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 Latest Reviews Call BookMore Details
Quality Inn Central - Albany
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1632 Central Ave., Albany, NY 12205 ~35.31 miles northwest of Pittsfield
  • With a pool!
  • 2-star Airport hotel
More Photos Photo of Quality Inn Central Pool
From$60
Average 3.0 /5 Reviews Call BookMore Details
Interlaken Inn
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
74 Interlaken Rd., Lakeville, CT 06039 ~36.17 miles south of Pittsfield
  • Pool in hotel: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Affordable Resort hotel
More Photos Swimming pool at Interlaken Inn
From$179
Very Good 4.0 /5 Recent 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
  • Pool available: Indoor and heated pool open from 6AM to 10PM
  • 3-star Suburban property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Springfield Holyoke
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Hampton Inn & Suites Albany Airport - Latham
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
45 British American Blvd., Latham, NY 12110 ~36.50 miles northwest of Pittsfield
  • Pool available: Heated Indoor Pool
  • Midscale Airport hotel
More Photos Swimming pool at The Hampton Inn & Suites Albany Airport
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott West Springfield
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
64 Border Way, West Springfield, MA 01089 ~38.14 miles southeast of Pittsfield
  • Pool available: Indoor pool open from 6am-12am daily
  • 3 star Highway property
More Photos Pool image of Residence Inn by Marriott West Springfield
From$97
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-389-4121

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New Reservations: +1-888-389-4121 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
  • Cheap Suburban hotel
More Photos Pool image of Quality Inn West Springfield
From$75
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr.
+1-888-675-2083

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106 Capital Dr., West Springfield, MA 01089 ~38.50 miles southeast of Pittsfield
  • Pool in hotel: Indoor pool and whirlpool open daily from 7am-10pm
  • Low priced Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites
From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard West Spring Marriott - West Springfield
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
885 Riverdale St., West Springfield, MA 01089 ~38.69 miles southeast of Pittsfield
  • Includes a pool
  • Midscale property
More Photos Pool image of Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield : 600 Memorial Dr.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 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.
  • 3 star Suburban property
More Photos Pool image of Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Clifton Park in Clifton Park
+1-888-965-1860

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New Reservations: +1-888-965-1860 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
  • Expensive Downtown property
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
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 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.
  • Affordable hotel
More Photos Swimming pool at TRU by Hilton Chicopee Springfield
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr.
+1-888-897-9207

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500 Memorial Dr., Chicopee, MA 01020 ~39.15 miles east of Pittsfield
  • Has swimming pool: Indoor pool Pool Hours 6am to 11pm
  • 3 star Highway hotel
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
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 ~39.16 miles southeast of Pittsfield
  • Pool in hotel
  • 3-star hotel
More Photos Photo of Best Western Springfield West Inn Pool
From$74
Average 3.0 /5 Review Score Call BookMore Details
Best Western Clifton Park in Clifton Park
+1-888-469-4795

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617 Plank Rd., Clifton Park, NY 12065 ~39.26 miles northwest of Pittsfield
  • Includes a pool: Indoor Atrium Pool Open 7:30am - 10:00pm
  • 3-star Highway property
More Photos Swimming pool at Best Western Clifton Park
From$61
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Suites Clifton Park, an IHG Hotel - Clifton Park
+1-888-734-9421

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New Reservations: +1-888-734-9421 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.
  • Three Star Suburban hotel
More Photos Swimming pool at Holiday Inn Express Suites Clifton Park, an IHG Hotel
From$91
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Clifton Park - Clifton Park
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1749 Route 9, Clifton Park, NY 12065 ~39.45 miles northwest of Pittsfield
  • Pool in hotel: Pool and Hot Tub are inside of the hotel, hours of operation are 8:00 AM-10:00 PM.
  • Affordable Rural property
More Photos Photo of La Quinta Inn & Suites by Wyndham Clifton Park Pool
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Mountaineer Inn : 270 Handle Rd.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 ~39.67 miles northeast of Pittsfield
  • Pool available: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Low Cost Mountain property
More Photos Photo of Mountaineer Inn Pool
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta by Wyndham : 100 Congress St.
+1-888-965-8297

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100 Congress St., Springfield, MA 01104 ~40.71 miles southeast of Pittsfield
  • Includes a pool: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Three Star Downtown hotel
More Photos Swimming pool at La Quinta by Wyndham
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sheraton Springfield - Springfield
+1-888-906-6358

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1 Monarch Place, Springfield, MA 01144 ~41.17 miles southeast of Pittsfield
  • Pool available: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Midscale Downtown property
More Photos Photo of Sheraton Springfield Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Springfield Downtown : 145 State St.
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 ~41.39 miles southeast of Pittsfield
  • Pool available: Indoor heated pool
  • Midscale hotel
More Photos hotel room
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Schenectady Downtown - Schenectady
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
450 State St., Schenectady, NY 12305 ~43.24 miles northwest of Pittsfield
  • Has swimming pool: Indoor
  • Midscale Downtown hotel
More Photos Photo of Hampton Inn Schenectady Downtown Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details

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