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 property
More Photos Photo of Berkshire Mountain Lodge Pool
From$125
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
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Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+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
  • Has swimming pool: Indoor heated pool/hot tub
  • Affordable Suburban hotel
More Photos Pool image of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Yankee Inn
+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
  • Includes a pool: Indoor - Pool
  • Two star property
More Photos Swimming pool at Yankee Inn
From$145
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+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
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain property
More Photos Photo of Jiminy Peak Mountain Resort Pool
From$105
Very Good 4.0 /5 Recent 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
  • 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.
  • Mid-scale Mountain property
More Photos Swimming pool at Vacation Village in The Berkshires
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St.
+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
  • Pool in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Midscale Mountain hotel
More Photos Pool image of 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 in Great Barrington
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 ~17.50 miles south of Pittsfield
  • Includes a pool
  • 3 star 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
Maple Terrace Motel : 555 Main St.
+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.
  • 2 star Rural property
More Photos Swimming pool at Maple Terrace Motel
From$59
Very Good 4.0 /5 Read Reviews 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
  • Mid-scale Downtown property
More Photos Swimming pool at Hotel Downstreet Ascend Hotel Collection
From$136
Very Good 4.0 /5 Reviews Call BookMore Details
The Porches Inn at Mass Moca in North Adams
+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.
  • High-end Downtown property
More Photos Pool image of The Porches Inn at Mass Moca
From$199
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley in 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 available: We have an indoor pool and a spa.
  • Mid-scale Suburban property
More Photos Pool image of 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 : 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
  • Mid-scale Highway property
More Photos Pool image of Comfort Inn & Suites East Greenbush Albany
From$87
Average 3.0 /5 Read 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
  • Includes a pool: Outdoor, seasonal
  • Cheap Suburban property
More Photos Pool image of Best Western Bennington
From$36
Very Good 4.0 /5 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
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3 star Mountain hotel
More Photos Pool image of Hampton Inn Bennington
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport : 833 New Loudon Rd.
+1-888-749-6785

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833 New Loudon Rd., Latham, NY 12110 ~33.32 miles northwest of Pittsfield
  • Includes a pool: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • 3 star property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Latham Albany Airport
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
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Holiday Inn Express & Suites Albany Airport Area Latham An Ihg in Latham
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
400 Old Loudon Rd., Latham, NY 12110 ~33.62 miles northwest of Pittsfield
  • Pool available: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • 3 star Airport hotel
More Photos Photo of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg Pool
From$96
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area : 24 Bay Rd.
+1-888-389-4485

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New Reservations: +1-888-389-4485 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 hotel
More Photos Swimming pool at Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Clocktower Hotel
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
981 Loudon Rd., Cohoes, NY 12047 ~33.89 miles northwest of Pittsfield
  • Pool available: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Economical Suburban property
More Photos Swimming pool at The Clocktower Hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Albany Airport Hotel : 200 Wolf Rd.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
200 Wolf Rd., Albany, NY 12205 ~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.
  • Economy Airport property
More Photos Photo of Albany Airport Hotel Pool
From$70
Average 3.5 /5 Recent Reviews Call BookMore Details
Marriott Albany
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
189 Wolf Rd., Albany, NY 12205 ~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.
  • High end Airport hotel
More Photos Swimming pool at Marriott Albany
From$113
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Albany Airport
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
611 Troy Schenectady Rd., Latham, NY 12110 ~33.96 miles northwest of Pittsfield
  • Has swimming pool
  • Economical Airport hotel
More Photos Photo of Quality Inn & Suites Albany Airport Pool
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Albany The Desmond Hotel by Ihg : 660 Albany Shaker Rd.
+1-888-965-1860

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New Reservations: +1-888-965-1860 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
  • Expensive Airport hotel
More Photos Swimming pool at Crowne Plaza Albany The Desmond Hotel by Ihg
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Century House, Ascend Hotel Collection : 997 Loudon Rd.
+1-888-788-5576

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New Reservations: +1-888-788-5576 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
  • 3-star Suburban property
More Photos Pool image of The Century House, Ascend Hotel Collection
From$81
Very Good 4.0 /5 Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
5 Forts Ferry Rd., Latham, NY 12110 ~34.11 miles northwest of Pittsfield
  • Pool in hotel: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • 3 star Airport property
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 in Wilmington
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 ~34.81 miles northeast of Pittsfield
  • Pool available: Small, shallow indoor pool, open 24 hours a day
  • 4-star Mountain property
More Photos Photo of The White House Inn Pool
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
B 1651 Western Ave., Albany, NY 12203 ~34.96 miles west of Pittsfield
  • Pool available: Indoor pool: 7am-10pm.
  • Three Star Suburban hotel
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.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1651 Western Ave., Albany, NY 12203 ~34.96 miles west of Pittsfield
  • Pool details: Indoor pool: 7am-10pm.
  • 3 star Suburban hotel
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
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 ~35.08 miles east of Pittsfield
  • Includes a pool: Heated Indoor Pool open from 7am - 9pm daily.
  • Mid-scale Suburban hotel
More Photos Photo of Towneplace Suites by Marriott Pool
From$140
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Albany : 1614 Central Ave.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1614 Central Ave., Albany, NY 12205 ~35.18 miles northwest of Pittsfield
  • Has swimming pool: Outdoor Pool
  • Two-star property
More Photos Swimming pool at Howard Johnson by Wyndham Albany
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn Central in 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
  • Our hotel comes with a pool
  • Economical Airport property
More Photos Photo of Quality Inn Central Pool
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 ~36.22 miles southeast of Pittsfield
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • 3 star Suburban hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Springfield Holyoke Pool
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott West Springfield
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
64 Border Way, West Springfield, MA 01089 ~38.14 miles southeast of Pittsfield
  • Pool details: 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 Hotel Reviews Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1150 Riverdale St., West Springfield, MA 01089 ~38.41 miles southeast of Pittsfield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • 2-star Suburban hotel
More Photos Swimming pool at Quality Inn West Springfield
From$75
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites - West Springfield
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 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
  • Low-priced Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites
From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield - Chicopee
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 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 Swimming pool at Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Clifton Park in Clifton Park
+1-888-675-2083

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New Reservations: +1-888-675-2083 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 property
More Photos Pool image of Homewood Suites by Hilton Clifton Park
From$105
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 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 Pool image of TRU by Hilton Chicopee Springfield
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 ~39.15 miles east of Pittsfield
  • Pool details: Indoor pool Pool Hours 6am to 11pm
  • 3 star Highway hotel
More Photos Photo of Residence Inn by Marriott Springfield Chicopee Pool
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Springfield West Inn in West Springfield
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 ~39.16 miles southeast of Pittsfield
  • Our hotel comes with a pool
  • Affordable hotel
More Photos Swimming pool at Best Western Springfield West Inn
From$74
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Clifton Park : 617 Plank Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
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 hotel
More Photos Swimming pool at Best Western Clifton Park
From$61
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Suites Clifton Park, an IHG Hotel
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
18 Clifton Park Village Rd., Clifton Park, NY 12065 ~39.38 miles northwest of Pittsfield
  • Pool available: Indoor heated pool open from 5 am - 10 pm daily.
  • 3-star Suburban hotel
More Photos Swimming pool at Holiday Inn Express Suites Clifton Park, an IHG Hotel
From$91
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Clifton Park - Clifton Park
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1749 Route 9, Clifton Park, NY 12065 ~39.45 miles northwest of Pittsfield
  • Pool available: Pool and Hot Tub are inside of the hotel, hours of operation are 8:00 AM-10:00 PM.
  • 3 star Rural hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Clifton Park Pool
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Mountaineer Inn in Dover
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 ~39.67 miles northeast of Pittsfield
  • Has swimming pool: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Cheap Mountain property
More Photos Swimming pool at Mountaineer Inn
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta by Wyndham
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 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.
  • Mid-scale Downtown property
More Photos Pool image of La Quinta by Wyndham
From$80
Average 3.0 /5 Review Score Call BookMore Details
Sheraton Springfield
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 Monarch Place, Springfield, MA 01144 ~41.17 miles southeast of Pittsfield
  • Pool in hotel: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Affordable Downtown hotel
More Photos Swimming pool at Sheraton Springfield
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Springfield Downtown in Springfield
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 ~41.39 miles southeast of Pittsfield
  • Includes a pool: Indoor heated pool
  • 3 star hotel
More Photos hotel room
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Schenectady Downtown
+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 details: Indoor
  • 3 star Downtown property
More Photos Photo of Hampton Inn Schenectady Downtown Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Brattleboro
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
515 Canal St., Brattleboro, VT 05301 ~43.67 miles northeast of Pittsfield
  • Has swimming pool
  • 2 star Downtown property
More Photos Photo of Econo Lodge Brattleboro Pool
From$53
Not Good 1.0 /5 Review Score Call BookMore Details

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