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.
Planning group travel? Get Pittsfield MA Group Hotel Rates

Pittsfield Hotels with Outdoor or Indoor Pools

Berkshire Mountain Lodge
+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 +1-888-389-4121
  • Pool details: Indoor pool & hot tub Open daily 8am-11pm
  • Low-priced Mountain property
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From$125
Very good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1055 South St., Pittsfield, MA 01201 +1-888-675-2083
  • Has swimming pool: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Three Star Suburban hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-800-716-8490
  • Includes a pool: Indoor heated pool/hot tub
  • Mid-scale Suburban property
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From$95
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 +1-800-805-5223 ~7.85 miles north of Pittsfield
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3-star Mountain property
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From$105
Very good 4.0 /5 Reviews Call BookMore Details
Vacation Village in The Berkshires : 276 Brodie Mtn Rd.
+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 +1-888-965-1860 ~8.07 miles north of Pittsfield
  • Pool details: Pool hours 8am - 11pm Vacation Village in the Berkshires has a heated indoor swimming pool inside the clubhouse and a heated outdoor swimming pool located behind the clubhouse. Weather permitting, the outdoor pool is open seasonally from Memorial Day through Labor Day. Poolside lounge chairs are available to our owners and guests on a first-come, first-served basis. Pool towels are provided at each pool.
  • Three Star Mountain hotel
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From$75
Very good 4.0 /5 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 +1-888-788-5576 ~12.21 miles south of Pittsfield
  • Pool details: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Mid-scale Mountain hotel
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From$89
Very good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+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 Website +1-888-897-9207 ~17.50 miles south of Pittsfield
  • Our hotel comes with a pool
  • Three Star Resort property
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From$109
Very good 4.0 /5 Guest 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 +1-888-311-4278 ~18.01 miles north of Pittsfield
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Cheap Rural hotel
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From$59
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection
+1-888-469-4795

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40 Main St., North Adams, MA 01247 +1-888-469-4795 ~18.46 miles northeast of Pittsfield
  • Includes a pool: 5am-10pm Indoor
  • Affordable Downtown property
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From$136
Very good 4.0 /5 Hotel 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 +1-888-734-9421 ~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 hotel
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From$199
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley
+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 +1-888-841-5292 ~23.03 miles west of Pittsfield
  • Pool details: We have an indoor pool and a spa.
  • 3 star Suburban property
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From$117
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Bennington - Bennington
+1-888-455-5160

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220 Northside Dr., Bennington, VT 05201 +1-888-455-5160 ~31.11 miles north of Pittsfield
  • Includes a pool: Outdoor, seasonal
  • 2-star Suburban hotel
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From$36
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Bennington - Bennington
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 +1-888-965-8297 ~31.65 miles north of Pittsfield
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3 star Mountain property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
9 Greenfield Rd., South Deerfield, MA 01373 +1-888-906-6358 ~32.20 miles east of Pittsfield
  • Pool details: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • 3 star Highway hotel
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From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport - Latham
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
833 New Loudon Rd., Latham, NY 12110 +1-888-749-6785 ~33.32 miles northwest of Pittsfield
  • Pool in hotel: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • 3-star property
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From$69
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
+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 +1-888-878-9982 ~33.62 miles northwest of Pittsfield
  • Includes a pool: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • 3-star Airport property
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From$96
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area
+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 +1-888-389-4485 ~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.
  • Three Star Suburban property
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From$109
Very good 4.0 /5 Review Score Call BookMore Details
The Clocktower Hotel : 981 Loudon Rd.
+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 +1-888-389-4121 ~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.
  • Cheap Suburban property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Albany Airport Hotel
+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 +1-888-675-2083 ~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.
  • Cheap Airport property
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From$70
Average 3.5 /5 Hotel 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 +1-800-716-8490 ~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.
  • 4 star Airport property
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From$113
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Albany Airport - Latham
+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 +1-800-805-5223 ~33.96 miles northwest of Pittsfield
  • We have a pool
  • 2 star Airport property
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From$60
Average 3.0 /5 Hotel 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 +1-888-965-1860 ~34.00 miles northwest of Pittsfield
  • Pool details: 7:00 AM-10:00 PM
  • Expensive Airport property
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From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield by Marriott Albany Airport
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
168 Wolf Rd., Albany, NY 12205 +1-888-788-5576 ~34.01 miles northwest of Pittsfield
  • Pool in hotel: Indoor Pool
  • Three Star Airport property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
The Century House Ascend Hotel Collection in Latham
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
997 Loudon Rd., Latham, NY 12110 +1-888-897-9207 ~34.02 miles northwest of Pittsfield
  • Has swimming pool: Outdoor pool, dawn to dusk, seasonally
  • 3-star Suburban property
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From$81
Very good 4.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport in Latham
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
5 Forts Ferry Rd., Latham, NY 12110 +1-888-311-4278 ~34.11 miles northwest of Pittsfield
  • Pool details: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • 3-star Airport property
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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 +1-888-469-4795 ~34.81 miles northeast of Pittsfield
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • High end Mountain hotel
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY in 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 +1-888-734-9421 ~34.96 miles west of Pittsfield
  • Pool available: Indoor pool: 7am-10pm.
  • Affordable Suburban property
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From$89
Very good 4.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall in Albany
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1651 Western Ave., Albany, NY 12203 +1-888-841-5292 ~34.96 miles west of Pittsfield
  • Has swimming pool: Indoor pool: 7am-10pm.
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott : 237 Russell St.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 +1-888-455-5160 ~35.08 miles east of Pittsfield
  • Pool details: Heated Indoor Pool open from 7am - 9pm daily.
  • Midscale Suburban hotel
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From$140
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Central
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1632 Central Ave., Albany, NY 12205 +1-888-965-8297 ~35.31 miles northwest of Pittsfield
  • Our hotel comes with a pool
  • Cheap Airport hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Interlaken Inn
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
74 Interlaken Rd., Lakeville, CT 06039 +1-888-906-6358 ~36.17 miles south of Pittsfield
  • Includes a pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort property
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From$179
Very good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-749-6785 ~36.22 miles southeast of Pittsfield
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • Midscale Suburban hotel
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From$109
Very good 4.0 /5 Review Score Call BookMore Details
The Hampton Inn & Suites Albany Airport - Latham
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
45 British American Blvd., Latham, NY 12110 +1-888-878-9982 ~36.50 miles northwest of Pittsfield
  • Pool in hotel: Heated Indoor Pool
  • Midscale Airport hotel
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From$80
Average 3.0 /5 Hotel 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 +1-888-389-4485 ~38.14 miles southeast of Pittsfield
  • Pool in hotel: Indoor pool open from 6am-12am daily
  • 3-star Highway hotel
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From$97
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1150 Riverdale St., West Springfield, MA 01089 +1-888-389-4121 ~38.41 miles southeast of Pittsfield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Economical Suburban property
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From$75
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites - West Springfield
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 +1-888-675-2083 ~38.50 miles southeast of Pittsfield
  • Pool available: Indoor pool and whirlpool open daily from 7am-10pm
  • Cheap Suburban property
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From$129
Average 3.0 /5 Reviews Call BookMore Details
Courtyard West Spring Marriott : 885 Riverdale St.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
885 Riverdale St., West Springfield, MA 01089 +1-800-716-8490 ~38.69 miles southeast of Pittsfield
  • With a pool!
  • Three Star hotel
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From$90
Very good 4.0 /5 Guest Reviews 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 +1-800-805-5223 ~39.08 miles east of Pittsfield
  • Pool in hotel: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Midscale Suburban property
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From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Clifton Park
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
42 Clifton Country Rd., Clifton Park, NY 12065 +1-888-965-1860 ~39.11 miles northwest of Pittsfield
  • Pool in hotel: Indoor Pool Open 6AM to 10PM
  • 4 star Downtown property
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From$105
Very good 4.0 /5 Recent Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee
+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 +1-888-788-5576 ~39.13 miles southeast of Pittsfield
  • Pool in hotel: Indoor Pool. Open 7AM-10PM daily.
  • Midscale property
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From$90
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 +1-888-897-9207 ~39.15 miles east of Pittsfield
  • Includes a pool: Indoor pool Pool Hours 6am to 11pm
  • Three Star Highway property
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Springfield West Inn
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 +1-888-311-4278 ~39.16 miles southeast of Pittsfield
  • Our hotel comes with a pool
  • Three Star hotel
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From$74
Average 3.0 /5 Reviews Call BookMore Details
Best Western Clifton Park - Clifton Park
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
617 Plank Rd., Clifton Park, NY 12065 +1-888-469-4795 ~39.26 miles northwest of Pittsfield
  • Includes a pool: Indoor Atrium Pool Open 7:30am - 10:00pm
  • Three Star Highway property
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From$61
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Suites Clifton Park, an IHG Hotel in Clifton Park
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
18 Clifton Park Village Rd., Clifton Park, NY 12065 +1-888-734-9421 ~39.38 miles northwest of Pittsfield
  • Pool in hotel: Indoor heated pool open from 5 am - 10 pm daily.
  • Midscale Suburban hotel
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From$91
Very good 4.0 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Snow : 270 Handle Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 +1-888-841-5292 ~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.
  • Two star Mountain hotel
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From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta by Wyndham
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
100 Congress St., Springfield, MA 01104 +1-888-455-5160 ~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.
  • 3-star Downtown property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Springfield : 1 Monarch Place
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1 Monarch Place, Springfield, MA 01144 +1-888-965-8297 ~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
  • Three Star Downtown hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 +1-888-906-6358 ~41.39 miles southeast of Pittsfield
  • Pool available: Indoor heated pool
  • 3-star property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Schenectady Downtown
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
450 State St., Schenectady, NY 12305 +1-888-749-6785 ~43.24 miles northwest of Pittsfield
  • Pool details: Indoor
  • 3 star Downtown property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Ludlow by IHG
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
321 Center St., Ludlow, MA 01056 +1-888-878-9982 ~43.64 miles east of Pittsfield
  • Includes a pool: Heated indoor pool open 7am - 9pm daily.
  • Three Star Highway property
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From$89
Very good 4.0 /5 Reviews Call BookMore Details
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