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

Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 +1-888-389-4121
  • Pool in hotel: Indoor heated pool/hot tub
  • 3-star Suburban hotel
More Photos
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Yankee, Trademark Collection by Wyndham - Lenox
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 +1-888-675-2083 ~3.40 miles south of Pittsfield
  • We have a pool
  • Economical hotel
More Photos
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Club Wyndham Bentley Brook in Hancock
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 +1-800-716-8490 ~7.64 miles north of Pittsfield
  • Pool available: Indoor/Outdoor Pool Hot tub
  • Three Star Mountain hotel
More Photos
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Jiminy Peak Mountain Resort
+1-800-805-5223

How should we direct your call?

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.
  • Mid-scale Mountain property
More Photos
From$105
Very Good 4.0 /5 Reviews Call BookMore Details
The Red Lion Inn in Stockbridge
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
30 Main St., Stockbridge, MA 01262 +1-888-965-1860 ~12.07 miles south of Pittsfield
  • Pool in hotel: Year-round pool & hot tub. Our fabulous heated lap pool and hot-tub are open all year, and located right in the center of our property. In the summer months, enjoy the historic pool house with a cocktail and a rousing game of ping pong!
  • 3 star Rural hotel
More Photos
From$229
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+1-888-788-5576

How should we direct your call?

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 in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Midscale Mountain hotel
More Photos
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 +1-888-897-9207 ~17.50 miles south of Pittsfield
  • Has a pool!
  • Midscale Resort property
More Photos
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Maple Terrace Motel
+1-888-311-4278

How should we direct your call?

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.
  • Economy Rural property
More Photos
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Porches Inn at Mass Moca in North Adams
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
231 River St., North Adams, MA 01247 +1-888-469-4795 ~18.70 miles north of Pittsfield
  • Pool available: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Four star Downtown hotel
More Photos
From$199
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley in East Greenbush
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3 Tech Valley Dr., East Greenbush, NY 12061 +1-888-734-9421 ~23.03 miles west of Pittsfield
  • Pool in hotel: We have an indoor pool and a spa.
  • Mid-scale Suburban hotel
More Photos
From$117
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites East Greenbush Albany : 99 Miller Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
99 Miller Rd., Castleton, NY 12033 +1-888-841-5292 ~23.90 miles west of Pittsfield
  • Includes a pool: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • 3 star Highway property
More Photos
From$87
Average 3.0 /5 Read Reviews Call BookMore Details
Four Points by Sheraton in Albany
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3 Mount Hope Way, Albany, NY 12202 +1-888-455-5160 ~29.21 miles west of Pittsfield
  • Pool details: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3 star Suburban property
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western New Baltimore Inn
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
12600 State Route 9w, West Coxsackie, NY 12192 +1-888-965-8297 ~30.02 miles west of Pittsfield
  • Includes a pool
  • Three Star Rural property
More Photos
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Bennington - Bennington
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201 +1-888-906-6358 ~31.11 miles north of Pittsfield
  • Pool available: Outdoor, seasonal
  • 2-star Suburban property
More Photos
From$36
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada Plaza by Wyndham Albany in Albany
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3 Watervliet Ave. Ext, Albany, NY 12206 +1-888-749-6785 ~31.61 miles northwest of Pittsfield
  • Pool available: Indoor Heated Pool and Outdoor seasonal Pool. 8am - 11 pm Daily. 4ft - 5ft deep. No shallow ends. See Photo.
  • 3-star Highway hotel
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Bennington
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 +1-888-878-9982 ~31.65 miles north of Pittsfield
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Mid-scale Mountain property
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
9 Greenfield Rd., South Deerfield, MA 01373 +1-888-389-4485 ~32.20 miles east of Pittsfield
  • Includes a pool: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • Affordable Highway hotel
More Photos
From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Northampton Amherst : 117 Conz St.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
117 Conz St., Northampton, MA 01060 +1-888-389-4121 ~33.03 miles east of Pittsfield
  • Includes a pool: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • Cheap Highway property
More Photos
From$85
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport : 833 New Loudon Rd.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
833 New Loudon Rd., Latham, NY 12110 +1-888-675-2083 ~33.32 miles northwest of Pittsfield
  • Includes a pool: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Three Star hotel
More Photos
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
400 Old Loudon Rd., Latham, NY 12110 +1-800-716-8490 ~33.62 miles northwest of Pittsfield
  • Pool in hotel: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible
  • Mid-scale Airport hotel
More Photos
From$96
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Latham Albany North - Cohoes
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
981 Loudon Rd., Cohoes, NY 12047 +1-800-805-5223 ~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.
  • Two star Suburban hotel
More Photos
From$60
Average 3.0 /5 Reviews Call BookMore Details
Albany Airport Hotel - Albany
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
200 Wolf Rd., Albany, NY 12205 +1-888-965-1860 ~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.
  • Low-priced Airport hotel
More Photos
From$70
Average 3.5 /5 Latest Reviews Call BookMore Details
Marriott Albany : 189 Wolf Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
189 Wolf Rd., Albany, NY 12205 +1-888-788-5576 ~33.95 miles northwest of Pittsfield
  • Has swimming pool: We have an indoor and outdoor pool The indoor pool is open from 6am-11pm. The outdoor pool is seasonal and is open from 9am-dusk.
  • Four star Airport property
More Photos
From$113
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites Albany Airport
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
611 Troy Schenectady Rd., Latham, NY 12110 +1-888-897-9207 ~33.96 miles northwest of Pittsfield
  • Pool in hotel
  • 2-star Airport hotel
More Photos
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
The Century House, Ascend Hotel Collection in Latham
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
997 Loudon Rd., Latham, NY 12110 +1-888-311-4278 ~34.02 miles northwest of Pittsfield
  • Pool in hotel: Outdoor pool, dawn to dusk, seasonally
  • Three Star Suburban hotel
More Photos
From$81
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport : 5 Forts Ferry Rd.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
5 Forts Ferry Rd., Latham, NY 12110 +1-888-469-4795 ~34.11 miles northwest of Pittsfield
  • Includes a pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Midscale Airport property
More Photos
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express and Suites Albany Airport- Wolf Road, an IHG in Albany
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
16 Wolf Rd., Albany, NY 12205 +1-888-734-9421 ~34.32 miles northwest of Pittsfield
  • Pool in hotel: Indoor pool. Open 6 AM - 10 PM
  • 3 star Airport hotel
More Photos
From$84
Very Good 4.0 /5 Review Score Call BookMore Details
D. Hotel Suites & Spa : 1 Country Club Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 Country Club Rd., Holyoke, MA 01040 +1-888-841-5292 ~34.84 miles east of Pittsfield
  • Includes a pool: Relax in our heated indoor pool and whirlpool.
  • Three Star Highway property
More Photos
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
B 1651 Western Ave., Albany, NY 12203 +1-888-455-5160 ~34.96 miles west of Pittsfield
  • Pool in hotel: Indoor pool: 7am-10pm.
  • Midscale Suburban hotel
More Photos
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall in Albany
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1651 Western Ave., Albany, NY 12203 +1-888-965-8297 ~34.96 miles west of Pittsfield
  • Pool available: Indoor pool: 7am-10pm.
  • Mid-scale Suburban hotel
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Albany in Albany
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1614 Central Ave., Albany, NY 12205 +1-888-906-6358 ~35.18 miles northwest of Pittsfield
  • Pool in hotel: Outdoor Pool
  • Economy property
More Photos
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Central
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1632 Central Ave., Albany, NY 12205 +1-888-749-6785 ~35.31 miles northwest of Pittsfield
  • Pool in hotel
  • Two-star Airport property
More Photos
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke in Holyoke
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-878-9982 ~36.22 miles southeast of Pittsfield
  • Pool available: Indoor and heated pool open from 6AM to 10PM
  • Midscale Suburban property
More Photos
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst in Hadley
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
423 Russell St., Hadley, MA 01035 +1-888-389-4485 ~36.47 miles east of Pittsfield
  • Has swimming pool: 6AM-11PM Indoor Pool & Spa
  • 3 star Downtown property
More Photos
From$109
Very Good 4.0 /5 Review Score 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
  • Pool details: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Two-star Suburban hotel
More Photos
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr.
+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
  • Two star Suburban property
More Photos
From$129
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn 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
600 Memorial Dr., Chicopee, MA 01020 +1-800-716-8490 ~39.08 miles east of Pittsfield
  • Has swimming pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • 3 star Suburban hotel
More Photos
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Clifton Park : 42 Clifton Country Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
42 Clifton Country Rd., Clifton Park, NY 12065 +1-800-805-5223 ~39.11 miles northwest of Pittsfield
  • Pool details: Indoor Pool Open 6AM to 10PM
  • 4 star Downtown property
More Photos
From$105
Very Good 4.0 /5 Review Score 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 +1-888-965-1860 ~39.15 miles east of Pittsfield
  • Pool available: Indoor pool Pool Hours 6am to 11pm
  • 3-star Highway hotel
More Photos
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Springfield West Inn : 429 Riverdale St.
+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 +1-888-788-5576 ~39.16 miles southeast of Pittsfield
  • Has a pool!
  • Mid-scale hotel
More Photos
From$76
Average 3.0 /5 Reviews Call BookMore Details
Best Western Clifton Park
+1-888-897-9207

How should we direct your call?

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

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
18 Clifton Park Village Rd., Clifton Park, NY 12065 +1-888-311-4278 ~39.38 miles northwest of Pittsfield
  • Pool available: Indoor heated pool open from 5 am - 10 pm daily.
  • 3 star Suburban hotel
More Photos
From$91
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Mountaineer Inn : 270 Handle Rd.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 +1-888-469-4795 ~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
More Photos
From$50
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Springfield Monarch Place Hotel : 1 Monarach Place
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Monarach Place, Springfield, MA 01144 +1-888-734-9421 ~41.20 miles southeast of Pittsfield
  • Pool in hotel: We have a heated indoor pool with a seasonal outdoor sundeck/ patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Expensive Downtown hotel
More Photos
From$119
Average 3.5 /5 Review Score Call BookMore Details
MGM Springfield : 1 Mgm Way
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 Mgm Way, Springfield, MA 01103 +1-888-841-5292 ~41.46 miles southeast of Pittsfield
  • Pool details: Outdoor Pool open 9am - 9pm, seasonally
  • High-end Downtown property
More Photos
From$130
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Ludlow An Ihg Hotel
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
321 Center St., Ludlow, MA 01056 +1-888-455-5160 ~43.64 miles east of Pittsfield
  • Pool available: Heated indoor pool open 7am - 9pm daily.
  • 3-star Highway property
More Photos
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Back to Top