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

Hilton Garden Inn Lenox Pittsfield in Pittsfield
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201
  • Pool details: Indoor heated pool/hot tub
  • 3-star Suburban property
More PhotosPool image of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.5 /5Read Reviews CallBookMore Details
Crowne Plaza Pittsfield Berkshires in Pittsfield
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
1 West St., Pittsfield, MA 01201
  • Has a pool!
  • Mid-scale Downtown hotel
More Photos Pool image of Crowne Plaza Pittsfield Berkshires
From$80
Average 3.5 /5Recent Reviews CallBookMore Details
Yankee Inn - Lenox
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • Includes a swimming pool
  • Pool is good
  • Great pool
  • Lovely heated pool
  • Nice pool and hot tub
  • Pool nice, clean
  • Clean pool area
  • Clean pool, said 83%
  • Cheap property
More Photos Photo of Yankee Inn Pool
From$65
Very Good 4.0 /5Recent Reviews CallBookMore Details
Hampton Inn & Suites Berkshires Lenox
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863
445 Pittsfield Rd., Lenox, MA 01240 ~3.46 miles south of Pittsfield
  • Pool in hotel
  • 3-star Mountain property
More Photos Swimming pool at Hampton Inn & Suites Berkshires Lenox
From$109
Very Good 4.5 /5Review Score CallBookMore Details
Eastover Estate & Retreat
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863
430 East St., Lenox, MA 01240 ~5.53 miles south of Pittsfield
  • Pool in hotel: Indoor heated swimming pool.
  • 4 star Mountain property
More Photos Photo of Eastover Estate & Retreat Pool
From$109
Average 3.5 /5Review Score CallBookMore Details
Seven Hills Inn : 40 Plunkett St.
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863
40 Plunkett St., Lenox, MA 01240 ~8.10 miles south of Pittsfield
  • Pool details: Outdoor Pool
  • Expensive Resort hotel
More Photos Swimming pool at Seven Hills Inn
From$184
Very Good 4.5 /5Recent Reviews CallBookMore Details
Applegate Inn : 279 West Park St.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
279 West Park St., Lee, MA 01238 ~10.14 miles south of Pittsfield
  • Has a pool!
  • Three Star Rural property
More Photos Swimming pool at Applegate Inn
From$160
CallBookMore Details
The Red Lion Inn
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
30 Main St., Stockbridge, MA 01262 ~12.07 miles south of Pittsfield
  • Includes a pool: 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!
  • Excellent pool
  • Great pool
  • Heated outdoor pool
  • Relaxed pool
  • Affordable Rural property
More Photos Pool image of The Red Lion Inn
From$229
Very Good 4.0 /5Read Reviews CallBookMore Details
Berkshire Hills Country Inn
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
1146 Cold Spring Rd., Williamstown, MA 01267 ~16.43 miles north of Pittsfield
  • Has swimming pool: outdoor pool , seasonal- 20x40
  • Three Star Mountain property
More Photos Pool image of Berkshire Hills Country Inn
From$44
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Fairfield Inn by Marriott in Great Barrington
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 ~17.50 miles south of Pittsfield
  • We have a pool
  • Midscale Resort property
More Photos Swimming pool at Fairfield Inn by Marriott
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Orchards Hotel : 222 Adams Rd.
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863
222 Adams Rd., Williamstown, MA 01267 ~17.85 miles north of Pittsfield
  • We have a pool ready for use
  • Horrible pool
  • Pool should be renewed
  • Pool incredibly small
  • Pool quite small
  • Expensive Suburban hotel
More Photos Swimming pool at Orchards Hotel
From$109
Very Good 4.0 /5Review Score CallBookMore Details
Maple Terrace Motel
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 ~18.01 miles north of Pittsfield
  • Includes a pool: Beautiful secluded heated pool with amazing and breathtaking views.Opens Daily 9 AM and closes at Dusk.
  • 2 star Rural hotel
More Photos Swimming pool at Maple Terrace Motel
From$59
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The Williams Inn - Williamstown
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863
1090 Main St., Williamstown, MA 01267 ~18.28 miles north of Pittsfield
  • Pool details: Indoor heated pool and hot tub.
  • 4-star Suburban property
More Photos Photo of The Williams Inn Pool
From$95
Very Good 4.5 /5Reviews CallBookMore Details
Holiday Inn Berkshires : 40 Main St.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
40 Main St., North Adams, MA 01247 ~18.46 miles northeast of Pittsfield
  • Pool available: 5am-10pmIndoor
  • Pool is good
  • Great pool
  • Nice pool
  • 3 star Downtown hotel
More Photos Pool image of Holiday Inn Berkshires
From$162
Very Good 4.0 /5Read Reviews CallBookMore Details
The Porches Inn at Mass Moca : 231 River St.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 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.
  • Excellent pool
  • Great pool
  • Heated outdoor pool
  • Heated swimming pool
  • Four star Downtown property
More Photos Swimming pool at The Porches Inn at Mass Moca
From$199
Very Good 4.5 /5Guest Reviews CallBookMore Details
Residence Inn by Marriott Tech Valley
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 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.
  • Three Star Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Tech Valley
From$117
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Comfort Inn & Suites Albany / East Greenbush
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
99 Miller Rd., East Greenbush, NY 12033 ~23.90 miles west of Pittsfield
  • Pool details: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • 3-star Highway property
More Photos Photo of Comfort Inn & Suites Albany / East Greenbush Pool
From$87
Average 3.5 /5Review Score CallBookMore Details
Hampton Inn Albany / East Greenbush - East Greenbush
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863
25 Hampton Inn Dr., East Greenbush, NY 12061 ~26.13 miles west of Pittsfield
  • Pool details: Indoor heated pool open 7am-10pm
  • Three Star Suburban property
More Photos Pool image of Hampton Inn Albany / East Greenbush
From$109
Very Good 4.5 /5Reviews CallBookMore Details
Capital Inn & Suites : 110 Columbia Turnpike
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863
110 Columbia Turnpike, Rensselaer, NY 12144 ~27.81 miles west of Pittsfield
  • Pool in hotel
  • Inexpensive Suburban hotel
More Photos Photo of Capital Inn & Suites Pool
From$60
Average 3.0 /5Review Score CallBookMore Details
Hilton Garden Inn Troy in Troy
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863
235 Hoosick St., Troy, NY 12180 ~29.42 miles northwest of Pittsfield
  • Includes a pool: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoorHours: 6:00am - 11:00pm
  • Heated pool and gym
  • Midscale Suburban hotel
More Photos Photo of Hilton Garden Inn Troy Pool
From$79
Very Good 4.5 /5Latest Reviews CallBookMore Details
Quality Inn & Suites Glenmont Albany South : 15 Frontage Rd.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
15 Frontage Rd., Glenmont, NY 12077 ~29.73 miles west of Pittsfield
  • Pool available: 7am to 10pmIndoor
  • Inexpensive Suburban hotel
More Photos Swimming pool at Quality Inn & Suites Glenmont Albany South
From$69
Average 3.5 /5Recent Reviews CallBookMore Details
Best Western New Baltimore Inn
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
12600 State Route 9w, West Coxsackie, NY 12192-1711 ~30.02 miles west of Pittsfield
  • Pool in hotel
  • Affordable Rural hotel
More Photos Swimming pool at Best Western New Baltimore Inn
From$75
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hilton Garden Inn Albany Medical Center - Albany
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
62 New Scotland Ave., Albany, NY 12208 ~30.36 miles west of Pittsfield
  • Includes a pool: 5a-10p
  • Affordable Downtown property
More Photos Swimming pool at Hilton Garden Inn Albany Medical Center
From$114
Very Good 4.5 /5Read Reviews CallBookMore Details
Blackberry River Inn in Norfolk
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
538 Greenwoods Rd. West, Norfolk, CT 06058 ~30.60 miles south of Pittsfield
  • Pool in hotel
  • Three Star property
More Photos Photo of Blackberry River Inn Pool
From$109
Very Good 4.0 /5Latest Reviews CallBookMore Details
Best Western Bennington
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201-1723 ~31.11 miles north of Pittsfield
  • Pool available: Outdoor, seasonal
  • Three Star Suburban hotel
More Photos Pool image of Best Western Bennington
From$84
Very Good 4.0 /5Guest Reviews CallBookMore Details
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