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 Front Desk: 14134482222
1032 South St., Pittsfield, MA 01201
  • Pool available: Indoor heated pool/hot tub
  • Affordable Suburban hotel
More PhotosPhoto of Hilton Garden Inn Lenox Pittsfield Pool
From$109
Very Good 4.5 /5Reviews CallBookMore Details
Crowne Plaza Pittsfield Berkshires
+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!
  • 3 star Downtown hotel
More Photos Pool image of Crowne Plaza Pittsfield Berkshires
From$80
Average 3.5 /5Recent Reviews CallBookMore Details
Berkshire Inn in Pittsfield
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14134433000
150 West Housatonic St., Pittsfield, MA 01201
  • Includes a swimming pool
  • Two star Downtown property
  • Front desk staff was nice
  • Great shopping
More Photos Swimming pool at Berkshire Inn
From$90
Average 3.5 /5Recent Reviews CallBookMore Details
Yankee Inn
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14134993700
461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • Has a pool!
  • Pool is good
  • Great pool
  • Lovely heated pool
  • Nice pool and hot tub
  • Pool nice, clean
  • Clean pool area
  • Clean pool, said 83%
  • Low priced property
More Photos Photo of Yankee Inn Pool
From$65
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Eastover Estate & Retreat in Lenox
+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 available: Indoor heated swimming pool.
  • Four star Mountain property
More Photos Swimming pool at Eastover Estate & Retreat
From$109
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Apple Tree Inn
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 14136371477
10 Richmond Mountain Rd., Lenox, MA 01240 ~7.60 miles southwest of Pittsfield
  • Has swimming pool
  • Mid-scale Mountain hotel
More Photos Swimming pool at Apple Tree Inn
From$100
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Jiminy Peak Mountain Resort - Hancock
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14137385500
37 Corey Rd., Hancock, MA 01237 ~7.85 miles north of Pittsfield
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Three Star Mountain property
More Photos Pool image of Jiminy Peak Mountain Resort
From$105
Average 3.5 /5Guest Reviews CallBookMore Details
Seven Hills Inn
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 14136370060
40 Plunkett St., Lenox, MA 01240 ~8.10 miles south of Pittsfield
  • Has swimming pool: Outdoor Pool
  • Affordable Suburban property
More Photos hotel room
From$75
Very Good 4.5 /5Guest Reviews CallBookMore Details
Rodeway Inn in Lee
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
200 Laurel St., Lee, MA 01238 ~9.26 miles south of Pittsfield
  • Includes a swimming pool
  • Cheap hotel
More Photos hotel room
From$60
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Applegate Inn in Lee
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14132434451
279 West Park St., Lee, MA 01238 ~10.14 miles south of Pittsfield
  • We have a pool
  • 3-star Rural hotel
More Photos Pool image of Applegate Inn
From$160
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The Red Lion Inn in Stockbridge
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14132985545
30 Main St., Stockbridge, MA 01262 ~12.07 miles south of Pittsfield
  • Pool details: 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
  • Three Star Rural property
More Photos Swimming pool at The Red Lion Inn
From$229
Very Good 4.0 /5Read Reviews CallBookMore Details
Berkshire Hills Country Inn
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14134583950
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 Swimming pool at Berkshire Hills Country Inn
From$48
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Orchards Hotel - Williamstown
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863
222 Adams Rd., Williamstown, MA 01267 ~17.85 miles north of Pittsfield
  • With a pool!
  • Horrible pool
  • Pool should be renewed
  • Pool incredibly small
  • Pool quite small
  • High end Suburban property
More Photos Photo of Orchards Hotel Pool
From$94
Very Good 4.0 /5Recent Reviews CallBookMore Details
Maple Terrace Motel : 555 Main St.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14134589677
555 Main St., Williamstown, MA 01267 ~18.01 miles north of Pittsfield
  • Has swimming pool: Beautiful secluded heated pool with amazing and breathtaking views.Opens Daily 9 AM and closes at Dusk.
  • Cheap Rural hotel
More Photos hotel room
From$119
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The Williams Inn in Williamstown
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 14134589371
1090 Main St., Williamstown, MA 01267 ~18.28 miles north of Pittsfield
  • Pool in hotel: Indoor heated pool and hot tub.
  • 3-star Suburban hotel
More Photos Photo of The Williams Inn Pool
From$95
Average 3.5 /5Guest Reviews CallBookMore Details
Holiday Inn Berkshires in North Adams
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 14136636500
40 Main St., North Adams, MA 01247 ~18.46 miles northeast of Pittsfield
  • Pool available: 5am-10pmIndoor
  • Pool is good
  • Great pool
  • Nice pool
  • Affordable Downtown property
More Photos Pool image of Holiday Inn Berkshires
From$112
Very Good 4.0 /5Hotel Reviews CallBookMore Details
The Porches Inn at Mass Moca - North Adams
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14136640400
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.
  • Excellent pool
  • Great pool
  • Heated outdoor pool
  • Heated swimming pool
  • Four-star Downtown hotel
More Photos Photo of The Porches Inn at Mass Moca Pool
From$219
Very Good 4.5 /5Guest Reviews CallBookMore Details
Residence Inn by Marriott Tech Valley in East Greenbush
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 15187203600
3 Tech Valley Dr., East Greenbush, NY 12061 ~23.03 miles west of Pittsfield
  • Has swimming pool: 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 4.5 /5Review Score CallBookMore Details
Comfort Inn & Suites Albany / East Greenbush - East Greenbush
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 15184793217
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
  • Midscale Highway hotel
More Photos Photo of Comfort Inn & Suites Albany / East Greenbush Pool
From$87
Average 3.5 /5Read Reviews CallBookMore Details
Fairfield Inn & Suites by Marriott Albany / East Greenbush
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 15184777984
124 Troy Rd., East Greenbush, NY 12061 ~26.03 miles west of Pittsfield
  • Has swimming pool: We have a seasonal outdoor pool that is open from Memorial Day to Labor Day. Pool hours are 9:00am until dusk - seven days a week - weather permitting.
  • Affordable Suburban hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Albany / East Greenbush Pool
From$101
Very Good 4.0 /5Reviews CallBookMore Details
Hampton Inn Albany / East Greenbush in East Greenbush
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 15184779700
25 Hampton Inn Dr., East Greenbush, NY 12061 ~26.13 miles west of Pittsfield
  • Pool details: Indoor heated pool open 7am-10pm
  • Midscale Suburban hotel
More Photos Swimming pool at Hampton Inn Albany / East Greenbush
From$72
Very Good 4.5 /5Review Score CallBookMore Details
Holiday Inn Express Albany Skyline : 8 Empire Dr.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 15182861011
8 Empire Dr., Rensselaer, NY 12144 ~26.37 miles west of Pittsfield
  • Our hotel comes with a pool
  • 3 star Suburban hotel
More Photos Pool image of Holiday Inn Express Albany Skyline
From$99
Very Good 4.0 /5Read Reviews CallBookMore Details
Hilton Albany
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 15184273018
40 Lodge St., Albany, NY 12207 ~29.21 miles west of Pittsfield
  • Pool in hotel
  • Affordable Downtown property
More Photos Swimming pool at Hilton Albany
From$109
Average 3.5 /5Read Reviews CallBookMore Details
Hilton Garden Inn Troy - Troy
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 15182721700
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
  • Affordable Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Troy
From$79
Very Good 4.5 /5Guest Reviews CallBookMore Details
Comfort Inn of Albany / Glenmont
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 15184658811
37 Route 9w, Glenmont, NY 12077 ~29.58 miles west of Pittsfield
  • Includes a pool
  • Great pool
  • Pool was nice
  • Excellent pool
  • Low priced Suburban hotel
More Photos Pool image of Comfort Inn of Albany / Glenmont
From$75
Average 3.5 /5Read Reviews CallBookMore Details
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