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
  • Has swimming pool: Indoor heated pool/hot tub
  • Mid-scale Suburban property
More PhotosPhoto of Hilton Garden Inn Lenox Pittsfield Pool
From$106
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!
  • Mid-scale Downtown hotel
More Photos Swimming pool at Crowne Plaza Pittsfield Berkshires
From$80
Average 3.5 /5Hotel Reviews CallBookMore Details
Yankee Inn : 461 Pittsfield Rd.
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14134993700
461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • We have 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%
  • Inexpensive property
More Photos Photo of Yankee Inn Pool
From$65
Very Good 4.0 /5Latest Reviews CallBookMore Details
Eastover Estate & Retreat
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 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.
  • Expensive Mountain property
More Photos Photo of Eastover Estate & Retreat Pool
From$109
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Apple Tree Inn in Lenox
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14136371477
10 Richmond Mountain Rd., Lenox, MA 01240 ~7.60 miles southwest of Pittsfield
  • We have a pool
  • Midscale Mountain property
More Photos Swimming pool at Apple Tree Inn
From$100
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Jiminy Peak Mountain Resort
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 14137385500
37 Corey Rd., Hancock, MA 01237 ~7.85 miles north of Pittsfield
  • Has swimming pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Mid-scale Mountain hotel
More Photos Photo of Jiminy Peak Mountain Resort Pool
From$105
Average 3.5 /5Hotel Reviews CallBookMore Details
Seven Hills Inn
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14136370060
40 Plunkett St., Lenox, MA 01240 ~8.10 miles south of Pittsfield
  • Pool available: Outdoor Pool
  • Midscale Suburban property
More Photos Photo of Seven Hills Inn Pool
From$75
Very Good 4.5 /5Review Score CallBookMore Details
Rodeway Inn in Lee
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
200 Laurel St., Lee, MA 01238 ~9.26 miles south of Pittsfield
  • Has swimming pool
  • Inexpensive property
More Photos Swimming pool at Rodeway Inn
From$60
Average 3.0 /5Latest Reviews CallBookMore Details
Applegate Inn
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 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 ready for use
  • 3-star Rural property
More Photos Pool image of Applegate Inn
From$160
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The Red Lion Inn in Stockbridge
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 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 hotel
More Photos Pool image of The Red Lion Inn
From$229
Very Good 4.0 /5Read Reviews CallBookMore Details
Berkshire Hills Country Inn
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14134583950
1146 Cold Spring Rd., Williamstown, MA 01267 ~16.43 miles north of Pittsfield
  • Includes a pool: outdoor pool , seasonal- 20x40
  • Affordable Mountain hotel
More Photos Photo of Berkshire Hills Country Inn Pool
From$50
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Fairfield Inn by Marriott - Great Barrington
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14136443200
249 Stockbridge Rd., Great Barrington, MA 01230 ~17.50 miles south of Pittsfield
  • Our hotel comes with a pool
  • Three Star Resort property
More Photos Pool image of Fairfield Inn by Marriott
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Orchards Hotel
+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
  • We have a pool ready for use
  • Horrible pool
  • Pool should be renewed
  • Pool incredibly small
  • Pool quite small
  • 4-star Suburban property
More Photos Photo of Orchards Hotel Pool
From$109
Very Good 4.0 /5Read Reviews CallBookMore Details
Maple Terrace Motel - Williamstown
+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
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views.Opens Daily 9 AM and closes at Dusk.
  • 2-star Rural hotel
More Photos hotel room
From$74
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The Williams 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: 14134589371
1090 Main St., Williamstown, MA 01267 ~18.28 miles north of Pittsfield
  • Has swimming pool: Indoor heated pool and hot tub.
  • 3 star Suburban property
More Photos Swimming pool at The Williams Inn
From$95
Average 3.5 /5Recent Reviews CallBookMore Details
Holiday Inn Berkshires
+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 in hotel: 5am-10pmIndoor
  • Pool is good
  • Great pool
  • Nice pool
  • 3-star Downtown hotel
More Photos Pool image of Holiday Inn Berkshires
From$119
Very Good 4.0 /5Recent Reviews CallBookMore Details
The Porches Inn at Mass Moca
+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 available: 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$209
Very Good 4.5 /5Recent Reviews CallBookMore Details
Residence Inn by Marriott Tech Valley
+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
  • Pool available: We have an indoor pool and a spa.
  • 3-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
+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 available: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • 3-star Highway hotel
More Photos Photo of Comfort Inn & Suites Albany / East Greenbush Pool
From$87
Average 3.5 /5Guest Reviews CallBookMore Details
Fairfield Inn & Suites by Marriott Albany / East Greenbush - 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
  • Pool details: 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 /5Read Reviews CallBookMore Details
Hampton Inn Albany / East Greenbush : 25 Hampton Inn Dr.
+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
  • Includes a pool: Indoor heated pool open 7am-10pm
  • Three Star Suburban property
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
+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
  • We have a pool
  • 3-star Suburban property
More Photos Swimming pool at Holiday Inn Express Albany Skyline
From$99
Very Good 4.0 /5Review Score CallBookMore Details
Hilton Albany - 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
  • Midscale Downtown hotel
More Photos Photo of Hilton Albany Pool
From$109
Average 3.5 /5Review Score 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
  • Pool available: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoorHours: 6:00am - 11:00pm
  • Heated pool and gym
  • 3 star Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Troy
From$79
Very Good 4.5 /5Recent Reviews CallBookMore Details
Best Western New Baltimore 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: 518/7318100
12600 State Route 9w, West Coxsackie, NY 12192 ~30.02 miles west of Pittsfield
  • Pool in hotel
  • Mid-scale Rural property
More Photos Photo of Best Western New Baltimore Inn Pool
From$75
Very Good 4.0 /5Recent Reviews CallBookMore Details
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