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 - 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 details: Indoor heated pool/hot tub
  • 3 star Suburban property
More PhotosPool image of Hilton Garden Inn Lenox Pittsfield
From$99
Very Good 4.5 /5Guest Reviews CallBookMore Details
Cranwell Resort Spa & Golf Club in Lenox
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 14136371364
55 Lee Rd., Lenox, MA 01240 ~3.88 miles south of Pittsfield
  • Pool details: Cranwell has both an indoor and heated outdoor pool. Outdoor is open seasonaly from 10am-Dusk. The indoor pool is open along with our Spa & Fitness hours
  • Expensive Resort hotel
More Photos Pool image of Cranwell Resort Spa & Golf Club
From$138
Very Good 4.0 /5Recent Reviews CallBookMore Details
Crowne Plaza Pittsfield Berkshires : 1 West St.
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
1 West St., Pittsfield, MA 01201
  • We have a pool ready for use
  • 3-star Downtown property
More Photos Swimming pool at Crowne Plaza Pittsfield Berkshires
From$80
Average 3.5 /5Guest Reviews CallBookMore Details
Berkshire Inn - Pittsfield
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14134433000
150 West Housatonic St., Pittsfield, MA 01201
  • We have a pool
  • Inexpensive Downtown hotel
  • Most guests found the kitchenette to be good
  • Comfortable beds
More Photos Swimming pool at Berkshire Inn
From$90
Average 3.5 /5Latest Reviews CallBookMore Details
Yankee 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: 14134993700
461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • Includes 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%
  • Cheap property
More Photos Pool image of Yankee Inn
From$65
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hampton Inn & Suites Berkshires Lenox in Lenox
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 14134991111
445 Pittsfield Rd., Lenox, MA 01240 ~3.48 miles south of Pittsfield
  • With a pool!
  • Pool is great for children
  • Excellent pool
  • Great pool
  • Pool was open
  • Heated pool
  • Affordable Mountain property
More Photos Photo of Hampton Inn & Suites Berkshires Lenox Pool
From$101
Very Good 4.5 /5Recent Reviews CallBookMore Details
Days Inn Lenox Ma
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 4136373560
194 Pittsfield Rd., Lenox, MA 01240 ~4.64 miles south of Pittsfield
  • We have a pool
  • Excellent pool
  • Great pool
  • Nice outdoor pool
  • Nice pool
  • Inexpensive Suburban hotel
More Photos Photo of Days Inn Lenox Ma Pool
From$49
Average 3.5 /5Latest Reviews CallBookMore Details
Eastover Estate & Retreat : 430 East St.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 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 hotel
More Photos Photo of Eastover Estate & Retreat Pool
From$109
CallBookMore Details
Garden Gables 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: 14136370193
135 Main St., Lenox, MA 01240 ~6.38 miles south of Pittsfield
  • Has swimming pool: 70-foot, heated outdoor pool, open June-Labor Day
  • High-end Rural property
More Photos Pool image of Garden Gables Inn
From$200
CallBookMore Details
Apple Tree Inn
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14136371477
10 Richmond Mountain Rd., Lenox, MA 01240 ~7.60 miles southwest of Pittsfield
  • Includes a pool
  • 3 star Mountain property
More Photos Photo of Apple Tree Inn Pool
From$100
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Jiminy Peak Mountain Resort : 37 Corey Rd.
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14137385500
37 Corey Rd., Hancock, MA 01237 ~7.85 miles north of Pittsfield
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Affordable Mountain hotel
More Photos Photo of Jiminy Peak Mountain Resort Pool
From$105
Average 3.5 /5Read Reviews CallBookMore Details
Applegate Inn in Lee
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 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
  • Affordable Rural property
More Photos Photo of Applegate Inn Pool
From$160
CallBookMore Details
The Red Lion 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: 14132985545
30 Main St., Stockbridge, MA 01262 ~12.07 miles south of Pittsfield
  • Pool available: 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
  • 3-star Rural property
More Photos Swimming pool at The Red Lion Inn
From$229
Very Good 4.0 /5Review Score CallBookMore Details
Berkshire Hills Country 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: 14134583950
1146 Cold Spring Rd., Williamstown, MA 01267 ~16.43 miles north of Pittsfield
  • Pool available: outdoor pool , seasonal- 20x40
  • 3 star Mountain hotel
More Photos Pool image of Berkshire Hills Country Inn
From$43
CallBookMore Details
Orchards Hotel : 222 Adams Rd.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
222 Adams Rd., Williamstown, MA 01267 ~17.85 miles north of Pittsfield
  • Includes a swimming 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 /5Read Reviews CallBookMore Details
The Williams 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: 14134589371
1090 Main St., Williamstown, MA 01267 ~18.28 miles north of Pittsfield
  • Pool available: Indoor heated pool and hot tub.
  • 3 star Suburban hotel
More Photos Photo of The Williams Inn Pool
From$95
Average 3.5 /5Read Reviews CallBookMore Details
Holiday Inn Berkshires - 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: 14136636500
40 Main St., North Adams, MA 01247 ~18.46 miles northeast of Pittsfield
  • Has swimming pool: 5am-10pmIndoor
  • Pool is good
  • Great pool
  • Nice pool
  • 3-star Downtown property
More Photos Pool image of Holiday Inn Berkshires
From$104
Very Good 4.0 /5Recent Reviews CallBookMore Details
The Porches Inn at Mass Moca in North Adams
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 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
  • High end Downtown property
More Photos Pool image of The Porches Inn at Mass Moca
From$219
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Residence Inn by Marriott Tech Valley - 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: 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.
  • Three Star Suburban property
More Photos Pool image of Residence Inn by Marriott Tech Valley
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Comfort Inn & Suites 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: 15184793217
99 Miller Rd., East Greenbush, NY 12033 ~23.90 miles west of Pittsfield
  • Has swimming pool: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Three Star Highway hotel
More Photos Photo of Comfort Inn & Suites Albany / East Greenbush Pool
From$87
Very Good 4.0 /5Latest Reviews CallBookMore Details
Fairfield Inn & Suites by Marriott 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: 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.
  • Mid-scale Suburban property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Albany / East Greenbush
From$92
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hampton Inn Albany / East Greenbush in East Greenbush
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 15184779700
25 Hampton Inn Dr., East Greenbush, NY 12061 ~26.13 miles west of Pittsfield
  • Has swimming pool: Indoor heated pool open 7am-10pm
  • Midscale Suburban property
More Photos Photo of Hampton Inn Albany / East Greenbush Pool
From$72
Very Good 4.5 /5Reviews CallBookMore Details
Holiday Inn Express Albany Skyline - Rensselaer
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 15182861011
8 Empire Dr., Rensselaer, NY 12144 ~26.37 miles west of Pittsfield
  • Includes a pool
  • Affordable Suburban property
More Photos Swimming pool at Holiday Inn Express Albany Skyline
From$99
Average 3.5 /5Read Reviews CallBookMore Details
Hilton Albany - Albany
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 15184273018
40 Lodge St., Albany, NY 12207 ~29.21 miles west of Pittsfield
  • Has swimming pool
  • 3 star Downtown property
More Photos Pool image of Hilton Albany
From$109
Average 3.5 /5Guest Reviews CallBookMore Details
Hilton Garden Inn Troy - Troy
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 15182721700
235 Hoosick St., Troy, NY 12180 ~29.42 miles northwest of Pittsfield
  • Pool in hotel: 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 Swimming pool at Hilton Garden Inn Troy
From$79
Very Good 4.5 /5Hotel Reviews CallBookMore Details
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