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The Berkshires Hotels with Outdoor or Indoor Pools

Eastover Estate & Retreat in Lenox
+1-888-690-5247
430 East St., Lenox, MA 01240 ~3.10 miles southwest of The Berkshires
  • Pool available: Indoor heated swimming pool.
  • High-end Mountain hotel
  • Rooms are not good
  • Pleasant views and lovely hotel grounds
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 ~3.13 miles west of The Berkshires
  • Pool available: Indoor heated pool/hot tub
  • Midscale Suburban property
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240 ~3.15 miles west of The Berkshires
  • 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%
  • Low-priced hotel
Berkshire Inn in Pittsfield 150 West Housatonic St., Pittsfield, MA 01201 ~4.47 miles northwest of The Berkshires
  • Has a pool!
  • Economical Downtown property
Crowne Plaza Pittsfield Berkshires
+1-866-221-8581
1 West St., Pittsfield, MA 01201 ~4.49 miles northwest of The Berkshires
  • Our hotel comes with a pool
  • Mid-scale Downtown hotel
From$80
Average 3.5 /5Reviews CallBookMore Details
Seven Hills Inn - Lenox 40 Plunkett St., Lenox, MA 01240 ~5.46 miles southwest of The Berkshires
  • Pool in hotel: Outdoor Pool
  • Midscale Suburban hotel
Rodeway Inn in Lee
+1-888-690-5281
200 Laurel St., Lee, MA 01238 ~5.90 miles southwest of The Berkshires
  • We have a pool ready for use
  • Economical property
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240 ~6.15 miles west of The Berkshires
  • Includes a pool
  • 3-star Mountain property
Applegate Inn 279 West Park St., Lee, MA 01238 ~6.64 miles south of The Berkshires
  • With a pool!
  • 3-star Rural property
The Red Lion Inn 30 Main St., Stockbridge, MA 01262 ~9.35 miles southwest of The Berkshires
  • 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!
  • Excellent pool
  • Great pool
  • Heated outdoor pool
  • Relaxed pool
  • Three Star Rural hotel
From$229
Very Good 4.0 /5Latest Reviews CallBookMore Details
Jiminy Peak Mountain Resort - Hancock 37 Corey Rd., Hancock, MA 01237 ~12.18 miles north of The Berkshires
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain hotel
From$105
Average 3.5 /5Reviews CallBookMore Details
Berkshire Hills Country Inn 1146 Cold Spring Rd., Williamstown, MA 01267 ~20.35 miles north of The Berkshires
  • Pool details: outdoor pool , seasonal- 20x40
  • 3 star Mountain property
Orchards Hotel - Williamstown
+1-866-429-5787
222 Adams Rd., Williamstown, MA 01267 ~21.56 miles north of The Berkshires
  • With a pool!
  • Horrible pool
  • Pool should be renewed
  • Pool incredibly small
  • Pool quite small
  • High end Suburban property
Holiday Inn Berkshires - North Adams 40 Main St., North Adams, MA 01247 ~21.63 miles north of The Berkshires
  • Has swimming pool: 5am-10pmIndoor
  • Pool is good
  • Great pool
  • Nice pool
  • Mid-scale Downtown hotel
From$112
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Maple Terrace Motel 555 Main St., Williamstown, MA 01267 ~21.73 miles north of The Berkshires
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views.Opens Daily 9 AM and closes at Dusk.
  • Inexpensive Rural hotel
The Porches Inn at Mass Moca in North Adams 231 River St., North Adams, MA 01247 ~21.88 miles north of The Berkshires
  • 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
From$219
Very Good 4.5 /5Latest Reviews CallBookMore Details
The Williams Inn : 1090 Main St. 1090 Main St., Williamstown, MA 01267 ~22.09 miles north of The Berkshires
  • Pool details: Indoor heated pool and hot tub.
  • Three Star Suburban property
Residence Inn by Marriott Tech Valley - East Greenbush 3 Tech Valley Dr., East Greenbush, NY 12061 ~26.66 miles northwest of The Berkshires
  • Pool available: We have an indoor pool and a spa.
  • Mid-scale Suburban hotel
From$117
Very Good 4.5 /5Reviews CallBookMore Details
Blackberry River Inn - Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058 ~26.75 miles south of The Berkshires
  • Our hotel comes with a pool
  • 3-star property
From$109
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Comfort Inn & Suites Albany / East Greenbush in East Greenbush 99 Miller Rd., East Greenbush, NY 12033 ~27.34 miles west of The Berkshires
  • Pool in hotel: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Affordable Highway property
Autumn Inn 259 Elm St., Northampton, MA 01060 ~29.03 miles east of The Berkshires
  • We have a pool ready for use
  • Excellent pool
  • Great pool
  • Nice outdoor pool area
  • Secluded pool area
  • Nice pool
  • Three Star Downtown hotel
Fairfield Inn & Suites by Marriott Albany / East Greenbush in East Greenbush 124 Troy Rd., East Greenbush, NY 12061 ~29.69 miles northwest of The Berkshires
  • Pool in hotel: 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 hotel
From$101
Very Good 4.0 /5Latest Reviews CallBookMore Details
Quality Inn Westfield Springfield : 2 Southampton Rd.
+1-888-305-3366
2 Southampton Rd., Westfield, MA 01085 ~29.76 miles southeast of The Berkshires
  • Has a pool!
  • Midscale property
Hampton Inn Albany / East Greenbush 25 Hampton Inn Dr., East Greenbush, NY 12061 ~29.78 miles northwest of The Berkshires
  • Has swimming pool: Indoor heated pool open 7am-10pm
  • Affordable Suburban property
Quality Inn 2 Southampton Rd., Westfield, MA 01085 ~29.79 miles southeast of The Berkshires
  • Pool in hotel: Outdoor, Seasonal 9.00 am to 9.00 pm
  • Low priced Suburban property
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