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Great Barrington Hotels with Outdoor or Indoor Pools

The Red Lion Inn 30 Main St., Stockbridge, MA 01262 ~6.45 miles northeast of Great Barrington
  • 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
  • 3 star Rural hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Applegate Inn in Lee 279 West Park St., Lee, MA 01238 ~9.23 miles northeast of Great Barrington
  • Has swimming pool
  • Mid-scale Rural property
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240 ~11.04 miles north of Great Barrington
  • Has swimming pool
  • Affordable Mountain property
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 ~11.42 miles north of Great Barrington
  • Has swimming pool: Our pool is open from Memorial Day weekend through Labor Day.
  • High end Rural hotel
From$120
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Garden Gables Inn : 135 Main St. 135 Main St., Lenox, MA 01240 ~12.11 miles north of Great Barrington
  • Pool details: 70-foot, heated outdoor pool, open June-Labor Day
  • Four-star Rural hotel
Eastover Estate & Retreat : 430 East St.
+1-866-429-5787
430 East St., Lenox, MA 01240 ~13.11 miles northeast of Great Barrington
  • Has swimming pool: Indoor heated swimming pool.
  • High end Mountain hotel
Days Inn Lenox Ma 194 Pittsfield Rd., Lenox, MA 01240 ~13.85 miles north of Great Barrington
  • Our hotel comes with a pool
  • Excellent pool
  • Great pool
  • Nice outdoor pool
  • Nice pool
  • Economical Suburban hotel
From$50
Average 3.5 /5 Guest Reviews Call BookMore Details
Blackberry River Inn in Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058 ~14.44 miles southeast of Great Barrington
  • Our hotel comes with a pool
  • Mid-scale property
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Cranwell Resort Spa & Golf Club 55 Lee Rd., Lenox, MA 01240 ~14.62 miles north of Great Barrington
  • Includes a pool: 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
  • Four-star Resort property
From$138
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites 445 Pittsfield Rd., Lenox, MA 01240 ~15.00 miles north of Great Barrington
  • Our hotel comes with a pool
  • Pool is great for children
  • Excellent pool
  • Great pool
  • Pool was open
  • Heated pool
  • Mid-scale Mountain property
From$101
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Yankee Inn : 461 Pittsfield Rd. 461 Pittsfield Rd., Lenox, MA 01240 ~15.08 miles north of Great Barrington
  • Our hotel comes with 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%
  • 2 star property
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 ~15.42 miles north of Great Barrington
  • Pool in hotel: Indoor heated pool/hot tub
  • 3 star Suburban property
From$99
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Interlaken Inn Resort & Conference Center - Lakeville 74 Interlaken Rd., Lakeville, CT 06039 ~17.67 miles south of Great Barrington
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • 3 star Resort property
From$169
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201 ~17.84 miles north of Great Barrington
  • Has a pool!
  • Two star Downtown property
From$90
Average 3.5 /5 Hotel Reviews Call BookMore Details
Crowne Plaza Pittsfield Berkshires in Pittsfield
+1-888-690-5247
1 West St., Pittsfield, MA 01201 ~18.20 miles north of Great Barrington
  • Our hotel comes with a pool
  • 3 star Downtown property
From$80
Average 3.5 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd. 37 Corey Rd., Hancock, MA 01237 ~25.24 miles north of Great Barrington
  • Pool available: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain property
From$105
Average 3.5 /5 Guest Reviews Call BookMore Details
Best Western New Baltimore Inn 12600 State Route 9w, West Coxsackie, NY 12192 ~27.34 miles west of Great Barrington
  • Our hotel comes with a pool
  • 3 star Rural hotel
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Rodeway Inn & Suites 395 Winsted Rd., Torrington, CT 06790 ~28.53 miles southeast of Great Barrington
  • Pool details: POOL OPEN- INDOOR
  • Low Cost Suburban property
From$56
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Albany / East Greenbush 99 Miller Rd., East Greenbush, NY 12033 ~31.11 miles northwest of Great Barrington
  • Includes a pool: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • 3 star Highway property
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Tech Valley 3 Tech Valley Dr., East Greenbush, NY 12061 ~31.47 miles northwest of Great Barrington
  • Includes a pool: We have an indoor pool and a spa.
  • 3 star Suburban hotel
From$109
Very Good 4.5 /5 Reviews Call BookMore Details
B & B Lounge 5207 Route 32, Catskill, NY 12414 ~31.91 miles west of Great Barrington
  • Pool in hotel: Outdoor 24/7 seasonal
  • Mid-scale Mountain hotel
Quality Inn - Westfield 2 Southampton Rd., Westfield, MA 01085 ~32.28 miles east of Great Barrington
  • Pool details: Outdoor, Seasonal 9.00 am to 9.00 pm
  • Cheap Suburban property
From$64
Average 3.5 /5 Review Score Call BookMore Details
Howard Johnson Inn - Saugerties 2764 Route 32, Saugerties, NY 12477 ~32.33 miles west of Great Barrington
  • Includes a pool: Indoor heated swimming pool. Open 9am-9pm
  • Inexpensive Highway hotel
From$57
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Westfield 39 Southampton Rd., Westfield, MA 01085 ~32.46 miles east of Great Barrington
  • Has swimming pool: Our pool opens at 9 am and closes at 10 pm each night. Always heated at 80 degrees. Two bathrooms and shower inside pool area.
  • Pool is good
  • Great pool
  • Great indoor pool
  • Indoor pool was nice
  • Nice indoor pool
  • 3-star Suburban hotel
From$92
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Albany / East Greenbush - East Greenbush 124 Troy Rd., East Greenbush, NY 12061 ~34.25 miles northwest of Great Barrington
  • 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.
  • 3-star Suburban property
From$92
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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