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Great Barrington Hotels with Outdoor or Indoor Pools

Windflower Inn
+1-888-690-5247
684 South Egremont Rd., Great Barrington, MA 01230
  • With a pool!
  • Mid-scale Mountain property
From$185
Very Good 4.5 /5Latest Reviews CallBookMore Details
The Red Lion Inn in Stockbridge 30 Main St., Stockbridge, MA 01262 ~6.45 miles northeast of Great Barrington
  • 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
  • Affordable Rural hotel
Applegate Inn - Lee 279 West Park St., Lee, MA 01238 ~9.23 miles northeast of Great Barrington
  • With a pool!
  • Three Star Rural hotel
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240 ~11.04 miles north of Great Barrington
  • With a pool!
  • Three Star Mountain hotel
Brook Farm Inn 15 Hawthorne St., Lenox, MA 01240 ~11.42 miles north of Great Barrington
  • Pool details: Our pool is open from Memorial Day weekend through Labor Day.
  • Four star Rural property
From$120
Very Good 4.5 /5Latest Reviews CallBookMore Details
Garden Gables Inn 135 Main St., Lenox, MA 01240 ~12.11 miles north of Great Barrington
  • Pool in hotel: 70-foot, heated outdoor pool, open June-Labor Day
  • Four-star Rural hotel
Eastover Estate & Retreat
+1-888-690-5281
430 East St., Lenox, MA 01240 ~13.11 miles northeast of Great Barrington
  • Pool in hotel: Indoor heated swimming pool.
  • Four-star Mountain property
Days Inn Lenox Ma - Lenox 194 Pittsfield Rd., Lenox, MA 01240 ~13.85 miles north of Great Barrington
  • Pool in hotel
  • Excellent pool
  • Great pool
  • Nice outdoor pool
  • Nice pool
  • Cheap Suburban property
Blackberry River Inn in Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058 ~14.44 miles southeast of Great Barrington
  • With a pool!
  • Affordable hotel
From$119
Very Good 4.0 /5Reviews CallBookMore Details
Cranwell Resort Spa & Golf Club - Lenox 55 Lee Rd., Lenox, MA 01240 ~14.62 miles north of Great Barrington
  • 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
  • Four-star Resort hotel
From$138
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hampton Inn & Suites : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240 ~15.00 miles north of Great Barrington
  • Has a pool!
  • Pool is great for children
  • Excellent pool
  • Great pool
  • Pool was open
  • Heated pool
  • Mid-scale Mountain property
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240 ~15.08 miles north of Great Barrington
  • 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
Hilton Garden Inn Lenox Pittsfield in 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
Interlaken Inn Resort & Conference Center in 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
  • Three Star Resort property
From$169
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Berkshire Inn in Pittsfield 150 West Housatonic St., Pittsfield, MA 01201 ~17.84 miles north of Great Barrington
  • We have a pool ready for use
  • Cheap Downtown hotel
Crowne Plaza Pittsfield Berkshires
+1-888-305-3366
1 West St., Pittsfield, MA 01201 ~18.20 miles north of Great Barrington
  • Includes a pool
  • Midscale Downtown property
From$80
Average 3.5 /5Reviews CallBookMore Details
Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 ~25.24 miles north of Great Barrington
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Affordable Mountain property
From$105
Average 3.5 /5Reviews CallBookMore Details
Best Western New Baltimore Inn in West Coxsackie 12600 State Route 9w, West Coxsackie, NY 12192 ~27.34 miles west of Great Barrington
  • Pool in hotel
  • Affordable Rural hotel
Rodeway Inn & Suites - Torrington 395 Winsted Rd., Torrington, CT 06790 ~28.53 miles southeast of Great Barrington
  • Pool details: POOL OPEN- INDOOR
  • Economical Suburban hotel
Comfort Inn & Suites Albany / East Greenbush 99 Miller Rd., East Greenbush, NY 12033 ~31.11 miles northwest of Great Barrington
  • Pool available: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Mid-scale Highway property
From$89
Very Good 4.0 /5Reviews CallBookMore 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$110
Very Good 4.5 /5Guest Reviews CallBookMore Details
B & B Lounge 5207 Route 32, Catskill, NY 12414 ~31.91 miles west of Great Barrington
  • Pool details: Outdoor 24/7 seasonal
  • Affordable Mountain property
Quality Inn 2 Southampton Rd., Westfield, MA 01085 ~32.28 miles east of Great Barrington
  • Pool in hotel: Outdoor, Seasonal 9.00 am to 9.00 pm
  • Low Cost Suburban hotel
Howard Johnson Inn 2764 Route 32, Saugerties, NY 12477 ~32.33 miles west of Great Barrington
  • Includes a pool: Indoor heated swimming pool. Open 9am-9pm
  • 2-star Highway property
Holiday Inn Express & Suites Westfield : 39 Southampton Rd. 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
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