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Hillsdale Hotels with Outdoor or Indoor Pools

The Red Lion Inn - Stockbridge 30 Main St., Stockbridge, MA 01262 ~11.11 miles east of Hillsdale
  • 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
  • Mid-scale Rural hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240 ~13.71 miles northeast of Hillsdale
  • Has swimming pool
  • 3-star Mountain property
Applegate Inn 279 West Park St., Lee, MA 01238 ~14.46 miles east of Hillsdale
  • Includes a pool
  • Three Star Rural property
Brook Farm Inn - Lenox 15 Hawthorne St., Lenox, MA 01240 ~14.71 miles northeast of Hillsdale
  • Pool details: Our pool is open from Memorial Day weekend through Labor Day.
  • High end Rural hotel
From$120
Very Good 4.5 /5 Reviews Call BookMore Details
Garden Gables Inn 135 Main St., Lenox, MA 01240 ~15.31 miles northeast of Hillsdale
  • Pool in hotel: 70-foot, heated outdoor pool, open June-Labor Day
  • High-end Rural hotel
Eastover Estate & Retreat - Lenox
+1-866-429-5787
430 East St., Lenox, MA 01240 ~16.64 miles northeast of Hillsdale
  • Pool available: Indoor heated swimming pool.
  • 4-star Mountain hotel
Days Inn Lenox Ma : 194 Pittsfield Rd. 194 Pittsfield Rd., Lenox, MA 01240 ~16.82 miles northeast of Hillsdale
  • Our hotel comes with a pool
  • Excellent pool
  • Great pool
  • Nice outdoor pool
  • Nice pool
  • Two star Suburban property
From$50
Average 3.5 /5 Recent Reviews Call BookMore Details
Cranwell Resort Spa & Golf Club : 55 Lee Rd. 55 Lee Rd., Lenox, MA 01240 ~17.60 miles northeast of Hillsdale
  • 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
  • High end Resort property
From$138
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites - Lenox 445 Pittsfield Rd., Lenox, MA 01240 ~17.84 miles northeast of Hillsdale
  • Our hotel comes with a pool
  • Pool is great for children
  • Excellent pool
  • Great pool
  • Pool was open
  • Heated pool
  • Midscale Mountain property
From$109
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Yankee Inn in Lenox 461 Pittsfield Rd., Lenox, MA 01240 ~17.88 miles northeast of Hillsdale
  • Has swimming 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
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 ~18.18 miles northeast of Hillsdale
  • Pool available: Indoor heated pool/hot tub
  • Affordable Suburban property
From$99
Very Good 4.5 /5 Review Score Call BookMore Details
Interlaken Inn Resort & Conference Center 74 Interlaken Rd., Lakeville, CT 06039 ~18.82 miles south of Hillsdale
  • 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
Blackberry River Inn 538 Greenwoods Rd. West, Norfolk, CT 06058 ~20.05 miles southeast of Hillsdale
  • Our hotel comes with a pool
  • Three Star hotel
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western New Baltimore Inn - West Coxsackie 12600 State Route 9w, West Coxsackie, NY 12192 ~20.08 miles northwest of Hillsdale
  • We have a pool
  • Three Star Rural property
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201 ~20.17 miles northeast of Hillsdale
  • With a pool!
  • Cheap Downtown hotel
From$90
Average 3.5 /5 Review Score Call BookMore Details
Crowne Plaza Pittsfield Berkshires
+1-888-305-3366
1 West St., Pittsfield, MA 01201 ~20.59 miles northeast of Hillsdale
  • We have a pool ready for use
  • 3 star Downtown hotel
From$80
Average 3.5 /5 Guest Reviews Call BookMore Details
B & B Lounge - Catskill 5207 Route 32, Catskill, NY 12414 ~24.17 miles west of Hillsdale
  • Has swimming pool: Outdoor 24/7 seasonal
  • 3 star Mountain hotel
Howard Johnson Inn 2764 Route 32, Saugerties, NY 12477 ~25.39 miles west of Hillsdale
  • Pool in hotel: Indoor heated swimming pool. Open 9am-9pm
  • Cheap Highway hotel
From$57
Average 3.0 /5 Review Score Call BookMore Details
Jiminy Peak Mountain Resort - Hancock 37 Corey Rd., Hancock, MA 01237 ~26.04 miles northeast of Hillsdale
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain hotel
From$105
Average 3.5 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Albany / East Greenbush : 99 Miller Rd. 99 Miller Rd., East Greenbush, NY 12033 ~26.48 miles north of Hillsdale
  • Pool details: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • 3 star Highway hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Tech Valley : 3 Tech Valley Dr. 3 Tech Valley Dr., East Greenbush, NY 12061 ~27.28 miles north of Hillsdale
  • Pool details: We have an indoor pool and a spa.
  • Midscale Suburban hotel
From$110
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Kingston Ulster   1835 Ulster Ave., Lake Katrine, NY 12449 ~29.24 miles southwest of Hillsdale
  • Has swimming pool: Indoor Pool that is open 7am to 11pm Daily.
  • Three Star Mountain property
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott in Kingston 800 Frank Sottile Blvd., Kingston, NY 12401 ~29.64 miles southwest of Hillsdale
  • Pool available: Our pool is open from 7 am to 11 pm every day
  • 3-star Downtown hotel
From$117
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Albany / East Greenbush 124 Troy Rd., East Greenbush, NY 12061 ~29.72 miles north of Hillsdale
  • 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.
  • 3-star Suburban property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Kingston Courtyard by Marriott : 500 Frank Sottile Blvd. 500 Frank Sottile Blvd., Kingston, NY 12401 ~29.74 miles southwest of Hillsdale
  • Includes a pool: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • 3-star Downtown property
From$115
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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