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Hillsdale Hotels with Outdoor or Indoor Pools

The Red Lion Inn 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
  • 3-star Rural property
From$229
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Apple Tree Inn in Lenox 10 Richmond Mountain Rd., Lenox, MA 01240 ~13.71 miles northeast of Hillsdale
  • Pool in hotel
  • Midscale Mountain property
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240 ~14.34 miles northeast of Hillsdale
  • Pool in hotel: Outdoor Pool
  • 3 star Suburban hotel
From$75
Very Good 4.5 /5 Review Score Call BookMore Details
Applegate Inn : 279 West Park St. 279 West Park St., Lee, MA 01238 ~14.46 miles east of Hillsdale
  • Includes a swimming pool
  • 3 star Rural property
Rodeway Inn - Lee
+1-866-221-8581
200 Laurel St., Lee, MA 01238 ~14.68 miles east of Hillsdale
  • Has a pool!
  • Low priced hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
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.
  • High-end Mountain hotel
Yankee Inn - Lenox 461 Pittsfield Rd., Lenox, MA 01240 ~17.88 miles northeast of Hillsdale
  • 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%
  • Cheap hotel
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield 1032 South St., Pittsfield, MA 01201 ~18.18 miles northeast of Hillsdale
  • Pool in hotel: Indoor heated pool/hot tub
  • 3 star Suburban property
From$109
Very Good 4.5 /5 Reviews 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
  • Mid-scale Resort property
From$209
Very Good 4.0 /5 Read Reviews Call BookMore Details
Blackberry River Inn 538 Greenwoods Rd. West, Norfolk, CT 06058 ~20.05 miles southeast of Hillsdale
  • Has swimming pool
  • Three Star property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western New Baltimore Inn in West Coxsackie 12600 State Route 9w, West Coxsackie, NY 12192 ~20.08 miles northwest of Hillsdale
  • Includes a swimming pool
  • 3-star Rural property
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Berkshire Inn - Pittsfield 150 West Housatonic St., Pittsfield, MA 01201 ~20.17 miles northeast of Hillsdale
  • Includes a pool
  • 2-star Downtown hotel
From$90
Average 3.5 /5 Read Reviews Call BookMore Details
Crowne Plaza Pittsfield Berkshires - Pittsfield
+1-866-429-5787
1 West St., Pittsfield, MA 01201 ~20.59 miles northeast of Hillsdale
  • We have a pool
  • Three Star Downtown property
From$80
Average 3.5 /5 Latest Reviews Call BookMore Details
B & B Lounge - Catskill 5207 Route 32, Catskill, NY 12414 ~24.17 miles west of Hillsdale
  • Includes a pool: Outdoor 24/7 seasonal
  • Three Star Mountain hotel
Howard Johnson Inn in Saugerties 2764 Route 32, Saugerties, NY 12477 ~25.39 miles west of Hillsdale
  • Has swimming pool: Indoor heated swimming pool. Open 9am-9pm
  • Low priced Highway property
From$57
Average 3.0 /5 Read Reviews Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd. 37 Corey Rd., Hancock, MA 01237 ~26.04 miles northeast of Hillsdale
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Mid-scale Mountain property
From$105
Average 3.5 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Albany / East Greenbush in East Greenbush 99 Miller Rd., East Greenbush, NY 12033 ~26.48 miles north of Hillsdale
  • Pool in hotel: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Midscale Highway property
From$87
Average 3.5 /5 Reviews 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 available: We have an indoor pool and a spa.
  • Mid-scale Suburban property
From$117
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Kingston Ulster   - Lake Katrine 1835 Ulster Ave., Lake Katrine, NY 12449 ~29.24 miles southwest of Hillsdale
  • Pool available: Indoor Pool that is open 7am to 11pm Daily.
  • Mid-scale Mountain hotel
From$109
Very Good 4.5 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott 800 Frank Sottile Blvd., Kingston, NY 12401 ~29.64 miles southwest of Hillsdale
  • Has swimming pool: Our pool is open from 7 am to 11 pm every day
  • Mid-scale Downtown property
From$119
Very Good 4.5 /5 Recent 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 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.
  • Three Star Suburban property
From$101
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Kingston Courtyard by Marriott 500 Frank Sottile Blvd., Kingston, NY 12401 ~29.74 miles southwest of Hillsdale
  • Has swimming pool: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • Mid-scale Downtown property
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Albany / East Greenbush : 25 Hampton Inn Dr. 25 Hampton Inn Dr., East Greenbush, NY 12061 ~29.75 miles north of Hillsdale
  • Pool available: Indoor heated pool open 7am-10pm
  • Affordable Suburban hotel
From$72
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Express Albany Skyline : 8 Empire Dr. 8 Empire Dr., Rensselaer, NY 12144 ~30.27 miles north of Hillsdale
  • Includes a pool
  • Mid-scale Suburban hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn of Albany / Glenmont 37 Route 9w, Glenmont, NY 12077 ~31.15 miles northwest of Hillsdale
  • We have a pool
  • Great pool
  • Pool was nice
  • Excellent pool
  • Inexpensive Suburban hotel
From$75
Average 3.5 /5 Read Reviews Call BookMore Details
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