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Sheffield Hotels with Outdoor or Indoor Pools

Fairfield Inn by Marriott - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 ~6.69 miles north of Sheffield
  • Pool in hotel
  • Affordable Resort hotel
From$109
Very Good 4.5 /5Guest Reviews CallBookMore Details
Blackberry River Inn - Norfolk 538 Greenwoods Rd. West, Norfolk, CT 06058 ~9.30 miles southeast of Sheffield
  • With a pool!
  • Affordable hotel
From$109
Very Good 4.0 /5Read Reviews CallBookMore Details
The Red Lion Inn : 30 Main St. 30 Main St., Stockbridge, MA 01262 ~12.04 miles north of Sheffield
  • 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
  • Midscale Rural hotel
From$229
Very Good 4.0 /5Reviews CallBookMore Details
Interlaken Inn Resort & Conference Center 74 Interlaken Rd., Lakeville, CT 06039 ~12.17 miles southwest of Sheffield
  • Includes a pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort property
From$209
Very Good 4.0 /5Guest Reviews CallBookMore Details
Applegate Inn 279 West Park St., Lee, MA 01238 ~14.29 miles northeast of Sheffield
  • Pool in hotel
  • Affordable Rural hotel
Rodeway Inn : 200 Laurel St.
+1-866-429-5787
200 Laurel St., Lee, MA 01238 ~15.05 miles north of Sheffield
  • Includes a swimming pool
  • Low priced hotel
Seven Hills Inn 40 Plunkett St., Lenox, MA 01240 ~15.98 miles north of Sheffield
  • Pool details: Outdoor Pool
  • Midscale Suburban property
Apple Tree Inn 10 Richmond Mountain Rd., Lenox, MA 01240 ~16.79 miles north of Sheffield
  • Has swimming pool
  • 3-star Mountain hotel
Eastover Estate & Retreat in Lenox
+1-888-305-3366
430 East St., Lenox, MA 01240 ~18.59 miles north of Sheffield
  • Pool in hotel: Indoor heated swimming pool.
  • Expensive Mountain property
Yankee Inn : 461 Pittsfield Rd. 461 Pittsfield Rd., Lenox, MA 01240 ~20.69 miles north of Sheffield
  • Pool in hotel
  • Pool is good
  • Great pool
  • Lovely heated pool
  • Nice pool and hot tub
  • Pool nice, clean
  • Clean pool area
  • Clean pool, said 83%
  • Economy hotel
From$65
Very Good 4.0 /5Reviews CallBookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201 ~21.02 miles north of Sheffield
  • Includes a pool: Indoor heated pool/hot tub
  • 3-star Suburban property
From$106
Very Good 4.5 /5Reviews CallBookMore Details
Rodeway Inn & Suites 395 Winsted Rd., Torrington, CT 06790 ~23.28 miles southeast of Sheffield
  • Has swimming pool: POOL OPEN- INDOOR
  • 2-star Suburban hotel
Crowne Plaza Pittsfield Berkshires
+1-866-429-5787
1 West St., Pittsfield, MA 01201 ~23.82 miles north of Sheffield
  • Pool in hotel
  • Midscale Downtown property
Best Western New Baltimore Inn : 12600 State Route 9w 12600 State Route 9w, West Coxsackie, NY 12192 ~30.82 miles northwest of Sheffield
  • Has a pool!
  • Mid-scale Rural property
From$75
Very Good 4.0 /5Read Reviews CallBookMore Details
Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 ~31.05 miles north of Sheffield
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Mid-scale Mountain property
Howard Johnson Inn - Saugerties 2764 Route 32, Saugerties, NY 12477 ~31.74 miles west of Sheffield
  • Pool details: Indoor heated swimming pool. Open 9am-9pm
  • Low priced Highway property
From$57
Average 3.0 /5Reviews CallBookMore Details
Quality Inn 2 Southampton Rd., Westfield, MA 01085 ~31.91 miles east of Sheffield
  • Includes a pool: Outdoor, Seasonal 9.00 am to 9.00 pm
  • Midscale Suburban property
Holiday Inn Express & Suites Westfield in Westfield 39 Southampton Rd., Westfield, MA 01085 ~32.09 miles east of Sheffield
  • 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
  • Affordable Suburban property
The Simsbury Inn : 397 Hopmeadow St. 397 Hopmeadow St., Simsbury, CT 06070 ~33.06 miles southeast of Sheffield
  • Includes a pool: Indoor heated pool and Jacuzzi. Open 6:00 AM to 10:00 PM.
  • Pool was clean
  • Excellent pool
  • Great pool
  • Pool was perfect
  • Pool nice
  • Pool was warm and clean
  • High-end Suburban hotel
From$105
Very Good 4.0 /5Recent Reviews CallBookMore Details
B & B Lounge 5207 Route 32, Catskill, NY 12414 ~33.11 miles west of Sheffield
  • Pool details: Outdoor 24/7 seasonal
  • 3-star Mountain property
Holiday Inn Express Kingston Ulster   in Lake Katrine 1835 Ulster Ave., Lake Katrine, NY 12449 ~33.63 miles west of Sheffield
  • Includes a pool: Indoor Pool that is open 7am to 11pm Daily.
  • 3 star Mountain hotel
Residence Inn by Marriott in Kingston 800 Frank Sottile Blvd., Kingston, NY 12401 ~33.63 miles west of Sheffield
  • Includes a pool: Our pool is open from 7 am to 11 pm every day
  • Affordable Downtown hotel
From$119
Very Good 4.5 /5Recent Reviews CallBookMore Details
Kingston Courtyard by Marriott in Kingston 500 Frank Sottile Blvd., Kingston, NY 12401 ~33.75 miles west of Sheffield
  • Pool in hotel: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • Mid-scale Downtown hotel
Avon Old Farms Hotel - Avon 279 Avon Mountain Rd., Avon, CT 06001 ~34.82 miles southeast of Sheffield
  • Has swimming pool: Outdoor seasonal pool, open Memorial Day - Labor Day. Hours 10am-8pm (weather permitting). Food and beverage service by the pool. Lovely outdoor setting nestled in a private area.
  • Midscale Rural hotel
From$89
Average 3.5 /5Reviews CallBookMore Details
Comfort Inn & Suites Albany / East Greenbush : 99 Miller Rd. 99 Miller Rd., East Greenbush, NY 12033 ~36.35 miles northwest of Sheffield
  • Has swimming pool: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Midscale Highway property
From$87
Average 3.5 /5Reviews CallBookMore Details
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