Sheffield Hotels with Pools - Outdoor/Indoor Pools in Sheffield MA

Sheffield hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Sheffield, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Sheffield Massachusetts hotel and motel rooms for children. Review the list of Sheffield hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Sheffield Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Call ~6.69 miles north of Sheffield
  • Includes a pool
  • 3 star Resort hotel
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From$109
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Holiday Inn Club Vacations Oak N Spruce Resort 190 Meadow St., South Lee, MA 01260 Call ~12.04 miles north of Sheffield
  • Pool details: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • 3 star Mountain property
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From$89
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Interlaken Inn : 74 Interlaken Rd. 74 Interlaken Rd., Lakeville, CT 06039 Call ~12.21 miles southwest of Sheffield
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • 3-star Resort hotel
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From$179
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The Black Swan Lee Lenox An Ascend Collection Hotel : 435 Laurel St. 435 Laurel St., Lee, MA 01238 Call ~15.33 miles north of Sheffield
  • Includes a swimming pool
  • Affordable Lake property
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From$65
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Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Pool details: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Midscale Suburban property
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From$80
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Hilton Garden Inn Lenox Pittsfield : 1032 South St. 1032 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Pool details: Indoor heated pool/hot tub
  • Three Star Suburban property
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From$95
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Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~21.37 miles north of Sheffield
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Cheap Mountain hotel
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From$125
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Jiminy Peak Mountain Resort in Hancock 37 Corey Rd., Hancock, MA 01237 Call ~31.05 miles north of Sheffield
  • Has swimming pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain property
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From$105
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Vacation Village in The Berkshires 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~31.82 miles north of Sheffield
  • Has swimming pool: Pool hours 8am - 11pm Vacation Village in the Berkshires has a heated indoor swimming pool inside the clubhouse and a heated outdoor swimming pool located behind the clubhouse. Weather permitting, the outdoor pool is open seasonally from Memorial Day through Labor Day. Poolside lounge chairs are available to our owners and guests on a first-come, first-served basis. Pool towels are provided at each pool.
  • Mid-scale Mountain hotel
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From$75
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Residence Inn by Marriott - Kingston 800 Frank Sottile Blvd., Kingston, NY 12401 Call ~33.63 miles west of Sheffield
  • Has swimming pool: Our pool is open from 7 am to 11 pm every day
  • Expensive Downtown property
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From$125
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Residence Inn by Marriott Hartford Avon 55 Simsbury Rd., Avon, CT 06001 Call ~33.86 miles southeast of Sheffield
  • Includes a pool: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • 3-star Suburban property
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From$80
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Hilton Garden Inn Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095 Call ~36.33 miles east of Sheffield
  • Pool available: 5:00am- 10:00pm
  • 3 star Airport hotel
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From$80
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Best Western Plus Kingston Hotel and Conference Center - Kingston 503 Washington Ave., Kingston, NY 12401 Call ~36.47 miles west of Sheffield
  • Pool available: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • 3 star Suburban property
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From$85
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Residence Inn by Marriott Albany East Greenbush / Tech Valley 3 Tech Valley Dr., East Greenbush, NY 12061 Call ~36.86 miles northwest of Sheffield
  • Pool details: We have an indoor pool and a spa.
  • Mid-scale Suburban property
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From$117
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Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040 Call ~36.88 miles east of Sheffield
  • Pool available: Indoor and heated pool open from 6AM to 10PM
  • Three Star Suburban property
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From$109
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Springhill Suites Marriott Airport - Windsor Locks 225 Ella Grasso Turnpike, Windsor Locks, CT 06096 Call ~37.26 miles east of Sheffield
  • Pool details: Small indoor heated pool. Not big enough for large groups of people.
  • 3-star Airport hotel
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From$95
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Residence Inn by Marriott West Springfield : 64 Border Way 64 Border Way, West Springfield, MA 01089 Call ~37.28 miles east of Sheffield
  • Pool details: Indoor pool open from 6am-12am daily
  • Three Star Highway property
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From$97
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Holiday Inn Express & Suites Bradley Airport by IHG 600 Spring St., Windsor Locks, CT 06096 Call ~37.30 miles east of Sheffield
  • Pool in hotel: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Mid-scale Airport property
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From$85
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Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089 Call ~37.39 miles east of Sheffield
  • We have a pool ready for use
  • 3-star property
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From$90
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Quality Inn West Springfield 1150 Riverdale St., West Springfield, MA 01089 Website Call ~37.40 miles east of Sheffield
  • Pool in hotel: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Low Cost Suburban property
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From$75
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Best Western Springfield West Inn in West Springfield 429 Riverdale St., West Springfield, MA 01089 Call ~37.45 miles east of Sheffield
  • Has swimming pool
  • Affordable hotel
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From$73
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Econo Lodge Inn & Suites Windsor Locks Bradley Airport 34 Old County Rd., Windsor Locks, CT 06096 Call ~37.52 miles east of Sheffield
  • Has swimming pool: Seasonal-Outdoor
  • 2-star Airport property
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From$45
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Comfort Inn & Suites 106 Capital Dr., West Springfield, MA 01089 Call ~37.66 miles east of Sheffield
  • Pool available: Indoor pool and whirlpool open daily from 7am-10pm
  • Cheap Suburban hotel
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From$129
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Homewood Suites by Hilton Hartford-Farmington : 2 Farm Glen Blvd. 2 Farm Glen Blvd., Farmington, CT 06032 Call ~38.82 miles southeast of Sheffield
  • Pool in hotel: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Mid-scale Suburban hotel
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From$99
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Marriott Hartford/Windsor Airport - Windsor 28 Day Hill Rd., Windsor, CT 06095 Call ~38.87 miles east of Sheffield
  • Includes a pool: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • Midscale Suburban property
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From$90
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Doubletree by Hilton Hotel Bristol Connecticut in Bristol 42 Century Dr., Bristol, CT 06010 Call ~38.92 miles southeast of Sheffield
  • Pool available: Our indoor, saltwater pool and whirlpool are available to guests from 9am-10pm daily.
  • Three Star Suburban hotel
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From$149
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La Quinta by Wyndham : 100 Congress St. 100 Congress St., Springfield, MA 01104 Call ~38.94 miles east of Sheffield
  • Pool details: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Three Star Downtown hotel
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From$80
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Hyatt House Hartford North / Windsor 200 Corporate Dr., Windsor, CT 06095 Call ~39.02 miles east of Sheffield
  • Has swimming pool: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Midscale Suburban property
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From$89
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Sheraton Springfield : 1 Monarch Place 1 Monarch Place, Springfield, MA 01144 Call ~39.17 miles east of Sheffield
  • Pool details: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Mid-scale Downtown hotel
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From$80
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Courtyard By Marriott Hartford/Windsor Airport : 1 Day Hill Rd. 1 Day Hill Rd., Windsor, CT 06095 Call ~39.31 miles east of Sheffield
  • Includes a swimming pool
  • 3-star Downtown hotel
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From$219
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Holiday Inn Express Springfield Downtown - Springfield 145 State St., Springfield, MA 01103 Call ~39.43 miles east of Sheffield
  • Includes a pool: Indoor heated pool
  • Midscale hotel
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From$80
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Ramada by Wyndham Windsor Locks 383 South Center St., Windsor Locks, CT 06096 Call ~39.49 miles east of Sheffield
  • Includes a pool: 9am - 9pm. Indoor heated pool.
  • 3-star Airport hotel
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From$80
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Hartford Marriott Farmington : 15 Farm Springs Rd. 15 Farm Springs Rd., Farmington, CT 06032 Call ~39.53 miles southeast of Sheffield
  • Pool in hotel: Indoor Pool (Heated) and Outdoor Pool (Seasonal) Hours: Sat: 06:00 AM - 11:00 PM, Sun: 06:00 AM - 11:00 PM, Mon: 06:00 AM - 11:00 PM, Tue: 06:00 AM
  • Mid-scale Suburban hotel
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From$99
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Residence Inn by Marriott Hartford Windsor in Windsor 100 Dunfey Lane, Windsor, CT 06095 Call ~39.53 miles east of Sheffield
  • Pool details: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Affordable Highway property
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From$96
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TRU by Hilton Chicopee Springfield 440 Memorial Dr., Chicopee, MA 01020 Call ~39.98 miles east of Sheffield
  • Pool in hotel: Indoor Pool. Open 7AM-10PM daily.
  • Mid-scale property
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From$90
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Holiday Inn Express & Suites East Greenbush (Albany Skyline) by I in Rensselaer 8 Empire Dr., Rensselaer, NY 12144 Call ~40.08 miles northwest of Sheffield
  • Has swimming pool
  • 3-star Suburban property
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From$99
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Residence Inn by Marriott Springfield Chicopee 500 Memorial Dr., Chicopee, MA 01020 Call ~40.08 miles east of Sheffield
  • Has swimming pool: Indoor pool Pool Hours 6am to 11pm
  • 3-star Highway property
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From$99
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Hampton Inn Chicopee / Springfield 600 Memorial Dr., Chicopee, MA 01020 Call ~40.12 miles east of Sheffield
  • Pool available: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Affordable Suburban hotel
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From$109
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Baymont by Wyndham East Windsor Bradley Airport : 260 Main St. 260 Main St., East Windsor, CT 06088 Call ~40.28 miles east of Sheffield
  • Has swimming pool: Indoor Pool/ open from 5:30AM-11:00PM
  • 3 star Suburban property
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From$40
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Fairfield Inn & Suites by Marriott : 400 New Britain Ave. 400 New Britain Ave., Plainville, CT 06062 Call ~40.35 miles southeast of Sheffield
  • Includes a pool: Indoor pool open 7am to 10pm
  • Midscale Highway property
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From$80
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Courtyard by Marriott Farmington : 1583 Southeast Rd. 1583 Southeast Rd., Farmington, CT 06032 Call ~40.84 miles southeast of Sheffield
  • Pool details: Indoor pool
  • 3 star Suburban property
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From$59
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Holiday Inn Express Southington An Ihg Hotel - Southington 120 Laning St., Southington, CT 06489 Call ~41.41 miles southeast of Sheffield
  • Pool details: Outdoor pool. The hours are 6AM-10PM.
  • Midscale Suburban hotel
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From$60
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Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035 Call ~41.48 miles east of Sheffield
  • Has swimming pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Midscale Suburban hotel
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From$109
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Courtyard by Marriott Waterbury Downtown 63 Grand St., Waterbury, CT 06702 Call ~41.75 miles southeast of Sheffield
  • Has swimming pool: 6am to 11pm 25ft indoor heated pool
  • Affordable Downtown hotel
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From$87
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Residence Inn Southington : 778 West St. 778 West St., Southington, CT 06489 Call ~41.85 miles southeast of Sheffield
  • Pool in hotel: Indoor pool
  • Affordable Rural hotel
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From$80
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Maple Terrace Motel 555 Main St., Williamstown, MA 01267 Call ~42.05 miles north of Sheffield
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Economical Rural hotel
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From$59
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Hotel Downstreet Ascend Hotel Collection - North Adams 40 Main St., North Adams, MA 01247 Call ~42.44 miles north of Sheffield
  • Pool details: 5am-10pm Indoor
  • Midscale Downtown hotel
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From$136
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Hilton Albany in Albany 40 Lodge St., Albany, NY 12207 Call ~42.61 miles northwest of Sheffield
  • Pool in hotel
  • Midscale Downtown hotel
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From$109
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The Porches Inn at Mass Moca in North Adams 231 River St., North Adams, MA 01247 Call ~42.68 miles north of Sheffield
  • Includes a pool: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • High end Downtown property
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From$199
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Residence Inn by Marriott Poughkeepsie 2525 South Rd., Poughkeepsie, NY 12601 Call ~42.75 miles southwest of Sheffield
  • Our hotel comes with a pool
  • 3-star Suburban property
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From$99
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