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 / Berks - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230 Call ~6.69 miles north of Sheffield
  • With a pool!
  • Affordable Resort hotel
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From$109
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The Red Lion Inn 30 Main St., Stockbridge, MA 01262 Call ~12.00 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!
  • Three Star Rural property
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From$120
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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
  • Has swimming pool: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Midscale Mountain hotel
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From$89
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Interlaken Inn in Lakeville 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
  • Mid-scale Resort hotel
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From$179
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Hampton Inn & Suites Lenox Berkshires - Lenox 445 Pittsfield Rd., Lenox, MA 01240 Call ~20.64 miles north of Sheffield
  • Has swimming pool
  • 3-star Mountain property
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From$80
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Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Pool available: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Mid-scale Suburban property
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From$80
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Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~21.02 miles north of Sheffield
  • Pool available: 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
  • Low priced Mountain property
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From$125
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Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237 Call ~31.05 miles north of Sheffield
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain hotel
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From$105
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Vacation Village in The Berkshires : 276 Brodie Mtn Rd. 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~31.82 miles north of Sheffield
  • Includes a 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.
  • 3-star Mountain property
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From$75
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Residence Inn by Marriott in Kingston 800 Frank Sottile Blvd., Kingston, NY 12401 Call ~33.63 miles west of Sheffield
  • Includes a pool: Our pool is open from 7 am to 11 pm every day
  • High-end Downtown property
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From$125
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Courtyard by Marriott Kingston 500 Frank Sottile Blvd., Kingston, NY 12401 Call ~33.75 miles west of Sheffield
  • Pool available: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • 3-star Downtown property
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From$85
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Residence Inn by Marriott Hartford Avon in Avon 55 Simsbury Rd., Avon, CT 06001 Call ~33.86 miles southeast of Sheffield
  • Pool details: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Affordable Suburban hotel
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From$80
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Hilton Garden Inn - Babc2af01bf25d1094cea9b5604bcbb1 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 503 Washington Ave., Kingston, NY 12401 Call ~36.47 miles west of Sheffield
  • Pool details: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Three Star Suburban hotel
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From$85
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Residence Inn by Marriott Albany East Greenbush / Tech Valley - East Greenbush 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.
  • Midscale 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
  • Includes a pool: Indoor and heated pool open from 6AM to 10PM
  • Midscale Suburban property
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From$109
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Springhill Suites Marriott Airport : 225 Ella Grasso Turnpike 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 property
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From$95
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Residence Inn by Marriott West Springfield in West Springfield 64 Border Way, West Springfield, MA 01089 Call ~37.28 miles east of Sheffield
  • Pool available: Indoor pool open from 6am-12am daily
  • 3-star Highway hotel
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From$97
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Courtyard West Spring Marriott - West Springfield 885 Riverdale St., West Springfield, MA 01089 Call ~37.39 miles east of Sheffield
  • Pool in hotel
  • Midscale property
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From$90
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Doubletree by Hilton Hotel Hartford Bradley Airport - Windsor Locks 16 Ella T Grasso Turnpike, Windsor Locks, CT 06096 Call ~37.39 miles east of Sheffield
  • Has swimming pool: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • Midscale Airport hotel
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From$73
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Quality Inn West Springfield 1150 Riverdale St., West Springfield, MA 01089 Call ~37.40 miles east of Sheffield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Cheap Suburban hotel
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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
  • Includes a pool
  • Midscale property
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From$73
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Homewood Suites by Hilton Windsor Locks Hartford 65 Ella Grasso Turnpike, Windsor Locks, CT 06096 Call ~37.50 miles east of Sheffield
  • Pool in hotel: We offer an outside swimming pool that is open from Memorial Day weekend through Labor Day weekend. Hours of operation daily: 10am-9pm.
  • Affordable Airport hotel
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From$99
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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
  • Includes a pool: Seasonal-Outdoor
  • 2-star Airport property
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From$45
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Fairfield Inn & Suites by Marriott Hartford Airport 2 Loten Dr., Windsor Locks, CT 06096 Call ~37.57 miles east of Sheffield
  • Has swimming pool: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • 3 star Airport hotel
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From$95
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Comfort Inn & Suites : 106 Capital Dr. 106 Capital Dr., West Springfield, MA 01089 Call ~37.66 miles east of Sheffield
  • Pool details: Indoor pool and whirlpool open daily from 7am-10pm
  • 2 star Suburban hotel
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From$129
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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
  • Includes a pool: 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., Springfield, MA 01104 Call ~38.94 miles east of Sheffield
  • Pool in hotel: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Three Star Downtown property
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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
  • Pool in hotel: 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 Monarch Place Hotel : 1 Monarch Place 1 Monarch Place, Springfield, MA 01144 Call ~39.16 miles east of Sheffield
  • Pool available: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • 3 star Downtown hotel
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From$80
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Hampton Inn & Suites Hartford/Farmington 301 Colt Highway, Farmington, CT 06032 Call ~39.22 miles southeast of Sheffield
  • Pool in hotel: Dive into relaxation in our indoor swimming pool. After an intense workout, soothe your sore muscles in the whirlpool. The pool area is open daily from 6:00 AM until 11:00 PM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • 3 star Suburban property
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From$82
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Courtyard By Marriott Hartford/Windsor Airport in Windsor 1 Day Hill Rd., Windsor, CT 06095 Call ~39.31 miles east of Sheffield
  • Includes a swimming pool
  • Three 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
  • Mid-scale hotel
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From$80
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Ramada by Wyndham Windsor Locks - Windsor Locks 383 South Center St., Windsor Locks, CT 06096 Call ~39.49 miles east of Sheffield
  • Pool details: 9am - 9pm. Indoor heated pool.
  • Midscale Airport property
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From$80
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Hartford Marriott Farmington 15 Farm Springs Rd., Farmington, CT 06032 Call ~39.53 miles southeast of Sheffield
  • Pool available: 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
  • Three Star Suburban hotel
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From$99
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Residence Inn by Marriott Hartford Windsor 100 Dunfey Lane, Windsor, CT 06095 Call ~39.53 miles east of Sheffield
  • Pool available: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Three Star Highway hotel
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From$96
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Fairfield Inn & Suites Albany East Greenbush : 124 Troy Rd. 124 Troy Rd., East Greenbush, NY 12061 Call ~39.55 miles northwest of Sheffield
  • Includes a pool: 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.
  • Midscale Suburban hotel
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From$124
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Hampton Inn & Suites Springfield / Downtown 851 East Columbus Ave., Springfield, MA 01105 Call ~39.62 miles east of Sheffield
  • Pool details: 7am-10Pm
  • Mid-scale Downtown hotel
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From$99
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TRU by Hilton Chicopee Springfield - Chicopee 440 Memorial Dr., Chicopee, MA 01020 Call ~39.98 miles east of Sheffield
  • Includes a pool: Indoor Pool. Open 7AM-10PM daily.
  • Midscale hotel
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From$90
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Fairfield Inn & Suites by Marriott Springfield Enfield - Enfield 1 Bright Meadow Blvd., Enfield, CT 06082 Call ~39.99 miles east of Sheffield
  • Pool available: Seasonal Outdoor Pool- 9am-9pm
  • 3-star Suburban hotel
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From$79
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Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I - Rensselaer 8 Empire Dr., Rensselaer, NY 12144 Call ~40.08 miles northwest of Sheffield
  • Includes a pool
  • Affordable Suburban property
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From$99
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Residence Inn by Marriott Springfield Chicopee - Chicopee 500 Memorial Dr., Chicopee, MA 01020 Call ~40.08 miles east of Sheffield
  • Pool in hotel: Indoor pool Pool Hours 9am to 10pm
  • 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., East Windsor, CT 06088 Call ~40.28 miles east of Sheffield
  • Pool details: Indoor Pool/ open from 5:30AM-11:00PM
  • Midscale Suburban property
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From$40
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Fairfield Inn & Suites by Marriott - Plainville 400 New Britain Ave., Plainville, CT 06062 Call ~40.35 miles southeast of Sheffield
  • Pool available: Indoor pool open 7am to 10pm
  • 3-star Highway property
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From$80
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Courtyard by Marriott Farmington 1583 Southeast Rd., Farmington, CT 06032 Call ~40.84 miles southeast of Sheffield
  • Pool available: Indoor pool
  • Midscale Suburban hotel
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From$59
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Holiday Inn Express Southington An Ihg Hotel : 120 Laning St. 120 Laning St., Southington, CT 06489 Call ~41.41 miles southeast of Sheffield
  • Pool in hotel: Outdoor pool. The hours are 6AM-10PM.
  • 3 star Suburban hotel
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From$60
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Hampton Inn Hadley Amherst Area : 24 Bay Rd. 24 Bay Rd., Hadley, MA 01035 Call ~41.48 miles east of Sheffield
  • Includes a pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Three Star Suburban hotel
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From$109
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Four Points by Sheraton 3 Mount Hope Way, Albany, NY 12202 Call ~41.57 miles northwest of Sheffield
  • Pool available: Indoor Pool is open 7:00 AM to 10:00 PM
  • Affordable Suburban property
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From$80
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