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.

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Sheffield Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230
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~6.69 miles north of Sheffield
  • We have a pool
  • Affordable Resort property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Holiday Inn Club Vacations Oak N Spruce Resort 190 Meadow St., South Lee, MA 01260
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~12.04 miles north of Sheffield
  • Pool available: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • 3 star Mountain property
More Photos Swimming pool at Holiday Inn Club Vacations Oak N Spruce Resort
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Pool details: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Affordable Resort hotel
More Photos Swimming pool at Interlaken Inn
From$179
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Has swimming pool: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Three Star Suburban property
More Photos Photo of Holiday Inn Express Pittsfield Lenox Berkshires Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Pool available: Indoor heated pool/hot tub
  • Three Star Suburban property
More Photos Swimming pool at Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • Low Cost Mountain hotel
More Photos Photo of Berkshire Mountain Lodge Pool
From$125
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237
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~31.05 miles north of Sheffield
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Three Star Mountain hotel
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Vacation Village in The Berkshires - Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237
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~31.82 miles north of Sheffield
  • Pool in hotel: 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.
  • Midscale Mountain hotel
More Photos Pool image of Vacation Village in The Berkshires
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott 800 Frank Sottile Blvd., Kingston, NY 12401
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~33.63 miles west of Sheffield
  • Includes a pool: Our pool is open from 7 am to 11 pm every day
  • Expensive Downtown hotel
More Photos Swimming pool at Residence Inn by Marriott
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon : 55 Simsbury Rd. 55 Simsbury Rd., Avon, CT 06001
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~33.86 miles southeast of Sheffield
  • Pool in hotel: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Affordable Suburban property
More Photos Pool image of Residence Inn by Marriott Hartford Avon
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095
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~36.33 miles east of Sheffield
  • Pool details: 5:00am- 10:00pm
  • Three Star Airport hotel
More Photos Pool image of Hilton Garden Inn
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center 503 Washington Ave., Kingston, NY 12401
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~36.47 miles west of Sheffield
  • Has swimming pool: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Three Star Suburban hotel
More Photos Photo of Best Western Plus Kingston Hotel and Conference Center Pool
From$85
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley 3 Tech Valley Dr., East Greenbush, NY 12061
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~36.86 miles northwest of Sheffield
  • Includes a pool: We have an indoor pool and a spa.
  • Mid-scale Suburban hotel
More Photos Photo of Residence Inn by Marriott Albany East Greenbush / Tech Valley Pool
From$117
Very Good 4.0 /5 Review Score Call BookMore Details
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Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~36.88 miles east of Sheffield
  • Includes a pool: Indoor and heated pool open from 6AM to 10PM
  • 3-star Suburban hotel
More Photos Pool image of Fairfield Inn & Suites Springfield Holyoke
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites Marriott Airport - Windsor Locks 225 Ella Grasso Turnpike, Windsor Locks, CT 06096
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~37.26 miles east of Sheffield
  • Has swimming pool: Small indoor heated pool. Not big enough for large groups of people.
  • 3 star Airport property
More Photos Photo of Springhill Suites Marriott Airport Pool
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
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Residence Inn by Marriott West Springfield 64 Border Way, West Springfield, MA 01089
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~37.28 miles east of Sheffield
  • Pool available: Indoor pool open from 6am-12am daily
  • Affordable Highway hotel
More Photos Swimming pool at Residence Inn by Marriott West Springfield
From$97
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport by IHG 600 Spring St., Windsor Locks, CT 06096
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~37.30 miles east of Sheffield
  • Includes a pool: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Affordable Airport property
More Photos Swimming pool at Holiday Inn Express & Suites Bradley Airport by IHG
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard West Spring Marriott in West Springfield 885 Riverdale St., West Springfield, MA 01089
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~37.39 miles east of Sheffield
  • With a pool!
  • Midscale hotel
More Photos Photo of Courtyard West Spring Marriott Pool
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn West Springfield - West Springfield 1150 Riverdale St., West Springfield, MA 01089
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~37.40 miles east of Sheffield
  • Pool available: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • 2-star Suburban hotel
More Photos Pool image of Quality Inn West Springfield
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Springfield West Inn 429 Riverdale St., West Springfield, MA 01089
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~37.45 miles east of Sheffield
  • We have a pool
  • Midscale property
More Photos Photo of Best Western Springfield West Inn Pool
From$73
Average 3.0 /5 Review Score Call BookMore Details
Econo Lodge Inn & Suites Windsor Locks Bradley Airport - Windsor Locks 34 Old County Rd., Windsor Locks, CT 06096
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~37.52 miles east of Sheffield
  • Includes a pool: Seasonal-Outdoor
  • Cheap Airport property
More Photos Pool image of Econo Lodge Inn & Suites Windsor Locks Bradley Airport
From$45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr. 106 Capital Dr., West Springfield, MA 01089
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~37.66 miles east of Sheffield
  • Includes a pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Two star Suburban property
More Photos Photo of Comfort Inn & Suites Pool
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington 2 Farm Glen Blvd., Farmington, CT 06032
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~38.82 miles southeast of Sheffield
  • Includes a pool: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Three Star Suburban hotel
More Photos Photo of Homewood Suites by Hilton Hartford-Farmington Pool
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Marriott Hartford/Windsor Airport : 28 Day Hill Rd. 28 Day Hill Rd., Windsor, CT 06095
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~38.87 miles east of Sheffield
  • Includes a pool: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • Mid-scale Suburban property
More Photos Photo of Marriott Hartford/Windsor Airport Pool
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta by Wyndham 100 Congress St., Springfield, MA 01104
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~38.94 miles east of Sheffield
  • Pool available: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • 3-star Downtown hotel
More Photos Pool image of La Quinta by Wyndham
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt House Hartford North / Windsor - Windsor 200 Corporate Dr., Windsor, CT 06095
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~39.02 miles east of Sheffield
  • Pool details: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • 3 star Suburban hotel
More Photos Pool image of Hyatt House Hartford North / Windsor
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sheraton Springfield - Springfield 1 Monarch Place, Springfield, MA 01144
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~39.17 miles east of Sheffield
  • Includes a pool: We have an indoor pool with an outdoor patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Affordable Downtown hotel
More Photos Photo of Sheraton Springfield Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport - Windsor 1 Day Hill Rd., Windsor, CT 06095
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~39.31 miles east of Sheffield
  • Has a pool!
  • Three Star Downtown hotel
More Photos Pool image of Courtyard By Marriott Hartford/Windsor Airport
From$219
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown in Springfield 145 State St., Springfield, MA 01103
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~39.43 miles east of Sheffield
  • Pool available: Indoor heated pool
  • Mid-scale property
More Photos hotel room
From$80
Average 3.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Windsor Locks 383 South Center St., Windsor Locks, CT 06096
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~39.49 miles east of Sheffield
  • Pool available: 9am - 9pm. Indoor heated pool.
  • 3-star Airport hotel
More Photos Swimming pool at Ramada by Wyndham Windsor Locks
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hartford Marriott Farmington : 15 Farm Springs Rd. 15 Farm Springs Rd., Farmington, CT 06032
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~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
  • Mid-scale Suburban property
More Photos Swimming pool at Hartford Marriott Farmington
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor 100 Dunfey Lane, Windsor, CT 06095
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~39.53 miles east of Sheffield
  • Includes a pool: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Mid-scale Highway property
More Photos Photo of Residence Inn by Marriott Hartford Windsor Pool
From$96
Average 3.0 /5 Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield 440 Memorial Dr., Chicopee, MA 01020
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~39.98 miles east of Sheffield
  • Pool available: Indoor Pool. Open 7AM-10PM daily.
  • Affordable hotel
More Photos Swimming pool at TRU by Hilton Chicopee Springfield
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites East Greenbush (Albany Skyline) by I - Rensselaer 8 Empire Dr., Rensselaer, NY 12144
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~40.08 miles northwest of Sheffield
  • Pool in hotel
  • 3-star Suburban property
More Photos Photo of Holiday Inn Express & Suites East Greenbush (Albany Skyline) by I Pool
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee in Chicopee 500 Memorial Dr., Chicopee, MA 01020
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~40.08 miles east of Sheffield
  • Has swimming pool: Indoor pool Pool Hours 6am to 11pm
  • Three Star Highway hotel
More Photos Swimming pool at Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield 600 Memorial Dr., Chicopee, MA 01020
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~40.12 miles east of Sheffield
  • Pool details: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Mid-scale Suburban property
More Photos Pool image of Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport - East Windsor 260 Main St., East Windsor, CT 06088
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~40.28 miles east of Sheffield
  • Has swimming pool: Indoor Pool/ open from 5:30AM-11:00PM
  • Mid-scale Suburban hotel
More Photos Swimming pool at Baymont by Wyndham East Windsor Bradley Airport
From$40
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott 400 New Britain Ave., Plainville, CT 06062
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~40.35 miles southeast of Sheffield
  • Includes a pool: Indoor pool open 7am to 10pm
  • Midscale Highway hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Farmington : 1583 Southeast Rd. 1583 Southeast Rd., Farmington, CT 06032
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~40.84 miles southeast of Sheffield
  • Pool available: Indoor pool
  • Mid-scale Suburban hotel
More Photos Pool image of Courtyard by Marriott Farmington
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel in Southington 120 Laning St., Southington, CT 06489
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~41.41 miles southeast of Sheffield
  • Includes a pool: Outdoor pool. The hours are 6AM-10PM.
  • Midscale Suburban hotel
More Photos Photo of Holiday Inn Express Southington An Ihg Hotel Pool
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area - Hadley 24 Bay Rd., Hadley, MA 01035
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~41.48 miles east of Sheffield
  • Pool in hotel: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Waterbury Downtown 63 Grand St., Waterbury, CT 06702
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~41.75 miles southeast of Sheffield
  • Pool details: 6am to 11pm 25ft indoor heated pool
  • Midscale Downtown hotel
More Photos Pool image of Courtyard by Marriott Waterbury Downtown
From$87
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn Southington - Southington 778 West St., Southington, CT 06489
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~41.85 miles southeast of Sheffield
  • Pool in hotel: Indoor pool
  • Mid-scale Rural hotel
More Photos Swimming pool at Residence Inn Southington
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Maple Terrace Motel : 555 Main St. 555 Main St., Williamstown, MA 01267
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~42.05 miles north of Sheffield
  • Pool details: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Two star Rural hotel
More Photos Photo of Maple Terrace Motel Pool
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection - North Adams 40 Main St., North Adams, MA 01247
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~42.44 miles north of Sheffield
  • Includes a pool: 5am-10pm Indoor
  • Midscale Downtown property
More Photos Swimming pool at Hotel Downstreet Ascend Hotel Collection
From$136
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Albany : 40 Lodge St. 40 Lodge St., Albany, NY 12207
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~42.61 miles northwest of Sheffield
  • Has swimming pool
  • 3-star Downtown hotel
More Photos Photo of Hilton Albany Pool
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
The Porches Inn at Mass Moca 231 River St., North Adams, MA 01247
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~42.68 miles north of Sheffield
  • Pool in hotel: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Four-star Downtown hotel
More Photos Photo of The Porches Inn at Mass Moca Pool
From$199
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Poughkeepsie in Poughkeepsie 2525 South Rd., Poughkeepsie, NY 12601
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~42.75 miles southwest of Sheffield
  • We have a pool
  • 3-star Suburban property
More Photos Swimming pool at Residence Inn by Marriott Poughkeepsie
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford in East Hartford 351 Pitkin St., East Hartford, CT 06108
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~42.97 miles southeast of Sheffield
  • Has swimming pool: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • 3 star Downtown property
More Photos Swimming pool at Hampton Inn & Suites Hartford / East Hartford
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035
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~43.24 miles east of Sheffield
  • Includes a pool: Heated Indoor Pool open from 7am - 9pm daily.
  • Mid-scale Suburban property
More Photos Swimming pool at Towneplace Suites by Marriott
From$140
Average 3.0 /5 Read Reviews Call BookMore Details

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