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., Great Barrington, MA 01230
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~6.69 miles north of Sheffield
  • We have a pool
  • Affordable Resort hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
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The Red Lion Inn in Stockbridge 30 Main St., Stockbridge, MA 01262
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~12.00 miles north of Sheffield
  • Has swimming pool: 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
More Photos Swimming pool at The Red Lion Inn
From$120
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort in South Lee 190 Meadow St., South Lee, MA 01260
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~12.04 miles north of Sheffield
  • Pool details: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Mid-scale Mountain property
More Photos Swimming pool at Holiday Inn Club Vacations Oak N Spruce Resort
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
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~12.21 miles southwest of Sheffield
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort property
More Photos Swimming pool at Interlaken Inn
From$179
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires : 445 Pittsfield Rd. 445 Pittsfield Rd., Lenox, MA 01240
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~20.64 miles north of Sheffield
  • Pool in hotel
  • Midscale Mountain hotel
More Photos Swimming pool at Hampton Inn & Suites Lenox Berkshires
From$80
Average 3.0 /5 Read 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
  • Pool details: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Three Star Suburban property
More Photos Swimming pool at Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201
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~21.02 miles north of Sheffield
  • Has swimming pool: Indoor heated pool/hot tub
  • Midscale Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Berkshire Mountain Lodge : 8 Dan Fox Dr. 8 Dan Fox Dr., Pittsfield, MA 01201
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~21.37 miles north of Sheffield
  • Pool in hotel: Indoor pool & hot tub Open daily 8am-11pm
  • Low priced Mountain hotel
More Photos Pool image of Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock 37 Corey Rd., Hancock, MA 01237
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~31.05 miles north of Sheffield
  • Pool available: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain hotel
More Photos Pool image of Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Review Score Call BookMore Details
Vacation Village in The Berkshires in 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.
  • Mid-scale Mountain hotel
More Photos Swimming pool at 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
  • Pool details: Our pool is open from 7 am to 11 pm every day
  • High-end Downtown property
More Photos Swimming pool at Residence Inn by Marriott
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Kingston 500 Frank Sottile Blvd., Kingston, NY 12401
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~33.75 miles west of Sheffield
  • Includes a pool: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • 3-star Downtown hotel
More Photos Photo of Courtyard by Marriott Kingston Pool
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon - Avon 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.
  • Midscale Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Hartford Avon
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Hilton Garden Inn in Babc2af01bf25d1094cea9b5604bcbb1 Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095
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~36.33 miles east of Sheffield
  • Has swimming pool: 5:00am- 10:00pm
  • Mid-scale Airport property
More Photos Swimming pool at 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. 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.
  • 3 star Suburban property
More Photos Swimming pool at Best Western Plus Kingston Hotel and Conference Center
From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
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Residence Inn by Marriott Albany East Greenbush / Tech Valley - East Greenbush 3 Tech Valley Dr., East Greenbush, NY 12061
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~36.86 miles northwest of Sheffield
  • Pool in hotel: We have an indoor pool and a spa.
  • Affordable Suburban property
More Photos Photo of Residence Inn by Marriott Albany East Greenbush / Tech Valley Pool
From$117
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~36.88 miles east of Sheffield
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Three Star Suburban hotel
More Photos Photo of Fairfield Inn & Suites Springfield Holyoke Pool
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites Marriott Airport : 225 Ella Grasso Turnpike 225 Ella Grasso Turnpike, Windsor Locks, CT 06096
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~37.26 miles east of Sheffield
  • Pool details: Small indoor heated pool. Not big enough for large groups of people.
  • Midscale Airport hotel
More Photos Photo of Springhill Suites Marriott Airport Pool
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott West Springfield : 64 Border Way 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 property
More Photos Photo of Residence Inn by Marriott West Springfield Pool
From$97
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089
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~37.39 miles east of Sheffield
  • Pool in hotel
  • Mid-scale property
More Photos Swimming pool at Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn West Springfield 1150 Riverdale St., West Springfield, MA 01089
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~37.40 miles east of Sheffield
  • Has swimming pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • 2 star Suburban hotel
More Photos Swimming pool at Quality Inn West Springfield
From$75
Average 3.0 /5 Review Score 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
  • Affordable property
More Photos Swimming pool at Best Western Springfield West Inn
From$73
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Windsor Locks Hartford - Windsor Locks 65 Ella Grasso Turnpike, Windsor Locks, CT 06096
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~37.50 miles east of Sheffield
  • Pool details: We offer an outside swimming pool that is open from Memorial Day weekend through Labor Day weekend. Hours of operation daily: 10am-9pm.
  • Midscale Airport hotel
More Photos Photo of Homewood Suites by Hilton Windsor Locks Hartford Pool
From$99
Very Good 4.0 /5 Reviews 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
  • Has swimming pool: Seasonal-Outdoor
  • Inexpensive Airport property
More Photos Pool image of Econo Lodge Inn & Suites Windsor Locks Bradley Airport
From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Hartford Airport in Windsor Locks 2 Loten Dr., Windsor Locks, CT 06096
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~37.57 miles east of Sheffield
  • Pool available: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • Midscale Airport hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Hartford Airport
From$95
Very Good 4.0 /5 Latest 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
  • Pool available: Indoor pool and whirlpool open daily from 7am-10pm
  • Low Cost Suburban hotel
More Photos Photo of Comfort Inn & Suites Pool
From$129
Average 3.0 /5 Read Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut - Bristol 42 Century Dr., Bristol, CT 06010
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~38.92 miles southeast of Sheffield
  • Pool details: Our indoor, saltwater pool and whirlpool are available to guests from 9am-10pm daily.
  • 3-star Suburban property
More Photos Pool image of DoubleTree by Hilton Hotel Bristol, Connecticut
From$149
Very Good 4.0 /5 Latest 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 details: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • 3-star Downtown property
More Photos Swimming pool at La Quinta by Wyndham
From$80
Average 3.0 /5 Hotel 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
  • Has swimming pool: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Mid-scale Suburban property
More Photos Swimming pool at Hyatt House Hartford North / Windsor
From$89
Average 3.0 /5 Review Score Call BookMore Details
Sheraton Springfield Monarch Place Hotel 1 Monarch Place, Springfield, MA 01144
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~39.16 miles east of Sheffield
  • Pool in hotel: 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
More Photos Photo of Sheraton Springfield Monarch Place Hotel Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Hartford/Farmington - Farmington 301 Colt Highway, Farmington, CT 06032
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~39.22 miles southeast of Sheffield
  • Has swimming pool: 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.
  • Mid-scale Suburban property
More Photos Pool image of Hampton Inn & Suites Hartford/Farmington
From$82
Very Good 4.0 /5 Hotel 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
  • With a pool!
  • Three Star Downtown property
More Photos Swimming pool at Courtyard By Marriott Hartford/Windsor Airport
From$219
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown 145 State St., Springfield, MA 01103
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~39.43 miles east of Sheffield
  • Pool in hotel: Indoor heated pool
  • Midscale hotel
More Photos hotel room
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Windsor Locks in Windsor Locks 383 South Center St., Windsor Locks, CT 06096
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~39.49 miles east of Sheffield
  • Has swimming pool: 9am - 9pm. Indoor heated pool.
  • Three Star Airport hotel
More Photos Swimming pool at Ramada by Wyndham Windsor Locks
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hartford Marriott Farmington - Farmington 15 Farm Springs Rd., Farmington, CT 06032
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~39.53 miles southeast of Sheffield
  • Includes a pool: 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
  • Affordable Suburban hotel
More Photos Swimming pool at Hartford Marriott Farmington
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor in Windsor 100 Dunfey Lane, Windsor, CT 06095
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~39.53 miles east of Sheffield
  • Pool available: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Midscale Highway property
More Photos Photo of Residence Inn by Marriott Hartford Windsor Pool
From$96
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Albany East Greenbush - East Greenbush 124 Troy Rd., East Greenbush, NY 12061
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~39.55 miles northwest of Sheffield
  • Pool in hotel: 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
More Photos Swimming pool at Fairfield Inn & Suites Albany East Greenbush
From$124
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee 440 Memorial Dr., Chicopee, MA 01020
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~39.98 miles east of Sheffield
  • Pool available: Indoor Pool. Open 7AM-10PM daily.
  • 3-star property
More Photos Swimming pool at TRU by Hilton Chicopee Springfield
From$90
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Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I : 8 Empire Dr. 8 Empire Dr., Rensselaer, NY 12144
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~40.08 miles northwest of Sheffield
  • We have a pool
  • Three Star Suburban hotel
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 500 Memorial Dr., Chicopee, MA 01020
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~40.08 miles east of Sheffield
  • Has swimming pool: Indoor pool Pool Hours 9am to 10pm
  • Mid-scale Highway hotel
More Photos Swimming pool at Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield 600 Memorial Dr., Chicopee, MA 01020
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~40.12 miles east of Sheffield
  • Pool in hotel: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Midscale Suburban property
More Photos Photo of Hampton Inn Chicopee / Springfield Pool
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport 260 Main St., East Windsor, CT 06088
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~40.28 miles east of Sheffield
  • Pool in hotel: 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 Review Score 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
  • Pool available: Indoor pool open 7am to 10pm
  • Mid-scale Highway property
More Photos Photo of Fairfield Inn & Suites by Marriott Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Farmington 1583 Southeast Rd., Farmington, CT 06032
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~40.84 miles southeast of Sheffield
  • Pool in hotel: Indoor pool
  • Mid-scale Suburban hotel
More Photos Pool image of Courtyard by Marriott Farmington
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel - Southington 120 Laning St., Southington, CT 06489
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~41.41 miles southeast of Sheffield
  • Pool in hotel: Outdoor pool. The hours are 6AM-10PM.
  • 3 star Suburban property
More Photos Photo of Holiday Inn Express Southington An Ihg Hotel Pool
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035
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~41.48 miles east of Sheffield
  • Pool available: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Midscale Suburban property
More Photos Swimming pool at Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Four Points by Sheraton in Albany 3 Mount Hope Way, Albany, NY 12202
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~41.57 miles northwest of Sheffield
  • Includes a pool: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3 star Suburban hotel
More Photos Pool image of Four Points by Sheraton
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown 63 Grand St., Waterbury, CT 06702
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~41.75 miles southeast of Sheffield
  • Includes a pool: 6am to 11pm 25ft indoor heated pool
  • Mid-scale Downtown hotel
More Photos Photo of Courtyard by Marriott Waterbury Downtown Pool
From$87
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn Southington 778 West St., Southington, CT 06489
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~41.85 miles southeast of Sheffield
  • Has swimming pool: Indoor pool
  • 3-star Rural property
More Photos Photo of Residence Inn Southington Pool
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Downtown Albany Ny 300 Broadway, Albany, NY 12207
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~42.02 miles northwest of Sheffield
  • Pool details: The indoor pool is open from 9:00am to 9:30pm. Also included in the pool area is a Jacuzzi tub.
  • Affordable Downtown property
More Photos Photo of Country Inn & Suites by Radisson Downtown Albany Ny Pool
From$80
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