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.

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Sheffield Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks in Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230
Call Us
~6.69 miles north of Sheffield
  • With a pool!
  • 3-star Resort property
More Photos Pool image of Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sheffield" Get Alexa Skill →
The Red Lion Inn 30 Main St., Stockbridge, MA 01262
Call Us
~12.00 miles north of Sheffield
  • Pool in hotel: 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!
  • Affordable Rural property
More Photos Photo of The Red Lion Inn Pool
From$120
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort 190 Meadow St., South Lee, MA 01260
Call Us
~12.04 miles north of Sheffield
  • Pool in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Midscale Mountain property
More Photos Pool image of 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
Call Us
~12.21 miles southwest of Sheffield
  • Pool available: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Three Star Resort property
More Photos Swimming pool at Interlaken Inn
From$179
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240
Call Us
~20.64 miles north of Sheffield
  • We have a pool ready for use
  • 3 star Mountain hotel
More Photos Swimming pool at Hampton Inn & Suites Lenox Berkshires
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires in Pittsfield 1055 South St., Pittsfield, MA 01201
Call Us
~21.02 miles north of Sheffield
  • Pool details: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Affordable Suburban hotel
More Photos Pool image of Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201
Call Us
~21.02 miles north of Sheffield
  • Pool details: 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 Review Score Call BookMore Details
Berkshire Mountain Lodge - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
Call Us
~21.37 miles north of Sheffield
  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • Inexpensive Mountain hotel
More Photos Swimming pool at Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock 37 Corey Rd., Hancock, MA 01237
Call Us
~31.05 miles north of Sheffield
  • Pool available: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Affordable Mountain property
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Vacation Village in The Berkshires 276 Brodie Mtn Rd., Lanesborough, MA 01237
Call Us
~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.
  • Mid-scale Mountain hotel
More Photos Photo of Vacation Village in The Berkshires Pool
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott 800 Frank Sottile Blvd., Kingston, NY 12401
Call Us
~33.63 miles west of Sheffield
  • Pool available: Our pool is open from 7 am to 11 pm every day
  • 4 star Downtown property
More Photos Photo of Residence Inn by Marriott Pool
From$125
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Kingston 500 Frank Sottile Blvd., Kingston, NY 12401
Call Us
~33.75 miles west of Sheffield
  • Pool available: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • 3 star Downtown hotel
More Photos Pool image of Courtyard by Marriott Kingston
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon in Avon 55 Simsbury Rd., Avon, CT 06001
Call Us
~33.86 miles southeast of Sheffield
  • Pool details: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Three Star Suburban property
More Photos Pool image of Residence Inn by Marriott Hartford Avon
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Hilton Garden Inn : Hartford North / Bradley Intl Airport Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095
Call Us
~36.33 miles east of Sheffield
  • Pool details: 5:00am- 10:00pm
  • Affordable Airport property
More Photos Pool image of Hilton Garden Inn
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center - Kingston 503 Washington Ave., Kingston, NY 12401
Call Us
~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.
  • Affordable Suburban hotel
More Photos Photo of Best Western Plus Kingston Hotel and Conference Center Pool
From$85
Average 3.0 /5 Latest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Sheffield" Get Alexa Skill →
Residence Inn by Marriott Albany East Greenbush / Tech Valley in East Greenbush 3 Tech Valley Dr., East Greenbush, NY 12061
Call Us
~36.86 miles northwest of Sheffield
  • Includes a pool: We have an indoor pool and a spa.
  • 3 star Suburban property
More Photos Swimming pool at Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$117
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
Call Us
~36.88 miles east of Sheffield
  • Pool available: Indoor and heated pool open from 6AM to 10PM
  • 3 star Suburban property
More Photos Photo of Fairfield Inn & Suites Springfield Holyoke Pool
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites Marriott Airport in Windsor Locks 225 Ella Grasso Turnpike, Windsor Locks, CT 06096
Call Us
~37.26 miles east of Sheffield
  • Includes a pool: Small indoor heated pool. Not big enough for large groups of people.
  • Affordable Airport property
More Photos Pool image of Springhill Suites Marriott Airport
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott West Springfield in West Springfield 64 Border Way, West Springfield, MA 01089
Call Us
~37.28 miles east of Sheffield
  • Has swimming pool: Indoor pool open from 6am-12am daily
  • 3-star Highway hotel
More Photos Swimming pool at Residence Inn by Marriott West Springfield
From$97
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089
Call Us
~37.39 miles east of Sheffield
  • Includes a pool
  • 3 star property
More Photos Swimming pool at Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Hotel Hartford Bradley Airport 16 Ella T Grasso Turnpike, Windsor Locks, CT 06096
Call Us
~37.39 miles east of Sheffield
  • Pool details: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • Three Star Airport hotel
More Photos Photo of Doubletree by Hilton Hotel Hartford Bradley Airport Pool
From$73
Average 3.5 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield - West Springfield 1150 Riverdale St., West Springfield, MA 01089
Call Us
~37.40 miles east of Sheffield
  • Pool in hotel: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Economy Suburban property
More Photos Photo of Quality Inn West Springfield Pool
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Springfield West Inn 429 Riverdale St., West Springfield, MA 01089
Call Us
~37.45 miles east of Sheffield
  • Includes a pool
  • Mid-scale hotel
More Photos Photo of Best Western Springfield West Inn Pool
From$73
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Windsor Locks Hartford - Windsor Locks 65 Ella Grasso Turnpike, Windsor Locks, CT 06096
Call Us
~37.50 miles east of Sheffield
  • Pool available: We offer an outside swimming pool that is open from Memorial Day weekend through Labor Day weekend. Hours of operation daily: 10am-9pm.
  • Three Star Airport hotel
More Photos Photo of Homewood Suites by Hilton Windsor Locks Hartford Pool
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Inn & Suites Windsor Locks Bradley Airport in Windsor Locks 34 Old County Rd., Windsor Locks, CT 06096
Call Us
~37.52 miles east of Sheffield
  • Pool available: Seasonal-Outdoor
  • Cheap Airport hotel
More Photos Photo of Econo Lodge Inn & Suites Windsor Locks Bradley Airport Pool
From$45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Hartford Airport in Windsor Locks 2 Loten Dr., Windsor Locks, CT 06096
Call Us
~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"
  • Three Star Airport hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Hartford Airport Pool
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites - West Springfield 106 Capital Dr., West Springfield, MA 01089
Call Us
~37.66 miles east of Sheffield
  • Pool details: Indoor pool and whirlpool open daily from 7am-10pm
  • Low-priced Suburban hotel
More Photos Photo of Comfort Inn & Suites Pool
From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut - Bristol 42 Century Dr., Bristol, CT 06010
Call Us
~38.92 miles southeast of Sheffield
  • Has swimming pool: Our indoor, saltwater pool and whirlpool are available to guests from 9am-10pm daily.
  • Three Star Suburban property
More Photos Photo of DoubleTree by Hilton Hotel Bristol, Connecticut Pool
From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta by Wyndham : 100 Congress St. 100 Congress St., Springfield, MA 01104
Call Us
~38.94 miles east of Sheffield
  • Has swimming pool: 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
More Photos Swimming pool at La Quinta by Wyndham
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hyatt House Hartford North / Windsor 200 Corporate Dr., Windsor, CT 06095
Call Us
~39.02 miles east of Sheffield
  • Pool in hotel: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • 3-star Suburban hotel
More Photos Swimming pool at Hyatt House Hartford North / Windsor
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Springfield Monarch Place Hotel in Springfield 1 Monarch Place, Springfield, MA 01144
Call Us
~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
  • Three Star Downtown property
More Photos Photo of Sheraton Springfield Monarch Place Hotel Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Hartford/Farmington 301 Colt Highway, Farmington, CT 06032
Call Us
~39.22 miles southeast of Sheffield
  • Pool available: 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.
  • Affordable Suburban hotel
More Photos Swimming pool at Hampton Inn & Suites Hartford/Farmington
From$82
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport in Windsor 1 Day Hill Rd., Windsor, CT 06095
Call Us
~39.31 miles east of Sheffield
  • Pool in hotel
  • Mid-scale Downtown property
More Photos Swimming pool at Courtyard By Marriott Hartford/Windsor Airport
From$219
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown : 145 State St. 145 State St., Springfield, MA 01103
Call Us
~39.43 miles east of Sheffield
  • Pool details: Indoor heated pool
  • Mid-scale hotel
More Photos hotel room
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Windsor Locks 383 South Center St., Windsor Locks, CT 06096
Call Us
~39.49 miles east of Sheffield
  • Has swimming pool: 9am - 9pm. Indoor heated pool.
  • 3 star Airport hotel
More Photos Photo of Ramada by Wyndham Windsor Locks Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hartford Marriott Farmington 15 Farm Springs Rd., Farmington, CT 06032
Call Us
~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
  • Three Star Suburban property
More Photos Pool image of Hartford Marriott Farmington
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor 100 Dunfey Lane, Windsor, CT 06095
Call Us
~39.53 miles east of Sheffield
  • Pool in hotel: 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
Fairfield Inn & Suites Albany East Greenbush 124 Troy Rd., East Greenbush, NY 12061
Call Us
~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 hotel
More Photos Pool image of Fairfield Inn & Suites Albany East Greenbush
From$124
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Springfield / Downtown - Springfield 851 East Columbus Ave., Springfield, MA 01105
Call Us
~39.62 miles east of Sheffield
  • Pool details: 7am-10Pm
  • Three Star Downtown property
More Photos Photo of Hampton Inn & Suites Springfield / Downtown Pool
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
TRU by Hilton Chicopee Springfield 440 Memorial Dr., Chicopee, MA 01020
Call Us
~39.98 miles east of Sheffield
  • Has swimming pool: Indoor Pool. Open 7AM-10PM daily.
  • Midscale property
More Photos Photo of TRU by Hilton Chicopee Springfield Pool
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Enfield 1 Bright Meadow Blvd., Enfield, CT 06082
Call Us
~39.99 miles east of Sheffield
  • Pool available: Seasonal Outdoor Pool- 9am-9pm
  • Mid-scale Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Springfield Enfield Pool
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I 8 Empire Dr., Rensselaer, NY 12144
Call Us
~40.08 miles northwest of Sheffield
  • Has swimming pool
  • Midscale Suburban hotel
More Photos Photo of Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I Pool
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee 500 Memorial Dr., Chicopee, MA 01020
Call Us
~40.08 miles east of Sheffield
  • Has swimming pool: Indoor pool Pool Hours 9am to 10pm
  • Three Star Highway hotel
More Photos Swimming pool at Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee 600 Memorial Dr., Chicopee, MA 01020
Call Us
~40.12 miles east of Sheffield
  • Includes a pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • 3 star Suburban property
More Photos Pool image of Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport 260 Main St., East Windsor, CT 06088
Call Us
~40.28 miles east of Sheffield
  • Pool available: Indoor Pool/ open from 5:30AM-11:00PM
  • Midscale Suburban property
More Photos Photo of Baymont by Wyndham East Windsor Bradley Airport Pool
From$40
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott 400 New Britain Ave., Plainville, CT 06062
Call Us
~40.35 miles southeast of Sheffield
  • Pool details: Indoor pool open 7am to 10pm
  • 3 star Highway hotel
More Photos Pool image of 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
Call Us
~40.84 miles southeast of Sheffield
  • Pool details: Indoor pool
  • Three Star Suburban property
More Photos Swimming pool at Courtyard by Marriott Farmington
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel 120 Laning St., Southington, CT 06489
Call Us
~41.41 miles southeast of Sheffield
  • Has swimming pool: Outdoor pool. The hours are 6AM-10PM.
  • 3 star Suburban hotel
More Photos Pool image of Holiday Inn Express Southington An Ihg Hotel
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area : 24 Bay Rd. 24 Bay Rd., Hadley, MA 01035
Call Us
~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.
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Four Points by Sheraton in Albany 3 Mount Hope Way, Albany, NY 12202
Call Us
~41.57 miles northwest of Sheffield
  • Includes a pool: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3-star Suburban property
More Photos Swimming pool at Four Points by Sheraton
From$80
Average 3.0 /5 Read Reviews Call BookMore Details

Next: Show All Available Sheffield Hotels with Pricing
Back to Top