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 : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230
Call Us
~6.69 miles north of Sheffield
  • Our hotel comes with a pool
  • Midscale Resort property
More Photos Pool image of Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berks
From$109
Very Good 4.0 /5 Recent 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!
  • Three Star Rural hotel
More Photos Pool image of The Red Lion Inn
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 details: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Affordable Mountain hotel
More Photos Pool image of Holiday Inn Club Vacations Oak N Spruce Resort
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
Call Us
~12.21 miles southwest of Sheffield
  • Includes a pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Three Star Resort hotel
More Photos Photo of Interlaken Inn Pool
From$179
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240
Call Us
~20.64 miles north of Sheffield
  • Includes a pool
  • Mid-scale Mountain property
More Photos Photo of Hampton Inn & Suites Lenox Berkshires Pool
From$80
Average 3.0 /5 Guest 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 in hotel: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Mid-scale Suburban property
More Photos Pool image of Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201
Call Us
~21.02 miles north of Sheffield
  • Includes a pool: Indoor heated pool/hot tub
  • Midscale Suburban property
More Photos Swimming pool at Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
Call Us
~21.37 miles north of Sheffield
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Cheap Mountain property
More Photos Swimming pool at Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd. 37 Corey Rd., Hancock, MA 01237
Call Us
~31.05 miles north of Sheffield
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Three Star Mountain hotel
More Photos Pool image of Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Vacation Village in The Berkshires : 276 Brodie Mtn Rd. 276 Brodie Mtn Rd., Lanesborough, MA 01237
Call Us
~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 Swimming pool at Vacation Village in The Berkshires
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott in Kingston 800 Frank Sottile Blvd., Kingston, NY 12401
Call Us
~33.63 miles west of Sheffield
  • Pool in hotel: Our pool is open from 7 am to 11 pm every day
  • High end Downtown hotel
More Photos Photo of Residence Inn by Marriott Pool
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Kingston in 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 property
More Photos Swimming pool at Courtyard by Marriott Kingston
From$85
Very Good 4.0 /5 Review Score 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
  • Includes a pool: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Three Star Suburban hotel
More Photos Pool image of Residence Inn by Marriott Hartford Avon
From$80
Very Good 4.0 /5 Recent 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, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095
Call Us
~36.33 miles east of Sheffield
  • Has swimming pool: 5:00am- 10:00pm
  • 3 star Airport hotel
More Photos Photo of Hilton Garden Inn Pool
From$80
Average 3.0 /5 Read 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
  • Includes a pool: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Three Star Suburban hotel
More Photos Swimming pool at Best Western Plus Kingston Hotel and Conference Center
From$85
Average 3.0 /5 Guest 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
  • Pool available: We have an indoor pool and a spa.
  • Three Star Suburban property
More Photos Pool image of Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$117
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke in Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
Call Us
~36.88 miles east of Sheffield
  • Includes a pool: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites Springfield Holyoke
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites Marriott Airport : 225 Ella Grasso Turnpike 225 Ella Grasso Turnpike, Windsor Locks, CT 06096
Call Us
~37.26 miles east of Sheffield
  • Pool available: Small indoor heated pool. Not big enough for large groups of people.
  • Three Star Airport property
More Photos Pool image of Springhill Suites Marriott Airport
From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott West Springfield 64 Border Way, West Springfield, MA 01089
Call Us
~37.28 miles east of Sheffield
  • Pool in hotel: Indoor pool open from 6am-12am daily
  • 3-star Highway hotel
More Photos Pool image of Residence Inn by Marriott West Springfield
From$97
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard West Spring Marriott : 885 Riverdale St. 885 Riverdale St., West Springfield, MA 01089
Call Us
~37.39 miles east of Sheffield
  • Has swimming pool
  • Three Star hotel
More Photos Swimming pool at Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Hotel Hartford Bradley Airport - Windsor Locks 16 Ella T Grasso Turnpike, Windsor Locks, CT 06096
Call Us
~37.39 miles east of Sheffield
  • Pool available: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • Three Star Airport property
More Photos Swimming pool at Doubletree by Hilton Hotel Hartford Bradley Airport
From$73
Average 3.5 /5 Recent 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 details: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Low priced Suburban hotel
More Photos Pool image of Quality Inn West Springfield
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Springfield West Inn : 429 Riverdale St. 429 Riverdale St., West Springfield, MA 01089
Call Us
~37.45 miles east of Sheffield
  • With a pool!
  • Three Star hotel
More Photos Swimming pool at Best Western Springfield West Inn
From$73
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Windsor Locks Hartford 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.
  • Mid-scale Airport hotel
More Photos Pool image of Homewood Suites by Hilton Windsor Locks Hartford
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Inn & Suites Windsor Locks Bradley Airport 34 Old County Rd., Windsor Locks, CT 06096
Call Us
~37.52 miles east of Sheffield
  • Pool details: Seasonal-Outdoor
  • Cheap Airport property
More Photos Photo of Econo Lodge Inn & Suites Windsor Locks Bradley Airport Pool
From$45
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Hartford Airport 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"
  • 3 star Airport hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Hartford Airport
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr. 106 Capital Dr., West Springfield, MA 01089 Website
Call Us
~37.66 miles east of Sheffield
  • Has swimming pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Economy Suburban property
More Photos Photo of Comfort Inn & Suites Pool
From$129
Average 3.0 /5 Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut 42 Century Dr., Bristol, CT 06010
Call Us
~38.92 miles southeast of Sheffield
  • Pool in hotel: Our indoor, saltwater pool and whirlpool are available to guests from 9am-10pm daily.
  • Mid-scale Suburban hotel
More Photos Photo of DoubleTree by Hilton Hotel Bristol, Connecticut Pool
From$149
Very Good 4.0 /5 Latest 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.
  • 3 star Downtown property
More Photos Pool image of La Quinta by Wyndham
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt House Hartford North / Windsor in Windsor 200 Corporate Dr., Windsor, CT 06095
Call Us
~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 property
More Photos Photo of Hyatt House Hartford North / Windsor Pool
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Sheraton Springfield Monarch Place Hotel - Springfield 1 Monarch Place, Springfield, MA 01144
Call Us
~39.16 miles east of Sheffield
  • Has swimming pool: 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 Swimming pool at Sheraton Springfield Monarch Place Hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Hartford/Farmington - 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.
  • Three Star Suburban hotel
More Photos Photo of Hampton Inn & Suites Hartford/Farmington Pool
From$82
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport 1 Day Hill Rd., Windsor, CT 06095
Call Us
~39.31 miles east of Sheffield
  • Has swimming pool
  • Three Star Downtown property
More Photos Photo of Courtyard By Marriott Hartford/Windsor Airport Pool
From$219
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Springfield Downtown 145 State St., Springfield, MA 01103
Call Us
~39.43 miles east of Sheffield
  • Pool details: Indoor heated pool
  • 3 star hotel
More Photos hotel room
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Windsor Locks - Windsor Locks 383 South Center St., Windsor Locks, CT 06096
Call Us
~39.49 miles east of Sheffield
  • Includes a pool: 9am - 9pm. Indoor heated pool.
  • Three Star Airport hotel
More Photos Pool image of Ramada by Wyndham Windsor Locks
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hartford Marriott Farmington in Farmington 15 Farm Springs Rd., Farmington, CT 06032
Call Us
~39.53 miles southeast of Sheffield
  • Has swimming 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 Photo of Hartford Marriott Farmington Pool
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor 100 Dunfey Lane, Windsor, CT 06095
Call Us
~39.53 miles east of Sheffield
  • Has swimming pool: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Midscale Highway hotel
More Photos Swimming pool at Residence Inn by Marriott Hartford Windsor
From$96
Average 3.0 /5 Guest 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 details: 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.
  • 3-star Suburban property
More Photos Photo of Fairfield Inn & Suites Albany East Greenbush Pool
From$124
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Springfield / Downtown 851 East Columbus Ave., Springfield, MA 01105
Call Us
~39.62 miles east of Sheffield
  • Includes a pool: 7am-10Pm
  • 3-star Downtown property
More Photos Pool image of Hampton Inn & Suites Springfield / Downtown
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Enfield - Enfield 1 Bright Meadow Blvd., Enfield, CT 06082
Call Us
~39.99 miles east of Sheffield
  • Has swimming pool: Seasonal Outdoor Pool- 9am-9pm
  • Three Star Suburban hotel
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
  • With a pool!
  • 3 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 - 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
  • Midscale Highway property
More Photos Pool image of Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Chicopee / Springfield - Chicopee 600 Memorial Dr., Chicopee, MA 01020
Call Us
~40.12 miles east of Sheffield
  • Pool available: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Affordable Suburban hotel
More Photos Pool image of Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Hotel 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
  • Includes a pool: Indoor Pool/ open from 5:30AM-11:00PM
  • 3-star Suburban hotel
More Photos Pool image of 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
Call Us
~40.35 miles southeast of Sheffield
  • Includes a pool: Indoor pool open 7am to 10pm
  • Mid-scale Highway property
More Photos Pool image of Fairfield Inn & Suites by Marriott
From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Farmington 1583 Southeast Rd., Farmington, CT 06032
Call Us
~40.84 miles southeast of Sheffield
  • Pool in hotel: Indoor pool
  • Mid-scale Suburban hotel
More Photos Swimming pool at Courtyard by Marriott Farmington
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel : 120 Laning St. 120 Laning St., Southington, CT 06489
Call Us
~41.41 miles southeast of Sheffield
  • Pool in hotel: Outdoor pool. The hours are 6AM-10PM.
  • Affordable Suburban hotel
More Photos Pool image of Holiday Inn Express Southington An Ihg Hotel
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035
Call Us
~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.
  • 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 3 Mount Hope Way, Albany, NY 12202
Call Us
~41.57 miles northwest of Sheffield
  • Has swimming pool: Indoor Pool is open 7:00 AM to 10:00 PM
  • Three Star Suburban hotel
More Photos Swimming pool at Four Points by Sheraton
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown : 63 Grand St. 63 Grand St., Waterbury, CT 06702
Call Us
~41.75 miles southeast of Sheffield
  • Pool in hotel: 6am to 11pm 25ft indoor heated pool
  • 3-star Downtown property
More Photos Swimming pool at Courtyard by Marriott Waterbury Downtown
From$87
Very Good 4.0 /5 Review Score Call BookMore Details

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