The Berkshires Hotels with Pools - Outdoor/Indoor Pools in The Berkshires MA

The Berkshires 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 The Berkshires, MA for your upcoming individual or family vacation. We list the best pool equipped, kid friendly The Berkshires Massachusetts hotel and motel rooms for children. Review the list of The Berkshires hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

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The Berkshires Hotels with Outdoor or Indoor Pools

Holiday Inn Express Pittsfield Lenox Berkshires 1055 South St., Pittsfield, MA 01201
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~2.98 miles west of The Berkshires
  • Includes a pool: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Midscale Suburban property
More Photos Swimming pool at Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Hilton Garden Inn Lenox Pittsfield in Pittsfield 1032 South St., Pittsfield, MA 01201
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~3.13 miles west of The Berkshires
  • Pool in hotel: Indoor heated pool/hot tub
  • Three Star Suburban property
More Photos Pool image of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield 8 Dan Fox Dr., Pittsfield, MA 01201
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~3.18 miles west of The Berkshires
  • Includes a pool: Indoor pool & hot tub Open daily 8am-11pm
  • Economy Mountain property
More Photos Photo of Berkshire Mountain Lodge Pool
From$125
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St. 190 Meadow St., South Lee, MA 01260
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~8.89 miles southwest of The Berkshires
  • Has swimming pool: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Three Star 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
Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237
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~12.18 miles north of The Berkshires
  • Pool in hotel: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain hotel
More Photos Photo of Jiminy Peak Mountain Resort Pool
From$105
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Vacation Village in The Berkshires 276 Brodie Mtn Rd., Lanesborough, MA 01237
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~12.24 miles north of The Berkshires
  • Has swimming 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.
  • Midscale Mountain property
More Photos Swimming pool at Vacation Village in The Berkshires
From$75
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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington 249 Stockbridge Rd., Great Barrington, MA 01230
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~14.66 miles southwest of The Berkshires
  • Includes a pool
  • 3-star Resort hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection in North Adams 40 Main St., North Adams, MA 01247
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~21.64 miles north of The Berkshires
  • Pool available: 5am-10pm Indoor
  • Mid-scale Downtown hotel
More Photos Pool image of Hotel Downstreet Ascend Hotel Collection
From$136
Very Good 4.0 /5 Reviews Call BookMore Details
Maple Terrace Motel - Williamstown 555 Main St., Williamstown, MA 01267
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~21.73 miles north of The Berkshires
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Economical Rural property
More Photos Photo of Maple Terrace Motel Pool
From$59
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The Porches Inn at Mass Moca 231 River St., North Adams, MA 01247
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~21.88 miles north of The Berkshires
  • Has swimming pool: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Four-star Downtown property
More Photos Pool image of The Porches Inn at Mass Moca
From$199
Very Good 4.0 /5 Recent 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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~26.66 miles northwest of The Berkshires
  • Includes a pool: We have an indoor pool and a spa.
  • Mid-scale Suburban property
More Photos Swimming pool at Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$117
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035
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~31.01 miles east of The Berkshires
  • Pool details: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3-star Suburban hotel
More Photos Photo of Hampton Inn Hadley Amherst Area Pool
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035
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~32.55 miles east of The Berkshires
  • Pool details: Heated Indoor Pool open from 7am - 9pm daily.
  • 3 star Suburban property
More Photos Photo of Towneplace Suites by Marriott Pool
From$140
Average 3.0 /5 Recent Reviews Call BookMore Details
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Fairfield Inn & Suites Springfield Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~32.59 miles east of The Berkshires
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Midscale Suburban property
More Photos Pool image of Fairfield Inn & Suites Springfield Holyoke
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Albany in Albany 40 Lodge St., Albany, NY 12207
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~32.93 miles northwest of The Berkshires
  • Has a pool!
  • Affordable Downtown property
More Photos Swimming pool at Hilton Albany
From$109
Average 3.5 /5 Read Reviews Call BookMore Details
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Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
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~33.13 miles southwest of The Berkshires
  • Pool available: 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 Recent Reviews Call BookMore Details
Residence Inn by Marriott West Springfield : 64 Border Way 64 Border Way, West Springfield, MA 01089
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~34.39 miles southeast of The Berkshires
  • Pool details: Indoor pool open from 6am-12am daily
  • 3-star Highway hotel
More Photos Photo of Residence Inn by Marriott West Springfield Pool
From$97
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Quality Inn West Springfield - West Springfield 1150 Riverdale St., West Springfield, MA 01089
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~34.65 miles southeast of The Berkshires
  • Pool in hotel: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Two-star Suburban property
More Photos Swimming pool at Quality Inn West Springfield
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield 106 Capital Dr., West Springfield, MA 01089
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~34.76 miles southeast of The Berkshires
  • Has swimming pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Economy Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites
From$129
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Courtyard West Spring Marriott - West Springfield 885 Riverdale St., West Springfield, MA 01089
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~34.90 miles southeast of The Berkshires
  • Includes a swimming pool
  • Three Star hotel
More Photos Photo of Courtyard West Spring Marriott Pool
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Bennington 220 Northside Dr., Bennington, VT 05201
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~34.97 miles north of The Berkshires
  • Pool available: Outdoor, seasonal
  • Inexpensive Suburban property
More Photos Swimming pool at Best Western Bennington
From$36
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Springfield West Inn 429 Riverdale St., West Springfield, MA 01089
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~35.34 miles southeast of The Berkshires
  • Includes a pool
  • 3 star hotel
More Photos Swimming pool at Best Western Springfield West Inn
From$73
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Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201
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~35.54 miles north of The Berkshires
  • Includes a pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Affordable Mountain property
More Photos Swimming pool at Hampton Inn Bennington
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield - Chicopee 600 Memorial Dr., Chicopee, MA 01020
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~35.56 miles east of The Berkshires
  • Pool available: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Three Star Suburban property
More Photos Pool image of Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield - Chicopee 440 Memorial Dr., Chicopee, MA 01020
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~35.59 miles east of The Berkshires
  • Has swimming pool: Indoor Pool. Open 7AM-10PM daily.
  • Three Star property
More Photos Photo of TRU by Hilton Chicopee Springfield Pool
From$90
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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~35.61 miles east of The Berkshires
  • Pool in hotel: Indoor pool Pool Hours 6am to 11pm
  • 3 star Highway property
More Photos Swimming pool at Residence Inn by Marriott Springfield Chicopee
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta by Wyndham 100 Congress St., Springfield, MA 01104
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~36.91 miles southeast of The Berkshires
  • Pool available: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Affordable Downtown property
More Photos Swimming pool at La Quinta by Wyndham
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Albany / Suny Area in Albany 1389 Washington Ave., Albany, NY 12206
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~37.03 miles northwest of The Berkshires
  • Includes a pool: Open Daily from 6am until 10pm
  • 3-star Suburban hotel
More Photos Pool image of Hilton Garden Inn Albany / Suny Area
From$101
Very Good 4.0 /5 Reviews Call BookMore Details
The White House Inn : 178 Vt 9 East 178 Vt 9 East, Wilmington, VT 05363
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~37.10 miles northeast of The Berkshires
  • Pool available: Small, shallow indoor pool, open 24 hours a day
  • Expensive Mountain hotel
More Photos Pool image of The White House Inn
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport - Latham 833 New Loudon Rd., Latham, NY 12110
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~37.34 miles northwest of The Berkshires
  • Includes a pool: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Affordable hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Latham Albany Airport
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sheraton Springfield : 1 Monarch Place 1 Monarch Place, Springfield, MA 01144
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~37.36 miles southeast of The Berkshires
  • 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
  • 3-star Downtown hotel
More Photos Pool image of Sheraton Springfield
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown in Springfield 145 State St., Springfield, MA 01103
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~37.59 miles southeast of The Berkshires
  • Has swimming pool: Indoor heated pool
  • Midscale hotel
More Photos hotel room
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg 400 Old Loudon Rd., Latham, NY 12110
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~37.67 miles northwest of The Berkshires
  • Has swimming pool: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • Three Star Airport property
More Photos Swimming pool at Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
From$96
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Marriott Albany 189 Wolf Rd., Albany, NY 12205
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~37.81 miles northwest of The Berkshires
  • Includes a pool: We have an indoor and outdoor pool The indoor pool is open from 6am-11pm. The outdoor pool is seasonal and is open from 9am-dusk.
  • High end Airport property
More Photos Photo of Marriott Albany Pool
From$113
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Albany Airport Hotel 200 Wolf Rd., Albany, NY 12205
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~37.82 miles northwest of The Berkshires
  • Has swimming pool: We offer a unique indoor pool. The pool has a retractable roof, so when weather permits we can open the roof and it is an outdoor pool. Pool hours are 9 am - 9 pm.
  • Economy Airport property
More Photos Pool image of Albany Airport Hotel
From$70
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Fairfield by Marriott Albany Airport 168 Wolf Rd., Albany, NY 12205
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~37.88 miles northwest of The Berkshires
  • Pool available: Indoor Pool
  • Mid-scale Airport property
More Photos Swimming pool at Fairfield by Marriott Albany Airport
From$80
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Crowne Plaza Albany - The Desmond Hotel by IHG in Albany 660 Albany Shaker Rd., Albany, NY 12211
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~37.90 miles northwest of The Berkshires
  • Pool in hotel: 7:00 AM-10:00 PM
  • 4 star Airport property
More Photos Pool image of Crowne Plaza Albany - The Desmond Hotel by IHG
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Clocktower Hotel - Cohoes 981 Loudon Rd., Cohoes, NY 12047
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~37.97 miles northwest of The Berkshires
  • Pool details: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Economical Suburban hotel
More Photos Pool image of The Clocktower Hotel
From$60
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Quality Inn & Suites Albany Airport 611 Troy Schenectady Rd., Latham, NY 12110
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~37.97 miles northwest of The Berkshires
  • Pool in hotel
  • Economical Airport hotel
More Photos Pool image of Quality Inn & Suites Albany Airport
From$60
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The Century House Ascend Hotel Collection in Latham 997 Loudon Rd., Latham, NY 12110
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~38.10 miles northwest of The Berkshires
  • Includes a pool: Outdoor pool, dawn to dusk, seasonally
  • 3-star Suburban property
More Photos Swimming pool at The Century House Ascend Hotel Collection
From$81
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Holiday Inn Express & Suites 16 Wolf Rd., Albany, NY 12205
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~38.11 miles northwest of The Berkshires
  • Pool in hotel: Indoor pool. Open 6 AM - 10 PM
  • Affordable Airport hotel
More Photos Photo of Holiday Inn Express & Suites Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport 5 Forts Ferry Rd., Latham, NY 12110
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~38.12 miles northwest of The Berkshires
  • Pool details: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Three Star Airport property
More Photos Pool image of Towneplace Suites Latham Albany Airport
From$99
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Homewood Suites by Hilton Albany Crossgates Mall, NY B 1651 Western Ave., Albany, NY 12203
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~38.61 miles northwest of The Berkshires
  • Includes a pool: Indoor pool: 7am-10pm.
  • Midscale Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Albany Crossgates Mall, NY
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall in Albany 1651 Western Ave., Albany, NY 12203
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~38.61 miles northwest of The Berkshires
  • Pool available: Indoor pool: 7am-10pm.
  • 3-star Suburban hotel
More Photos Swimming pool at TRU by Hilton Albany Crossgates Mall
From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Central in Albany 1632 Central Ave., Albany, NY 12205
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~39.11 miles northwest of The Berkshires
  • Has swimming pool
  • Low priced Airport hotel
More Photos Photo of Quality Inn Central Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Ludlow by IHG in Ludlow 321 Center St., Ludlow, MA 01056
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~40.23 miles east of The Berkshires
  • Pool details: Heated indoor pool open 7am - 9pm daily.
  • Midscale Highway hotel
More Photos Swimming pool at Holiday Inn Express Ludlow by IHG
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Hampton Inn & Suites Albany Airport 45 British American Blvd., Latham, NY 12110
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~40.47 miles northwest of The Berkshires
  • Has swimming pool: Heated Indoor Pool
  • 3 star Airport hotel
More Photos Photo of The Hampton Inn & Suites Albany Airport Pool
From$80
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Hilton Garden Inn in Babc2af01bf25d1094cea9b5604bcbb1 Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095
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~41.16 miles southeast of The Berkshires
  • Includes a pool: 5:00am- 10:00pm
  • Three Star Airport property
More Photos Pool image of Hilton Garden Inn
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport by IHG - Windsor Locks 600 Spring St., Windsor Locks, CT 06096
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~42.03 miles southeast of The Berkshires
  • Pool in hotel: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Affordable Airport hotel
More Photos Swimming pool at Holiday Inn Express & Suites Bradley Airport by IHG
From$85
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
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~42.10 miles southeast of The Berkshires
  • Pool in hotel: 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 Read Reviews Call BookMore Details

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