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 - Pittsfield
+1-888-389-4121

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1055 South St., Pittsfield, MA 01201 ~2.98 miles west of The Berkshires
  • Has swimming pool: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Affordable Suburban property
More Photos Pool image of 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 - Pittsfield
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 ~3.13 miles west of The Berkshires
  • Pool in hotel: Indoor heated pool/hot tub
  • Midscale Suburban property
More Photos Pool image of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield
+1-800-716-8490

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8 Dan Fox Dr., Pittsfield, MA 01201 ~3.18 miles west of The Berkshires
  • Pool details: Indoor pool & hot tub Open daily 8am-11pm
  • Low priced 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 - South Lee
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 ~8.89 miles southwest of The Berkshires
  • Has swimming pool: 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 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+1-888-965-1860

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37 Corey Rd., Hancock, MA 01237 ~12.18 miles north of The Berkshires
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3 star Mountain hotel
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Reviews Call BookMore Details
Vacation Village in The Berkshires - Lanesborough
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
276 Brodie Mtn Rd., Lanesborough, MA 01237 ~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.
  • Three Star Mountain property
More Photos Photo of Vacation Village in The Berkshires Pool
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington
+1-888-897-9207

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249 Stockbridge Rd., Great Barrington, MA 01230 ~14.66 miles southwest of The Berkshires
  • Has swimming pool
  • 3-star Resort property
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection
+1-888-311-4278

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40 Main St., North Adams, MA 01247 ~21.64 miles north of The Berkshires
  • Pool in hotel: 5am-10pm Indoor
  • Midscale Downtown property
More Photos Photo of Hotel Downstreet Ascend Hotel Collection Pool
From$136
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Maple Terrace Motel - Williamstown
+1-888-469-4795

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555 Main St., Williamstown, MA 01267 ~21.73 miles north of The Berkshires
  • Pool available: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Economy Rural property
More Photos Photo of Maple Terrace Motel Pool
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Porches Inn at Mass Moca in North Adams
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
231 River St., North Adams, MA 01247 ~21.88 miles north of The Berkshires
  • Pool available: 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 Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley
+1-888-841-5292

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3 Tech Valley Dr., East Greenbush, NY 12061 ~26.66 miles northwest of The Berkshires
  • 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 Guest Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst in South Deerfield
+1-888-455-5160

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9 Greenfield Rd., South Deerfield, MA 01373 ~30.71 miles east of The Berkshires
  • Pool details: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • Three Star Highway hotel
More Photos Swimming pool at Red Roof Inn Plus+ South Deerfield – Amherst
From$57
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Hadley Amherst Area - Hadley
+1-888-965-8297

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24 Bay Rd., Hadley, MA 01035 ~31.01 miles east of The Berkshires
  • Has swimming pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Mid-scale Suburban property
More Photos Photo of Hampton Inn Hadley Amherst Area Pool
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Towneplace Suites by Marriott
+1-888-906-6358

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237 Russell St., Hadley, MA 01035 ~32.55 miles east of The Berkshires
  • Includes a pool: Heated Indoor Pool open from 7am - 9pm daily.
  • 3 star Suburban hotel
More Photos Swimming pool at Towneplace Suites by Marriott
From$140
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke - Holyoke
+1-888-749-6785

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229 Whiting Farms Rd., Holyoke, MA 01040 ~32.59 miles east of The Berkshires
  • Pool available: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Springfield Holyoke
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Interlaken Inn
+1-888-878-9982

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74 Interlaken Rd., Lakeville, CT 06039 ~33.13 miles southwest of The Berkshires
  • Pool available: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort hotel
More Photos Photo of Interlaken Inn Pool
From$179
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott West Springfield : 64 Border Way
+1-888-389-4485

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64 Border Way, West Springfield, MA 01089 ~34.39 miles southeast of The Berkshires
  • Pool available: Indoor pool open from 6am-12am daily
  • Midscale Highway property
More Photos Swimming pool at Residence Inn by Marriott West Springfield
From$97
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St.
+1-888-389-4121

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1150 Riverdale St., West Springfield, MA 01089 ~34.65 miles southeast of The Berkshires
  • Has swimming pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Inexpensive Suburban property
More Photos Swimming pool at Quality Inn West Springfield
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield
+1-888-675-2083

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106 Capital Dr., West Springfield, MA 01089 ~34.76 miles southeast of The Berkshires
  • Has swimming pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Cheap Suburban property
More Photos Photo of Comfort Inn & Suites Pool
From$129
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard West Spring Marriott - West Springfield
+1-800-716-8490

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885 Riverdale St., West Springfield, MA 01089 ~34.90 miles southeast of The Berkshires
  • With a pool!
  • Midscale property
More Photos Pool image of Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Bennington - Bennington
+1-800-805-5223

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220 Northside Dr., Bennington, VT 05201 ~34.97 miles north of The Berkshires
  • Pool available: Outdoor, seasonal
  • Economy Suburban property
More Photos Swimming pool at Best Western Bennington
From$36
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Springfield West Inn
+1-888-965-1860

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429 Riverdale St., West Springfield, MA 01089 ~35.34 miles southeast of The Berkshires
  • Our hotel comes with a pool
  • Midscale hotel
More Photos Pool image of Best Western Springfield West Inn
From$74
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Bennington : 51 Hannaford Sq.
+1-888-788-5576

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51 Hannaford Sq., Bennington, VT 05201 ~35.54 miles north of The Berkshires
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3 star Mountain property
More Photos Pool image of Hampton Inn Bennington
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee
+1-888-897-9207

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600 Memorial Dr., Chicopee, MA 01020 ~35.56 miles east of The Berkshires
  • Includes a pool: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Mid-scale Suburban hotel
More Photos Photo of Hampton Inn Chicopee / Springfield Pool
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield
+1-888-311-4278

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440 Memorial Dr., Chicopee, MA 01020 ~35.59 miles east of The Berkshires
  • Pool in hotel: Indoor Pool. Open 7AM-10PM daily.
  • 3 star property
More Photos Pool image of TRU by Hilton Chicopee Springfield
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 ~35.61 miles east of The Berkshires
  • Pool available: 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 - Springfield
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
100 Congress St., Springfield, MA 01104 ~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.
  • Mid-scale Downtown hotel
More Photos Swimming pool at La Quinta by Wyndham
From$80
Average 3.0 /5 Reviews Call BookMore Details
The White House Inn in Wilmington
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 ~37.10 miles northeast of The Berkshires
  • Pool details: Small, shallow indoor pool, open 24 hours a day
  • Four star Mountain property
More Photos Swimming pool at The White House Inn
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport in Latham
+1-888-455-5160

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833 New Loudon Rd., Latham, NY 12110 ~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.
  • Three Star property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Latham Albany Airport
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Sheraton Springfield : 1 Monarch Place
+1-888-965-8297

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1 Monarch Place, Springfield, MA 01144 ~37.36 miles southeast of The Berkshires
  • Pool details: 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 Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown - Springfield
+1-888-906-6358

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145 State St., Springfield, MA 01103 ~37.59 miles southeast of The Berkshires
  • Pool available: Indoor heated pool
  • Affordable 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
+1-888-749-6785

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400 Old Loudon Rd., Latham, NY 12110 ~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.
  • 3-star Airport property
More Photos Pool image of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
From$96
Average 3.0 /5 Review Score Call BookMore Details
Marriott Albany in Albany
+1-888-878-9982

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189 Wolf Rd., Albany, NY 12205 ~37.81 miles northwest of The Berkshires
  • Pool in hotel: 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
Very Good 4.0 /5 Reviews Call BookMore Details
Albany Airport Hotel
+1-888-389-4485

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200 Wolf Rd., Albany, NY 12205 ~37.82 miles northwest of The Berkshires
  • Pool in hotel: 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.
  • 2 star Airport hotel
More Photos Photo of Albany Airport Hotel Pool
From$70
Average 3.5 /5 Hotel Reviews Call BookMore Details
Fairfield by Marriott Albany Airport
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
168 Wolf Rd., Albany, NY 12205 ~37.88 miles northwest of The Berkshires
  • Pool available: Indoor Pool
  • Three Star Airport hotel
More Photos Pool image of Fairfield by Marriott Albany Airport
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Albany - The Desmond Hotel by IHG : 660 Albany Shaker Rd.
+1-888-675-2083

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660 Albany Shaker Rd., Albany, NY 12211 ~37.90 miles northwest of The Berkshires
  • Pool available: 7:00 AM-10:00 PM
  • 4-star Airport property
More Photos Photo of Crowne Plaza Albany - The Desmond Hotel by IHG Pool
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Clocktower Hotel : 981 Loudon Rd.
+1-800-716-8490

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981 Loudon Rd., Cohoes, NY 12047 ~37.97 miles northwest of The Berkshires
  • Includes a pool: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Economy Suburban property
More Photos Photo of The Clocktower Hotel Pool
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Albany Airport - Latham
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
611 Troy Schenectady Rd., Latham, NY 12110 Website ~37.97 miles northwest of The Berkshires
  • Pool in hotel
  • 2-star Airport property
More Photos Swimming pool at Quality Inn & Suites Albany Airport
From$60
Average 3.0 /5 Review Score Call BookMore Details
The Century House Ascend Hotel Collection
+1-888-965-1860

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997 Loudon Rd., Latham, NY 12110 ~38.10 miles northwest of The Berkshires
  • Pool available: Outdoor pool, dawn to dusk, seasonally
  • 3-star Suburban hotel
More Photos Swimming pool at The Century House Ascend Hotel Collection
From$81
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport
+1-888-788-5576

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5 Forts Ferry Rd., Latham, NY 12110 ~38.12 miles northwest of The Berkshires
  • Pool in hotel: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Affordable Airport hotel
More Photos Swimming pool at Towneplace Suites Latham Albany Airport
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY : B 1651 Western Ave.
+1-888-897-9207

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B 1651 Western Ave., Albany, NY 12203 ~38.61 miles northwest of The Berkshires
  • Includes a pool: Indoor pool: 7am-10pm.
  • Mid-scale Suburban property
More Photos Photo of Homewood Suites by Hilton Albany Crossgates Mall, NY Pool
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall - Albany
+1-888-311-4278

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1651 Western Ave., Albany, NY 12203 ~38.61 miles northwest of The Berkshires
  • Has swimming pool: Indoor pool: 7am-10pm.
  • Mid-scale Suburban property
More Photos Pool image of TRU by Hilton Albany Crossgates Mall
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn Central : 1632 Central Ave.
+1-888-469-4795

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1632 Central Ave., Albany, NY 12205 ~39.11 miles northwest of The Berkshires
  • We have a pool ready for use
  • Cheap Airport property
More Photos Photo of Quality Inn Central Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Ludlow by IHG : 321 Center St.
+1-888-734-9421

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321 Center St., Ludlow, MA 01056 ~40.23 miles east of The Berkshires
  • Has swimming pool: Heated indoor pool open 7am - 9pm daily.
  • 3-star Highway hotel
More Photos Swimming pool at Holiday Inn Express Ludlow by IHG
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Hampton Inn & Suites Albany Airport - Latham
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
45 British American Blvd., Latham, NY 12110 ~40.47 miles northwest of The Berkshires
  • Pool in hotel: Heated Indoor Pool
  • Three Star Airport property
More Photos Photo of The Hampton Inn & Suites Albany Airport Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn in Babc2af01bf25d1094cea9b5604bcbb1
+1-888-455-5160

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Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095 ~41.16 miles southeast of The Berkshires
  • Pool details: 5:00am- 10:00pm
  • 3 star Airport property
More Photos Swimming pool at Hilton Garden Inn
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Bradley Airport by IHG : 600 Spring St.
+1-888-965-8297

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600 Spring St., Windsor Locks, CT 06096 ~42.03 miles southeast of The Berkshires
  • Pool details: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Midscale Airport hotel
More Photos Photo of Holiday Inn Express & Suites Bradley Airport by IHG Pool
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites Marriott Airport
+1-888-906-6358

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225 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~42.10 miles southeast of The Berkshires
  • Pool available: Small indoor heated pool. Not big enough for large groups of people.
  • Mid-scale Airport hotel
More Photos Swimming pool at Springhill Suites Marriott Airport
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hideaway Inn Mt. Snow : 270 Handle Rd.
+1-888-749-6785

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270 Handle Rd., Dover, VT 05356 ~42.41 miles northeast of The Berkshires
  • Includes a pool: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Low priced Mountain hotel
More Photos Swimming pool at Hideaway Inn Mt. Snow
From$50
Average 3.0 /5 Review Score Call BookMore Details
Econo Lodge Inn & Suites Windsor Locks Bradley Airport
+1-888-878-9982

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34 Old County Rd., Windsor Locks, CT 06096 ~42.42 miles southeast of The Berkshires
  • Pool in hotel: Seasonal-Outdoor
  • Economy Airport property
More Photos Swimming pool at Econo Lodge Inn & Suites Windsor Locks Bradley Airport
From$45
Average 3.0 /5 Reviews Call BookMore Details

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