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 1055 South St., Pittsfield, MA 01201
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~2.98 miles west of The Berkshires
  • Pool in hotel: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Mid-scale Suburban property
More Photos Swimming pool at Holiday Inn Express Pittsfield Lenox Berkshires
From$80
Average 3.0 /5 Latest 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 available: Indoor heated pool/hot tub
  • Midscale Suburban property
More Photos Photo of Hilton Garden Inn Lenox Pittsfield Pool
From$95
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Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201
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~3.18 miles west of The Berkshires
  • 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 Reviews Call BookMore Details
Hampton Inn & Suites Lenox Berkshires 445 Pittsfield Rd., Lenox, MA 01240
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~3.18 miles west of The Berkshires
  • Includes a pool
  • Mid-scale Mountain property
More Photos Pool image of Hampton Inn & Suites Lenox Berkshires
From$80
Average 3.0 /5 Review Score 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)
  • 3-star Mountain property
More Photos Photo of Holiday Inn Club Vacations Oak N Spruce Resort Pool
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Red Lion Inn - Stockbridge 30 Main St., Stockbridge, MA 01262
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~9.38 miles southwest of The Berkshires
  • 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!
  • Midscale Rural property
More Photos Swimming pool at The Red Lion Inn
From$120
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Jiminy Peak Mountain Resort 37 Corey Rd., Hancock, MA 01237
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~12.18 miles north of The Berkshires
  • 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 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
  • Pool details: 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.
  • 3 star Mountain hotel
More Photos Pool image of Vacation Village in The Berkshires
From$75
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Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi : 249 Stockbridge Rd. 249 Stockbridge Rd., Great Barrington, MA 01230
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~14.66 miles southwest of The Berkshires
  • With a pool!
  • 3-star Resort hotel
More Photos Pool image of Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Maple Terrace Motel 555 Main St., Williamstown, MA 01267
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~21.73 miles north of The Berkshires
  • Has swimming pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Low-priced Rural hotel
More Photos Swimming pool at Maple Terrace Motel
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
The Porches Inn at Mass Moca 231 River St., North Adams, MA 01247
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~21.88 miles north of The Berkshires
  • Pool details: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • 4 star Downtown property
More Photos Pool image of The Porches Inn at Mass Moca
From$199
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley in East Greenbush 3 Tech Valley Dr., East Greenbush, NY 12061
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~26.66 miles northwest of The Berkshires
  • Pool available: We have an indoor pool and a spa.
  • 3-star Suburban property
More Photos Photo of Residence Inn by Marriott Albany East Greenbush / Tech Valley Pool
From$117
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Fairfield Inn & Suites Albany East Greenbush 124 Troy Rd., East Greenbush, NY 12061
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~29.69 miles northwest of The Berkshires
  • Pool available: 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 Swimming pool at Fairfield Inn & Suites Albany East Greenbush
From$124
Very Good 4.0 /5 Reviews Call BookMore Details
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Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I in Rensselaer 8 Empire Dr., Rensselaer, NY 12144
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~30.07 miles northwest of The Berkshires
  • Our hotel comes with a pool
  • Mid-scale Suburban property
More Photos Photo of Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by I Pool
From$99
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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~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.
  • 3 star Suburban hotel
More Photos Pool image of Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Towneplace Suites by Marriott 237 Russell St., Hadley, MA 01035
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~32.55 miles east of The Berkshires
  • Has swimming pool: Heated Indoor Pool open from 7am - 9pm daily.
  • 3-star Suburban hotel
More Photos Pool image of Towneplace Suites by Marriott
From$140
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Holyoke - Holyoke 229 Whiting Farms Rd., Holyoke, MA 01040
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~32.59 miles east of The Berkshires
  • Pool in hotel: Indoor and heated pool open from 6AM to 10PM
  • 3-star Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Springfield Holyoke
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson Downtown Albany Ny : 300 Broadway 300 Broadway, Albany, NY 12207
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~32.64 miles northwest of The Berkshires
  • Has swimming pool: The indoor pool is open from 9:00am to 9:30pm. Also included in the pool area is a Jacuzzi tub.
  • Mid-scale Downtown property
More Photos Pool image of Country Inn & Suites by Radisson Downtown Albany Ny
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Four Points by Sheraton 3 Mount Hope Way, Albany, NY 12202
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~32.78 miles northwest of The Berkshires
  • Has swimming pool: Indoor Pool is open 7:00 AM to 10:00 PM
  • Midscale Suburban property
More Photos Photo of Four Points by Sheraton Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Albany 40 Lodge St., Albany, NY 12207
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~32.93 miles northwest of The Berkshires
  • With a pool!
  • 3 star Downtown hotel
More Photos Swimming pool at Hilton Albany
From$109
Average 3.5 /5 Reviews Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039
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~33.13 miles southwest of The Berkshires
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • 3 star Resort property
More Photos Pool image of Interlaken Inn
From$179
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Troy in Troy 235 Hoosick St., Troy, NY 12180
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~33.55 miles northwest of The Berkshires
  • Pool available: Pool Info: 16' wide by 20'feet long 4' feet deep, heated,indoor Hours: 6:00am - 11:00pm
  • 3-star Suburban property
More Photos Photo of Hilton Garden Inn Troy Pool
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Vervana Trademark Collection by Wyndham - Bennington 141 Main St., Bennington, VT 05201
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~33.63 miles north of The Berkshires
  • Includes a pool: Outdoor pool.
  • 3 star hotel
More Photos hotel room
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Hadley Amherst 400 Russell St., Hadley, MA 01035
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~33.82 miles east of The Berkshires
  • Includes a swimming pool
  • 3 star Downtown hotel
More Photos Pool image of Comfort Inn & Suites Hadley Amherst
From$89
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Courtyard by Marriott Hadley Amherst - Hadley 423 Russell St., Hadley, MA 01035
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~34.09 miles east of The Berkshires
  • Has swimming pool: 6AM-11PM Indoor Pool & Spa
  • 3-star Downtown property
More Photos Photo of Courtyard by Marriott Hadley Amherst Pool
From$109
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Residence Inn by Marriott West Springfield - West Springfield 64 Border Way, West Springfield, MA 01089
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~34.39 miles southeast of The Berkshires
  • Has swimming pool: Indoor pool open from 6am-12am daily
  • Three 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
  • Economy Suburban hotel
More Photos Pool image of Quality Inn West Springfield
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites 106 Capital Dr., West Springfield, MA 01089
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~34.76 miles southeast of The Berkshires
  • Pool details: Indoor pool and whirlpool open daily from 7am-10pm
  • Cheap Suburban hotel
More Photos Pool image of Comfort Inn & Suites
From$129
Average 3.0 /5 Review Score Call BookMore Details
Courtyard West Spring Marriott 885 Riverdale St., West Springfield, MA 01089
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~34.90 miles southeast of The Berkshires
  • Includes a pool
  • Mid-scale property
More Photos Pool image of Courtyard West Spring Marriott
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Bennington : 220 Northside Dr. 220 Northside Dr., Bennington, VT 05201
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~34.97 miles north of The Berkshires
  • Pool available: Outdoor, seasonal
  • Cheap Suburban property
More Photos Photo of Best Western Bennington Pool
From$36
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Springfield West Inn in West Springfield 429 Riverdale St., West Springfield, MA 01089
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~35.34 miles southeast of The Berkshires
  • Includes a swimming pool
  • Three Star hotel
More Photos Pool image of 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
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Mid-scale Mountain property
More Photos Swimming pool at Hampton Inn Bennington
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield 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.
  • 3 star Suburban hotel
More Photos Photo of Hampton Inn Chicopee / Springfield Pool
From$109
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TRU by Hilton Chicopee Springfield : 440 Memorial Dr. 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.
  • Midscale property
More Photos Photo of TRU by Hilton Chicopee Springfield Pool
From$90
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Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr. 500 Memorial Dr., Chicopee, MA 01020
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~35.61 miles east of The Berkshires
  • Has swimming pool: Indoor pool Pool Hours 9am to 10pm
  • Three Star Highway hotel
More Photos Pool image of Residence Inn by Marriott Springfield Chicopee
From$99
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La Quinta by Wyndham - Springfield 100 Congress St., Springfield, MA 01104
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~36.91 miles southeast of The Berkshires
  • Pool details: Heated indoor pool open daily 7am - 9pm. Located just off the lobby on the first floor next to the small arcade.
  • Three Star Downtown hotel
More Photos Photo of La Quinta by Wyndham Pool
From$80
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Hilton Garden Inn Albany / Suny Area 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
  • Affordable Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Albany / Suny Area
From$101
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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
  • Includes a pool: Small, shallow indoor pool, open 24 hours a day
  • Expensive Mountain hotel
More Photos Pool image of The White House Inn
From$75
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La Quinta Inn & Suites by Wyndham Latham Albany Airport 833 New Loudon Rd., Latham, NY 12110
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~37.34 miles northwest of The Berkshires
  • Pool in hotel: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • 3-star property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Latham Albany Airport
From$69
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Sheraton Springfield Monarch Place Hotel - Springfield 1 Monarch Place, Springfield, MA 01144
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~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
  • Mid-scale Downtown hotel
More Photos Swimming pool at Sheraton Springfield Monarch Place Hotel
From$80
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Holiday Inn Express Springfield Downtown in Springfield 145 State St., Springfield, MA 01103
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~37.59 miles southeast of The Berkshires
  • Includes a pool: Indoor heated pool
  • Affordable property
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From$80
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Holiday Inn Express & Suites Albany Airport Area Latham An Ihg in Latham 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.
  • Mid-scale Airport property
More Photos Photo of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg Pool
From$96
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Marriott Albany : 189 Wolf Rd. 189 Wolf Rd., Albany, NY 12205
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~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.
  • Expensive Airport property
More Photos Photo of Marriott Albany Pool
From$113
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Albany Airport Hotel - Albany 200 Wolf Rd., Albany, NY 12205
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~37.82 miles northwest of The Berkshires
  • Includes a 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.
  • Cheap Airport hotel
More Photos Photo of Albany Airport Hotel Pool
From$70
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Fairfield by Marriott Albany Airport : 168 Wolf Rd. 168 Wolf Rd., Albany, NY 12205
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~37.88 miles northwest of The Berkshires
  • Pool in hotel: Indoor Pool
  • Midscale 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 - Albany 660 Albany Shaker Rd., Albany, NY 12211
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~37.90 miles northwest of The Berkshires
  • Pool available: 7:00 AM-10:00 PM
  • Four-star Airport hotel
More Photos Swimming pool at Crowne Plaza Albany - The Desmond Hotel by IHG
From$99
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The Clocktower Hotel : 981 Loudon Rd. 981 Loudon Rd., Cohoes, NY 12047
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~37.97 miles northwest of The Berkshires
  • Has swimming pool: Indoor pool on property
  • Mid-scale Suburban hotel
More Photos Pool image of The Clocktower Hotel
From$80
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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
  • With a pool!
  • Economy Airport hotel
More Photos Photo of Quality Inn & Suites Albany Airport Pool
From$60
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The Century House An Ascend Hotel Collection in Latham 997 Loudon Rd., Latham, NY 12110
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~38.05 miles northwest of The Berkshires
  • Pool in hotel: Outdoor pool, dawn to dusk, seasonally
  • 3-star Suburban hotel
More Photos Swimming pool at The Century House An Ascend Hotel Collection
From$80
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Holiday Inn Express & Suites - Albany 16 Wolf Rd., Albany, NY 12205
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~38.11 miles northwest of The Berkshires
  • Includes a pool: Indoor pool. Open 6 AM - 10 PM
  • Midscale Airport hotel
More Photos Swimming pool at Holiday Inn Express & Suites
From$80
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