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.

The Berkshires Hotels with Outdoor or Indoor Pools

Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-389-4121

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1032 South St., Pittsfield, MA 01201 +1-888-389-4121 ~3.13 miles west of The Berkshires
  • Pool details: Indoor heated pool/hot tub
  • 3 star Suburban property
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From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-675-2083

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8 Dan Fox Dr., Pittsfield, MA 01201 +1-888-675-2083 ~3.18 miles west of The Berkshires
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Inexpensive Mountain property
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From$125
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St.
+1-800-716-8490

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1055 South St., Pittsfield, MA 01201 +1-800-716-8490 ~2.98 miles west of The Berkshires
  • Pool in hotel
  • 3-star Rural hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+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 +1-800-805-5223 ~8.89 miles southwest of The Berkshires
  • Includes a pool: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • 3-star Mountain hotel
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From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Jiminy Peak Mountain Resort in Hancock
+1-888-965-1860

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37 Corey Rd., Hancock, MA 01237 +1-888-965-1860 ~12.18 miles north of The Berkshires
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Affordable Mountain property
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From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Vacation Village in The Berkshires : 276 Brodie Mtn Rd.
+1-888-788-5576

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276 Brodie Mtn Rd., Lanesborough, MA 01237 +1-888-788-5576 ~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
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From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi : 249 Stockbridge Rd.
+1-888-897-9207

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249 Stockbridge Rd., Great Barrington, MA 01230 +1-888-897-9207 ~14.66 miles southwest of The Berkshires
  • We have a pool ready for use
  • 3 star Resort property
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection
+1-888-311-4278

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40 Main St., North Adams, MA 01247 +1-888-311-4278 ~21.64 miles north of The Berkshires
  • Has swimming pool: 5am-10pm Indoor
  • Affordable Downtown property
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From$136
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Maple Terrace Motel
+1-888-469-4795

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555 Main St., Williamstown, MA 01267 +1-888-469-4795 ~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.
  • Two-star Rural property
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From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Williams Inn
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
101 Spring St., Williamstown, MA 01267 +1-888-734-9421 ~21.77 miles north of The Berkshires
  • Pool details: Indoor heated pool and hot tub.
  • 4 star Suburban property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
The Porches Inn at Mass Moca in North Adams
+1-888-841-5292

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231 River St., North Adams, MA 01247 +1-888-841-5292 ~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.
  • High-end Downtown property
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From$199
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley - East Greenbush
+1-888-455-5160

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3 Tech Valley Dr., East Greenbush, NY 12061 +1-888-455-5160 ~26.66 miles northwest of The Berkshires
  • Pool in hotel: We have an indoor pool and a spa.
  • Mid-scale Suburban property
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From$117
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Plus+ South Deerfield – Amherst : 9 Greenfield Rd.
+1-888-965-8297

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9 Greenfield Rd., South Deerfield, MA 01373 +1-888-965-8297 ~30.71 miles east of The Berkshires
  • Includes a pool: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • 3-star Highway property
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From$57
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area in Hadley
+1-888-906-6358

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24 Bay Rd., Hadley, MA 01035 +1-888-906-6358 ~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 property
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Suites by Marriott - Hadley
+1-888-749-6785

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237 Russell St., Hadley, MA 01035 +1-888-749-6785 ~32.55 miles east of The Berkshires
  • Pool in hotel: Heated Indoor Pool open from 7am - 9pm daily.
  • Mid-scale Suburban property
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From$140
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-878-9982

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229 Whiting Farms Rd., Holyoke, MA 01040 +1-888-878-9982 ~32.59 miles east of The Berkshires
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban hotel
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From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Interlaken Inn
+1-888-389-4485

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74 Interlaken Rd., Lakeville, CT 06039 +1-888-389-4485 ~33.13 miles southwest of The Berkshires
  • Pool details: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • 3 star Resort hotel
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From$179
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott West Springfield
+1-888-389-4121

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64 Border Way, West Springfield, MA 01089 +1-888-389-4121 ~34.39 miles southeast of The Berkshires
  • Has swimming pool: Indoor pool open from 6am-12am daily
  • Affordable Highway hotel
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From$97
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn West Springfield in West Springfield
+1-888-675-2083

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1150 Riverdale St., West Springfield, MA 01089 +1-888-675-2083 ~34.65 miles southeast of The Berkshires
  • Pool available: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Cheap Suburban property
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield
+1-800-716-8490

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106 Capital Dr., West Springfield, MA 01089 +1-800-716-8490 ~34.76 miles southeast of The Berkshires
  • Pool in hotel: Indoor pool and whirlpool open daily from 7am-10pm
  • Economical Suburban hotel
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From$129
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard West Spring Marriott : 885 Riverdale St.
+1-800-805-5223

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885 Riverdale St., West Springfield, MA 01089 +1-800-805-5223 ~34.90 miles southeast of The Berkshires
  • Pool in hotel
  • Mid-scale hotel
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Bennington - Bennington
+1-888-965-1860

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220 Northside Dr., Bennington, VT 05201 +1-888-965-1860 ~34.97 miles north of The Berkshires
  • Pool in hotel: Outdoor, seasonal
  • Inexpensive Suburban hotel
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From$36
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Springfield West Inn in West Springfield
+1-888-788-5576

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429 Riverdale St., West Springfield, MA 01089 +1-888-788-5576 ~35.34 miles southeast of The Berkshires
  • Our hotel comes with a pool
  • 3 star property
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From$74
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Bennington
+1-888-897-9207

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51 Hannaford Sq., Bennington, VT 05201 +1-888-897-9207 ~35.54 miles north of The Berkshires
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3-star Mountain property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield
+1-888-311-4278

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600 Memorial Dr., Chicopee, MA 01020 +1-888-311-4278 ~35.56 miles east of The Berkshires
  • Pool details: Relax in our Indoor Pool open 9 AM - 10 PM.
  • 3-star Suburban hotel
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Chicopee Springfield in Chicopee
+1-888-469-4795

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440 Memorial Dr., Chicopee, MA 01020 +1-888-469-4795 ~35.59 miles east of The Berkshires
  • Pool available: Indoor Pool. Open 7AM-10PM daily.
  • Affordable hotel
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From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 +1-888-734-9421 ~35.61 miles east of The Berkshires
  • Includes a pool: Indoor pool Pool Hours 6am to 11pm
  • 3 star Highway property
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From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta by Wyndham : 100 Congress St.
+1-888-841-5292

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100 Congress St., Springfield, MA 01104 +1-888-841-5292 ~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
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
The White House Inn : 178 Vt 9 East
+1-888-455-5160

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178 Vt 9 East, Wilmington, VT 05363 +1-888-455-5160 ~37.10 miles northeast of The Berkshires
  • Pool available: Small, shallow indoor pool, open 24 hours a day
  • 4-star Mountain hotel
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From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport in Latham
+1-888-965-8297

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833 New Loudon Rd., Latham, NY 12110 +1-888-965-8297 ~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 hotel
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From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Sheraton Springfield : 1 Monarch Place
+1-888-906-6358

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1 Monarch Place, Springfield, MA 01144 +1-888-906-6358 ~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
  • Affordable Downtown property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown in Springfield
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
145 State St., Springfield, MA 01103 +1-888-749-6785 ~37.59 miles southeast of The Berkshires
  • Has swimming pool: Indoor heated pool
  • Mid-scale property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
400 Old Loudon Rd., Latham, NY 12110 +1-888-878-9982 ~37.67 miles northwest of The Berkshires
  • Pool details: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible. Newly renovated.
  • 3-star Airport hotel
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From$96
Average 3.0 /5 Latest Reviews Call BookMore Details
Marriott Albany
+1-888-389-4485

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189 Wolf Rd., Albany, NY 12205 +1-888-389-4485 ~37.81 miles northwest of The Berkshires
  • Pool details: 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
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From$113
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Albany Airport Hotel
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
200 Wolf Rd., Albany, NY 12205 +1-888-389-4121 ~37.82 miles northwest of The Berkshires
  • Pool available: 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.
  • Low Cost Airport property
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From$70
Average 3.5 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Albany Airport
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
168 Wolf Rd., Albany, NY 12205 +1-888-675-2083 ~37.88 miles northwest of The Berkshires
  • Includes a pool: Indoor Pool
  • 3-star Airport hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Albany - The Desmond Hotel by IHG
+1-800-716-8490

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660 Albany Shaker Rd., Albany, NY 12211 +1-800-716-8490 ~37.90 miles northwest of The Berkshires
  • Pool available: 7:00 AM-10:00 PM
  • Expensive Airport property
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
The Clocktower Hotel
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
981 Loudon Rd., Cohoes, NY 12047 +1-800-805-5223 ~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.
  • Low Cost Suburban property
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Albany Airport
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
611 Troy Schenectady Rd., Latham, NY 12110 +1-888-965-1860 ~37.97 miles northwest of The Berkshires
  • Includes a pool
  • Economical Airport hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
The Century House, Ascend Hotel Collection : 997 Loudon Rd.
+1-888-788-5576

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997 Loudon Rd., Latham, NY 12110 +1-888-788-5576 ~38.10 miles northwest of The Berkshires
  • Has swimming pool: Outdoor pool, dawn to dusk, seasonally
  • Mid-scale Suburban property
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From$81
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport - Latham
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
5 Forts Ferry Rd., Latham, NY 12110 +1-888-897-9207 ~38.12 miles northwest of The Berkshires
  • Includes a pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Mid-scale Airport property
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY
+1-888-311-4278

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B 1651 Western Ave., Albany, NY 12203 +1-888-311-4278 ~38.61 miles northwest of The Berkshires
  • Pool in hotel: Indoor pool: 7am-10pm.
  • Mid-scale Suburban hotel
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
TRU by Hilton Albany Crossgates Mall : 1651 Western Ave.
+1-888-469-4795

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1651 Western Ave., Albany, NY 12203 +1-888-469-4795 ~38.61 miles northwest of The Berkshires
  • Pool available: Indoor pool: 7am-10pm.
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Central : 1632 Central Ave.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1632 Central Ave., Albany, NY 12205 +1-888-734-9421 ~39.11 miles northwest of The Berkshires
  • We have a pool
  • Low-priced Airport property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Ludlow by IHG
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
321 Center St., Ludlow, MA 01056 +1-888-841-5292 ~40.23 miles east of The Berkshires
  • Pool available: Heated indoor pool open 7am - 9pm daily.
  • Mid-scale Highway hotel
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From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Hampton Inn & Suites Albany Airport
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
45 British American Blvd., Latham, NY 12110 +1-888-455-5160 ~40.47 miles northwest of The Berkshires
  • Pool details: Heated Indoor Pool
  • Mid-scale Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn - Babc2af01bf25d1094cea9b5604bcbb1
+1-888-965-8297

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Hartford North / Bradley Intl Airport, Babc2af01bf25d1094cea9b5604bcbb1, CT 06095 +1-888-965-8297 ~41.16 miles southeast of The Berkshires
  • Has swimming pool: 5:00am- 10:00pm
  • Three Star Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport by IHG in Windsor Locks
+1-888-906-6358

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600 Spring St., Windsor Locks, CT 06096 +1-888-906-6358 ~42.03 miles southeast of The Berkshires
  • Pool details: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Affordable Airport hotel
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From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites Marriott Airport
+1-888-749-6785

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225 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-749-6785 ~42.10 miles southeast of The Berkshires
  • Pool in hotel: Small indoor heated pool. Not big enough for large groups of people.
  • Midscale Airport property
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From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Mountaineer Inn - Dover
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 +1-888-878-9982 ~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.
  • 2 star Mountain property
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From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
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