Pittsfield Hotels with Pools - Outdoor/Indoor Pools in Pittsfield MA

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

Hilton Garden Inn Lenox Pittsfield
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201
  • Has swimming pool: Indoor heated pool/hot tub
  • Three Star Suburban property
More Photos Swimming pool at Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
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The Yankee, Trademark Collection by Wyndham in Lenox
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
461 Pittsfield Rd., Lenox, MA 01240 ~3.40 miles south of Pittsfield
  • Has swimming pool
  • Two star hotel
More Photos Pool image of The Yankee, Trademark Collection by Wyndham
From$65
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Club Wyndham Bentley Brook : 1 Corey Rd.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 ~7.64 miles north of Pittsfield
  • Has swimming pool: Indoor/Outdoor Pool Hot tub
  • Affordable Mountain hotel
More Photos Photo of Club Wyndham Bentley Brook Pool
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 ~7.85 miles north of Pittsfield
  • Pool details: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3-star Mountain property
More Photos Pool image of Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Red Lion Inn in Stockbridge
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
30 Main St., Stockbridge, MA 01262 ~12.07 miles south of Pittsfield
  • Pool available: 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!
  • 3 star Rural hotel
More Photos Swimming pool at The Red Lion Inn
From$229
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
190 Meadow St., South Lee, MA 01260 ~12.21 miles south of Pittsfield
  • Pool in hotel: 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 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
249 Stockbridge Rd., Great Barrington, MA 01230 ~17.50 miles south of Pittsfield
  • With a pool!
  • Three Star Resort property
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.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 ~18.01 miles north of Pittsfield
  • Has swimming pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • 2 star Rural property
More Photos Photo of Maple Terrace Motel Pool
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
The Porches Inn at Mass Moca
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
231 River St., North Adams, MA 01247 ~18.70 miles north of Pittsfield
  • Pool in hotel: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • 4-star Downtown hotel
More Photos Photo of The Porches Inn at Mass Moca Pool
From$199
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3 Tech Valley Dr., East Greenbush, NY 12061 ~23.03 miles west of Pittsfield
  • Includes a pool: We have an indoor pool and a spa.
  • Affordable Suburban property
More Photos Pool image of Residence Inn by Marriott Albany East Greenbush / Tech Valley
From$117
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites East Greenbush Albany
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
99 Miller Rd., Castleton, NY 12033 ~23.90 miles west of Pittsfield
  • Pool details: Indoor swimming pool and whirlpool are available to guests from 7:30AM-10:30PM
  • Midscale Highway property
More Photos Swimming pool at Comfort Inn & Suites East Greenbush Albany
From$87
Average 3.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton in Albany
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3 Mount Hope Way, Albany, NY 12202 ~29.21 miles west of Pittsfield
  • Pool details: Indoor Pool is open 7:00 AM to 10:00 PM
  • 3 star Suburban hotel
More Photos Swimming pool at Four Points by Sheraton
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western New Baltimore Inn - West Coxsackie
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
12600 State Route 9w, West Coxsackie, NY 12192 ~30.02 miles west of Pittsfield
  • Includes a swimming pool
  • Three Star Rural hotel
More Photos Pool image of Best Western New Baltimore Inn
From$75
Average 3.0 /5 Reviews Call BookMore Details
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Best Western Bennington
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201 ~31.11 miles north of Pittsfield
  • Pool in hotel: Outdoor, seasonal
  • Two star Suburban hotel
More Photos Swimming pool at Best Western Bennington
From$36
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada Plaza by Wyndham Albany
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3 Watervliet Ave. Ext, Albany, NY 12206 ~31.61 miles northwest of Pittsfield
  • Pool available: Indoor Heated Pool and Outdoor seasonal Pool. 8am - 11 pm Daily. 4ft - 5ft deep. No shallow ends. See Photo.
  • Affordable Highway property
More Photos Pool image of Ramada Plaza by Wyndham Albany
From$80
Average 3.0 /5 Reviews Call BookMore Details
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Hampton Inn Bennington - Bennington
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 ~31.65 miles north of Pittsfield
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Three Star Mountain hotel
More Photos Pool image of Hampton Inn Bennington
From$80
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
9 Greenfield Rd., South Deerfield, MA 01373 ~32.20 miles east of Pittsfield
  • Pool in hotel: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • 3 star Highway property
More Photos Swimming pool at Red Roof Inn PLUS+ South Deerfield – Amherst
From$57
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Latham Albany Airport
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
833 New Loudon Rd., Latham, NY 12110 ~33.32 miles northwest of Pittsfield
  • Has swimming pool: Indoor Pool with hot tub, hours of operations are 8:00AM till 10:00PM daily.
  • Midscale hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Latham Albany Airport Pool
From$68
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Albany Airport Area Latham An Ihg - Latham
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
400 Old Loudon Rd., Latham, NY 12110 ~33.62 miles northwest of Pittsfield
  • Includes a pool: Large, in-door pool. Features a hot tub/whirlpool. The pool is accessible
  • Mid-scale Airport hotel
More Photos Photo of Holiday Inn Express & Suites Albany Airport Area Latham An Ihg Pool
From$96
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Latham Albany North - Cohoes
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
981 Loudon Rd., Cohoes, NY 12047 ~33.89 miles northwest of Pittsfield
  • Pool available: Indoor pool on property, outdoor pool at sister property next door available to guests at both hotels.
  • Inexpensive Suburban hotel
More Photos Photo of Comfort Inn Latham Albany North Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Albany Airport Hotel - Albany
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
200 Wolf Rd., Albany, NY 12205 ~33.94 miles northwest of Pittsfield
  • 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.
  • 2 star Airport property
More Photos Pool image of Albany Airport Hotel
From$70
Average 3.5 /5 Hotel Reviews Call BookMore Details
Marriott Albany : 189 Wolf Rd.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
189 Wolf Rd., Albany, NY 12205 ~33.95 miles northwest of Pittsfield
  • 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 Pool image of Marriott Albany
From$113
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Albany Airport - Latham
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
611 Troy Schenectady Rd., Latham, NY 12110 ~33.96 miles northwest of Pittsfield
  • Has swimming pool
  • Low-priced Airport property
More Photos Photo of Quality Inn & Suites Albany Airport Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
The Century House, Ascend Hotel Collection in Latham
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
997 Loudon Rd., Latham, NY 12110 ~34.02 miles northwest of Pittsfield
  • Pool available: Outdoor pool, dawn to dusk, seasonally
  • Three Star Suburban hotel
More Photos Pool image of The Century House, Ascend Hotel Collection
From$81
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites Latham Albany Airport in Latham
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
5 Forts Ferry Rd., Latham, NY 12110 ~34.11 miles northwest of Pittsfield
  • Includes a pool: Pool Open 6am - 11pm ranging from 3 1/2 to 4 ft. deep
  • Affordable Airport property
More Photos Photo of Towneplace Suites Latham Albany Airport Pool
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express and Suites Albany Airport- Wolf Road, an IHG : 16 Wolf Rd.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
16 Wolf Rd., Albany, NY 12205 ~34.32 miles northwest of Pittsfield
  • Has swimming pool: Indoor pool. Open 6 AM - 10 PM
  • 3-star Airport property
More Photos Swimming pool at Holiday Inn Express and Suites Albany Airport- Wolf Road, an IHG
From$84
Very Good 4.0 /5 Read Reviews Call BookMore Details
D. Hotel Suites & Spa
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Country Club Rd., Holyoke, MA 01040 ~34.84 miles east of Pittsfield
  • Includes a pool: Relax in our heated indoor pool and whirlpool.
  • Affordable Highway property
More Photos Pool image of D. Hotel Suites & Spa
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Albany Crossgates Mall, NY
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
B 1651 Western Ave., Albany, NY 12203 ~34.96 miles west of Pittsfield
  • Pool details: Indoor pool: 7am-10pm.
  • 3 star 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
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1651 Western Ave., Albany, NY 12203 ~34.96 miles west of Pittsfield
  • Includes a pool: Indoor pool: 7am-10pm.
  • Mid-scale Suburban hotel
More Photos Photo of TRU by Hilton Albany Crossgates Mall Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Howard Johnson by Wyndham Albany : 1614 Central Ave.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1614 Central Ave., Albany, NY 12205 ~35.18 miles northwest of Pittsfield
  • Pool available: Outdoor Pool
  • Two star property
More Photos Photo of Howard Johnson by Wyndham Albany Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Central Albany : 1632 Central Ave.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1632 Central Ave., Albany, NY 12205 ~35.31 miles northwest of Pittsfield
  • With a pool!
  • Economy Airport property
More Photos Swimming pool at Quality Inn Central Albany
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
229 Whiting Farms Rd., Holyoke, MA 01040 ~36.22 miles southeast of Pittsfield
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban property
More Photos Pool image of Fairfield Inn & Suites by Marriott Springfield Holyoke
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst in Hadley
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
423 Russell St., Hadley, MA 01035 ~36.47 miles east of Pittsfield
  • Includes a pool: 6AM-11PM Indoor Pool & Spa
  • 3-star Downtown hotel
More Photos Photo of Courtyard by Marriott Hadley Amherst Pool
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn West Springfield : 1150 Riverdale St.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1150 Riverdale St., West Springfield, MA 01089 ~38.41 miles southeast of Pittsfield
  • Pool details: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Two-star Suburban hotel
More Photos Pool image of Quality Inn West Springfield
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites in West Springfield
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
106 Capital Dr., West Springfield, MA 01089 ~38.50 miles southeast of Pittsfield
  • Has swimming pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Economy Suburban hotel
More Photos Pool image of Comfort Inn & Suites
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
600 Memorial Dr., Chicopee, MA 01020 ~39.08 miles east of Pittsfield
  • Pool details: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn Chicopee / Springfield
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Clifton Park in Clifton Park
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
42 Clifton Country Rd., Clifton Park, NY 12065 ~39.11 miles northwest of Pittsfield
  • Pool details: Indoor Pool Open 6AM to 10PM
  • Four star Downtown property
More Photos Swimming pool at Homewood Suites by Hilton Clifton Park
From$105
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
500 Memorial Dr., Chicopee, MA 01020 ~39.15 miles east of Pittsfield
  • Has swimming pool: 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 Recent Reviews Call BookMore Details
Best Western Springfield West Inn
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
429 Riverdale St., West Springfield, MA 01089 ~39.16 miles southeast of Pittsfield
  • Includes a pool
  • Mid-scale hotel
More Photos Pool image of Best Western Springfield West Inn
From$76
Average 3.0 /5 Review Score Call BookMore Details
Best Western Clifton Park
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
617 Plank Rd., Clifton Park, NY 12065 ~39.26 miles northwest of Pittsfield
  • Pool available: Indoor Atrium Pool Open 7:30am - 10:00pm
  • Mid-scale Highway hotel
More Photos Photo of Best Western Clifton Park Pool
From$61
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Suites Clifton Park, an IHG Hotel - Clifton Park
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
18 Clifton Park Village Rd., Clifton Park, NY 12065 ~39.38 miles northwest of Pittsfield
  • Pool details: Indoor heated pool open from 5 am - 10 pm daily.
  • 3-star Suburban property
More Photos Photo of Holiday Inn Express Suites Clifton Park, an IHG Hotel Pool
From$91
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Mountaineer Inn : 270 Handle Rd.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 ~39.67 miles northeast of Pittsfield
  • Pool details: 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 Pool image of Mountaineer Inn
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sheraton Springfield Monarch Place Hotel - Springfield
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 Monarach Place, Springfield, MA 01144 ~41.20 miles southeast of Pittsfield
  • Pool details: We have a heated indoor pool with a seasonal outdoor sundeck/ patio area. Weekday Hours: 5:30am-10pm Saturday Hours: 8am-10pm Sunday Hours: 8am-8pm
  • Four star Downtown property
More Photos Swimming pool at Sheraton Springfield Monarch Place Hotel
From$119
Average 3.5 /5 Guest Reviews Call BookMore Details
MGM Springfield
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Mgm Way, Springfield, MA 01103 ~41.46 miles southeast of Pittsfield
  • Includes a pool: Outdoor Pool open 9am - 9pm, seasonally
  • Four star Downtown hotel
More Photos Swimming pool at MGM Springfield
From$130
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Ludlow An Ihg Hotel : 321 Center St.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
321 Center St., Ludlow, MA 01056 ~43.64 miles east of Pittsfield
  • Pool available: Heated indoor pool open 7am - 9pm daily.
  • Midscale Highway property
More Photos Pool image of Holiday Inn Express Ludlow An Ihg Hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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