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Chesterfield Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites Springfield Northampton/Amherst in Northampton
+1-888-389-4121
115a Conz St., Northampton, MA 01060 ~12.19 miles east of Chesterfield
  • Has a pool!
  • Mid-scale property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
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Quality Inn & Suites Northampton - Amherst : 117 Conz St.
+1-888-675-2083
117 Conz St., Northampton, MA 01060 ~12.26 miles east of Chesterfield
  • Pool in hotel: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • Cheap Highway hotel
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area - Hadley
+1-800-716-8490
24 Bay Rd., Hadley, MA 01035 ~12.62 miles east of Chesterfield
  • Pool details: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3-star Suburban property
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn PLUS+ South Deerfield – Amherst - South Deerfield
+1-800-805-5223
9 Greenfield Rd., South Deerfield, MA 01373 ~12.80 miles east of Chesterfield
  • Pool details: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • Mid-scale Highway hotel
From$57
Average 3.0 /5 Guest Reviews Call BookMore Details
D. Hotel Suites & Spa - Holyoke
+1-888-965-1860
1 Country Club Rd., Holyoke, MA 01040 ~14.47 miles southeast of Chesterfield
  • Has swimming pool: Relax in our heated indoor pool and whirlpool.
  • Mid-scale Highway property
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Hadley Amherst in Hadley
+1-888-788-5576
423 Russell St., Hadley, MA 01035 ~15.43 miles east of Chesterfield
  • Pool available: 6AM-11PM Indoor Pool & Spa
  • Three Star Downtown hotel
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke in Holyoke
+1-888-897-9207
229 Whiting Farms Rd., Holyoke, MA 01040 ~18.05 miles southeast of Chesterfield
  • Pool details: Indoor and heated pool open from 6AM to 10PM
  • Affordable Suburban hotel
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Chicopee/Springfield
+1-888-311-4278
600 Memorial Dr., Chicopee, MA 01020 ~20.13 miles southeast of Chesterfield
  • Pool details: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Mid-scale Suburban hotel
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee - Chicopee
+1-888-469-4795
500 Memorial Dr., Chicopee, MA 01020 ~20.25 miles southeast of Chesterfield
  • Pool in hotel: Indoor pool Pool Hours 6am to 11pm
  • Three Star Highway property
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites : 106 Capital Dr.
+1-888-734-9421
106 Capital Dr., West Springfield, MA 01089 ~20.81 miles southeast of Chesterfield
  • Pool details: Indoor pool and whirlpool open daily from 7am-10pm
  • Cheap Suburban property
From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-841-5292
1150 Riverdale St., West Springfield, MA 01089 ~20.86 miles southeast of Chesterfield
  • Includes a pool: Covered seasonal outdoor pool Handicapped lift open 10am to 10pm
  • Cheap Suburban property
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-888-455-5160
1032 South St., Pittsfield, MA 01201 ~21.71 miles west of Chesterfield
  • Pool available: Indoor heated pool/hot tub
  • Mid-scale Suburban property
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Springfield West Inn - West Springfield
+1-888-965-8297
429 Riverdale St., West Springfield, MA 01089 ~21.92 miles southeast of Chesterfield
  • Includes a pool
  • 3 star hotel
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Oak N Spruce Resort : 190 Meadow St.
+1-888-906-6358
190 Meadow St., South Lee, MA 01260 ~23.58 miles west of Chesterfield
  • Pool in hotel: Two outdoor pools (seasonal) Two indoor pools (hours vary) Hot Tub (hours vary)
  • Affordable Mountain hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
MGM Springfield : 1 Mgm Way
+1-888-749-6785
1 Mgm Way, Springfield, MA 01103 ~24.02 miles southeast of Chesterfield
  • Pool in hotel: Outdoor Pool open 9am - 9pm, seasonally
  • 4 star Downtown hotel
From$130
Average 3.0 /5 Read Reviews Call BookMore Details
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Holiday Inn Express Ludlow, an IHG Hotel
+1-888-878-9982
321 Center St., Ludlow, MA 01056 ~24.05 miles southeast of Chesterfield
  • Pool details: Heated indoor pool open 7am - 9pm daily.
  • Affordable Highway hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
The Red Lion Inn : 30 Main St.
+1-888-389-4485
30 Main St., Stockbridge, MA 01262 ~25.24 miles west of Chesterfield
  • 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!
  • Mid-scale Rural hotel
From$229
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Porches Inn at Mass Moca : 231 River St.
+1-888-389-4121
231 River St., North Adams, MA 01247 ~25.56 miles northwest of Chesterfield
  • 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
From$199
Very Good 4.0 /5 Review Score Call BookMore Details
Club Wyndham Bentley Brook - Hancock
+1-888-675-2083
1 Corey Rd., Hancock, MA 01237 ~25.62 miles west of Chesterfield
  • Pool available: Indoor/Outdoor Pool Hot tub
  • 3-star Mountain hotel
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Jiminy Peak Mountain Resort : 37 Corey Rd.
+1-800-716-8490
37 Corey Rd., Hancock, MA 01237 ~25.75 miles west of Chesterfield
  • Includes a pool: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • 3-star Mountain hotel
From$105
Very Good 4.0 /5 Reviews Call BookMore Details
Maple Terrace Motel - Williamstown
+1-800-805-5223
555 Main St., Williamstown, MA 01267 ~28.26 miles northwest of Chesterfield
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Two star Rural hotel
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi - Great Barrington
+1-888-965-1860
249 Stockbridge Rd., Great Barrington, MA 01230 ~28.81 miles west of Chesterfield
  • With a pool!
  • Midscale Resort hotel
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
+1-888-788-5576
600 Spring St., Windsor Locks, CT 06096 ~32.83 miles south of Chesterfield
  • Has swimming pool: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • 3 star Airport hotel
From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites Marriott Airport in Windsor Locks
+1-888-897-9207
225 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~32.98 miles south of Chesterfield
  • Pool details: Small indoor heated pool. Not big enough for large groups of people.
  • Mid-scale Airport property
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Inn & Suites Airport : 34 Old County Rd.
+1-888-311-4278
34 Old County Rd., Windsor Locks, CT 06096 ~33.28 miles south of Chesterfield
  • Includes a pool: Seasonal-Outdoor
  • 2-star Airport hotel
From$45
Average 3.0 /5 Latest Reviews Call BookMore Details
Candlewood Suites Windsor Locks Bradley Arpt An Ihg Hotel - Windsor Locks
+1-888-469-4795
149 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~33.29 miles south of Chesterfield
  • Pool details: Indoor Pool
  • Low priced Airport hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Motel 6 Windsor Locks, CT - Hartford
+1-888-734-9421
3 National Dr., Windsor, CT 06096 ~33.39 miles south of Chesterfield
  • Has swimming pool
  • Low-priced hotel
Fairfield by Marriott
+1-888-841-5292
2 Loten Dr., Windsor Locks, CT 06096 ~33.71 miles south of Chesterfield
  • Pool available: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • Affordable Airport hotel
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Hartford Bradley Airport : 16 Ella Grasso Turnpike
+1-888-455-5160
16 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~33.79 miles south of Chesterfield
  • Pool details: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • Affordable Airport property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Hartford / Airport
+1-888-965-8297
2168 Poquonock Ave., Windsor, CT 06095 ~34.04 miles south of Chesterfield
  • Includes a pool: Dive into relaxation in our indoor swimming pool. After an intense workout, soothe your sore muscles in the whirlpool. The pool area is open daily from 6:00 AM until 10:00 PM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • Affordable Airport property
From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport - Windsor
+1-888-906-6358
1 Day Hill Rd., Windsor, CT 06095 ~34.17 miles south of Chesterfield
  • We have a pool
  • Affordable Downtown property
From$219
Very Good 4.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport in East Windsor
+1-888-749-6785
260 Main St., East Windsor, CT 06088 ~34.74 miles south of Chesterfield
  • Pool available: Indoor Pool/ open from 5:30AM-11:00PM
  • 3 star Suburban property
From$40
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro
+1-888-878-9982
100 Chickering Dr., Brattleboro, VT 05301 ~36.41 miles northeast of Chesterfield
  • Pool in hotel: Indoor pool/ open 6am-11pm
  • Affordable Suburban hotel
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Hartford North / Windsor in Windsor
+1-888-389-4485
200 Corporate Dr., Windsor, CT 06095 ~37.07 miles south of Chesterfield
  • Has swimming pool: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Midscale Suburban property
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Conference Center : 1380 Putney Rd.
+1-888-389-4121
1380 Putney Rd., Brattleboro, VT 05301 ~37.40 miles northeast of Chesterfield
  • Pool in hotel: Heated indoor Pool with Excercise Room. Outdoor pool. (seasonal)
  • Three Star Mountain hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Brattleboro - Brattleboro
+1-888-675-2083
1378 Putney Rd., Brattleboro, VT 05301 ~37.46 miles northeast of Chesterfield
  • Has swimming pool: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • Three Star Rural property
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford / Windsor
+1-800-716-8490
100 Dunfey Lane, Windsor, CT 06095 ~38.03 miles south of Chesterfield
  • Includes a pool: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • 3 star Highway hotel
From$96
Average 3.0 /5 Review Score Call BookMore Details
Mountaineer Inn - Dover
+1-800-805-5223
270 Handle Rd., Dover, VT 05356 ~39.39 miles north of Chesterfield
  • 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 property
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Bennington
+1-888-965-1860
220 Northside Dr., Bennington, VT 05201 ~39.82 miles northwest of Chesterfield
  • Pool available: Outdoor, seasonal
  • 2 star Suburban property
From$36
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon
+1-888-788-5576
55 Simsbury Rd., Avon, CT 06001 ~39.88 miles south of Chesterfield
  • Pool in hotel: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Affordable Suburban property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Cambria Manchester South Windsor in South Windsor
+1-888-897-9207
1000 Long Leaf Lane, South Windsor, CT 06074 ~40.05 miles south of Chesterfield
  • Pool in hotel: Indoor Heated Pool
  • Mid-scale Suburban property
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Bennington : 51 Hannaford Sq.
+1-888-311-4278
51 Hannaford Sq., Bennington, VT 05201 ~40.57 miles northwest of Chesterfield
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Three Star Mountain hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Newly Remodeled Residence Inn by Marriott Hartford Manchester in Manchester
+1-888-469-4795
201 Hale Rd., Manchester, CT 06042 ~43.07 miles southeast of Chesterfield
  • Pool details: Seasonal heated outdoor pool and hot tub
  • Three Star Suburban hotel
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Hartford Manchester in Manchester
+1-888-734-9421
225 Slater St., Manchester, CT 06040 ~43.07 miles south of Chesterfield
  • Pool in hotel
  • Mid-scale Suburban property
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Publick House Historic Inn and Country Motor Lodge
+1-888-841-5292
277 Main St. (Rt 131), Sturbridge, MA 01566 ~43.53 miles east of Chesterfield
  • Includes a pool: Outdoor Pool
  • Low priced Rural hotel
From$61
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley : 3 Tech Valley Dr.
+1-888-455-5160
3 Tech Valley Dr., East Greenbush, NY 12061 ~43.67 miles west of Chesterfield
  • Includes a pool: We have an indoor pool and a spa.
  • Mid-scale Suburban hotel
From$117
Very Good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Hartford Downtown - Hartford
+1-888-965-8297
315 Trumbull St., Hartford, CT 06103 ~43.77 miles south of Chesterfield
  • Pool in hotel: Indoor Swimming Pool and with men's & women saunas.
  • Four-star Downtown hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Sturbridge
+1-888-906-6358
83 Hall Rd., Sturbridge, MA 01566 ~43.81 miles east of Chesterfield
  • Pool available: Indoor Heated Pool Open 8:00AM to 10:00PM Daily. Seasonal Outdoor pool and Patio - open 8:00am to 10:00PM Daily.
  • Cheap Suburban property
From$132
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Marriott Hartford Downtown
+1-888-749-6785
200 Columbus Blvd., Hartford, CT 06103 ~44.22 miles south of Chesterfield
  • Pool in hotel
  • High end Downtown property
From$169
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford : 351 Pitkin St.
+1-888-878-9982
351 Pitkin St., East Hartford, CT 06108 ~44.25 miles south of Chesterfield
  • Includes a pool: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • 3-star Downtown hotel
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details

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