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Chesterfield Hotels with Outdoor or Indoor Pools

Fairfield Inn & Suites Springfield Northampton/Amherst - Northampton
+1-888-389-4121
115a Conz St., Northampton, MA 01060 ~12.19 miles east of Chesterfield
  • Has swimming pool
  • Mid-scale property
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
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Quality Inn & Suites Northampton - Amherst
+1-888-675-2083
117 Conz St., Northampton, MA 01060 ~12.26 miles east of Chesterfield
  • Pool available: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • Low Cost Highway hotel
From$85
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area in Hadley
+1-800-716-8490
24 Bay Rd., Hadley, MA 01035 ~12.62 miles east of Chesterfield
  • Has swimming pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3-star Suburban hotel
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-800-805-5223
237 Russell St., Hadley, MA 01035 ~14.02 miles east of Chesterfield
  • Pool available: Heated Indoor Pool open from 7am - 9pm daily.
  • 3 star Suburban hotel
From$140
Average 3.0 /5 Recent 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
  • Pool available: Relax in our heated indoor pool and whirlpool.
  • 3 star Highway hotel
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Springfield Holyoke in Holyoke
+1-888-788-5576
229 Whiting Farms Rd., Holyoke, MA 01040 ~18.05 miles southeast of Chesterfield
  • Has swimming pool: Indoor and heated pool open from 6AM to 10PM
  • Mid-scale Suburban hotel
From$109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Chicopee / Springfield in Chicopee
+1-888-897-9207
600 Memorial Dr., Chicopee, MA 01020 ~20.13 miles southeast of Chesterfield
  • Pool available: Relax in our Indoor Pool open 9 AM - 10 PM.
  • Midscale Suburban hotel
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Springfield Chicopee : 500 Memorial Dr.
+1-888-311-4278
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 - West Springfield
+1-888-469-4795
106 Capital Dr., West Springfield, MA 01089 ~20.81 miles southeast of Chesterfield
  • Has swimming pool: Indoor pool and whirlpool open daily from 7am-10pm
  • Two-star Suburban hotel
From$129
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn West Springfield
+1-888-734-9421
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 hotel
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Berkshire Mountain Lodge - Pittsfield
+1-888-841-5292
8 Dan Fox Dr., Pittsfield, MA 01201 ~21.64 miles west of Chesterfield
  • Has swimming pool: Indoor pool & hot tub Open daily 8am-11pm
  • Cheap Mountain hotel
From$125
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield - Pittsfield
+1-888-455-5160
1032 South St., Pittsfield, MA 01201 ~21.71 miles west of Chesterfield
  • Includes a pool: Indoor heated pool/hot tub
  • Affordable Suburban property
From$95
Very good 4.0 /5 Recent Reviews Call BookMore Details
Yankee Inn
+1-888-965-8297
461 Pittsfield Rd., Lenox, MA 01240 ~21.80 miles west of Chesterfield
  • Pool details: Indoor - Pool
  • Two star hotel
From$145
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Springfield West Inn : 429 Riverdale St.
+1-888-906-6358
429 Riverdale St., West Springfield, MA 01089 ~21.92 miles southeast of Chesterfield
  • With a pool!
  • Mid-scale property
From$74
Average 3.0 /5 Reviews Call BookMore Details
La Quinta by Wyndham - Springfield
+1-888-749-6785
100 Congress St., Springfield, MA 01104 ~23.19 miles southeast of Chesterfield
  • Pool in hotel: 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
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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Holiday Inn Club Vacations Oak N Spruce Resort - South Lee
+1-888-878-9982
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)
  • 3-star Mountain hotel
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Springfield Downtown : 145 State St.
+1-888-389-4485
145 State St., Springfield, MA 01103 ~23.87 miles southeast of Chesterfield
  • Includes a pool: Indoor heated pool
  • Three Star hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
MGM Springfield : 1 Mgm Way
+1-888-389-4121
1 Mgm Way, Springfield, MA 01103 ~24.02 miles southeast of Chesterfield
  • Has swimming pool: Outdoor Pool open 9am - 9pm, seasonally
  • Expensive Downtown property
From$130
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Ludlow, an IHG Hotel : 321 Center St.
+1-888-675-2083
321 Center St., Ludlow, MA 01056 ~24.05 miles southeast of Chesterfield
  • Pool in hotel: Heated indoor pool open 7am - 9pm daily.
  • Midscale Highway property
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Vacation Village in The Berkshires
+1-800-716-8490
276 Brodie Mtn Rd., Lanesborough, MA 01237 ~24.55 miles west of Chesterfield
  • Pool in hotel: 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 hotel
From$75
Very good 4.0 /5 Review Score Call BookMore Details
The Porches Inn at Mass Moca
+1-800-805-5223
231 River St., North Adams, MA 01247 ~25.56 miles northwest of Chesterfield
  • Pool details: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Four star Downtown hotel
From$199
Very good 4.0 /5 Recent Reviews Call BookMore Details
Club Wyndham Bentley Brook in Hancock
+1-888-965-1860
1 Corey Rd., Hancock, MA 01237 ~25.62 miles west of Chesterfield
  • Pool available: Indoor/Outdoor Pool Hot tub
  • Affordable Mountain hotel
From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock
+1-888-788-5576
37 Corey Rd., Hancock, MA 01237 ~25.75 miles west of Chesterfield
  • Pool in hotel: 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
+1-888-897-9207
555 Main St., Williamstown, MA 01267 ~28.26 miles northwest of Chesterfield
  • Pool available: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Cheap Rural property
From$59
Very good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshi in Great Barrington
+1-888-311-4278
249 Stockbridge Rd., Great Barrington, MA 01230 ~28.81 miles west of Chesterfield
  • We have a pool
  • 3 star Resort hotel
From$109
Very good 4.0 /5 Recent Reviews Call BookMore Details
The White House Inn - Wilmington
+1-888-469-4795
178 Vt 9 East, Wilmington, VT 05363 ~32.59 miles north of Chesterfield
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • High end Mountain property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Bradley Airport, an IHG Hotel
+1-888-734-9421
600 Spring St., Windsor Locks, CT 06096 ~32.83 miles south of Chesterfield
  • Pool available: Indoor Heated Pool open from 7am - 8pm daily. approximately 12 feet x 15 feet.
  • Mid-scale Airport hotel
From$85
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites Marriott Airport : 225 Ella Grasso Turnpike
+1-888-841-5292
225 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~32.98 miles south of Chesterfield
  • Pool available: Small indoor heated pool. Not big enough for large groups of people.
  • 3 star Airport property
From$95
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Inn & Suites Airport : 34 Old County Rd.
+1-888-455-5160
34 Old County Rd., Windsor Locks, CT 06096 ~33.28 miles south of Chesterfield
  • Pool in hotel: Seasonal-Outdoor
  • 2 star Airport property
From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Windsor Locks Bradley Arpt by IHG : 149 Ella Grasso Turnpike
+1-888-965-8297
149 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~33.29 miles south of Chesterfield
  • Has swimming pool: Indoor Pool
  • Economy Airport property
From$79
Very good 4.0 /5 Reviews Call BookMore Details
Motel 6 Windsor Locks, CT - Hartford - Windsor
+1-888-906-6358
3 National Dr., Windsor, CT 06096 ~33.39 miles south of Chesterfield
  • Our hotel comes with a pool
  • Two star hotel
From$60
Poor 2.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Hartford Airport : 2 Loten Dr.
+1-888-749-6785
2 Loten Dr., Windsor Locks, CT 06096 ~33.71 miles south of Chesterfield
  • Pool in hotel: Indoor Pool Open Monday - Sunday from 8am until 10pm 35 ft 10" by 17 ft 8"
  • Affordable Airport property
From$95
Very good 4.0 /5 Latest Reviews Call BookMore Details
DoubleTree by Hilton Hartford - Bradley Airport in Windsor Locks
+1-888-878-9982
16 Ella Grasso Turnpike, Windsor Locks, CT 06096 ~33.79 miles south of Chesterfield
  • Has swimming pool: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • 3 star Airport hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Hartford/Airport
+1-888-389-4485
2168 Poquonock Ave., Windsor, CT 06095 ~34.04 miles south of Chesterfield
  • Pool in hotel: 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.
  • Mid-scale Airport hotel
From$82
Very good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard By Marriott Hartford/Windsor Airport in Windsor
+1-888-389-4121
1 Day Hill Rd., Windsor, CT 06095 ~34.17 miles south of Chesterfield
  • We have a pool
  • 3-star Downtown hotel
From$219
Very good 4.0 /5 Review Score Call BookMore Details
Baymont by Wyndham East Windsor Bradley Airport in East Windsor
+1-888-675-2083
260 Main St., East Windsor, CT 06088 ~34.74 miles south of Chesterfield
  • Pool details: Indoor Pool/ open from 5:30AM-11:00PM
  • Midscale Suburban property
From$40
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro
+1-800-716-8490
100 Chickering Dr., Brattleboro, VT 05301 ~36.41 miles northeast of Chesterfield
  • Pool in hotel: Indoor pool/ open 5am-11pm
  • 3-star Suburban property
From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
Hyatt House Hartford North / Windsor : 200 Corporate Dr.
+1-800-805-5223
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
  • Mid-scale Suburban hotel
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford / Windsor
+1-888-965-1860
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.
  • Mid-scale Highway property
From$96
Average 3.0 /5 Review Score Call BookMore Details
Mountaineer Inn in Dover
+1-888-788-5576
270 Handle Rd., Dover, VT 05356 ~39.39 miles north of Chesterfield
  • Pool details: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Two star Mountain hotel
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Bennington
+1-888-897-9207
220 Northside Dr., Bennington, VT 05201 ~39.82 miles northwest of Chesterfield
  • Has swimming pool: Outdoor, seasonal
  • Low priced Suburban hotel
From$36
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Hartford Avon - Avon
+1-888-311-4278
55 Simsbury Rd., Avon, CT 06001 ~39.88 miles south of Chesterfield
  • Includes a pool: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Three Star Suburban hotel
From$80
Very good 4.0 /5 Recent Reviews Call BookMore Details
Cambria Manchester South Windsor in South Windsor
+1-888-469-4795
1000 Long Leaf Lane, South Windsor, CT 06074 ~40.05 miles south of Chesterfield
  • Has swimming pool: Indoor Heated Pool
  • Affordable Suburban property
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Bennington
+1-888-734-9421
51 Hannaford Sq., Bennington, VT 05201 ~40.57 miles northwest of Chesterfield
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Three Star Mountain hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Newly Remodeled Residence Inn by Marriott Hartford Manchester
+1-888-841-5292
201 Hale Rd., Manchester, CT 06042 Website ~43.07 miles southeast of Chesterfield
  • Pool in hotel: Seasonal heated outdoor pool and hot tub
  • Affordable Suburban property
From$109
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Hartford Manchester : 225 Slater St.
+1-888-455-5160
225 Slater St., Manchester, CT 06040 ~43.07 miles south of Chesterfield
  • We have a pool
  • Midscale Suburban hotel
From$85
Very good 4.0 /5 Latest Reviews Call BookMore Details
Publick House Historic Inn and Country Motor Lodge - Sturbridge
+1-888-965-8297
277 Main St. (Rt 131), Sturbridge, MA 01566 ~43.53 miles east of Chesterfield
  • Has swimming pool: Outdoor Pool
  • Cheap Rural hotel
From$61
Very good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Albany East Greenbush / Tech Valley : 3 Tech Valley Dr.
+1-888-906-6358
3 Tech Valley Dr., East Greenbush, NY 12061 ~43.67 miles west of Chesterfield
  • Pool available: We have an indoor pool and a spa.
  • 3-star Suburban property
From$117
Very good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Hartford Downtown - Hartford
+1-888-749-6785
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 Read Reviews Call BookMore Details
Comfort Inn & Suites Sturbridge : 83 Hall Rd.
+1-888-878-9982
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 hotel
From$132
Very good 4.0 /5 Review Score Call BookMore Details

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