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Chesterfield Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Brattleboro - Brattleboro
+1-888-389-4121
100 Chickering Dr., Brattleboro, VT 05301 ~3.26 miles west of Chesterfield
  • Pool available: Indoor pool/ open 5am-11pm
  • 3 star Suburban property
From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Holiday Inn Express Keene An Ihg Hotel
+1-888-675-2083
175 Key Rd., Keene, NH 03431 ~10.63 miles east of Chesterfield
  • Pool available: Heated Indoor Pool Open from 6:30am-10:00pm
  • Cheap Rural hotel
From$95
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Keene Hotel : 401 Winchester St.
+1-800-716-8490
401 Winchester St., Keene, NH 03431 ~10.73 miles east of Chesterfield
  • Pool in hotel: Indoor Heated Pool
  • 2-star Suburban property
From$75
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Keene Downtown
+1-800-805-5223
75 Railroad St., Keene, NH 03431 ~11.81 miles east of Chesterfield
  • Pool in hotel: Heated indoor pool
  • Mid-scale Downtown property
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
The White House Inn
+1-888-965-1860
178 Vt 9 East, Wilmington, VT 05363 ~17.92 miles west of Chesterfield
  • Pool details: Small, shallow indoor pool, open 24 hours a day
  • Four star Mountain hotel
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Mountaineer Inn in Dover
+1-888-788-5576
270 Handle Rd., Dover, VT 05356 ~20.16 miles west of Chesterfield
  • Pool in hotel: 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
From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain
+1-888-897-9207
289 Magic Mountain Access, Londonderry, VT 05148 ~25.59 miles northwest of Chesterfield
  • Includes a swimming pool
  • Midscale Mountain property
From$119
Very good 4.5 /5 Review Score Call BookMore Details
Best Western Springfield Hotel in Springfield
+1-888-311-4278
818 Charlestown Rd., Springfield, VT 05156 ~26.05 miles north of Chesterfield
  • Includes a pool: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20'' by 50''.
  • Midscale Highway property
From$106
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Porches Inn at Mass Moca
+1-888-469-4795
231 River St., North Adams, MA 01247 ~33.59 miles west of Chesterfield
  • Includes a pool: 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 Recent Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection
+1-888-734-9421
5383 Main St., Manchester Center, VT 05255 ~33.97 miles northwest of Chesterfield
  • Pool details: Indoor & Outdoor (seasonal)
  • Affordable Resort property
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Aspen at Manchester
+1-888-841-5292
5669 Main St., Manchester, VT 05255 ~34.06 miles northwest of Chesterfield
  • Has swimming pool: Seasonal outdoor pool, generally open May - October.
  • 3 star Rural property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Pointe at Castle Hill Resort in Proctorsville
+1-888-455-5160
2940 State Route 103, Proctorsville, VT 05153 ~34.75 miles north of Chesterfield
  • We have a pool
  • Mid-scale Rural hotel
From$85
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Bennington - Bennington
+1-888-965-8297
220 Northside Dr., Bennington, VT 05201 ~35.88 miles west of Chesterfield
  • Pool available: Outdoor, seasonal
  • Economy Suburban property
From$36
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Bennington in Bennington
+1-888-906-6358
51 Hannaford Sq., Bennington, VT 05201 ~36.44 miles west of Chesterfield
  • Pool in hotel: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Three Star Mountain hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Maple Terrace Motel : 555 Main St.
+1-888-749-6785
555 Main St., Williamstown, MA 01267 ~37.22 miles west of Chesterfield
  • Has swimming pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Low-priced Rural hotel
From$59
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Towneplace Suites by Marriott
+1-888-878-9982
237 Russell St., Hadley, MA 01035 ~37.76 miles south of Chesterfield
  • Pool in hotel: Heated Indoor Pool open from 7am - 9pm daily.
  • Three Star Suburban property
From$140
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area
+1-888-389-4485
24 Bay Rd., Hadley, MA 01035 ~38.60 miles south of Chesterfield
  • Includes a pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Three Star Suburban hotel
From$109
Very good 4.0 /5 Review Score Call BookMore Details
Henniker Motel : 61 Craney Pond Rd.
+1-888-389-4121
61 Craney Pond Rd., Henniker, NH 03242 ~40.32 miles east of Chesterfield
  • Has swimming pool: Heated indoor pool 8 AM - 10:00 PM
  • Economical Mountain property
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst
+1-888-675-2083
115a Conz St., Northampton, MA 01060 ~40.47 miles south of Chesterfield
  • Includes a pool
  • 3 star property
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst
+1-800-716-8490
117 Conz St., Northampton, MA 01060 ~40.52 miles south of Chesterfield
  • Pool details: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • Inexpensive Highway property
From$85
Average 3.0 /5 Read Reviews Call BookMore Details
Great Wolf Lodge New England
+1-800-805-5223
150 Great Wolf Dr., Fitchburg, MA 01420 ~40.57 miles southeast of Chesterfield
  • Pool available: 70,000 Square Feet of Waterpark
  • 3 star Resort hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
D. Hotel Suites & Spa in Holyoke
+1-888-965-1860
1 Country Club Rd., Holyoke, MA 01040 ~42.93 miles south of Chesterfield
  • Has swimming pool: Relax in our heated indoor pool and whirlpool.
  • 3-star Highway hotel
From$89
Very good 4.0 /5 Review Score Call BookMore Details
Vacation Village in The Berkshires - Lanesborough
+1-888-788-5576
276 Brodie Mtn Rd., Lanesborough, MA 01237 ~44.52 miles southwest of Chesterfield
  • 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.
  • 3-star Mountain hotel
From$75
Very good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Hotel Leominster : 99 Erdman Way
+1-888-897-9207
99 Erdman Way, Leominster, MA 01453 ~44.56 miles southeast of Chesterfield
  • Pool available: Large heated pool in tropical setting. 6am-10pm
  • Midscale Rural property
From$115
Very good 4.0 /5 Recent Reviews Call BookMore Details

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