Windham County Hotels with Pools - Outdoor/Indoor Pools in Windham County VT

Windham County 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 Windham County, VT for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Windham County Vermont hotel and motel rooms for children. Review the list of Windham County hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Windham County Hotels with Outdoor or Indoor Pools

Hideaway Inn Mt. Snow : 270 Handle Rd. 270 Handle Rd., Dover, VT 05356 Call ~6.89 miles west of Windham County
  • Pool available: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Economical Mountain hotel
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From$50
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The White House Inn 178 Vt 9 East, Wilmington, VT 05363 Call ~7.12 miles southwest of Windham County
  • Includes a pool: Small, shallow indoor pool, open 24 hours a day
  • 4 star Mountain property
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From$75
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Holiday Inn Express & Suites Brattleboro 100 Chickering Dr., Brattleboro, VT 05301 Call ~10.56 miles east of Windham County
  • Pool available: Indoor pool/ open 5am-11pm
  • Affordable Suburban property
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From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 : 1186 Putney Rd. 1186 Putney Rd., Brattleboro, VT 05301 Call ~10.76 miles east of Windham County
  • Includes a pool: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • Low Cost Highway property
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From$79
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Colonial Motel And Spa in Brattleboro 889 Putney Rd., Brattleboro, VT 05301 Call ~10.78 miles east of Windham County
  • Has swimming pool: INDOOR POOL: Monday-saturday 6am to 9pm Sunday : 8am to 9pm Holiday hours may vary It is 75feet Salt water pool with sauna,hot tub, limited gym equipment and locker room. OUTDOOR POOL: Seasonal. Open till dark.Not heated
  • 3 star Rural hotel
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From$59
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Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301 Call ~10.79 miles east of Windham County
  • Includes a pool: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • Mid-scale Rural property
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From$105
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Econo Lodge Brattleboro South in Brattleboro 515 Canal St., Brattleboro, VT 05301 Call ~11.85 miles southeast of Windham County
  • Includes a swimming pool
  • Low-priced Downtown property
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From$53
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Palmer House Resort Ascend Hotel Collection : 5383 Main St. 5383 Main St., Manchester Center, VT 05255 Call ~22.21 miles northwest of Windham County
  • Has swimming pool: Indoor & Outdoor (seasonal)
  • 3-star Resort hotel
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From$100
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Aspen at Manchester 5669 Main St., Manchester, VT 05255 Call ~22.35 miles northwest of Windham County
  • Pool available: Seasonal outdoor pool, generally open May - October.
  • 3 star Rural hotel
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From$80
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Best Western Bennington 220 Northside Dr., Bennington, VT 05201 Call ~23.15 miles west of Windham County
  • Includes a pool: Outdoor, seasonal
  • Low priced Suburban property
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From$36
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Keene Elm City Hotel, an Ascend Collection Hotel : 175 Key Rd. 175 Key Rd., Keene, NH 03431 Call ~23.25 miles east of Windham County
  • Has swimming pool: Heated Indoor Pool Open from 6:30am-10:00pm
  • Two-star Rural property
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From$95
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Best Western Plus Keene Hotel : 401 Winchester St. 401 Winchester St., Keene, NH 03431 Call ~23.42 miles east of Windham County
  • Includes a pool: Indoor Heated Pool
  • Economical Suburban property
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From$75
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Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201 Call ~23.63 miles west of Windham County
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Affordable Mountain hotel
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From$80
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The Porches Inn at Mass Moca 231 River St., North Adams, MA 01247 Call ~24.30 miles southwest of Windham County
  • Pool available: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • Four-star Downtown hotel
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From$199
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Hotel Downstreet Ascend Hotel Collection - North Adams 40 Main St., North Adams, MA 01247 Call ~24.48 miles southwest of Windham County
  • Pool available: 5am-10pm Indoor
  • Midscale Downtown property
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From$136
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Maple Terrace Motel 555 Main St., Williamstown, MA 01267 Call ~27.22 miles southwest of Windham County
  • Has swimming pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • 2 star Rural property
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From$59
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Best Western Springfield Hotel : 818 Charlestown Rd. 818 Charlestown Rd., Springfield, VT 05156 Call ~27.77 miles northeast of Windham County
  • Pool available: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20' by 50'.
  • Affordable Highway property
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From$106
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Pointe at Castle Hill Resort in Proctorsville 2940 State Route 103, Proctorsville, VT 05153 Call ~31.21 miles north of Windham County
  • Has a pool!
  • Affordable Rural property
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From$85
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Vacation Village in The Berkshires - Lanesborough 276 Brodie Mtn Rd., Lanesborough, MA 01237 Call ~36.21 miles southwest of Windham County
  • 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.
  • Three Star Mountain hotel
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From$75
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Jiminy Peak Mountain Resort : 37 Corey Rd. 37 Corey Rd., Hancock, MA 01237 Call ~37.77 miles southwest of Windham County
  • Pool available: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Mid-scale Mountain hotel
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From$105
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Towneplace Suites by Marriott in Hadley 237 Russell St., Hadley, MA 01035 Call ~41.89 miles south of Windham County
  • Has swimming pool: Heated Indoor Pool open from 7am - 9pm daily.
  • 3 star Suburban hotel
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From$140
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Hampton Inn Hadley Amherst Area 24 Bay Rd., Hadley, MA 01035 Call ~42.20 miles south of Windham County
  • Has swimming pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • 3-star Suburban hotel
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From$109
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Berkshire Mountain Lodge 8 Dan Fox Dr., Pittsfield, MA 01201 Call ~44.47 miles southwest of Windham County
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • Economy Mountain hotel
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From$125
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Hideaway Inn Mt. Sunapee in Newbury 1403 New Hampshire Rte 103, Newbury, NH 03255 Call ~44.54 miles northeast of Windham County
  • With a pool!
  • Mid-scale Resort hotel
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From$80
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Holiday Inn Express Pittsfield Lenox Berkshires : 1055 South St. 1055 South St., Pittsfield, MA 01201 Call ~44.74 miles southwest of Windham County
  • Pool in hotel: Indoor heated pool & hot tub, hours: 8am - 10pm, Deep end: 5 feet
  • Three Star Suburban hotel
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From$80
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Hilton Garden Inn Lenox Pittsfield - Pittsfield 1032 South St., Pittsfield, MA 01201 Call ~44.79 miles southwest of Windham County
  • Has swimming pool: Indoor heated pool/hot tub
  • Three Star Suburban property
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From$95
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