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.

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Windham County Hotels with Outdoor or Indoor Pools

Mountaineer Inn - Dover
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 ~6.89 miles west of Windham County
  • 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 Cost Mountain hotel
More Photos Swimming pool at Mountaineer Inn
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
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The White House Inn - Wilmington
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
178 Vt 9 East, Wilmington, VT 05363 ~7.12 miles southwest of Windham County
  • Has swimming pool: Small, shallow indoor pool, open 24 hours a day
  • Four star Mountain property
More Photos Swimming pool at The White House Inn
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 ~10.56 miles east of Windham County
  • Has swimming pool: Indoor pool/ open 5am-11pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Holiday Inn Express & Suites Brattleboro
From$79
Very good 4.0 /5 Latest Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
289 Magic Mountain Access, Londonderry, VT 05148 ~18.41 miles north of Windham County
  • With a pool!
  • 3 star Mountain hotel
More Photos Photo of Blue Gentian Lodge at Magic Mountain Pool
From$119
Very good 4.5 /5 Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection : 5383 Main St.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
5383 Main St., Manchester Center, VT 05255 ~22.21 miles northwest of Windham County
  • Pool in hotel: Indoor & Outdoor (seasonal)
  • 3 star Resort property
More Photos Pool image of Palmer House Resort Ascend Hotel Collection
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Aspen at Manchester - Manchester
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
5669 Main St., Manchester, VT 05255 ~22.35 miles northwest of Windham County
  • Has swimming pool: Seasonal outdoor pool, generally open May - October.
  • Mid-scale Rural hotel
More Photos Photo of Aspen at Manchester Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Bennington
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
220 Northside Dr., Bennington, VT 05201 ~23.15 miles west of Windham County
  • Pool in hotel: Outdoor, seasonal
  • 2-star Suburban hotel
More Photos Photo of Best Western Bennington Pool
From$36
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Keene An Ihg Hotel
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
175 Key Rd., Keene, NH 03431 ~23.25 miles east of Windham County
  • Pool details: Heated Indoor Pool Open from 6:30am-10:00pm
  • Inexpensive Rural hotel
More Photos Pool image of Holiday Inn Express Keene An Ihg Hotel
From$95
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Keene Hotel
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
401 Winchester St., Keene, NH 03431 ~23.42 miles east of Windham County
  • Pool in hotel: Indoor Heated Pool
  • Economical Suburban property
More Photos Pool image of Best Western Plus Keene Hotel
From$75
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Bennington
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
51 Hannaford Sq., Bennington, VT 05201 ~23.63 miles west of Windham County
  • Pool in hotel: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Affordable Mountain hotel
More Photos Photo of Hampton Inn Bennington Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Porches Inn at Mass Moca
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
231 River St., North Adams, MA 01247 ~24.30 miles southwest of Windham County
  • Pool details: Outdoor heated pool open 24 hours daily year round. Sauna, outdoor hot tub and 24 hour fitness Center onsite.
  • High end Downtown property
More Photos Swimming pool at The Porches Inn at Mass Moca
From$199
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Keene Downtown - Keene
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
75 Railroad St., Keene, NH 03431 ~24.33 miles east of Windham County
  • Pool in hotel: Heated indoor pool
  • Mid-scale Downtown hotel
More Photos Pool image of Courtyard by Marriott Keene Downtown
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Maple Terrace Motel
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 ~27.22 miles southwest of Windham County
  • Pool in hotel: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • 2-star Rural hotel
More Photos Pool image of Maple Terrace Motel
From$59
Very good 4.0 /5 Latest Reviews Call BookMore Details
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Best Western Springfield Hotel in Springfield
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
818 Charlestown Rd., Springfield, VT 05156 ~27.77 miles northeast of Windham County
  • Pool in hotel: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20'' by 50''.
  • Affordable Highway hotel
More Photos Photo of Best Western Springfield Hotel Pool
From$106
Very good 4.0 /5 Recent Reviews Call BookMore Details
Pointe at Castle Hill Resort - Proctorsville
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2940 State Route 103, Proctorsville, VT 05153 ~31.21 miles north of Windham County
  • Our hotel comes with a pool
  • Mid-scale Rural hotel
More Photos Swimming pool at Pointe at Castle Hill Resort
From$85
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Vacation Village in The Berkshires in Lanesborough
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
276 Brodie Mtn Rd., Lanesborough, MA 01237 ~36.21 miles southwest of Windham County
  • 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
More Photos Swimming pool at Vacation Village in The Berkshires
From$75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Jiminy Peak Mountain Resort
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 ~37.77 miles southwest of Windham County
  • Pool available: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain hotel
More Photos Photo of Jiminy Peak Mountain Resort Pool
From$105
Very good 4.0 /5 Recent Reviews Call BookMore Details
Club Wyndham Bentley Brook
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 ~37.88 miles southwest of Windham County
  • Pool details: Indoor/Outdoor Pool Hot tub
  • 3 star Mountain hotel
More Photos Swimming pool at Club Wyndham Bentley Brook
From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott - Hadley
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 ~41.89 miles south of Windham County
  • Pool available: Heated Indoor Pool open from 7am - 9pm daily.
  • Three Star Suburban property
More Photos Swimming pool at Towneplace Suites by Marriott
From$140
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area - Hadley
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
24 Bay Rd., Hadley, MA 01035 ~42.20 miles south of Windham County
  • Includes a pool: Indoor Heated Pool open from 7am - 9pm daily. Located on the first floor just off the lobby.
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn Hadley Amherst Area
From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst : 115a Conz St.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
115a Conz St., Northampton, MA 01060 ~43.70 miles south of Windham County
  • Has a pool!
  • 3 star hotel
More Photos Pool image of Fairfield Inn & Suites Springfield Northampton/Amherst
From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst in Northampton
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
117 Conz St., Northampton, MA 01060 ~43.77 miles south of Windham County
  • Pool available: open from 6am - 10pm Heated indoor pool 5 1/3 in depth
  • Two star Highway hotel
More Photos Pool image of Quality Inn & Suites Northampton - Amherst
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 ~44.47 miles southwest of Windham County
  • Pool available: Indoor pool & hot tub Open daily 8am-11pm
  • 2 star Mountain hotel
More Photos Swimming pool at Berkshire Mountain Lodge
From$125
Very good 4.5 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 ~44.79 miles southwest of Windham County
  • Includes a pool: Indoor heated pool/hot tub
  • 3 star Suburban property
More Photos Swimming pool at Hilton Garden Inn Lenox Pittsfield
From$95
Very good 4.0 /5 Guest Reviews Call BookMore Details

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