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
+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
  • Pool available: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Two-star Mountain property
More Photos Swimming pool at Mountaineer Inn
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
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The White House Inn in 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
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • High-end Mountain hotel
More Photos Photo of The White House Inn Pool
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro
+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
  • Includes a pool: Indoor pool/ open 5am-11pm
  • 3-star Suburban hotel
More Photos Pool image of Holiday Inn Express & Suites Brattleboro
From$79
Very Good 4.0 /5 Hotel 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
  • Our hotel comes with a pool
  • Midscale Mountain hotel
More Photos Photo of Blue Gentian Lodge at Magic Mountain Pool
From$119
Very Good 4.5 /5 Guest 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 available: Indoor & Outdoor (seasonal)
  • Midscale Resort property
More Photos Photo of Palmer House Resort Ascend Hotel Collection Pool
From$100
Average 3.0 /5 Recent Reviews Call BookMore Details
Aspen at 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
  • Pool in hotel: Seasonal outdoor pool, generally open May - October.
  • 3 star Rural property
More Photos Photo of Aspen at Manchester Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Bennington - 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 details: Outdoor, seasonal
  • Cheap Suburban hotel
More Photos Pool image of Best Western Bennington
From$36
Very Good 4.0 /5 Guest Reviews 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 available: Heated Indoor Pool Open from 6:30am-10:00pm
  • Economical Rural property
More Photos Swimming pool at Holiday Inn Express Keene An Ihg Hotel
From$95
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Keene Hotel : 401 Winchester St.
+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
  • Includes a pool: Indoor Heated Pool
  • Low Cost Suburban property
More Photos Pool image of Best Western Plus Keene Hotel
From$75
Very Good 4.0 /5 Hotel 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
  • Midscale Mountain property
More Photos Swimming pool at Hampton Inn Bennington
From$80
Average 3.0 /5 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 in hotel: 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 Photo of The Porches Inn at Mass Moca Pool
From$199
Very Good 4.0 /5 Read 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 available: Heated indoor pool
  • Midscale Downtown hotel
More Photos Pool image of Courtyard by Marriott Keene Downtown
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Downstreet Ascend Hotel Collection : 40 Main St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
40 Main St., North Adams, MA 01247 ~24.48 miles southwest of Windham County
  • Includes a pool: 5am-10pm Indoor
  • Affordable Downtown property
More Photos Photo of Hotel Downstreet Ascend Hotel Collection Pool
From$136
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Maple Terrace Motel : 555 Main St.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
555 Main St., Williamstown, MA 01267 ~27.22 miles southwest of Windham County
  • Includes a pool: Beautiful secluded heated pool with amazing and breathtaking views. Opens Daily 9 AM and closes at Dusk.
  • Cheap Rural hotel
More Photos Pool image of Maple Terrace Motel
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Springfield Hotel : 818 Charlestown Rd.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 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''.
  • 3 star Highway hotel
More Photos Pool image of Best Western Springfield Hotel
From$106
Very Good 4.0 /5 Reviews Call BookMore Details
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Pointe at Castle Hill Resort in Proctorsville
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2940 State Route 103, Proctorsville, VT 05153 ~31.21 miles north of Windham County
  • Includes a swimming pool
  • 3 star Rural hotel
More Photos Swimming pool at Pointe at Castle Hill Resort
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Vacation Village in The Berkshires
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
276 Brodie Mtn Rd., Lanesborough, MA 01237 ~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.
  • 3-star Mountain property
More Photos Pool image of Vacation Village in The Berkshires
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Jiminy Peak Mountain Resort in Hancock
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
37 Corey Rd., Hancock, MA 01237 ~37.77 miles southwest of Windham County
  • Pool in hotel: Country Inn Pool is open 8a - 10p daily. Outdoor heated pool open year round.
  • Midscale Mountain hotel
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Club Wyndham Bentley Brook : 1 Corey Rd.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1 Corey Rd., Hancock, MA 01237 ~37.88 miles southwest of Windham County
  • Pool in hotel: Indoor/Outdoor Pool Hot tub
  • Mid-scale Mountain hotel
More Photos Photo of Club Wyndham Bentley Brook Pool
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott in Hadley
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
237 Russell St., Hadley, MA 01035 ~41.89 miles south of Windham County
  • Includes a pool: Heated Indoor Pool open from 7am - 9pm daily.
  • Affordable Suburban property
More Photos Swimming pool at Towneplace Suites by Marriott
From$140
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Hadley Amherst Area in Hadley
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 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.
  • Affordable Suburban hotel
More Photos Swimming pool at Hampton Inn Hadley Amherst Area
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Springfield Northampton/Amherst - Northampton
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
115a Conz St., Northampton, MA 01060 ~43.70 miles south of Windham County
  • With a pool!
  • Affordable property
More Photos Photo of Fairfield Inn & Suites Springfield Northampton/Amherst Pool
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Northampton - Amherst : 117 Conz St.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 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
  • 2-star Highway property
More Photos Swimming pool at Quality Inn & Suites Northampton - Amherst
From$85
Average 3.0 /5 Guest Reviews Call BookMore Details
Berkshire Mountain Lodge in Pittsfield
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
8 Dan Fox Dr., Pittsfield, MA 01201 ~44.47 miles southwest of Windham County
  • Pool in hotel: Indoor pool & hot tub Open daily 8am-11pm
  • 2 star Mountain hotel
More Photos Pool image of Berkshire Mountain Lodge
From$125
Very Good 4.5 /5 Review Score Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1032 South St., Pittsfield, MA 01201 ~44.79 miles southwest of Windham County
  • Pool in hotel: Indoor heated pool/hot tub
  • Affordable Suburban hotel
More Photos Photo of Hilton Garden Inn Lenox Pittsfield Pool
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details

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