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.

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Windham County Hotels with Outdoor or Indoor Pools

The White House Inn in Wilmington
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 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 Photo of The White House Inn Pool
From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Windham County" Get Alexa Skill →
Holiday Inn Express & Suites Brattleboro in Brattleboro
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 ~10.56 miles east of Windham County
  • Pool details: Indoor pool/ open 6am-11pm
  • Mid-scale Rural property
More Photos Photo of Holiday Inn Express & Suites Brattleboro Pool
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain - Londonderry
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
289 Magic Mountain Access, Londonderry, VT 05148 ~18.41 miles north of Windham County
  • Includes a swimming pool
  • 3 star Mountain property
More Photos Pool image of Blue Gentian Lodge at Magic Mountain
From$119
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hill Farm by Sagra
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
458 Hill Farm Rd., Sunderland, VT 05250 ~21.82 miles northwest of Windham County
  • Has a pool!
  • Affordable Resort hotel
More Photos Photo of Hill Farm by Sagra Pool
From$149
Average 3.0 /5 Latest 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)
  • Three Star Resort hotel
More Photos Swimming pool at Palmer House Resort Ascend Hotel Collection
From$100
Average 3.0 /5 Latest 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 Center, VT 05255 ~22.35 miles northwest of Windham County
  • Pool details: Seasonal outdoor pool. Our outdoor pool is currently closed for 2021 and will reopen during summer.
  • Two star Rural property
More Photos Photo of Aspen at Manchester Pool
From$60
Very Good 4.0 /5 Review Score 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 details: Outdoor, seasonal
  • 3 star Suburban hotel
More Photos Pool image of Best Western Bennington
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Keene Hotel in Keene
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 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
  • Two star Suburban hotel
More Photos Photo of Best Western Plus Keene Hotel Pool
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Porches Inn at Mass Moca
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 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 Latest Reviews Call BookMore Details
Hampton Inn & Suites Greenfield in Greenfield
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
184 Shelburne Rd., Greenfield, MA 01301 ~25.19 miles south of Windham County
  • We have a pool ready for use
  • Affordable Suburban property
More Photos Pool image of Hampton Inn & Suites Greenfield
From$109
Very Good 4.5 /5 Review Score Call BookMore Details
Maple Terrace Motel : 555 Main St.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 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.
  • 2 star Rural hotel
More Photos Swimming pool at Maple Terrace Motel
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Springfield Hotel
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
818 Charlestown Rd., Springfield, VT 05156 ~27.77 miles northeast of Windham County
  • Pool details: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20'' by 50''.
  • Midscale Highway property
More Photos Pool image of Best Western Springfield Hotel
From$106
Very Good 4.0 /5 Read Reviews Call BookMore Details
Pointe at Castle Hill Resort : 2940 State Route 103
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2940 State Route 103, Proctorsville, VT 05153 ~31.21 miles north of Windham County
  • We have a pool ready for use
  • 3-star Rural hotel
More Photos Swimming pool at Pointe at Castle Hill Resort
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Red Roof Plus+ South Deerfield Amherst in South Deerfield
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
9 Greenfield Rd., South Deerfield, MA 01373 ~32.89 miles south of Windham County
  • Includes a pool: Indoor heated pool maintained in 80-82 degrees, in a tropical environment.
  • Mid-scale Highway hotel
More Photos Pool image of Red Roof Plus+ South Deerfield Amherst
From$57
Average 3.0 /5 Latest Reviews Call BookMore Details
Jiminy Peak Mountain Resort - Hancock
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 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.
  • Three Star Mountain property
More Photos Swimming pool at Jiminy Peak Mountain Resort
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Windham County" Get Alexa Skill →
Club Wyndham Bentley Brook
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1 Corey Rd., Albany, NY 1237 ~37.88 miles southwest of Windham County
  • We have a pool
  • Three Star property
More Photos Pool image of Club Wyndham Bentley Brook
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
485 Hotel Rd., Brownsville, VT 05037 ~39.01 miles northeast of Windham County
  • Includes a pool: Indoor Pool Outdoor Pool - Opened seasonally
  • 3 star Mountain property
More Photos Pool image of Holiday Inn Club Vacations Ascutney Mountain Resort
From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Lenox Pittsfield : 1032 South St.
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 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
  • Mid-scale Suburban hotel
More Photos Pool image of Hilton Garden Inn Lenox Pittsfield
From$95
Very Good 4.0 /5 Reviews Call BookMore Details

Next: Show All Available Windham County Hotels with Pricing
Back to Top