Windsor Hotels with Pools - Outdoor/Indoor Pools in Windsor VT

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

Windsor Hotels with Outdoor or Indoor Pools

Holiday Inn Club Vacations Mount Ascutney Resort by IHG 485 Hotel Road, Brownsville, VT 05037 +1-888-389-4121 ~3.81 miles west of Windsor
  • Pool in hotel: Billiards or pool table.
  • 3-star Resort property
  • Hotel has 3 floors
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Align Inn Vermont 5817 Woodstock Rd, Quechee, VT 05059 +1-888-675-2083 ~11.00 miles north of Windsor
  • Includes a pool: Wheelchair-accessible pool. Pool access available from 6:00 AM to 9:00 PM.
  • 3-star property
  • 2 floors in property
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Very Good 8.6 /10 Recent Reviews Call BookMore Details
Fireside Inn & Suites West Lebanon 25 Airport Road, West Lebanon, NH 03784 +1-800-716-8490 ~11.19 miles north of Windsor
  • We have a pool ready for use
  • 3-star property
  • Pets are OK
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Average 7.9 /10 Hotel Reviews Call BookMore Details
Best Western West Lebanon-Hanover Hotel 45 Airport Road, West Lebanon, NH 03784 +1-800-805-5223 ~11.27 miles northeast of Windsor
  • Has swimming pool: Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from June to September. Pool access available from 9:30 AM to 8:00 PM.
  • Three Star property
  • Access to gym on-site
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Woodstock Inn & Resort Fourteen The Green, Woodstock, VT 05091 +1-888-965-1860 ~11.73 miles northwest of Windsor
  • Pool available: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Billiards or pool table, Outdoor seasonal pool, Access to nearby indoor pool. The seasonal pool will be open from May 23 to September 30. Pool access available from 8:00 AM to 4:30 PM.
  • Resort property
  • 142 rooms in hotel
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Excellent 9.5 /10 Read Reviews Call BookMore Details
Hampton Inn White River Junction 104 Ballardvale Dr, White River Junction, VT 05001 +1-888-788-5576 ~11.81 miles north of Windsor
  • Has swimming pool: Swimming pool, Wheelchair-accessible pool.
  • Midscale hotel
  • Gym / Fitness Center Available
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Very Good 8.6 /10 Reviews Call BookMore Details
White River Inn and Suites 91 Ballardvale Drive, White River Junction, VT 05001 +1-888-897-9207 ~11.82 miles north of Windsor
  • Pool available: Children's pool. Pool access available from 6:00 AM to 10:00 PM.
  • 3-star property
  • Check-in: 3:00 PM - 11:00 PM
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Average 6.6 /10 Guest Reviews Call BookMore Details
On The River Inn 1653 West Woodstock Road, Woodstock, VT 05091 +1-888-311-4278 ~11.87 miles northwest of Windsor
  • Has swimming pool: Billiards or pool table, Children's pool, Pool sun loungers. Pool access available from 8:00 AM to 10:00 PM.
  • High-end property
  • Check-in time: 4:00 PM - 10:00 PM
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Excellent 9.2 /10 Hotel Reviews Call BookMore Details
Castle Hill Resort & Spa 2940 Route 103, Cavendish, VT 05153 +1-888-469-4795 ~14.18 miles west of Windsor
  • Pool details: Billiards or pool table.
  • 3 star hotel
  • 10 rooms in hotel
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Pointe at Castle Hill Resort 2940 State Route 103, Cavendish, VT 05153 +1-888-734-9421 ~14.21 miles west of Windsor
  • Has swimming pool: Billiards or pool table.
  • Three Star Resort property
  • Check in: 3:00 PM - anytime
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Very Good 8.8 /10 Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon 35 Labombard Rd, Lebanon, NH 03766 +1-888-841-5292 ~14.53 miles northeast of Windsor
  • Pool available: Wheelchair-accessible pool.
  • Mid-scale property
  • Hotel has 4 floors
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Excellent 9.0 /10 Review Score Call BookMore Details
Best Western Springfield Hotel 818 Charlestown Rd, Springfield, VT 05156 +1-888-455-5160 ~14.79 miles south of Windsor
  • Pool in hotel: Wheelchair-accessible pool.
  • Mid-scale property
  • Gym is available on property
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Very Good 8.8 /10 Guest Reviews Call BookMore Details
Courtyard by Marriott Hanover Lebanon 10 Morgan Drive, Lebanon, NH 03766 +1-888-965-8297 ~15.24 miles northeast of Windsor
  • Pool available: Wheelchair-accessible pool.
  • 3-star hotel
  • Hotel has a green policy See policy
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Timber Inn Motel 112 Route 103 S, Ludlow, VT 05149 9778 +1-888-906-6358 ~15.40 miles west of Windsor
  • Pool available: Wheelchair-accessible pool.
  • 2 star Motel property
  • 18 rooms in hotel
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Ludlow Colonial Motel 93 Main Street, Ludlow, VT 05149 +1-888-749-6785 ~15.97 miles west of Windsor
  • We have a pool
  • 2-star Motel hotel
  • Check in time: 15:00
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Average 6.1 /10 Review Score Call BookMore Details
Jackson Gore Village a Vail Resorts Property 111 Jackson Gore Road, Ludlow, VT 05149 +1-888-878-9982 ~16.52 miles west of Windsor
  • Pool in hotel
  • Affordable property
  • Fitness + Health Center
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Very Good 8.6 /10 Guest Reviews Call BookMore Details
Hideaway Inn Mt.Sunapee 1403 New Hampshire Rte 103, Newbury, NH 03255 +1-888-389-4485 ~19.15 miles southeast of Windsor
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 8:00 AM to 10:00 PM.
  • Cheap property
  • Free breakfast available
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Very Good 8.4 /10 Hotel Reviews Call BookMore Details
Mountain Edge Suites at Sunapee an Ascend Collection Hotel 1380 Route 103, Newbury, NH 03255 +1-888-389-4121 ~19.24 miles southeast of Windsor
  • Pool available: Free pool cabanas, Pool sun loungers.
  • Midscale Resort hotel
  • Free complimentary breakfast
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Excellent 9.2 /10 Reviews Call BookMore Details
Cedarbrook Hotel Room w / 2 Doubles 218 8463 Route 4, Killington, 05751 +1-888-675-2083 ~19.53 miles west of Windsor
  • We have a pool ready for use
  • Two star property
  • Check in time: 16:00:00
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Average 7.7 /10 Recent Reviews Call BookMore Details
Cedarbrook Hotel Room 2 Doubles 119 8463 Route 4, Killington, 05751 +1-800-716-8490 ~19.54 miles west of Windsor
  • Includes a swimming pool
  • Low Cost property
  • Check-in: 16:00:00
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Very Good 8.3 /10 Review Score Call BookMore Details
208 Cedarbrook One bedroom Queen Suite 8463 US Route 4, Killington, 05751 +1-800-805-5223 ~19.54 miles west of Windsor
  • Pool in hotel
  • Low Cost property
  • Check-in time: 16:00:00
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Cedarbrook Standard Hotel Room 204 8463 US Route 4, Killington, 05751 +1-888-965-1860 ~19.66 miles west of Windsor
  • Has a pool!
  • Low Cost hotel
  • Check in: 16:00:00
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Average 7.4 /10 Review Score Call BookMore Details
Cedarbrook Queen Studio 210 8463 US Route 4, Killington, 05751 +1-888-788-5576 ~19.66 miles west of Windsor
  • Includes a pool
  • 2-star hotel
  • Check-in time: 16:00:00
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Cedarbrook Queen Studio 110 8463 US Route 4, Killington, 05751 +1-888-897-9207 ~19.66 miles west of Windsor
  • Has a pool!
  • 3 star property
  • Check-in: 16:00:00
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Cedarbrook Queen Studio 107 8463 US Route 4, Killington, 05751 +1-888-311-4278 ~19.66 miles west of Windsor
  • Pool in hotel
  • Two-star property
  • Check-in time: 16:00:00
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Cedarbrook Queen Studio 207 8463 US Route 4, Killington, 05751 +1-888-469-4795 ~19.66 miles west of Windsor
  • With a pool!
  • Economical hotel
  • Check in: 16:00:00
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Very Good 8.3 /10 Guest Reviews Call BookMore Details
Cedarbrook Queen Suite 108 8463 US Route 4, Killington, 05751 +1-888-734-9421 ~19.66 miles west of Windsor
  • Has swimming pool
  • 2 star hotel
  • Check in: 16:00:00
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Excellent 9.0 /10 Review Score Call BookMore Details
Cedarbrook Queen Suite 202 8463 US Route 4, Killington, 05751 +1-888-841-5292 ~19.66 miles west of Windsor
  • Has swimming pool
  • Inexpensive hotel
  • Check in: 16:00:00
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Excellent 9.1 /10 Review Score Call BookMore Details
Cedarbrook Queen Suite 203 8463 US Route 4, Killington, 05751 +1-888-455-5160 ~19.66 miles west of Windsor
  • Includes a pool
  • Two-star property
  • Check-in: 16:00:00
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Average 6.2 /10 Guest Reviews Call BookMore Details
Cedarbrook Queen Suite 106 8463 US Route 4, Killington, 05751 +1-888-965-8297 ~19.66 miles west of Windsor
  • Includes a pool
  • Two star property
  • Check-in: 16:00:00
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Cedarbrook Queen Suite 109 8463 US Route 4, Killington, 05751 +1-888-906-6358 ~19.66 miles west of Windsor
  • Includes a pool
  • Cheap hotel
  • Check-in time: 16:00:00
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Average 6.5 /10 Latest Reviews Call BookMore Details
Ski in / Out Trailside Townhome 81 Timberline South Unit K5, Killington, VT05751 +1-888-749-6785 ~20.79 miles west of Windsor
  • Has a pool!
  • Four star property
  • Check-in time: 16:00:00 - 00:00:00
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Very Good 8.2 /10 Guest Reviews Call BookMore Details
Killington Grand Hotel 228 East Mountain Rd, Killington, VT 05751 +1-888-878-9982 ~22.43 miles west of Windsor
  • Pool in hotel: Wheelchair-accessible pool.
  • Affordable hotel
  • Check in: 5:00 PM - midnight
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Excellent 9.0 /10 Guest Reviews Call BookMore Details
Cascades Lodge 58 Old Mill Road, Killington, 05751 +1-888-389-4485 ~22.63 miles west of Windsor
  • Our hotel comes with a pool
  • Midscale hotel
  • Check-in: 15:00:00
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Average 6.6 /10 Recent Reviews Call BookMore Details
The Mountain Inn at Killington 47 Old Mill Rd, Killington, VT 05751 +1-888-389-4121 ~22.64 miles west of Windsor
  • Includes a pool: Heated pool, Billiards or pool table. Pool access available from noon to 9:00 PM.
  • 3-star hotel
  • Complimentary breakfast is offered
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Summit Lodge 200 Summit Road, Killington, VT 05751 +1-888-675-2083 ~23.13 miles northwest of Windsor
  • Pool in hotel: Pool umbrellas, Billiards or pool table, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from November to April.
  • 3 star property
  • Check in: 4:00 PM - anytime
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Very Good 8.8 /10 Latest Reviews Call BookMore Details
North Star Lodge and Resort 78 Weathervane Dr, Killington, VT 05751 +1-800-716-8490 ~23.18 miles northwest of Windsor
  • Has swimming pool: Pool umbrellas, Heated pool, Pool sun loungers. Pool access available from 10:00 AM to 10:00 PM.
  • Low-priced hotel
  • Check in: 3:00 PM - anytime
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Very Good 8.3 /10 Review Score Call BookMore Details
Killington Center Inn & Suites 905 KILLINGTON ROAD, Killington, Vermont 5751 +1-800-805-5223 ~23.42 miles northwest of Windsor
  • Our hotel comes with a pool
  • 2 star Resort property
  • Check-in time: 15:00:00
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Grafton Inn 92 Main Street, Grafton, VT 05146 +1-888-965-1860 ~23.64 miles southwest of Windsor
  • Pool available: Billiards or pool table.
  • 3-star hotel
  • Check-in: 4:00 PM - 10:00 PM
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Excellent 9.6 /10 Reviews Call BookMore Details
Greenbrier Inn 2057 Route 4, Killington, VT 05751 +1-888-788-5576 ~24.46 miles northwest of Windsor
  • Has swimming pool: Pool sun loungers.
  • Two star property
  • 21 rooms in hotel
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Excellent 9.4 /10 Reviews Call BookMore Details
Grey Bonnet Inn 831 Vermont Rte 100, Killington, VT 05751 +1-888-897-9207 ~24.98 miles northwest of Windsor
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May 22 to October 12. Pool access available from 8:00 AM to 9:00 PM.
  • Low-priced hotel
  • Check-in time: 4:00 PM - anytime
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The Upper Pass Lodge at Magic Mountain 420 Magic Mountain Access Road, Londonderry, VT 05148 +1-888-311-4278 ~26.84 miles southwest of Windsor
  • Includes a pool: Outdoor seasonal pool. The seasonal pool will be open from May 31 to September 01. Pool access available from 11:00 AM to 7:00 PM.
  • Mid-scale Motel property
  • 20 rooms in property
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Best Western Inn & Suites Rutland-Killington 5 Best Western Place, Rutland, VT 05701 +1-888-469-4795 ~29.26 miles west of Windsor
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • Midscale hotel
  • Comp. Breakfast
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Days Inn by Wyndham Rutland / Killington Area 401 US 7, Rutland, VT 05701 +1-888-734-9421 ~29.55 miles west of Windsor
  • Pool details: Wheelchair-accessible pool.
  • Three Star property
  • Check in time: 3:00 PM - 5:30 AM
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Average 7.2 /10 Read Reviews Call BookMore Details
Cortina Inn 476 Holiday Drive, Rutland, VT 05701 +1-888-841-5292 ~29.65 miles west of Windsor
  • Includes a swimming pool
  • Affordable property
  • 2 floors in property
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Average 6.4 /10 Reviews Call BookMore Details
Hampton Inn Rutland 47 Farrell Rd, Rutland, VT 05701 +1-888-455-5160 ~29.68 miles west of Windsor
  • Pool available: Wheelchair-accessible pool. Pool access available from 7:00 AM to 10:00 PM.
  • Mid-scale property
  • 3 floors in property
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Excellent 9.0 /10 Review Score Call BookMore Details
Quality Inn Rutland - Killington 253 South Main St, Rutland, VT 05701 +1-888-965-8297 ~29.80 miles west of Windsor
  • Includes a pool
  • 3-star property
  • Pets/Dogs Allowed
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Average 6.0 /10 Reviews Call BookMore Details
Comfort Inn Rutland - Killington 19 Allen St, Rutland, VT 05701 +1-888-906-6358 ~29.83 miles west of Windsor
  • Pool details: Billiards or pool table. Pool access available from 9:00 AM to 9:30 PM.
  • 3 star property
  • Free breakfast
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Very Good 8.0 /10 Reviews Call BookMore Details
Rodeway Inn Rutland - Killington 138 North Main Street, Rutland, VT 05701 +1-888-749-6785 ~30.50 miles west of Windsor
  • Includes a swimming pool
  • Two star hotel
  • Check-in time: 15:00:00
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The Mountain Top Inn & Resort 195 Mountain Top Road, Chittenden, VT 05737 +1-888-878-9982 ~32.21 miles northwest of Windsor
  • Pool available: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers, Fence around pool. The seasonal pool will be open from June to October. Pool access available from 9:00 AM to 9:00 PM.
  • 3-star Resort hotel
  • 51 rooms in property
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Excellent 9.5 /10 Review Score Call BookMore Details
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