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 Ascutney Mountain Resort - Brownsville 485 Hotel Rd., Brownsville, VT 05037 Call ~3.83 miles west of Windsor
  • Includes a pool: Indoor Pool Outdoor Pool - Opened seasonally
  • 3-star Mountain hotel
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From$144 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel 45 Airport Rd., West Lebanon, NH 03784 Call ~11.23 miles northeast of Windsor
  • Has swimming pool: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • 2 star Airport property
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From$102 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn White River Junction : 104 Ballardvale Dr. 104 Ballardvale Dr., White River Junction, VT 05001 Call ~11.81 miles north of Windsor
  • Includes a swimming pool
  • Three Star Downtown property
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From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
On The River Inn Woodstock in Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091 Call ~11.87 miles northwest of Windsor
  • Pool available: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • 4-star Mountain property
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From$150 total
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon 35 Labombard Rd., Lebanon, NH 03766 Call ~14.31 miles northeast of Windsor
  • Includes a pool: Indoor salt water pool, ADA accessible - open 8am-11pm
  • 3 star Suburban property
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From$154 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156 Call ~14.77 miles south of Windsor
  • Includes a pool: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20' by 50'.
  • 3 star Highway hotel
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From$127 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee - Newbury 1403 New Hampshire Rte 103, Newbury, NH 03255 Call ~19.10 miles southeast of Windsor
  • Includes a pool
  • Affordable Resort property
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From$96 total
Average 3.0 /5 Reviews Call BookMore Details
The Mountain Inn at Killington 47 Old Mill Rd., Killington, VT 05751 Call ~22.58 miles west of Windsor
  • We have a pool
  • Midscale Resort property
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From$62 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington in Rutland 5 Best Western Place, Rutland, VT 05701 Call ~29.11 miles west of Windsor
  • Has swimming pool: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • Three Star Rural hotel
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From$96 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Cortina Inn - Rutland 476 Holiday Dr., Rutland, VT 05701 Call ~29.53 miles west of Windsor
  • We have a pool ready for use
  • 3-star Suburban property
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From$94 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Rutland Vt 19 Allen St., Rutland, VT 05701 Website Call ~29.71 miles west of Windsor
  • Pool in hotel: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Low-priced Downtown hotel
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From$70 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Henniker Motel 61 Craney Pond Rd., Henniker, NH 03242 Call ~37.24 miles southeast of Windsor
  • Pool available: Heated indoor pool 8 AM - 10:00 PM
  • Low-priced Mountain property
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From$108 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Keene Downtown in Keene 75 Railroad St., Keene, NH 03431 Call ~38.16 miles south of Windsor
  • Pool in hotel: Heated indoor pool
  • 3-star Downtown property
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From$118 total
Very Good 4.0 /5 Review Score Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255 Call ~38.40 miles southwest of Windsor
  • Includes a pool: Seasonal outdoor pool, generally open May - October.
  • 3-star Rural hotel
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From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Keene Elm City Hotel : 175 Key Rd. 175 Key Rd., Keene, NH 03431 Call ~38.49 miles south of Windsor
  • Pool details: Heated Indoor Pool Open from 6:30am-10:00pm
  • 3 star Rural property
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From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection 5383 Main St., Manchester Center, VT 05255 Call ~38.63 miles southwest of Windsor
  • Pool in hotel: Indoor & Outdoor (seasonal)
  • 3-star Resort hotel
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From$120 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Keene Hotel in Keene 401 Winchester St., Keene, NH 03431 Call ~38.75 miles south of Windsor
  • Pool details: Indoor Heated Pool
  • 2-star Suburban hotel
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From$90 total
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites Plymouth White Mountains in Plymouth 12 Ridge View Ln, Plymouth, NH 03264 Call ~39.36 miles northeast of Windsor
  • Pool details: Indoor Heated Saltwater Pool Hours: 7:00am - 10:00pm
  • Inexpensive Rural hotel
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From$135 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Colds Spring Resort : 460 North Ashland Rd. 460 North Ashland Rd., Ashland, NH 03217 Call ~40.80 miles east of Windsor
  • Includes a pool: Indoor pool
  • Mid-scale Rural hotel
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Brattleboro : 1378 Putney Rd. 1378 Putney Rd., Brattleboro, VT 05301 Call ~41.20 miles south of Windsor
  • Pool available: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • Three Star Rural hotel
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From$126 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 1186 Putney Rd., Brattleboro, VT 05301 Call ~41.56 miles south of Windsor
  • Pool available: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • Two star Highway hotel
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From$94 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites - Tilton 75 Tilton Rd., Tilton, NH 03276 Call ~41.83 miles east of Windsor
  • With a pool!
  • 3-star Lake property
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From$112 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Tilton : 195 Laconia Rd. 195 Laconia Rd., Tilton, NH 03276 Call ~42.00 miles east of Windsor
  • Pool available: Indoor Pool 7am-10pm
  • Three Star Lake property
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From$154 total
Very Good 4.0 /5 Reviews Call BookMore Details
Black Mountain Inn 959 Putney Rd., Brattleboro, VT 05301 Call ~42.06 miles south of Windsor
  • Pool available: Seasonal outdoor pool
  • 2 star Suburban property
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From$68 total
Average 3.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr. 100 Chickering Dr., Brattleboro, VT 05301 Call ~42.19 miles south of Windsor
  • Has swimming pool: Indoor pool/ open 5am-11pm
  • Midscale Suburban property
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From$94 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356 Call ~43.38 miles southwest of Windsor
  • Pool details: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Cheap Mountain property
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From$60 total
Average 3.0 /5 Reviews Call BookMore Details
Econo Lodge Brattleboro South 515 Canal St., Brattleboro, VT 05301 Call ~44.98 miles south of Windsor
  • With a pool!
  • Economy Downtown hotel
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From$63 total
Not Good 1.0 /5 Read Reviews Call BookMore Details
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