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.

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Windsor Hotels with Outdoor or Indoor Pools

Holiday Inn Club Vacations Ascutney Mountain Resort in Brownsville 485 Hotel Rd., Brownsville, VT 05037
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~3.83 miles west of Windsor
  • Pool available: 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 Guest Reviews Call BookMore Details
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Best Western West Lebanon- Hanover Hotel in West Lebanon 45 Airport Rd., West Lebanon, NH 03784
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~11.23 miles northeast of Windsor
  • Pool available: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Cheap Airport hotel
More Photos Swimming pool at Best Western West Lebanon- Hanover Hotel
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
The White River Inn & Suites - White River Junction 91 Ballardvale Dr., White River Junction, VT 05001
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~11.78 miles north of Windsor
  • Has swimming pool
  • Low priced Highway property
More Photos Photo of The White River Inn & Suites Pool
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn White River Junction 104 Ballardvale Dr., White River Junction, VT 05001
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~11.81 miles north of Windsor
  • Includes a swimming pool
  • Affordable Downtown hotel
More Photos Pool image of Hampton Inn White River Junction
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
On The River Inn Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091
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~11.87 miles northwest of Windsor
  • Includes a pool: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • High-end Mountain hotel
More Photos Photo of On The River Inn Woodstock Pool
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon 35 Labombard Rd., Lebanon, NH 03766
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~14.31 miles northeast of Windsor
  • Has swimming pool: Indoor salt water pool, ADA accessible - open 8am-11pm
  • Midscale Suburban property
More Photos Photo of Hilton Garden Inn Hanover Lebanon Pool
From$129
Very Good 4.5 /5 Review Score Call BookMore Details
Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156
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~14.77 miles south of Windsor
  • Pool in hotel: The pool area is open from 5am until 11pm. It is an indoor, heated pool measuring 20' by 50'.
  • Affordable Highway property
More Photos Photo of Best Western Springfield Hotel Pool
From$106
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee : 1403 New Hampshire Rte 103 1403 New Hampshire Rte 103, Newbury, NH 03255
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~19.10 miles southeast of Windsor
  • We have a pool ready for use
  • Mid-scale Resort hotel
More Photos Photo of Hideaway Inn Mt. Sunapee Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Mountain Inn at Killington - Killington 47 Old Mill Rd., Killington, VT 05751
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~22.58 miles west of Windsor
  • We have a pool ready for use
  • Three Star Resort hotel
More Photos Swimming pool at The Mountain Inn at Killington
From$52
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington 5 Best Western Place, Rutland, VT 05701
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~29.11 miles west of Windsor
  • Pool in hotel: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • Three Star Rural property
More Photos Photo of Best Western Inn & Suites Rutland-Killington Pool
From$80
Very Good 4.5 /5 Review Score Call BookMore Details
Cortina Inn 476 Holiday Dr., Rutland, VT 05701
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~29.53 miles west of Windsor
  • We have a pool
  • Midscale Suburban hotel
More Photos Photo of Cortina Inn Pool
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Rutland Vt : 19 Allen St. 19 Allen St., Rutland, VT 05701
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~29.71 miles west of Windsor
  • Includes a pool: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • 2 star Downtown hotel
More Photos Swimming pool at Comfort Inn Rutland Vt
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Henniker Motel 61 Craney Pond Rd., Henniker, NH 03242
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~37.24 miles southeast of Windsor
  • Includes a pool: Heated indoor pool 8 AM - 10:00 PM
  • Two star Mountain property
More Photos Pool image of Henniker Motel
From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
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Courtyard by Marriott Keene Downtown in Keene 75 Railroad St., Keene, NH 03431
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~38.16 miles south of Windsor
  • Pool in hotel: Heated indoor pool
  • Midscale Downtown hotel
More Photos Pool image of Courtyard by Marriott Keene Downtown
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255
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~38.40 miles southwest of Windsor
  • Has swimming pool: Seasonal outdoor pool, generally open May - October.
  • 3 star Rural property
More Photos Swimming pool at Aspen at Manchester
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Palmer House Resort Ascend Hotel Collection in Manchester Center 5383 Main St., Manchester Center, VT 05255
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~38.63 miles southwest of Windsor
  • Has swimming pool: Indoor & Outdoor (seasonal)
  • 3 star Resort property
More Photos Photo of Palmer House Resort Ascend Hotel Collection Pool
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Keene Hotel - Keene 401 Winchester St., Keene, NH 03431
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~38.75 miles south of Windsor
  • Pool in hotel: Indoor Heated Pool
  • 2-star Suburban property
More Photos Pool image of Best Western Plus Keene Hotel
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites Plymouth White Mountains : 12 Ridge View Ln 12 Ridge View Ln, Plymouth, NH 03264
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~39.36 miles northeast of Windsor
  • Pool in hotel: Indoor Heated Saltwater Pool Hours: 7:00am - 10:00pm
  • Cheap Rural hotel
More Photos Swimming pool at Fairfield by Marriott Inn & Suites Plymouth White Mountains
From$113
Very Good 4.5 /5 Read Reviews Call BookMore Details
Colds Spring Resort : 460 North Ashland Rd. 460 North Ashland Rd., Ashland, NH 03217
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~40.80 miles east of Windsor
  • Has swimming pool: Indoor pool
  • Midscale Rural hotel
More Photos hotel room
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Brattleboro in Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~41.20 miles south of Windsor
  • Pool details: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • Midscale Rural hotel
More Photos Photo of Hampton Inn Brattleboro Pool
From$105
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 1186 Putney Rd., Brattleboro, VT 05301
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~41.56 miles south of Windsor
  • Includes a pool: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • 2-star Highway hotel
More Photos Photo of Comfort Inn & Suites Brattleboro I 91 Pool
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites - Tilton 75 Tilton Rd., Tilton, NH 03276
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~41.83 miles east of Windsor
  • Has a pool!
  • Mid-scale Lake property
More Photos Swimming pool at Holiday Inn Express & Suites
From$94
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Tilton 195 Laconia Rd., Tilton, NH 03276
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~42.00 miles east of Windsor
  • Includes a pool: Indoor Pool 7am-10pm
  • 3-star Lake property
More Photos Pool image of Hampton Inn & Suites Tilton
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Black Mountain Inn in Brattleboro 959 Putney Rd., Brattleboro, VT 05301
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~42.06 miles south of Windsor
  • Pool details: Seasonal outdoor pool
  • Two star Suburban hotel
More Photos Swimming pool at Black Mountain Inn
From$57
Average 3.5 /5 Guest Reviews Call BookMore Details
Colonial Motel And Spa in Brattleboro 889 Putney Rd., Brattleboro, VT 05301
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~42.16 miles south of Windsor
  • Has swimming pool: INDOOR POOL: Monday-saturday 6am to 9pm Sunday : 8am to 9pm Holiday hours may vary It is 75feet Salt water pool with sauna,hot tub, limited gym equipment and locker room. OUTDOOR POOL: Seasonal. Open till dark.Not heated
  • 3 star Rural property
More Photos Photo of Colonial Motel And Spa Pool
From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro - Brattleboro 100 Chickering Dr., Brattleboro, VT 05301
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~42.19 miles south of Windsor
  • Has swimming pool: Indoor pool/ open 5am-11pm
  • Affordable Suburban hotel
More Photos Pool image of Holiday Inn Express & Suites Brattleboro
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hideaway Inn Mt. Snow - Dover 270 Handle Rd., Dover, VT 05356
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~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.
  • Inexpensive Mountain hotel
More Photos Pool image of Hideaway Inn Mt. Snow
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Brattleboro South 515 Canal St., Brattleboro, VT 05301
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~44.98 miles south of Windsor
  • We have a pool ready for use
  • Cheap Downtown hotel
More Photos Pool image of Econo Lodge Brattleboro South
From$53
Not Good 1.0 /5 Recent Reviews Call BookMore Details

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