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

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

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Chester Hotels with Outdoor or Indoor Pools

Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156
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~8.01 miles east of Chester
  • 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 Photo of Best Western Springfield Hotel Pool
From$106
Very Good 4.0 /5 Reviews Call BookMore Details
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Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037
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~15.23 miles northeast of Chester
  • Includes a pool: Indoor Pool Outdoor Pool - Opened seasonally
  • 3-star Mountain property
More Photos Swimming pool at Holiday Inn Club Vacations Ascutney Mountain Resort
From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester - Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Pool details: Seasonal outdoor pool, generally open May - October.
  • 3-star Rural hotel
More Photos Pool image of Aspen at Manchester
From$80
Average 3.0 /5 Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center 5383 Main St., Manchester Center, VT 05255
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~23.47 miles west of Chester
  • Pool details: Indoor & Outdoor (seasonal)
  • Affordable Resort property
More Photos Photo of Palmer House Resort Ascend Hotel Collection Pool
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
On The River Inn Woodstock : 1653 West Woodstock Rd. 1653 West Woodstock Rd., Woodstock, VT 05091
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~24.03 miles north of Chester
  • Includes a pool: Indoor Pool & Sauna – Relax and unwind, rain or shine. 7am - 10pm.
  • High end Mountain property
More Photos Photo of On The River Inn Woodstock Pool
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hideaway Inn Mt. Snow : 270 Handle Rd. 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Pool in hotel: Heated Outdoor Pool: Open seasonally from late-May to mid-October, from 9:00 a.m. to 9:00 p.m.
  • Low Cost Mountain hotel
More Photos Photo of Hideaway Inn Mt. Snow Pool
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Brattleboro in Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • Has swimming pool: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • Midscale Rural property
More Photos Swimming pool at Hampton Inn Brattleboro
From$105
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 in Brattleboro 1186 Putney Rd., Brattleboro, VT 05301
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~26.00 miles south of Chester
  • Pool available: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • Economy Highway hotel
More Photos Swimming pool at Comfort Inn & Suites Brattleboro I 91
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro 100 Chickering Dr., Brattleboro, VT 05301
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~26.53 miles south of Chester
  • Pool in hotel: Indoor pool/ open 5am-11pm
  • 3-star Suburban property
More Photos Photo of Holiday Inn Express & Suites Brattleboro Pool
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Colonial Motel And Spa 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • 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
  • Midscale Rural hotel
More Photos Pool image of Colonial Motel And Spa
From$59
Average 3.0 /5 Guest Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee - Newbury 1403 New Hampshire Rte 103, Newbury, NH 03255
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~27.16 miles east of Chester
  • Our hotel comes with a pool
  • Affordable Resort hotel
More Photos Swimming pool at Hideaway Inn Mt. Sunapee
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Mountain Inn at Killington 47 Old Mill Rd., Killington, VT 05751
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~27.31 miles northwest of Chester
  • Has swimming pool
  • Three Star Resort property
More Photos Swimming pool at The Mountain Inn at Killington
From$52
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Keene Downtown : 75 Railroad St. 75 Railroad St., Keene, NH 03431
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~27.94 miles southeast of Chester
  • Has swimming pool: Heated indoor pool
  • 3 star Downtown hotel
More Photos Swimming pool at Courtyard by Marriott Keene Downtown
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Best Western Plus Keene Hotel 401 Winchester St., Keene, NH 03431
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~28.03 miles southeast of Chester
  • Has swimming pool: Indoor Heated Pool
  • Two star Suburban hotel
More Photos Photo of Best Western Plus Keene Hotel Pool
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel - West Lebanon 45 Airport Rd., West Lebanon, NH 03784
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~28.97 miles northeast of Chester
  • Has swimming pool: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Low priced Airport hotel
More Photos Photo of Best Western West Lebanon- Hanover Hotel Pool
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Cortina Inn in Rutland 476 Holiday Dr., Rutland, VT 05701
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~28.98 miles northwest of Chester
  • Has a pool!
  • Midscale Suburban property
More Photos Swimming pool at Cortina Inn
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
The White River Inn & Suites in White River Junction 91 Ballardvale Dr., White River Junction, VT 05001
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~29.23 miles northeast of Chester
  • Our hotel comes with a pool
  • Cheap Highway property
More Photos Photo of The White River Inn & Suites Pool
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn White River Junction : 104 Ballardvale Dr. 104 Ballardvale Dr., White River Junction, VT 05001
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~29.26 miles northeast of Chester
  • We have a pool
  • 3-star Downtown hotel
More Photos Photo of Hampton Inn White River Junction Pool
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Brattleboro South 515 Canal St., Brattleboro, VT 05301
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~29.34 miles south of Chester
  • Has swimming pool
  • Low priced Downtown hotel
More Photos Pool image of Econo Lodge Brattleboro South
From$53
Not Good 1.0 /5 Review Score Call BookMore Details
Comfort Inn Rutland Vt 19 Allen St., Rutland, VT 05701
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~29.65 miles northwest of Chester
  • Pool in hotel: INDOOR HEATED POOL AND HOT TUB AREA OPEN 9 AM - 9:30 PM.
  • Two star Downtown property
More Photos Pool image of Comfort Inn Rutland Vt
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The White House Inn in Wilmington 178 Vt 9 East, Wilmington, VT 05363
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~30.44 miles southwest of Chester
  • Includes a pool: Small, shallow indoor pool, open 24 hours a day
  • 4 star Mountain property
More Photos Swimming pool at The White House Inn
From$75
Average 3.0 /5 Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington 5 Best Western Place, Rutland, VT 05701
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~30.89 miles northwest of Chester
  • Has swimming pool: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • Affordable Rural hotel
More Photos Swimming pool at Best Western Inn & Suites Rutland-Killington
From$80
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon in Lebanon 35 Labombard Rd., Lebanon, NH 03766
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~32.19 miles northeast of Chester
  • Has swimming pool: Indoor salt water pool, ADA accessible - open 8am-11pm
  • 3-star Suburban hotel
More Photos Photo of Hilton Garden Inn Hanover Lebanon Pool
From$129
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Bennington : 220 Northside Dr. 220 Northside Dr., Bennington, VT 05201
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~39.87 miles southwest of Chester
  • Includes a pool: Outdoor, seasonal
  • Low Cost Suburban property
More Photos Photo of Best Western Bennington Pool
From$36
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Bennington in Bennington 51 Hannaford Sq., Bennington, VT 05201
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~39.94 miles southwest of Chester
  • Pool available: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • 3-star Mountain hotel
More Photos Photo of Hampton Inn Bennington Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel Vervana Trademark Collection by Wyndham - Bennington 141 Main St., Bennington, VT 05201
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~40.46 miles southwest of Chester
  • Pool available: Outdoor pool.
  • Affordable property
More Photos hotel room
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Henniker Motel : 61 Craney Pond Rd. 61 Craney Pond Rd., Henniker, NH 03242
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~40.87 miles east of Chester
  • Includes a pool: Heated indoor pool 8 AM - 10:00 PM
  • 2-star Mountain property
More Photos Photo of Henniker Motel Pool
From$90
Average 3.0 /5 Read Reviews Call BookMore Details

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