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
  • 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 property
More Photos Swimming pool at Best Western Springfield Hotel
From$106
Very good 4.0 /5 Latest Reviews Call BookMore Details
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Aspen at Manchester in Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Pool in hotel: Seasonal outdoor pool, generally open May - October.
  • Three Star Rural hotel
More Photos Swimming pool at Aspen at Manchester
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection 5383 Main St., Manchester Center, VT 05255
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~23.47 miles west of Chester
  • Pool details: Indoor & Outdoor (seasonal)
  • Mid-scale Resort property
More Photos Photo of Palmer House Resort Ascend Hotel Collection Pool
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
On The River Inn Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091
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~24.03 miles north of Chester
  • Has swimming 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 Hotel Reviews Call BookMore Details
Hideaway Inn Mt. Snow - Dover 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Has swimming pool: 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 Latest Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • Pool details: Indoor heated salt water pool and whirl pool Tub. The pool is 4' - 5'deep 15'x30'
  • 3-star Rural property
More Photos Swimming pool at Hampton Inn Brattleboro
From$105
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 : 1186 Putney Rd. 1186 Putney Rd., Brattleboro, VT 05301
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~26.00 miles south of Chester
  • Pool in hotel: open 6am-10pm indoor heated pool. 3 foot deep to 5 foot deep
  • Cheap Highway hotel
More Photos Photo of Comfort Inn & Suites Brattleboro I 91 Pool
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr. 100 Chickering Dr., Brattleboro, VT 05301
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~26.53 miles south of Chester
  • Pool details: Indoor pool/ open 5am-11pm
  • 3 star Suburban hotel
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
  • Three Star Rural property
More Photos Photo of Colonial Motel And Spa Pool
From$59
Average 3.0 /5 Recent Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee 1403 New Hampshire Rte 103, Newbury, NH 03255
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~27.16 miles east of Chester
  • With a pool!
  • Midscale Resort hotel
More Photos Pool image of 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 a pool!
  • Mid-scale Resort property
More Photos Pool image of The Mountain Inn at Killington
From$52
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Keene Downtown - Keene 75 Railroad St., Keene, NH 03431
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~27.94 miles southeast of Chester
  • Pool details: Heated indoor pool
  • 3-star Downtown property
More Photos Pool image of Courtyard by Marriott Keene Downtown
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus Keene Hotel - Keene 401 Winchester St., Keene, NH 03431
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~28.03 miles southeast of Chester
  • Pool details: Indoor Heated Pool
  • Two-star Suburban hotel
More Photos Photo of Best Western Plus Keene Hotel Pool
From$75
Very good 4.0 /5 Hotel 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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~28.97 miles northeast of Chester
  • Pool in hotel: Outdoor Seasonal Pool Open 9AM - 9PM during May- Sep
  • Inexpensive Airport property
More Photos Swimming pool at Best Western West Lebanon- Hanover Hotel
From$85
Very good 4.0 /5 Review Score Call BookMore Details
Cortina Inn : 476 Holiday Dr. 476 Holiday Dr., Rutland, VT 05701
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~28.98 miles northwest of Chester
  • With a pool!
  • 3-star Suburban hotel
More Photos Photo of Cortina Inn Pool
From$79
Average 3.0 /5 Reviews Call BookMore Details
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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
  • Pool in hotel
  • Two star Highway hotel
More Photos Pool image of The White River Inn & Suites
From$75
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn White River Junction - White River Junction 104 Ballardvale Dr., White River Junction, VT 05001
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~29.26 miles northeast of Chester
  • Has swimming pool
  • Midscale Downtown property
More Photos Photo of Hampton Inn White River Junction Pool
From$89
Very good 4.0 /5 Hotel 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 Cost Downtown hotel
More Photos Photo of Econo Lodge Brattleboro South Pool
From$53
Terrible 1.0 /5 Hotel Reviews 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.
  • 2-star Downtown property
More Photos Swimming pool at Comfort Inn Rutland Vt
From$59
Very good 4.0 /5 Guest Reviews Call BookMore Details
The White House Inn : 178 Vt 9 East 178 Vt 9 East, Wilmington, VT 05363
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~30.44 miles southwest of Chester
  • Pool in hotel: Small, shallow indoor pool, open 24 hours a day
  • 4-star Mountain hotel
More Photos Pool image of The White House Inn
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington in Rutland 5 Best Western Place, Rutland, VT 05701
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~30.89 miles northwest of Chester
  • Pool available: Outdoor, heated salt water pool open seasonally*Closed for the 2025 season
  • Mid-scale Rural hotel
More Photos Pool image of Best Western Inn & Suites Rutland-Killington
From$80
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon : 35 Labombard Rd. 35 Labombard Rd., Lebanon, NH 03766
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~32.19 miles northeast of Chester
  • Includes a pool: Indoor salt water pool, ADA accessible - open 8am-11pm
  • Mid-scale Suburban hotel
More Photos Photo of Hilton Garden Inn Hanover Lebanon Pool
From$129
Very good 4.5 /5 Review Score Call BookMore Details
The Mountain Top Inn & Resort : 195 Mountain Top Rd. 195 Mountain Top Rd., Chittenden, VT 05737
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~36.49 miles northwest of Chester
  • Pool in hotel
  • Four star hotel
More Photos Photo of The Mountain Top Inn & Resort Pool
From$160
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Bennington - Bennington 220 Northside Dr., Bennington, VT 05201
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~39.87 miles southwest of Chester
  • Pool available: Outdoor, seasonal
  • Inexpensive Suburban hotel
More Photos Swimming pool at Best Western Bennington
From$36
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Bennington 51 Hannaford Sq., Bennington, VT 05201
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~39.94 miles southwest of Chester
  • Has swimming pool: Indoor Pool is open from 7AM-10PM daily. Pool is 12,000 gallons
  • Three Star Mountain property
More Photos Pool image of Hampton Inn Bennington
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Henniker Motel 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 Guest Reviews Call BookMore Details

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